Rare opportunity to own a 100' X 120' canal front property three lots from Bimini Bay. Whether you choose to remodel, the property was damaged from Hurricane Helene and has not been renovated or build the new home of your dreams. Current owners have engineered drawings available for an interested buyer to review. You'll appreciate the bridge free location to Tampa Bay, the Gulf and beyond as well as just a few blocks to the beach to enjoy a nice relaxing stroll and sunset. You'll enjoy the many locally owned resturants and shops nearby. Call your Realtor today!

3 Beds ⋅ 4 Baths ⋅ A4707824 MLS

Rare opportunity to own a 100' X 120' canal front property three lots from Bimini Bay. Whether you choose to remodel, the property was damaged from Hurricane Helene and has not been renovated or build the new home of your dreams. Current owners have engineered drawings available for an interested buyer to review. You'll appreciate the bridge free location to Tampa Bay, the Gulf and beyond as well as just a few blocks to the beach to enjoy a nice relaxing stroll and sunset. You'll enjoy the many locally owned resturants and shops nearby. Call your Realtor today!

517 71st Street, Holmes Beach

Listing courtesy of BARK & COMPANY REALTY, INC.. 941-778-5900

$2,300,000

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

3 Beds ⋅ 2 Baths ⋅ A4708162 MLS ⋅ B BLDG.

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach

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

$750,000

Set in one of the most convenient locations in Holmes Beach, this three-level island residence features a private elevator connecting all three levels, making the home easy to navigate while still offering the separation and flexibility of a multi-level layout. Everyday essentials, shopping, dining, and the beach are all within easy reach. Located just behind Publix and nearby retail, and only a short distance from Manatee Public Beach, the setting makes it easy to enjoy island life without giving up everyday convenience. The property also offers strong seasonal rental appeal with a 30-day minimum rental period and 2027 season bookings already in place, creating an opportunity for buyers looking for both personal use and income potential. From the moment you arrive, the layout is designed to make island living practical. The ground level offers a 2-car tandem garage with additional storage, plenty of room for beach gear, bikes, or a golf cart, plus a flexible den and access to the outdoor patio area. Take the stairs or the private elevator up to the main living level, where travertine flooring carries through a bright and comfortable living and dining space. French doors open to a covered balcony, creating an easy spot for morning coffee, evening drinks, or simply enjoying the island air. The kitchen features solid wood cabinetry, stone countertops, stainless steel appliances, a pantry, and an eat-at peninsula that keeps the space open and functional for everyday living or entertaining. Also on this level are two additional rooms, one currently used as a flexible office/bedroom, along with a full guest bath, interior laundry, and extra storage. The layout can be returned to a true 3-bedroom configuration, giving future owners flexibility based on how they want to use the home. The entire top floor is dedicated to the primary suite, creating a private retreat away from the main living areas. French doors open to a covered balcony, while the oversized bedroom flows into a large en-suite bath with dual sinks, custom cabinetry, a walk-in shower, and a spacious walk-in closet. Additional storage near the elevator adds even more functionality to the upper level. Impact windows, a 2019 HVAC replacement, generous storage, garage parking, and additional parking across the street round out the practical side of the home. The community also offers a pool and mature landscaping, making it easy to enjoy time at home when you’re not at the beach. Whether you’re looking for a seasonal escape, full-time Holmes Beach residence, or an investment property with future bookings already secured, this home offers the combination buyers are looking for: location, elevator access, flexibility, rental potential, garage parking, and easy proximity to the beach and everyday conveniences.

3 Beds ⋅ 2 Baths ⋅ A4707216 MLS ⋅ 3816 BLDG.

Set in one of the most convenient locations in Holmes Beach, this three-level island residence features a private elevator connecting all three levels, making the home easy to navigate while still offering the separation and flexibility of a multi-level layout. Everyday essentials, shopping, dining, and the beach are all within easy reach. Located just behind Publix and nearby retail, and only a short distance from Manatee Public Beach, the setting makes it easy to enjoy island life without giving up everyday convenience. The property also offers strong seasonal rental appeal with a 30-day minimum rental period and 2027 season bookings already in place, creating an opportunity for buyers looking for both personal use and income potential. From the moment you arrive, the layout is designed to make island living practical. The ground level offers a 2-car tandem garage with additional storage, plenty of room for beach gear, bikes, or a golf cart, plus a flexible den and access to the outdoor patio area. Take the stairs or the private elevator up to the main living level, where travertine flooring carries through a bright and comfortable living and dining space. French doors open to a covered balcony, creating an easy spot for morning coffee, evening drinks, or simply enjoying the island air. The kitchen features solid wood cabinetry, stone countertops, stainless steel appliances, a pantry, and an eat-at peninsula that keeps the space open and functional for everyday living or entertaining. Also on this level are two additional rooms, one currently used as a flexible office/bedroom, along with a full guest bath, interior laundry, and extra storage. The layout can be returned to a true 3-bedroom configuration, giving future owners flexibility based on how they want to use the home. The entire top floor is dedicated to the primary suite, creating a private retreat away from the main living areas. French doors open to a covered balcony, while the oversized bedroom flows into a large en-suite bath with dual sinks, custom cabinetry, a walk-in shower, and a spacious walk-in closet. Additional storage near the elevator adds even more functionality to the upper level. Impact windows, a 2019 HVAC replacement, generous storage, garage parking, and additional parking across the street round out the practical side of the home. The community also offers a pool and mature landscaping, making it easy to enjoy time at home when you’re not at the beach. Whether you’re looking for a seasonal escape, full-time Holmes Beach residence, or an investment property with future bookings already secured, this home offers the combination buyers are looking for: location, elevator access, flexibility, rental potential, garage parking, and easy proximity to the beach and everyday conveniences.

