BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Check out mls # A4698503 - Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 1 car over sized garage,-lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

3 Beds ⋅ 2 Baths ⋅ A4704456 MLS ⋅ B BLDG.

BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Check out mls # A4698503 - Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 1 car over sized garage,-lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Unit B Lane Unit B, Holmes Beach

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-778-7777

$3,900,000

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

4 Beds ⋅ 7 Baths ⋅ TB8541795 MLS

Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

215 82nd Street, Holmes Beach

Listing courtesy of SHORE PROPERTY GROUP. 727-742-1828

$1,100,000

Welcome to this beautifully remodeled and furnished coastal retreat in the heart of Holmes Beach. Set on a generous 0.24-acre corner lot, this spacious single-level home offers four bedrooms, two and a half baths and 2,223 square feet of inviting living space. The bright, open interior is designed for effortless gathering and entertaining. The updated kitchen features an oversized island with seating, stone countertops, abundant cabinetry and new stainless-steel appliances. The kitchen flows naturally into the dining and living areas, while stylish tile flooring, plantation shutters and recessed lighting enhance the home’s fresh coastal character. The large primary suite includes a spacious walk-in closet and an impressive en-suite bath with a freestanding soaking tub and separate walk-in shower. Three additional bedrooms provide comfortable accommodations for family and guests, and a convenient laundry closet includes a new washer and dryer. Outside, enjoy colorful tropical landscaping and a sizable yard with space to relax and entertain. The property provides parking for up to four vehicles and is ideally located approximately 0.2 miles from the Holmes Beach pickleball and tennis courts and 0.4 miles from public beach access. Anna Maria Island’s shopping, dining and recreational amenities are all within easy reach. Currently configured as a completely remodeled single-family residence, the property also has the potential to be reestablished as a duplex or triplex, subject to applicable municipal approvals and verification. Offered furnished and supported by a one-week minimum rental period, this island home offers excellent vacation-rental income potential along with the flexibility to serve as a full-time residence or personal coastal getaway.

4 Beds ⋅ 3 Baths ⋅ A4703190 MLS

Welcome to this beautifully remodeled and furnished coastal retreat in the heart of Holmes Beach. Set on a generous 0.24-acre corner lot, this spacious single-level home offers four bedrooms, two and a half baths and 2,223 square feet of inviting living space. The bright, open interior is designed for effortless gathering and entertaining. The updated kitchen features an oversized island with seating, stone countertops, abundant cabinetry and new stainless-steel appliances. The kitchen flows naturally into the dining and living areas, while stylish tile flooring, plantation shutters and recessed lighting enhance the home’s fresh coastal character. The large primary suite includes a spacious walk-in closet and an impressive en-suite bath with a freestanding soaking tub and separate walk-in shower. Three additional bedrooms provide comfortable accommodations for family and guests, and a convenient laundry closet includes a new washer and dryer. Outside, enjoy colorful tropical landscaping and a sizable yard with space to relax and entertain. The property provides parking for up to four vehicles and is ideally located approximately 0.2 miles from the Holmes Beach pickleball and tennis courts and 0.4 miles from public beach access. Anna Maria Island’s shopping, dining and recreational amenities are all within easy reach. Currently configured as a completely remodeled single-family residence, the property also has the potential to be reestablished as a duplex or triplex, subject to applicable municipal approvals and verification. Offered furnished and supported by a one-week minimum rental period, this island home offers excellent vacation-rental income potential along with the flexibility to serve as a full-time residence or personal coastal getaway.

401 63rd Street, Holmes Beach

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-896-9981

$5,995,000

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

5 Beds ⋅ 5 Baths ⋅ A4697603 MLS

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

$1,200,000

Location, location, and island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

2 Beds ⋅ 2 Baths ⋅ A4696637 MLS

Location, location, and island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

207 71st Street Unit E, Holmes Beach

Listing courtesy of PINEYWOODS REALTY LLC. 813-225-1890

$880,000

BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Exceptional Island Investment Opportunity Just a short walk to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

3 Beds ⋅ 2 Baths ⋅ A4696880 MLS ⋅ B BLDG.

BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Exceptional Island Investment Opportunity Just a short walk to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Lane Unit B, Holmes Beach

