$1,450,000

Spectacular location with full Gulf views. Property is a tear down.

5 Beds ⋅ 5 Baths ⋅ A4709031 MLS

Spectacular location with full Gulf views. Property is a tear down.

1303 Gulf Drive S, Bradenton Beach

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

$189,000

Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

N6146100 MLS

Priced to sell. 2 adjacent vacant lots with combined area of 0.42 acres in Holmes Beach on Anna Maria Island. This land is located next to serene Grassy Point Preserve, steps from the beach, in sought-after neighborhoods on the island. It offers easy access to local shops and dinning. Perfect opportunity for developer or investor.

3015 Avenue B, Holmes Beach

Listing courtesy of EXIT KING REALTY. 941-497-6060

$1,650,000

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

4 Beds ⋅ 4 Baths ⋅ A4706976 MLS

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

400 75th Street, Holmes Beach

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

$4,925,000

One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

A4708163 MLS

One of a kind, 8,574 sq ft three floor building with parking for more than 30 vehicles. The 15,000 sq ft lot is zoned C3 which is the most intensive commercial district in Holmes Beach City, FL. It is a perfect central location on Anna Maria Island and just a few blocks from Manatee Ave. Each floor has a lobby area equipped with male and female restrooms in addition to two (2) interior egress stairwells. The all-concrete block building is equipped with a hydraulic oversized 3,500 lb capacity elevator which fits a standard pallet for ease of storage transportation above the ground level. The building has 3 Phase electrical power as well as oversized county water and sewer lines, natural gas and dumpster enclosure. Unique lot configuration allows for parking on three sides of the building with a pass-through alley on the South side of the property for ease of vendor, maintenance or large vehicle support. Ground level supports professional laundry operation with water pit and elevated washer pad with extra high open ceilings. One garage bay on the West side with an additional garage door on the East side to facilitate large item transport. Ground level floor includes concrete work to accept a 4’ X 4’ laundry scale flush with the polished concrete floor. Second floor contains several offices as well as electrical, plumbing and mechanical for residential washers, dryers and laundry sink. Extra high open ceilings all throughout the second floor as well. Third level equipped with cubicles, large break room and kitchen, conference room, server room, key storage lockable area as well as a stand-alone office. This is a perfect industrial building to support all facets of a service business to the barrier islands of Anna Maria Island, Longboat Key and beyond. The design of the property facilitates one occupant or several occupants if multiple tenancy is a goal. Every detail has been considered at time of build and built by local Anna Maria Island contractor. Washers, Dryers, laundry carts, scale not included. This property is NOT to be considered a turnkey office. Note, listing agent as well as broker have ownership interest in property.

3004 Avenue C, Holmes Beach

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

6200 Flotilla Drive Unit 301, Holmes Beach

$895,000

One of a kind, stunning and rarely available first floor, end unit in Westbay Point & Moorings III! With its exceptional water views, corner-unit privacy, extensive renovations, assigned dock and assigned carport, this condo offers a rare opportunity to enjoy the best of Anna Maria Island living in a well cared for condo community. This stunning corner-unit condo offers expansive water views from the main living area, kitchen, and master suite, creating a serene backdrop for everyday island living. Thoughtfully renovated with an open layout and a soothing palette of neutral coastal tones, the residence is move-in ready and designed for relaxed Florida living. Step outside to the travertine patio, relax and take in the spectacular waterfront setting. Enjoy beautiful sunrises and colorful sunsets while watching dolphins and other wildlife as they pass through the surrounding waters. An assigned dock provides the perfect place to enjoy the water and island lifestyle, while the enclosed front porch and patio offer additional space to relax and enjoy the coastal breezes. Additional features include an assigned covered carport space, assigned dock, and the convenience of a well-maintained waterfront community. Residents enjoy a resort-style pool, separate grilling area, kayak storage, and a tennis / pickleball court. The Westbay Point & Moorings complex is just blocks away from Anna Maria's sugar white sand, gulf beaches, boutique shops and numerous restaurants. This rarely available condo offers a unique opportunity to enjoy the best of Anna Maria Island living—whether as a full-time residence, vacation getaway, or investment property. Call now for a private showing!