3816 6th Avenue Unit 3816, Holmes Beach

Listing courtesy of KW COASTAL LIVING III. murraycoleman@kw.com

$709,000

Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ A4707302 MLS ⋅ Martinique South BLDG.

Salt air, swaying palms and the Gulf at your doorstep. This 2-bedroom, 2-bath condo at Martinique South in the heart of Holmes Beach captures the easy rhythm of island life. Start your morning on the enclosed porch with coffee in hand and glimpses of turquoise water through the palms. It's an easy place to unwind any time of day. Inside, the open layout flows from the kitchen to the dining and living areas, made for relaxed everyday living and easy entertaining. The kitchen has granite countertops, generous cabinetry and plenty of room to prep. An in-unit washer and dryer and a new A/C installed in 2026 add comfort and peace of mind. Then there's the storage, a rare find on the island. A private garage gives you your own secure space to park, plus room for kayaks, paddleboards, bikes and fishing gear. Three more storage units hold the beach chairs, umbrellas and seasonal extras, so your condo stays clean, clutter-free and ready to enjoy. Step outside to the community's Gulf-front pool, clubhouse and tennis court, or follow the direct beach access to the sugar-sand shoreline just steps away. Make it your full-time island home or a laid-back weekend escape. This is coastal living with room for it all, on Anna Maria Island.

5200 Gulf Drive Unit 107, Holmes Beach

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

$1,480,000

Ideally positioned just steps from the Gulf’s beautiful white-sand beaches, this elevated island residence places the best of coastal living right outside your door. Enjoy an easy stroll to the beach, with popular restaurants, local shops, entertainment, and the island trolley all conveniently nearby. Located in a Weekly Rental Zone, the property offers exceptional flexibility as a private getaway, full-time residence, or income-producing investment. Inside, light-filled interiors and a relaxed coastal aesthetic create an inviting setting for both everyday living and entertaining. The open-concept main level features a seamless living and kitchen area with stainless steel appliances, beadboard cabinetry, and soft coastal finishes. Upstairs, the spacious primary suite offers soaring ceilings, room for a sitting area, and a private ensuite bath with a soaking tub and walk-in shower. A second bedroom and separate den/office provide comfortable guest accommodations and flexible workspace. Outdoor living is equally appealing, with mature tropical landscaping, a private balcony, two patios, and a backyard designed for al fresco dining, entertaining, or unwinding after a day at the beach. A spacious garage and abundant storage provide ample room for bikes, beach gear, and island essentials. Recent improvements include a NEW Air Conditioning System and the ROOF was installed in 2021. The three-story elevation, generous parking, oversized garage, and low-maintenance landscaping add practicality to its desirable island setting. With the beach, dining, shopping, entertainment, and transportation all within easy reach, this property offers the quintessential convenience and lifestyle of coastal living.

3 Beds ⋅ 2 Baths ⋅ A4708093 MLS

Ideally positioned just steps from the Gulf’s beautiful white-sand beaches, this elevated island residence places the best of coastal living right outside your door. Enjoy an easy stroll to the beach, with popular restaurants, local shops, entertainment, and the island trolley all conveniently nearby. Located in a Weekly Rental Zone, the property offers exceptional flexibility as a private getaway, full-time residence, or income-producing investment. Inside, light-filled interiors and a relaxed coastal aesthetic create an inviting setting for both everyday living and entertaining. The open-concept main level features a seamless living and kitchen area with stainless steel appliances, beadboard cabinetry, and soft coastal finishes. Upstairs, the spacious primary suite offers soaring ceilings, room for a sitting area, and a private ensuite bath with a soaking tub and walk-in shower. A second bedroom and separate den/office provide comfortable guest accommodations and flexible workspace. Outdoor living is equally appealing, with mature tropical landscaping, a private balcony, two patios, and a backyard designed for al fresco dining, entertaining, or unwinding after a day at the beach. A spacious garage and abundant storage provide ample room for bikes, beach gear, and island essentials. Recent improvements include a NEW Air Conditioning System and the ROOF was installed in 2021. The three-story elevation, generous parking, oversized garage, and low-maintenance landscaping add practicality to its desirable island setting. With the beach, dining, shopping, entertainment, and transportation all within easy reach, this property offers the quintessential convenience and lifestyle of coastal living.