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-778-7777

$2,995,000

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

4 Beds ⋅ 4 Baths ⋅ L4962247 MLS

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach

Listing courtesy of BERRY REALTY & APPRAISAL SERVICES PA. 863-224-6857

$1,085,000

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

3 Beds ⋅ 2 Baths ⋅ A4694348 MLS

The ultimate island investment or low-maintenance personal paradise has arrived! This fully remodeled 3-bedroom, 2-bathroom villa offers the rare freedom of zero HOA fees combined with high-income weekly rental potential. Originally built with solid mid-century bones, the property carries an effective year built of 2009 and has just undergone a spectacular, top-to-bottom luxury transformation. Step inside to a bright, airy great room boasting vaulted ceilings and elegant crown molding throughout. The stunning chef’s kitchen features a massive island with counter seating, brand-new cabinetry, quartz countertops, and all-new Stainless Steel appliances. Total peace of mind is yours with BRAND-NEW impact-rated windows, exterior doors, and sliding glass doors, complemented by fresh interior/exterior paint and new ceramic tile flooring. The outdoor space is a private tropical oasis, showcasing fresh landscaping with a full irrigation system/landscape lighting and a fully fenced yard. The sparkling heated pool is ready for year-round enjoyment with a brand-new pool heater and pool pump. Offered completely turnkey furnished, this island gem is move in and rental-ready from day one!

324 64th Street, Holmes Beach

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

$994,000

This home is a renovated 2-bedroom, 2-bathroom with a private den. The home has an open concept with the kitchen, dining area and living room. The primary suite has an en-suite bathroom. It has a private backyard and a heated and chilled pool. There is an upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good history and 5-star reviews. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a storage room that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy.

2 Beds ⋅ 2 Baths ⋅ A4694707 MLS

This home is a renovated 2-bedroom, 2-bathroom with a private den. The home has an open concept with the kitchen, dining area and living room. The primary suite has an en-suite bathroom. It has a private backyard and a heated and chilled pool. There is an upper deck and a lower covered outdoor living and dining area. It is in a weekly rental zone and has good history and 5-star reviews. This lovely property is convenient to the beach and in a very quiet Holmes Beach residential neighborhood. It has one shared wall with the unit next door that was double insulated during renovation to reduce noise. It's just a short walk to the many shops and restaurants of downtown Holmes Beach, as well as the Island’s only dog park. There is a storage room that includes a ping pong table, a beach cart, beach toys and lots of beach equipment and a propane grill and outdoor propane fire pit ready to enjoy.

308 60th Street Unit A, Holmes Beach

Listing courtesy of SAVVY AVENUE, LLC. 888-490-1268

$3,450,000

Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

4 Beds ⋅ 6 Baths ⋅ A4688761 MLS

Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

518 58th Street, Holmes Beach

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-383-2500

$985,000

DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holmes Beach. Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. NEW ROOF installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!

2 Beds ⋅ 2 Baths ⋅ A4693773 MLS

DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holmes Beach. Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. NEW ROOF installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!

221 85th Street, Holmes Beach

Listing courtesy of SATO REAL ESTATE INC.. 941-778-7200

$589,900

Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines

2 Beds ⋅ 2 Baths ⋅ A4692722 MLS ⋅ Building 1 BLDG.

Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines

711 Manatee Avenue, Holmes Beach

Listing courtesy of SAUTER BY THE WATER. 941-233-9180

$3,295,000

Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.

5 Beds ⋅ 4 Baths ⋅ A4688232 MLS

Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.

5701 Carissa Street, Holmes Beach

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

$459,000

OWNER VERY MOTIVATED !! West Bay Cove in Holmes Beach! This fully updated condo is being offered turnkey furnished, making it an ideal vacation getaway, income-producing rental, or full-time home in paradise.PICKLE BALL ! The bright corner layout offers open, inviting living spaces and a peaceful setting overlooking the pool, creating the perfect spot to unwind after a day at the beach. Thoughtful updates throughout give the home a fresh, coastal feel that’s ready to enjoy from day one. Westbay Cove is a beautifully maintained waterfront community on the Intracoastal Waterway with stunning Tampa Bay views, lush tropical landscaping, two heated pools, and tennis court. Just a couple of blocks to the beach and close to the trolley line, pier, local dining, and shopping—with convenient on and off island access. Don’t miss your chance to own a slice of Anna Maria Island.Walk to Publix, Shopping, Dining and the Gulf!