2 Beds ⋅ 2 Baths ⋅ A4707068 MLS ⋅ Phase Iii BLDG.

One of a kind, stunning and rarely available first floor, end unit in Westbay Point & Moorings III! With its exceptional water views, corner-unit privacy, extensive renovations, assigned dock and assigned carport, this condo offers a rare opportunity to enjoy the best of Anna Maria Island living in a well cared for condo community. This stunning corner-unit condo offers expansive water views from the main living area, kitchen, and master suite, creating a serene backdrop for everyday island living. Thoughtfully renovated with an open layout and a soothing palette of neutral coastal tones, the residence is move-in ready and designed for relaxed Florida living. Step outside to the travertine patio, relax and take in the spectacular waterfront setting. Enjoy beautiful sunrises and colorful sunsets while watching dolphins and other wildlife as they pass through the surrounding waters. An assigned dock provides the perfect place to enjoy the water and island lifestyle, while the enclosed front porch and patio offer additional space to relax and enjoy the coastal breezes. Additional features include an assigned covered carport space, assigned dock, and the convenience of a well-maintained waterfront community. Residents enjoy a resort-style pool, separate grilling area, kayak storage, and a tennis / pickleball court. The Westbay Point & Moorings complex is just blocks away from Anna Maria's sugar white sand, gulf beaches, boutique shops and numerous restaurants. This rarely available condo offers a unique opportunity to enjoy the best of Anna Maria Island living—whether as a full-time residence, vacation getaway, or investment property. Call now for a private showing!

6200 Flotilla Drive Unit 301, Holmes Beach

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

600 Manatee Avenue Unit 144, Holmes Beach

$459,000

Check out the virtual video ! Discover your island retreat in Holmes Beach—an appealing option for a second home or an investment property with rental potential. Enjoy bay and pool views with the beach within walking distance and convenient access to shops, restaurants, and other Anna Maria Island attractions! One of the larger west-facing ground level condo features a renovated kitchen and 2 updated bathrooms. Ceramic tile flooring throughout high-traffic areas, including the living room, dining room, kitchen, and bathrooms. The kitchen offers lots of custom white cabinetry with pull outs, granite countertops, and a raised breakfast bar area. Additional features include newer air conditioning and back hurricane-impact slider doors. Per the seller, the residence has experienced no damage or flooding from past hurricanes or storms. Relax on the front lanai with its six-foot privacy fence, or enjoy water and pool views from the back patio, which is open looking toward the pool and kayak area. Community amenities include multiple pools, pickleball areas, and an inviting social patio where neighbors gather and enjoy full bay views. The condo fee includes contributions to the escrow reserve fund, building exterior insurance, Flood insurance, internet, exterior building maintenance, grounds maintenance, pools and pool maintenance, recreational facilities, sewer, trash, and water. Whether you’re seeking a beach getaway or exploring rental income potential, this condo offers an inviting setting to enjoy island living. Sold Furnished with the exception of personal items.

2 Beds ⋅ 2 Baths ⋅ A4708385 MLS ⋅ 144 BLDG.

Check out the virtual video ! Discover your island retreat in Holmes Beach—an appealing option for a second home or an investment property with rental potential. Enjoy bay and pool views with the beach within walking distance and convenient access to shops, restaurants, and other Anna Maria Island attractions! One of the larger west-facing ground level condo features a renovated kitchen and 2 updated bathrooms. Ceramic tile flooring throughout high-traffic areas, including the living room, dining room, kitchen, and bathrooms. The kitchen offers lots of custom white cabinetry with pull outs, granite countertops, and a raised breakfast bar area. Additional features include newer air conditioning and back hurricane-impact slider doors. Per the seller, the residence has experienced no damage or flooding from past hurricanes or storms. Relax on the front lanai with its six-foot privacy fence, or enjoy water and pool views from the back patio, which is open looking toward the pool and kayak area. Community amenities include multiple pools, pickleball areas, and an inviting social patio where neighbors gather and enjoy full bay views. The condo fee includes contributions to the escrow reserve fund, building exterior insurance, Flood insurance, internet, exterior building maintenance, grounds maintenance, pools and pool maintenance, recreational facilities, sewer, trash, and water. Whether you’re seeking a beach getaway or exploring rental income potential, this condo offers an inviting setting to enjoy island living. Sold Furnished with the exception of personal items.