5390 Gulf Drive, Holmes Beach

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

$2,925,000

Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

4 Beds ⋅ 3 Baths ⋅ A4707403 MLS

Welcome to 605 Concord Lane, a beautifully remodeled waterfront retreat nestled within the exclusive and highly sought-after Key Royale community. This home is being sold furnished and underwent a gut remodel by Shoreline Builders of AMI and Interior Designs by Inspired By Design, LLC. Situated on a generous 0.24-acre lot, this turn key furnished elegant 4-bedroom, 3-bathroom residence boasts 95 feet of pristine canal frontage, complete with a private boat dock and a 9,000-pound lift. Boating enthusiasts and sailors will particularly appreciate the seamless, bridge-free deep-water access directly out to Tampa Bay and the Gulf of Mexico. Step inside to discover a bright, open-concept floor plan elevated by soaring vaulted ceilings and modern recessed lighting that flood the main living areas with natural light. Designed for effortless entertaining, the gourmet kitchen features premium brand-new Quartz countertops, sleek stainless steel appliances, abundant custom cabinetry, and expansive counter space. The thoughtful layout offers maximum privacy, highlighted by a spacious primary suite with two walk-in closets and a luxurious en-suite bath, alongside a secondary guest bedroom that enjoys its own private en-suite accommodations. Beyond its aesthetic appeal, the property offers complete turnkey peace of mind with a comprehensive suite of high-ticket upgrades completed in 2024, including a new roof, brand-new custom pool, new pool heater, new water heater, new central air conditioning systems, new hurricane windows, new seawall and dock. The island lifestyle continues just blocks away at the private Key Royale Club, where residents can opt into social or golf memberships to enjoy a pristine par-32 nine-hole course, clubhouse dining, and a vibrant calendar of community events. Combined with a flexible one-month minimum rental policy, this exceptional property represents a rare and versatile opportunity to own a premier full-time residence, an idyllic seasonal getaway, or a lucrative income-producing investment or solid option for your income producing 1031 exchange.

605 Concord Lane, Holmes Beach

Listing courtesy of COLDWELL BANKER REALTY. 941-366-8070

$1,395,000

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

3 Beds ⋅ 3 Baths ⋅ A4707115 MLS

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

503 65th Street, Holmes Beach

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

$1,650,000

Check out "La Isla Bonita"on Holmes Beach! A successful vacation rental property just 5 minutes (400 steps) to the gorgeous Anna Maria Island beaches! This concrete block construction has a total of 3515 total sq.ft. This contemporary QUALITY BUILT home in 2006 with an ELEVATOR has 4 bedrooms/4 baths ENSUITE. Brand new METAL AND FLAT ROOF 2026. TURN-KEY FURNISHED. WEEKLY RENTALS. Private gated heated swimming pool with a game room attached to the garage. Partial Gulf views from the balcony! 2 NEW AC Units in 2020, New pool heater in 2023. New pool pump in 2025. This LOCATION cannot be beat just less than 400 steps to the white sandy beach or to the free trolley service that will take you from one end of the island to the other. Across the street is walking distance to the Publix grocery AND liquor store, CVS drug store and pharmacy, beach shops and cool island restaurants. Anna Maria Island Beach Café and SKINNY'S Burgers is just across the street with a tiki bar, ice cream, snow cones, restaurant and bands every night till sunset. Take the stairs or the elevator to the terrace that has views of the surrounding island and glimpses of the gulf! Enjoy an evening cocktail while catching one of the amazing sunsets that Anna Maria is famous for!

4 Beds ⋅ 4 Baths ⋅ A4707690 MLS ⋅ 4 BLDG.

Check out "La Isla Bonita"on Holmes Beach! A successful vacation rental property just 5 minutes (400 steps) to the gorgeous Anna Maria Island beaches! This concrete block construction has a total of 3515 total sq.ft. This contemporary QUALITY BUILT home in 2006 with an ELEVATOR has 4 bedrooms/4 baths ENSUITE. Brand new METAL AND FLAT ROOF 2026. TURN-KEY FURNISHED. WEEKLY RENTALS. Private gated heated swimming pool with a game room attached to the garage. Partial Gulf views from the balcony! 2 NEW AC Units in 2020, New pool heater in 2023. New pool pump in 2025. This LOCATION cannot be beat just less than 400 steps to the white sandy beach or to the free trolley service that will take you from one end of the island to the other. Across the street is walking distance to the Publix grocery AND liquor store, CVS drug store and pharmacy, beach shops and cool island restaurants. Anna Maria Island Beach Café and SKINNY'S Burgers is just across the street with a tiki bar, ice cream, snow cones, restaurant and bands every night till sunset. Take the stairs or the elevator to the terrace that has views of the surrounding island and glimpses of the gulf! Enjoy an evening cocktail while catching one of the amazing sunsets that Anna Maria is famous for!

4006 5th Avenue, Holmes Beach

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

$2,349,000

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

4 Beds ⋅ 3 Baths ⋅ A4707191 MLS

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW METAL ROOF 9/2026• TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach. Located just steps from shopping and dining and only a 5-MINUTE WALK TO BEACH, this property is situated in one of Anna Maria Island’s most desirable WEEKLY RENTAL ZONES, making it an excellent investment opportunity or a ready-to-enjoy personal beach retreat. This home has undergone extensive recent updates, including new wood flooring throughout, a brand-new spool (pool with spa jets), and a brand-new roof. Casa Bella is offered turn-key furnished, featuring a thoughtfully curated collection of artwork and unique furnishings. The coastal-style interior includes a large great room, fully stocked updated kitchen with custom cabinetry, stainless steel appliances, stone countertops, and a spacious dining area. The home comfortably accommodates up to 10 guests, with three bedrooms featuring king beds and a fourth bedroom designed with two twin-over-twin bunk sets—ideal for families or renters. Additional features include A LOWER LEVEL RECREATION ROOM with a ping-pong table, three updated bathrooms with spa-style finishes, 2 owner closets and three screened porch areas, perfect for enjoying morning coffee or evening breezes. Situated on a LARGE CORNER LOT with lush tropical landscaping, the outdoor area offers a private FENCED backyard oasis with ample space for dining, entertaining, and relaxing by the pool. Turn the key and start enjoying the ideal Holmes Beach lifestyle—whether as a personal coastal retreat or a strong VACATION RENTAL PERFORMER, Casa Bella offers flexibility, comfort, and an exceptional location.