2 Beds ⋅ 2 Baths ⋅ A4683381 MLS ⋅ Westbay Cove BLDG.

OWNER VERY MOTIVATED !! West Bay Cove in Holmes Beach! This fully updated condo is being offered turnkey furnished, making it an ideal vacation getaway, income-producing rental, or full-time home in paradise.PICKLE BALL ! The bright corner layout offers open, inviting living spaces and a peaceful setting overlooking the pool, creating the perfect spot to unwind after a day at the beach. Thoughtful updates throughout give the home a fresh, coastal feel that’s ready to enjoy from day one. Westbay Cove is a beautifully maintained waterfront community on the Intracoastal Waterway with stunning Tampa Bay views, lush tropical landscaping, two heated pools, and tennis court. Just a couple of blocks to the beach and close to the trolley line, pier, local dining, and shopping—with convenient on and off island access. Don’t miss your chance to own a slice of Anna Maria Island.Walk to Publix, Shopping, Dining and the Gulf!

600 Manatee Avenue Unit 116, Holmes Beach

Listing courtesy of BOYD REALTY. broker@boydrealty.com

$999,000

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2 Beds ⋅ 2 Baths ⋅ A4684724 MLS

You must see this charming 1940s Craftsman cottage tucked into the historic heart of Anna Maria Island! This beautifully renovated two-bedroom, two-bath homestead blends timeless Old Florida character with effortless coastal charm. The home’s distinctive pecky pine exterior pay homage to its heritage while creating a warm, inviting island aesthetic that reflects the relaxed spirit of Anna Maria’s historic beach community. Inside, the home opens into a light-filled open floor plan designed for easy coastal living and effortless entertaining. The living, dining, and kitchen areas flow seamlessly together, creating a welcoming gathering space filled with natural light and breezy island ambiance. Whether enjoying a quiet morning coffee or hosting friends after a day at Anna Maria’s beautiful beaches, the layout makes the home feel both spacious and intimate. A convenient indoor laundry room is thoughtfully tucked away, adding modern practicality to this historic retreat. The home features a well-designed split floor plan, offering privacy and comfort for residents and guests alike. The primary bedroom suite includes a private ensuite bath, creating a peaceful retreat at the end of the day. On the opposite side of the home, the second bedroom features charming built-in bunks, perfect for family or visiting guests, with easy access to the second full bath. Step outside to discover a beautifully landscaped private pool enclosure, surrounded by lush tropical greenery that creates a tranquil island oasis. It’s the perfect spot to relax, unwind, and soak in the peaceful rhythm of Anna Maria’s laid-back island lifestyle. All of this is located just two blocks from Anna Maria’s world-famous sugar-sand beaches, and only moments from the island’s beloved restaurants, charming boutiques, and local shops. Spend your days biking to breakfast cafés, strolling to dinner with sunset views, or exploring the unique coastal storefronts that make Anna Maria so special. This lovingly restored cottage offers a rare opportunity to own a piece of historic island charm paired with modern comfort in one of Florida’s most treasured beach communities.

2913 Gulf Drive, Holmes Beach

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

$2,150,000

This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.

5 Beds ⋅ 5 Baths ⋅ TB8480803 MLS

This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.