600 Manatee Avenue Unit 144, Holmes Beach

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

5325 Marina Drive Unit 423, Holmes Beach

$350,000

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

2 Beds ⋅ 2 Baths ⋅ A4708624 MLS ⋅ Island Building BLDG.

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach

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

$1,425,000

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

1801 Gulf Drive N Unit 181, Bradenton Beach

$575,000

Stunning Ground-Floor 2-Bedroom, 2-Bath Condo — Completely Renovated in 2025! Welcome to this beautifully renovated and redecorated ground-floor 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community. This home features a raised ceiling and a completely reconstructed kitchen that opens to the living area, creating a bright, spacious open-concept floor plan. The condo features ceramic tile throughout and quartz counter tops. Additionally, a new electric panel was added in 2024. Also, the couch in the living room is a queen sleeper and a twin sleeper in the second bedroom. Upgrades to Runaway Bay in the last two years include a new roof, pool resurfaced, all new grading, new pool heater and new fishing pier. The membership has just approved all new impact windows and doors which will be installed in 2026 and 2027, After a sun-filled day at the beach, relax on your private lanai—the perfect spot to unwind, entertain, and enjoy time with family and friends. Ideally located just a half-block from the pristine Gulf beaches, Runaway Bay offers the best of island living. Residents enjoy two private deeded beach accesses, beautifully renovated community amenities, a clubhouse, pool, and a dock overlooking Sarasota Bay. The community is also home to Anna Maria Island's largest saltwater heated pool. Leave the car behind and enjoy the convenience of nearby restaurants, shopping, and the free island trolley, making it easy to explore everything Anna Maria Island has to offer. With its extensive 2025 renovations, desirable ground-floor location, private lanai, and exceptional proximity to both the Gulf and Sarasota Bay, this is a fantastic opportunity to own a beautifully updated, storm-ready island retreat in one of Anna Maria Island's most sought-after communities.

2 Beds ⋅ 2 Baths ⋅ A4707240 MLS ⋅ A BLDG.

Stunning Ground-Floor 2-Bedroom, 2-Bath Condo — Completely Renovated in 2025! Welcome to this beautifully renovated and redecorated ground-floor 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community. This home features a raised ceiling and a completely reconstructed kitchen that opens to the living area, creating a bright, spacious open-concept floor plan. The condo features ceramic tile throughout and quartz counter tops. Additionally, a new electric panel was added in 2024. Also, the couch in the living room is a queen sleeper and a twin sleeper in the second bedroom. Upgrades to Runaway Bay in the last two years include a new roof, pool resurfaced, all new grading, new pool heater and new fishing pier. The membership has just approved all new impact windows and doors which will be installed in 2026 and 2027, After a sun-filled day at the beach, relax on your private lanai—the perfect spot to unwind, entertain, and enjoy time with family and friends. Ideally located just a half-block from the pristine Gulf beaches, Runaway Bay offers the best of island living. Residents enjoy two private deeded beach accesses, beautifully renovated community amenities, a clubhouse, pool, and a dock overlooking Sarasota Bay. The community is also home to Anna Maria Island's largest saltwater heated pool. Leave the car behind and enjoy the convenience of nearby restaurants, shopping, and the free island trolley, making it easy to explore everything Anna Maria Island has to offer. With its extensive 2025 renovations, desirable ground-floor location, private lanai, and exceptional proximity to both the Gulf and Sarasota Bay, this is a fantastic opportunity to own a beautifully updated, storm-ready island retreat in one of Anna Maria Island's most sought-after communities.

1801 Gulf Drive N Unit 181, Bradenton Beach

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

611 Gulf Drive N Unit A14, Bradenton Beach

$415,000

Welcome to effortless island living at Imperial House, ideally located in the heart of Bradenton Beach. This beautifully renovated first-floor condo has been updated from head to toe, combining fresh coastal style, low-maintenance living, and an exceptional Anna Maria Island location. Inside, the residence features all-new windows and doors, new flooring throughout, a beautifully renovated kitchen, and an updated bathroom. Tile and laminate flooring flow through much of the home, while impact windows on the south side provide added peace of mind. The desirable first-floor location makes everyday living especially convenient, whether you are unloading groceries, carrying beach gear, or arriving with luggage for a weekend escape. Imperial House is a well-cared-for community that has undergone several significant improvements in recent years, including replacement of the seawall, fishing pier, roof, and sewer system. Continued improvements reflect the attention given to maintaining and enhancing this special island community. The lifestyle here is truly what Bradenton Beach living is all about. Fish from the community pier, meet friends for Happy Hour on the bayside patio, relax by the pool, or enjoy the many clubhouse activities. At the end of the day, simply cross the street to the Gulf and take in one of Anna Maria Island’s spectacular sunsets. The location is equally impressive. Some of the island’s most popular restaurants, bars, shops, and entertainment are conveniently nearby, including Wicked Cantina, Gulf Drive Café and The Kokonut Hut, Beach House Waterfront Restaurant, Bridge Street Bistro, Blue Marlin Seafood, Bridge Tender Inn & Tiki Bar, Anna Maria Oyster Bar on the Pier, and Island Time Bar & Grill. Historic Bridge Street is also close by, offering waterfront dining, boutiques, live music, and plenty of island atmosphere. Best of all, the free Anna Maria Island trolley stops right out front, making it easy to explore Bradenton Beach, Holmes Beach, and the City of Anna Maria without having to get in the car. Whether you are looking for a full-time residence, winter retreat, island getaway, or rental opportunity, this beautifully renovated condo offers an outstanding combination of location, convenience, community, and coastal charm. Come experience the relaxed island lifestyle that makes Bradenton Beach so special.