303 58th Street, Holmes Beach

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

$679,900

WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold fully furnished and turnkey, with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ A4707029 MLS

WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold fully furnished and turnkey, with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach

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

$1,595,000

On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

A4706669 MLS

On Anna Maria Island, the combination almost never appears at once: a canal-front lot, a short walk to the Gulf, and short-term rentals allowed. This one does. 6,710 sq ft waterfront homesite is already dressed for island living. A seawall, dock, and boat lift are in place, so the water is ready the day construction begins. New home plans are available, giving you a head start on a full-time residence, a private retreat, or an income-producing rental in the heart of Holmes Beach. Guests come to this stretch of the island for sugar-sand beaches, easy boating, and an unhurried coastal rhythm. From here, all three are within reach: a stroll to the beach, a boat that can be in the water as soon as the house is finished, and a location that works as beautifully for owners as it does for renters. Lots like this rarely surface. Get ready to build your dream home and start enjoying all that Anna Maria Island has to offer.

214 S Harbor Drive, Holmes Beach

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

$3,400,000

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

4 Beds ⋅ 4 Baths ⋅ TB8548539 MLS

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

3014 Avenue E, Holmes Beach

Listing courtesy of COMPASS FLORIDA LLC. 813-365-9935

$5,250,000

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

4 Beds ⋅ 5 Baths ⋅ A4706045 MLS

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

106 81st Street, Holmes Beach

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

$1,400,000

Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

2 Beds ⋅ 2 Baths ⋅ L4964997 MLS

Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

524 68th Street, Holmes Beach

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

$1,000,000

Virtually Staged. BUY THIS HOUSE and start living the Anna Maria Island lifestyle! Welcome to 210 84th Street in Holmes Beach, Florida, a 2-bedroom, 2-bathroom single-family home with a private in-ground pool and NO HOA, located on beautiful Anna Maria Island. Set on an approximately 9,000-square-foot lot, this single-story home offers approximately 1,200 square feet of living space, an open floor plan, wet bar, laundry room, generous storage, hurricane shutters and a two-car carport. Outside, your private pool and fenced outdoor space create your own Florida retreat. Location is where this property really shines. Enjoy convenient access to the Gulf beaches of Anna Maria Island, along with Holmes Beach restaurants, shopping, boating, fishing and the relaxed island atmosphere that makes this area so desirable. Whether you’re searching for a primary residence, second home or Florida island getaway, this property offers something increasingly hard to find: a single-family pool home in Holmes Beach with no HOA and room to make it your own. 210 84th Street deserves to be seen in person. Schedule your private showing and come experience the possibilities of island living.

2 Beds ⋅ 2 Baths ⋅ TB8544776 MLS

Virtually Staged. BUY THIS HOUSE and start living the Anna Maria Island lifestyle! Welcome to 210 84th Street in Holmes Beach, Florida, a 2-bedroom, 2-bathroom single-family home with a private in-ground pool and NO HOA, located on beautiful Anna Maria Island. Set on an approximately 9,000-square-foot lot, this single-story home offers approximately 1,200 square feet of living space, an open floor plan, wet bar, laundry room, generous storage, hurricane shutters and a two-car carport. Outside, your private pool and fenced outdoor space create your own Florida retreat. Location is where this property really shines. Enjoy convenient access to the Gulf beaches of Anna Maria Island, along with Holmes Beach restaurants, shopping, boating, fishing and the relaxed island atmosphere that makes this area so desirable. Whether you’re searching for a primary residence, second home or Florida island getaway, this property offers something increasingly hard to find: a single-family pool home in Holmes Beach with no HOA and room to make it your own. 210 84th Street deserves to be seen in person. Schedule your private showing and come experience the possibilities of island living.

210 84th Street, Holmes Beach

Listing courtesy of REAL BROKER, LLC. 855-450-0442

$2,895,000

This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of prime water frontage, providing breathtaking views from both the front and back of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts. Recent extensive renovations include state-of-the-art electrical and air conditioning systems, impact-rated windows, new exterior siding, and a new roof, ensuring the home is both safe and energy-efficient. Step inside to discover a modern kitchen outfitted with high-end appliances, ample storage, and chic finishes, making it a chef's dream. The spacious open-concept living and dining areas are perfect for both relaxation and entertaining, with large windows that fill the space with natural light and allow for stunning water views. Four of the five bedrooms provide serene water views, while the bathrooms are elegantly designed with premium fixtures and finishes, offering a spa-like retreat. Outdoor living is a delight with the home's expansive decks, perfect for al fresco dining, entertaining guests, or simply soaking in the spectacular water views. The tropical landscaping enhances the natural beauty of the property, creating a serene and private oasis. Located just a short stroll from the pristine beaches of Anna Maria Island and the vibrant atmosphere of Bridge Street, this home offers the perfect blend of luxury and convenience. Schedule your showing today!