201 54th Street, Holmes Beach

Listing courtesy of CHIRINO REAL ESTATE. 813-642-3325

$475,000

New price you can't pass up! This building is built up and never flooded in the 2024 storms. First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

2 Beds ⋅ 2 Baths ⋅ A4685147 MLS ⋅ 15 BLDG.

New price you can't pass up! This building is built up and never flooded in the 2024 storms. First-floor corner unit with amazing bay views in the waterfront community of Westbay Cove on Anna Maria Island. This 2 bedroom, 2 bathroom condo offers a bright, functional layout with abundant natural light and peaceful views of the bay. The kitchen features custom cabinetry, tile backsplash, and newer appliances, and opens to the main living area and enclosed Florida room. The Florida room adds additional living space and is the perfect place to enjoy morning coffee while taking in the bay breezes and sunrise skies. The primary suite includes a walk-in closet, private sliding-door access to the Florida room, and an updated en suite bath with a quartz vanity and tile flooring. The guest bedroom is generously sized with dual closets and an ensuite bathroom featuring quartz countertops and a custom tiled shower. The guest bedroom also has private access to the screened front lanai. Additional features include hurricane-rated windows (sliders are not hurricane-rated), updated flooring, and a new stackable washer and dryer in the screened front lanai. The unit is being sold turnkey furnished, making it move-in ready for seasonal use, full-time living, or investment. Westbay Cove is a well-maintained bayfront community on Anna Maria Island offering two pools and beautifully landscaped waterfront grounds. Located just minutes from Anna Maria Island beaches, restaurants, and shopping.

600 Manatee Avenue Unit 145, Holmes Beach

Listing courtesy of DUNCAN REAL ESTATE, INC.. 941-779-0304

$1,075,000

Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

3 Beds ⋅ 2 Baths ⋅ A4684894 MLS

Virtually Staged. This 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Bring your decorator spirit and make your island dream a reality by making this one your own!

5803 De Palmas Avenue, Holmes Beach

Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA. 941-778-6066

$3,490,000

Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

4 Beds ⋅ 4 Baths ⋅ A4683981 MLS

Beachfront Bliss – Gulf Views from Every Angle! Just one house from the beach, this 4-bedroom, 4-bath coastal stunner delivers postcard-perfect Gulf views straight from the kitchen sink—yes, you’ll actually smile while scrubbing plates! Natural light throughout, high ceilings, 2 sided fireplace, wet bar in the living room, open living area that flows into a chef’s kitchen. Stainless steel appliances, gas stove, double ovens and more! The coastal chic blue countertops and tile throughout for easy beach sand clean up! Step outside to your wrap around balcony to dine and enjoy the gulf breeze. Backyard features your private heated pool that includes a sun shelf. All the bedrooms are spacious and have their own privacy. The primary suite is upstairs with even better views of the Gulf to wake up to. Enjoy your private balcony AND a spiral staircase leading up to the roof top deck, ideal to watch sunsets and dolphins jump in the water. Master bathroom has a huge walk-in shower, soak in tub, dual sinks and a large walk-in closet that includes a safe. The location is central to the island, close to everything and very convenient. 30 day minimum rental period. One house away from the Gulf, this may be the island’s best-kept secret!

105 49th Street, Holmes Beach

Listing courtesy of SATO REAL ESTATE INC.. 941-778-7200

$2,950,000

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

4 Beds ⋅ 4 Baths ⋅ A4683720 MLS

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

Listing courtesy of COMPASS FLORIDA LLC. 941-279-3630

$2,699,000

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

6 Beds ⋅ 5 Baths ⋅ A4683830 MLS

Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

130 50th Street, Holmes Beach

Listing courtesy of BEACH HOUSE REAL ESTATE LLC. 941-216-3764

$699,000

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

1 Beds ⋅ 1 Baths ⋅ A4682104 MLS ⋅ Peacock Hut BLDG.

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

205 Peacock Lane Unit A, Holmes Beach

Listing courtesy of BEACH HOUSE REAL ESTATE LLC. 941-216-3764

$625,000

**NO HOA** Find me another turnkey island property like this one that is zoned for short term rentals without an HOA... Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.

2 Beds ⋅ 2 Baths ⋅ TB8470442 MLS

**NO HOA** Find me another turnkey island property like this one that is zoned for short term rentals without an HOA... Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.