2 Beds ⋅ 1 Baths ⋅ A4707838 MLS ⋅ A BLDG.

Welcome to effortless island living at Imperial House, ideally located in the heart of Bradenton Beach. This beautifully renovated first-floor condo has been updated from head to toe, combining fresh coastal style, low-maintenance living, and an exceptional Anna Maria Island location. Inside, the residence features all-new windows and doors, new flooring throughout, a beautifully renovated kitchen, and an updated bathroom. Tile and laminate flooring flow through much of the home, while impact windows on the south side provide added peace of mind. The desirable first-floor location makes everyday living especially convenient, whether you are unloading groceries, carrying beach gear, or arriving with luggage for a weekend escape. Imperial House is a well-cared-for community that has undergone several significant improvements in recent years, including replacement of the seawall, fishing pier, roof, and sewer system. Continued improvements reflect the attention given to maintaining and enhancing this special island community. The lifestyle here is truly what Bradenton Beach living is all about. Fish from the community pier, meet friends for Happy Hour on the bayside patio, relax by the pool, or enjoy the many clubhouse activities. At the end of the day, simply cross the street to the Gulf and take in one of Anna Maria Island’s spectacular sunsets. The location is equally impressive. Some of the island’s most popular restaurants, bars, shops, and entertainment are conveniently nearby, including Wicked Cantina, Gulf Drive Café and The Kokonut Hut, Beach House Waterfront Restaurant, Bridge Street Bistro, Blue Marlin Seafood, Bridge Tender Inn & Tiki Bar, Anna Maria Oyster Bar on the Pier, and Island Time Bar & Grill. Historic Bridge Street is also close by, offering waterfront dining, boutiques, live music, and plenty of island atmosphere. Best of all, the free Anna Maria Island trolley stops right out front, making it easy to explore Bradenton Beach, Holmes Beach, and the City of Anna Maria without having to get in the car. Whether you are looking for a full-time residence, winter retreat, island getaway, or rental opportunity, this beautifully renovated condo offers an outstanding combination of location, convenience, community, and coastal charm. Come experience the relaxed island lifestyle that makes Bradenton Beach so special.

611 Gulf Drive N Unit A14, Bradenton Beach

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

$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

111 10th Street S Unit 111, Bradenton Beach

$699,000

Welcome to your coastal getaway! This lovely 2-bedroom, 2-bathroom condo offers beautiful, full water views of Sarasota Bay and the relaxed island lifestyle you’ve been looking for. Ideally located in Bradenton Beach, this property combines comfort, convenience, and excellent rental potential. The condo features continuous tile flooring throughout, an updated kitchen and bathrooms, and ample storage to keep everything organized and clutter-free. Large windows allow you to take in the beautiful water views and enjoy the natural light and coastal surroundings. Just minutes from the gorgeous sandy beaches of Anna Maria Island, you’ll also be close to popular dining, shopping, entertainment, and all the attractions that make this area such a desirable destination. With the ability to rent weekly, this property offers flexibility for personal use, vacation rentals, or investment income. Whether you’re looking for a beachside retreat, a second home, or an investment property, this is an investor’s dream in a prime coastal location. Come enjoy the sunsets, water views, beautiful beaches, and laid-back Florida lifestyle that Bradenton Beach has to offer!

2 Beds ⋅ 2 Baths ⋅ A4707448 MLS ⋅ Bay Tides Condo BLDG.

Welcome to your coastal getaway! This lovely 2-bedroom, 2-bathroom condo offers beautiful, full water views of Sarasota Bay and the relaxed island lifestyle you’ve been looking for. Ideally located in Bradenton Beach, this property combines comfort, convenience, and excellent rental potential. The condo features continuous tile flooring throughout, an updated kitchen and bathrooms, and ample storage to keep everything organized and clutter-free. Large windows allow you to take in the beautiful water views and enjoy the natural light and coastal surroundings. Just minutes from the gorgeous sandy beaches of Anna Maria Island, you’ll also be close to popular dining, shopping, entertainment, and all the attractions that make this area such a desirable destination. With the ability to rent weekly, this property offers flexibility for personal use, vacation rentals, or investment income. Whether you’re looking for a beachside retreat, a second home, or an investment property, this is an investor’s dream in a prime coastal location. Come enjoy the sunsets, water views, beautiful beaches, and laid-back Florida lifestyle that Bradenton Beach has to offer!