5 Beds ⋅ 4 Baths ⋅ TB8546242 MLS

This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of prime water frontage, providing breathtaking views from both the front and back of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts. Recent extensive renovations include state-of-the-art electrical and air conditioning systems, impact-rated windows, new exterior siding, and a new roof, ensuring the home is both safe and energy-efficient. Step inside to discover a modern kitchen outfitted with high-end appliances, ample storage, and chic finishes, making it a chef's dream. The spacious open-concept living and dining areas are perfect for both relaxation and entertaining, with large windows that fill the space with natural light and allow for stunning water views. Four of the five bedrooms provide serene water views, while the bathrooms are elegantly designed with premium fixtures and finishes, offering a spa-like retreat. Outdoor living is a delight with the home's expansive decks, perfect for al fresco dining, entertaining guests, or simply soaking in the spectacular water views. The tropical landscaping enhances the natural beauty of the property, creating a serene and private oasis. Located just a short stroll from the pristine beaches of Anna Maria Island and the vibrant atmosphere of Bridge Street, this home offers the perfect blend of luxury and convenience. Schedule your showing today!

405 28th Street, Holmes Beach

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

600 Manatee Avenue Unit 226, Holmes Beach

$369,000

Turnkey Furnished 1-Bedroom Condo Just a Short Walk to the Beach on Anna Maria Island Enjoy the laid-back Anna Maria Island lifestyle from this elevated, turnkey furnished 1-bedroom, 1-bath condo in the desirable Westbay Cove community. Ideally located just a short walk from the public beach and within easy walking distance of local shops, restaurants, and island favorites. The free Anna Maria Island Trolley is also nearby, providing convenient transportation from the north end of the island all the way to Coquina Beach. This spacious second-floor condo features an open floor plan, abundant natural light, and a private balcony overlooking the pool and lush tropical landscaping. Built-in bunk beds provide additional sleeping space, making the condo especially convenient for visiting family, guests, or grandchildren. Offered fully furnished and move-in ready, the condo includes flat-screen TVs in both the living room and bedroom. Westbay Cove offers a fantastic collection of amenities, including two heated swimming pools, tennis and pickleball courts, outdoor gathering areas, a kayak and paddleboard launch, and beautifully maintained tropical grounds. Large dogs are welcome, adding even more flexibility for owners and guests. *Note: Property Information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

1 Beds ⋅ 1 Baths ⋅ A4705033 MLS ⋅ Westbay Cove I #226 BLDG.

Turnkey Furnished 1-Bedroom Condo Just a Short Walk to the Beach on Anna Maria Island Enjoy the laid-back Anna Maria Island lifestyle from this elevated, turnkey furnished 1-bedroom, 1-bath condo in the desirable Westbay Cove community. Ideally located just a short walk from the public beach and within easy walking distance of local shops, restaurants, and island favorites. The free Anna Maria Island Trolley is also nearby, providing convenient transportation from the north end of the island all the way to Coquina Beach. This spacious second-floor condo features an open floor plan, abundant natural light, and a private balcony overlooking the pool and lush tropical landscaping. Built-in bunk beds provide additional sleeping space, making the condo especially convenient for visiting family, guests, or grandchildren. Offered fully furnished and move-in ready, the condo includes flat-screen TVs in both the living room and bedroom. Westbay Cove offers a fantastic collection of amenities, including two heated swimming pools, tennis and pickleball courts, outdoor gathering areas, a kayak and paddleboard launch, and beautifully maintained tropical grounds. Large dogs are welcome, adding even more flexibility for owners and guests. *Note: Property Information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyers' agent.

600 Manatee Avenue Unit 226, Holmes Beach

Listing courtesy of SALTY MERMAID REAL ESTATE LLC. 941-224-3304

$3,200,000

Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the heart of Anna Maria Island! Built in 2021, this exquisite multi-level residence offers 4 bedrooms, 5.5 baths, a private pool and spa, plus a versatile den/flex space—beautifully designed for refined island living, effortless entertaining, and unforgettable escapes. The main living level showcases an impressive open-concept kitchen, dining, and living area filled with natural light and an inviting coastal ambiance. The upscale kitchen is beautifully appointed with solid wood cabinetry, elegant quartz countertops, stainless steel appliances, and a generous center island that creates the perfect setting for entertaining family and guests. This level also offers two generously sized bedrooms, 2.5 beautifully designed baths with distinctive finishes, and a conveniently located laundry area. The upper level is home to a luxurious primary suite with a private ensuite bath, along with an additional spacious bedroom featuring its own ensuite. The bonus den/flex space provides even more options for your family to spread out and enjoy all of the areas of this stunning beach home. Designed to embrace the quintessential island lifestyle, the outdoor spaces are equally impressive. Relax beside the private pool and spa, entertain beneath multiple decks, or unwind in the lush tropical backyard. At the crown of the home, the rooftop deck delivers sweeping bay views—the perfect backdrop for sunset cocktails or quiet evenings under the stars. The unique split two-car garages provide exceptional parking and storage. Offered turnkey furnished with beautiful coastal décor, this remarkable residence is a successful vacation rental and presents a rare opportunity to own a luxurious island retreat with proven investment appeal. Ideally located in central Holmes Beach, you’re just minutes from the beach, exceptional local dining, shopping, and island entertainment. Boaters will appreciate convenient access to the community boat ramp, providing an effortless gateway to the surrounding waterways. Elegant coastal design, exceptional outdoor living, proven rental appeal, and an enviable island location—this is Anna Maria Island luxury at its finest!