4909 Gulf Drive Unit 6B, Holmes Beach

Listing courtesy of EXP REALTY LLC. 888-883-8509

$1,350,000

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

4 Beds ⋅ 2 Baths ⋅ A4679453 MLS

OVER 150K INCOME OVER LAST 12 MONTHS!!! Embrace the pinnacle of island luxury with this impeccably designed, turnkey Holmes Beach duplex—operating as a successful Airbnb and ready for seamless ownership transition. Each side features two spacious bedrooms and one bath, complete with gleaming marble countertops, white shaker cabinetry, elegant, natural-flow tile backsplashes and breathtaking remodeled bathrooms. With fresh paint, brand-new flooring, and a 2022 roof, the home is both stunning and secure. Every door and window is hurricane-rated and newly installed—offering peace of mind in every detail. Outdoors, one side boasts a heated pool with newly installed heater and a gorgeous waterfall feature, while the other side offers a soothing hot tub just installed in 2025 as well. Two outdoor showers add to the coastal experience, surrounded by lush, meticulously maintained landscaping. With five parking spots and separate entrances, you can host larger groups as a whole or individual parties in each unit and your guests will fall in love with this location when they find out public beach access is less than a block away! This duplex is uniquely positioned for maximum rental flexibility. Weekly rentals are fully allowed, making this a prime investment. High-end furnishings down to the last detail—silverware, plates, bedding, towels—ensure a seamless guest experience. Just steps from the vibrant charm of historic Bridge Street—known for its waterfront dining, boutique shops, and lively atmosphere—and minutes from the serene Bean Point, this property is at the heart of one of Florida’s top destinations. This is more than a home; it’s a fully operational, luxurious escape. Whether you’re continuing its rental success or claiming it for yourself, this is an unparalleled opportunity for coastal living and investment combined.

3604 Gulf Drive Unit A and B, Holmes Beach

Listing courtesy of PREFERRED SHORE LLC. 941-999-1179

$2,399,000

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6 Beds ⋅ 6 Baths ⋅ A4679284 MLS

Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!

6908 Holmes Boulevard, Holmes Beach

Listing courtesy of BEACH HOUSE REAL ESTATE LLC. 941-216-3764

$3,995,000

Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment. Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy. More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living. Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

4 Beds ⋅ 5 Baths ⋅ A4678763 MLS

Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment. Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy. More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living. Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

7003 Holmes Boulevard, Holmes Beach

Listing courtesy of SATO REAL ESTATE INC.. 941-778-7200

$2,150,000

Discover a versatile two-unit property in Holmes Beach offering the flexibility many buyers seek on Anna Maria Island. With a combined total of 5 bedrooms and 4 bathrooms, this property includes two fully turnkey residences: Pool Party South, a 3-bedroom, 2-bath main home, and Pool Party North, a 2-bedroom, 2-bath secondary unit. This configuration is well suited for those looking for a two-unit island home, a vacation property with short-term rental potential, or a second home that can help offset expenses when not in use. Both units feature coastal-inspired updates, including modern tile flooring, granite countertops, stainless steel appliances, newer roofs, and comfortable furnishings. Offered turnkey, the property is ready for immediate enjoyment or rental use. Weekly rentals are permitted, providing owners the flexibility to enjoy the island on their own schedule while generating income when away—an important consideration for buyers seeking short-term rental options on Anna Maria Island. The outdoor living area enhances the relaxed Florida lifestyle with a heated pool and spa, outdoor bar with sink, and multiple areas for dining and lounging. The oversized lot adds a sense of privacy, creating an inviting retreat for both owners and guests. This layout appeals to a variety of uses, including a multi-residence setup, a dual-unit investment property, or a home offering separation between living space and guest accommodations while maintaining rental flexibility. Located just a short walk to the Gulf beaches, as well as nearby dining, shopping, and island amenities, this property captures the ease and charm of Holmes Beach living. For buyers searching for an updated two-unit home with a pool, walkable beach access, and strong rental potential, Pool Party South and Pool Party North provide a compelling blend of lifestyle and opportunity on Anna Maria Island.