4 Beds ⋅ 6 Baths ⋅ A4704768 MLS

Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the heart of Anna Maria Island! Built in 2021, this exquisite multi-level residence offers 4 bedrooms, 5.5 baths, a private pool and spa, plus a versatile den/flex space—beautifully designed for refined island living, effortless entertaining, and unforgettable escapes. The main living level showcases an impressive open-concept kitchen, dining, and living area filled with natural light and an inviting coastal ambiance. The upscale kitchen is beautifully appointed with solid wood cabinetry, elegant quartz countertops, stainless steel appliances, and a generous center island that creates the perfect setting for entertaining family and guests. This level also offers two generously sized bedrooms, 2.5 beautifully designed baths with distinctive finishes, and a conveniently located laundry area. The upper level is home to a luxurious primary suite with a private ensuite bath, along with an additional spacious bedroom featuring its own ensuite. The bonus den/flex space provides even more options for your family to spread out and enjoy all of the areas of this stunning beach home. Designed to embrace the quintessential island lifestyle, the outdoor spaces are equally impressive. Relax beside the private pool and spa, entertain beneath multiple decks, or unwind in the lush tropical backyard. At the crown of the home, the rooftop deck delivers sweeping bay views—the perfect backdrop for sunset cocktails or quiet evenings under the stars. The unique split two-car garages provide exceptional parking and storage. Offered turnkey furnished with beautiful coastal décor, this remarkable residence is a successful vacation rental and presents a rare opportunity to own a luxurious island retreat with proven investment appeal. Ideally located in central Holmes Beach, you’re just minutes from the beach, exceptional local dining, shopping, and island entertainment. Boaters will appreciate convenient access to the community boat ramp, providing an effortless gateway to the surrounding waterways. Elegant coastal design, exceptional outdoor living, proven rental appeal, and an enviable island location—this is Anna Maria Island luxury at its finest!

239 S Harbor Drive, Holmes Beach

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

$499,900

This is YOUR CHANCE to own YOUR island getaway on world renowned Anna Maria Island!!! Just 3 blocks to beautiful beaches and water. Fully turnkey furnished and ready for you to spend the weekend, winter in or rent out. Dog friendly community! Building has an elevator. Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or turn it into office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

2 Beds ⋅ 2 Baths ⋅ A4704522 MLS ⋅ 3705 BLDG.

This is YOUR CHANCE to own YOUR island getaway on world renowned Anna Maria Island!!! Just 3 blocks to beautiful beaches and water. Fully turnkey furnished and ready for you to spend the weekend, winter in or rent out. Dog friendly community! Building has an elevator. Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or turn it into office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

3705 E Bay Drive Unit 115, Holmes Beach

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

$1,349,000

HUGE price improvement. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Soaked in natural light and completely reimagined, this turn-key single-story coastal retreat sits on a premium, oversized corner lot just a short stroll from the sand. Upgraded top-to-bottom in 2024, the bright three-bedroom, two-bath layout effortlessly blends modern luxury with relaxed beachside living. Whether you're searching for a primary coastal residence, a vacation getaway, or an income producing investment property, this turnkey beach house is ready for effortless living. Property Highlights Recent Upgrades: Complete interior transformation completed in 2024 (see list in documents), anchored by a sleek, low-maintenance standing-seam metal roof installed in 2023 for ultimate coastal durability. Sunlit Living Spaces: Open-concept design featuring soaring sightlines, expansive windows, and crisp contemporary finishes that capture coastal light throughout the day. Gourmet Kitchen & Baths: Fully modernized with designer cabinetry, premium stone countertops, updated fixtures, and upscale flooring. Outdoor Haven: The sprawling corner lot provides ample space for outdoor entertaining, lush landscaping, or creating your dream backyard oasis—with room for outdoor courts, boat storage, or extended patio living. Unbeatable Location: Nestled in one of the area’s most sought-after, welcoming neighborhoods, you are minutes from top-rated dining, local shopping, parks, and direct beach access. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Owner is Broker Agent

3 Beds ⋅ 2 Baths ⋅ TB8544523 MLS

HUGE price improvement. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Soaked in natural light and completely reimagined, this turn-key single-story coastal retreat sits on a premium, oversized corner lot just a short stroll from the sand. Upgraded top-to-bottom in 2024, the bright three-bedroom, two-bath layout effortlessly blends modern luxury with relaxed beachside living. Whether you're searching for a primary coastal residence, a vacation getaway, or an income producing investment property, this turnkey beach house is ready for effortless living. Property Highlights Recent Upgrades: Complete interior transformation completed in 2024 (see list in documents), anchored by a sleek, low-maintenance standing-seam metal roof installed in 2023 for ultimate coastal durability. Sunlit Living Spaces: Open-concept design featuring soaring sightlines, expansive windows, and crisp contemporary finishes that capture coastal light throughout the day. Gourmet Kitchen & Baths: Fully modernized with designer cabinetry, premium stone countertops, updated fixtures, and upscale flooring. Outdoor Haven: The sprawling corner lot provides ample space for outdoor entertaining, lush landscaping, or creating your dream backyard oasis—with room for outdoor courts, boat storage, or extended patio living. Unbeatable Location: Nestled in one of the area’s most sought-after, welcoming neighborhoods, you are minutes from top-rated dining, local shopping, parks, and direct beach access. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Owner is Broker Agent

117 79th Street, Holmes Beach

Listing courtesy of BAILEY AND ASSOCIATE. 951-741-5626

$800,000

Easy beach livin'. Exactly what everyone looks for when they think old Florida. A simple, easy single-level ranch. Decent sized yard, walking distance to the beach and shops. Of course, you'd want multiple restaurant choices and a few bars close by too. A small coffee shop, couple of boutiques. You'd want it to be cool, with a 70's-style solarium/gazebo and workshop off the back of garage. You found it. Can rent it weekly too, solid investment when you're not here. A bonus, if you're a builder, its in the R-2 zoning area. Many other duplex style homes constructed close by. Not many of these left sub-1M. First showings Sat 9/5, reach out to agent for details.

2 Beds ⋅ 2 Baths ⋅ A4699810 MLS

Easy beach livin'. Exactly what everyone looks for when they think old Florida. A simple, easy single-level ranch. Decent sized yard, walking distance to the beach and shops. Of course, you'd want multiple restaurant choices and a few bars close by too. A small coffee shop, couple of boutiques. You'd want it to be cool, with a 70's-style solarium/gazebo and workshop off the back of garage. You found it. Can rent it weekly too, solid investment when you're not here. A bonus, if you're a builder, its in the R-2 zoning area. Many other duplex style homes constructed close by. Not many of these left sub-1M. First showings Sat 9/5, reach out to agent for details.

311 59th Street, Holmes Beach

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

$1,049,000

Cozy Cabana East is a turnkey island living with income already in place. This remodeled 2-bedroom, 2-bath home sits on a quiet Holmes Beach street just a short stroll to the Gulf, fully furnished and operating as a successful vacation rental. Step inside to light, comfort, and care. The open-concept living area welcomes you with warm tones, soft textures, and comfortable seating. Designed with coastal finishes, a fully equipped kitchen, and easy flow from living to dining make it ready to sit back and relax. Both bedrooms are kings with ensuite baths — one with a shower/tub combo, the other a walk-in shower — plus a queen sleeper in the living area so it comfortably sleeps six. The backyard is the showpiece: a private heated pool framed by tropical landscaping, lounge seating, outdoor dining, a gas grill, and an enclosed outdoor shower for sandy feet. Ground-level access, no interior stairs, washer/dryer and a one car garage. Short stroll to the Gulf, close to the free trolley, restaurants, and the everyday convenience that makes this home living at ease. Zoned for weekly rentals, Move-in ready. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ A4704708 MLS

Cozy Cabana East is a turnkey island living with income already in place. This remodeled 2-bedroom, 2-bath home sits on a quiet Holmes Beach street just a short stroll to the Gulf, fully furnished and operating as a successful vacation rental. Step inside to light, comfort, and care. The open-concept living area welcomes you with warm tones, soft textures, and comfortable seating. Designed with coastal finishes, a fully equipped kitchen, and easy flow from living to dining make it ready to sit back and relax. Both bedrooms are kings with ensuite baths — one with a shower/tub combo, the other a walk-in shower — plus a queen sleeper in the living area so it comfortably sleeps six. The backyard is the showpiece: a private heated pool framed by tropical landscaping, lounge seating, outdoor dining, a gas grill, and an enclosed outdoor shower for sandy feet. Ground-level access, no interior stairs, washer/dryer and a one car garage. Short stroll to the Gulf, close to the free trolley, restaurants, and the everyday convenience that makes this home living at ease. Zoned for weekly rentals, Move-in ready. Schedule your showing today!

205 82nd Street, Holmes Beach

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

$1,179,000

Rare opportunity to build barefoot luxury in the heart of Holmes Beach. This coveted corner lot sits just a short stroll from the sugar-sand shoreline and turquoise Gulf water of Anna Maria Island — and concept elevations and plans are already available, giving you a head start on the home you've been picturing. Located in a weekly rental zone, the possibilities here are as exciting as they are flexible: a custom coastal residence, a private island retreat, or a high-performing vacation rental investment. The corner setting is the quiet advantage — added light, added air, and the freedom to design around Florida's celebrated indoor-outdoor lifestyle, with room for a resort-style pool, sun-washed terraces, and shaded living under the palms. Mornings on the beach. Afternoons on the water. Evenings watching the Gulf turn to gold. This is the island address you've been imagining — and the canvas to make it unmistakably yours.

A4704341 MLS

Rare opportunity to build barefoot luxury in the heart of Holmes Beach. This coveted corner lot sits just a short stroll from the sugar-sand shoreline and turquoise Gulf water of Anna Maria Island — and concept elevations and plans are already available, giving you a head start on the home you've been picturing. Located in a weekly rental zone, the possibilities here are as exciting as they are flexible: a custom coastal residence, a private island retreat, or a high-performing vacation rental investment. The corner setting is the quiet advantage — added light, added air, and the freedom to design around Florida's celebrated indoor-outdoor lifestyle, with room for a resort-style pool, sun-washed terraces, and shaded living under the palms. Mornings on the beach. Afternoons on the water. Evenings watching the Gulf turn to gold. This is the island address you've been imagining — and the canvas to make it unmistakably yours.

302 73rd Street, Holmes Beach

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

202 Peacock Unit B Lane Unit B, Holmes Beach

$880,000

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

$1,295,000

If you've always wanted to find the perfect Anna Maria Island beach getaway, now you've found it! This bright and cheerful 2-bedroom, 2-bath home combines an open floor plan with colorful coastal style and an easy indoor-outdoor lifestyle. Beautifully updated throughout, all you need to bring is your sunscreen and start enjoying island life. Outside, a luxurious pool and spa create your own private retreat, while the covered porch offers a shaded spot to relax, dine and enjoy long island days at home. Thoughtful custom details give the interior its personality, including a nautilus-inspired tile feature in the primary bath and a beautifully designed sea turtle tile focal point in the kitchen. Located in the weekly rental zone and right in the heart of the island, you can leave the car behind and hop on the free island trolley, with stops connecting you from the Anna Maria City Pier on the north end to Coquina Beach on the south end. Whether you are looking for a personal island escape, a vacation rental, or a little of both, this home captures exactly what an Anna Maria Island beach house should feel like. Call for your private showing and start planning your permanent vacation.