5 Beds ⋅ 4 Baths ⋅ A4675614 MLS

Discover a versatile two-unit property in Holmes Beach offering the flexibility many buyers seek on Anna Maria Island. With a combined total of 5 bedrooms and 4 bathrooms, this property includes two fully turnkey residences: Pool Party South, a 3-bedroom, 2-bath main home, and Pool Party North, a 2-bedroom, 2-bath secondary unit. This configuration is well suited for those looking for a two-unit island home, a vacation property with short-term rental potential, or a second home that can help offset expenses when not in use. Both units feature coastal-inspired updates, including modern tile flooring, granite countertops, stainless steel appliances, newer roofs, and comfortable furnishings. Offered turnkey, the property is ready for immediate enjoyment or rental use. Weekly rentals are permitted, providing owners the flexibility to enjoy the island on their own schedule while generating income when away—an important consideration for buyers seeking short-term rental options on Anna Maria Island. The outdoor living area enhances the relaxed Florida lifestyle with a heated pool and spa, outdoor bar with sink, and multiple areas for dining and lounging. The oversized lot adds a sense of privacy, creating an inviting retreat for both owners and guests. This layout appeals to a variety of uses, including a multi-residence setup, a dual-unit investment property, or a home offering separation between living space and guest accommodations while maintaining rental flexibility. Located just a short walk to the Gulf beaches, as well as nearby dining, shopping, and island amenities, this property captures the ease and charm of Holmes Beach living. For buyers searching for an updated two-unit home with a pool, walkable beach access, and strong rental potential, Pool Party South and Pool Party North provide a compelling blend of lifestyle and opportunity on Anna Maria Island.

314 61st Street, Holmes Beach

Listing courtesy of RE/MAX ALLIANCE GROUP. 941-758-7777

$16,750,000

Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

5 Beds ⋅ 7 Baths ⋅ A4674426 MLS

Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach

Listing courtesy of COLDWELL BANKER REALTY. 941-383-6411

$1,399,900

The fabulously updated kitchen and open floor plan, make this 3 bedroom/2 bath half duplex a picture perfect island escape. Ideally situated on a quiet corner lot in the heart of the island, it is a straight walk down the street to the sugar sand beach, making it a popular vacation rental too! The split bedroom plan is perfect for hosting, and the updated, private, heated pool and trellis invite you to step out your wall of sliders and enjoy the Florida sunshine. You will love the coastal charm of the beach inspired décor, with wainscoted walls, freshly painted interior, white wood trim, tile flooring throughout, recessed lighting, stainless steel appliances, quartz counters, farmhouse sink and white shaker style cabinetry to the ceiling. Step out for a dip in the pool from your large primary en suite with high ceilings, and a bathroom with dual vanity and a walk in shower. Your spacious guest rooms on the other side of the house, are privately situated and enjoy ample natural light through large windows. This slice of paradise is perfectly situated, with easy beach access and just down the street from the free trolley stop. Enjoy your island time stress free in this like-new home!

3 Beds ⋅ 2 Baths ⋅ A4674440 MLS

The fabulously updated kitchen and open floor plan, make this 3 bedroom/2 bath half duplex a picture perfect island escape. Ideally situated on a quiet corner lot in the heart of the island, it is a straight walk down the street to the sugar sand beach, making it a popular vacation rental too! The split bedroom plan is perfect for hosting, and the updated, private, heated pool and trellis invite you to step out your wall of sliders and enjoy the Florida sunshine. You will love the coastal charm of the beach inspired décor, with wainscoted walls, freshly painted interior, white wood trim, tile flooring throughout, recessed lighting, stainless steel appliances, quartz counters, farmhouse sink and white shaker style cabinetry to the ceiling. Step out for a dip in the pool from your large primary en suite with high ceilings, and a bathroom with dual vanity and a walk in shower. Your spacious guest rooms on the other side of the house, are privately situated and enjoy ample natural light through large windows. This slice of paradise is perfectly situated, with easy beach access and just down the street from the free trolley stop. Enjoy your island time stress free in this like-new home!

302 67th Street, Holmes Beach

Listing courtesy of ISLAND REAL ESTATE-ANNA MARIA. 941-778-6066

$1,079,000

PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

2 Beds ⋅ 2 Baths ⋅ A4668577 MLS

PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

2915 Avenue C, Holmes Beach

Listing courtesy of KELLER WILLIAMS ON THE WATER S. 941-803-7522