2 Beds ⋅ 2 Baths ⋅ A4703735 MLS

If you've always wanted to find the perfect Anna Maria Island beach getaway, now you've found it! This bright and cheerful 2-bedroom, 2-bath home combines an open floor plan with colorful coastal style and an easy indoor-outdoor lifestyle. Beautifully updated throughout, all you need to bring is your sunscreen and start enjoying island life. Outside, a luxurious pool and spa create your own private retreat, while the covered porch offers a shaded spot to relax, dine and enjoy long island days at home. Thoughtful custom details give the interior its personality, including a nautilus-inspired tile feature in the primary bath and a beautifully designed sea turtle tile focal point in the kitchen. Located in the weekly rental zone and right in the heart of the island, you can leave the car behind and hop on the free island trolley, with stops connecting you from the Anna Maria City Pier on the north end to Coquina Beach on the south end. Whether you are looking for a personal island escape, a vacation rental, or a little of both, this home captures exactly what an Anna Maria Island beach house should feel like. Call for your private showing and start planning your permanent vacation.

406 Bay Palms Drive, Holmes Beach

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

$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

$5,250,000

A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

4 Beds ⋅ 4 Baths ⋅ A4703507 MLS ⋅ 106 BLDG.

A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

106 74th Street Unit 100, Holmes Beach

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

6250 Holmes Boulevard Unit 24, Holmes Beach

$800,000

Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

2 Beds ⋅ 3 Baths ⋅ A4701776 MLS ⋅ 24 BLDG.

Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

6250 Holmes Boulevard Unit 24, Holmes Beach

Listing courtesy of KELLER WILLIAMS ON THE WATER. 941-729-7400

$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

$435,000

Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of structural resilience, architectural distinction, and refined coastal living. The elevated design not only provides superior peace of mind and favorable insurance conditions, but also creates valuable covered ground-level parking and a secure, private storage area ideal for golf carts, water sports equipment, and beach gear. Complemented by a newly installed roof and fresh soffits, the home’s major capital elements have been meticulously addressed to create a low-overhead, turnkey ownership experience. Inside, the home opens to an airy, light-filled interior where modern finishes and coastal utility meet. The updated kitchen features contemporary cabinetry, sleek countertops, and quality appliances, serving as an efficient hub for daily living and casual beachside hosting. The open-concept footprint is intelligently configured to comfortably host up to four guests, offering an inviting, low-maintenance layout that maximizes usable living space. This property offers extraordinary versatility tailored to many uses from business to personal. For the vacation rental investor, its placement within a coveted weekly short-term rental district, paired with its efficient four-guest capacity and solid concrete construction, delivers a high-performing asset designed for strong rental demand and minimal operational friction. For buyers seeking a seasonal sanctuary, the low-maintenance, "lock-and-leave" nature of this resilient build provides a seamless warm-weather escape. Local island and Bradenton residents will equally appreciate a rare, accessible opportunity to acquire an upgraded, elevated foothold in one of the Gulf Coast's premier barrier island communities. Step outside and experience the Anna Maria Island lifestyle. Located just a short walk or bike ride from the turquoise Gulf waters and sugar-sand beaches, the residence is also moments from local dining, boutique shopping, and the free island trolley stops along Marina and Gulf Drives. In combining rare elevated construction with unmatched coastal convenience, 455 62nd Street represents an extraordinary real estate opportunity in Holmes Beach.

1 Beds ⋅ 1 Baths ⋅ C7529360 MLS

Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of structural resilience, architectural distinction, and refined coastal living. The elevated design not only provides superior peace of mind and favorable insurance conditions, but also creates valuable covered ground-level parking and a secure, private storage area ideal for golf carts, water sports equipment, and beach gear. Complemented by a newly installed roof and fresh soffits, the home’s major capital elements have been meticulously addressed to create a low-overhead, turnkey ownership experience. Inside, the home opens to an airy, light-filled interior where modern finishes and coastal utility meet. The updated kitchen features contemporary cabinetry, sleek countertops, and quality appliances, serving as an efficient hub for daily living and casual beachside hosting. The open-concept footprint is intelligently configured to comfortably host up to four guests, offering an inviting, low-maintenance layout that maximizes usable living space. This property offers extraordinary versatility tailored to many uses from business to personal. For the vacation rental investor, its placement within a coveted weekly short-term rental district, paired with its efficient four-guest capacity and solid concrete construction, delivers a high-performing asset designed for strong rental demand and minimal operational friction. For buyers seeking a seasonal sanctuary, the low-maintenance, "lock-and-leave" nature of this resilient build provides a seamless warm-weather escape. Local island and Bradenton residents will equally appreciate a rare, accessible opportunity to acquire an upgraded, elevated foothold in one of the Gulf Coast's premier barrier island communities. Step outside and experience the Anna Maria Island lifestyle. Located just a short walk or bike ride from the turquoise Gulf waters and sugar-sand beaches, the residence is also moments from local dining, boutique shopping, and the free island trolley stops along Marina and Gulf Drives. In combining rare elevated construction with unmatched coastal convenience, 455 62nd Street represents an extraordinary real estate opportunity in Holmes Beach.

455 62nd Street, Holmes Beach

Listing courtesy of REAL BROKER, LLC. 855-450-0442