111 10th Street S Unit 111, Bradenton Beach

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICE. 941-907-2000

$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

$4,500,000

Welcome to Luna Sea, an exceptional furnished coastal retreat just steps from the sugar-sand shoreline of Cortez Beach. Located in the heart of Bradenton Beach, this impressive 7-bedroom, 7.5-bath residence blends refined contemporary design with outstanding indoor-outdoor living. The bright, open-concept main level features warm wood ceiling details, expansive glass doors, a spacious dining area, and a showpiece kitchen with an oversized island, abundant cabinetry, open shelving, and stainless-steel appliances. Six king suites and a bunk room each include a private bath, while the primary suite offers a spa-inspired retreat with a walk-in shower and freestanding soaking tub. Multiple balconies welcome refreshing Gulf breezes, and the rooftop deck showcases panoramic island and Gulf views—an ideal setting for sunset gatherings. Outdoors, tropical landscaping surrounds a private saltwater pool and in-ground spa, complemented by a covered lounge and dining area complete with a television and grill. Bridge Street dining and shopping, beach access, and the free island trolley are all nearby. Offered fully furnished and turnkey, Luna Sea is ready to be enjoyed as an island residence, coastal getaway, or vacation-rental investment.

7 Beds ⋅ 8 Baths ⋅ A4707135 MLS

Welcome to Luna Sea, an exceptional furnished coastal retreat just steps from the sugar-sand shoreline of Cortez Beach. Located in the heart of Bradenton Beach, this impressive 7-bedroom, 7.5-bath residence blends refined contemporary design with outstanding indoor-outdoor living. The bright, open-concept main level features warm wood ceiling details, expansive glass doors, a spacious dining area, and a showpiece kitchen with an oversized island, abundant cabinetry, open shelving, and stainless-steel appliances. Six king suites and a bunk room each include a private bath, while the primary suite offers a spa-inspired retreat with a walk-in shower and freestanding soaking tub. Multiple balconies welcome refreshing Gulf breezes, and the rooftop deck showcases panoramic island and Gulf views—an ideal setting for sunset gatherings. Outdoors, tropical landscaping surrounds a private saltwater pool and in-ground spa, complemented by a covered lounge and dining area complete with a television and grill. Bridge Street dining and shopping, beach access, and the free island trolley are all nearby. Offered fully furnished and turnkey, Luna Sea is ready to be enjoyed as an island residence, coastal getaway, or vacation-rental investment.

2109 Avenue C, Bradenton Beach

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

$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

$2,895,000

Luxury Coastal Residence & Income Opportunity Experience elevated island living in this exceptional Holmes Beach residence, ideally situated just steps from the sugar-sand beaches and turquoise waters of the Gulf. Offering convenient access to the Intracoastal Waterway, Gulf of Mexico, and Tampa Bay, this impressive coastal retreat combines refined design, generous living spaces, and outstanding income-producing potential in one of Anna Maria Island’s most desirable locations. Featuring five spacious bedrooms plus a versatile bonus bunk room and 6.5 bathrooms, the home was thoughtfully designed to accommodate large families, multigenerational gatherings, and vacation guests while maintaining a sense of privacy and sophistication. Soaring ceilings, abundant natural light, and carefully selected finishes create a bright, sophisticated coastal atmosphere throughout. At the heart of the home, the open-concept kitchen features stainless steel appliances, custom cabinetry, a generous center island, and ample workspace for entertaining. The kitchen flows effortlessly into the expansive dining and living areas, with direct access to a private balcony that extends the living space outdoors. The backyard is a true private tropical resort. A heated pool with sun shelf, large tiki umbrella with swim up table, and a heated spa creates an inviting centerpiece for relaxing and entertaining. Multiple lounge areas, covered outdoor dining, and a dedicated grilling area provide the perfect setting for everything from sun-filled afternoons to evening gatherings beneath the palms. An oversized two-car garage, complemented by two additional storage rooms, provides exceptional space for vehicles, beach gear, bicycles, paddleboards, and all the essentials of island living. Located in a coveted Holmes Beach neighborhood, the residence places you moments from the beach while offering easy access to boutique shopping, local dining, boating, and the laid-back lifestyle that defines Anna Maria Island. Whether envisioned as a luxurious primary residence, multigenerational island retreat, or high-end vacation property, 403 42nd Street presents a rare combination of location, lifestyle, amenities, and compelling income potential in the heart of Holmes Beach.

5 Beds ⋅ 7 Baths ⋅ A4706009 MLS

Luxury Coastal Residence & Income Opportunity Experience elevated island living in this exceptional Holmes Beach residence, ideally situated just steps from the sugar-sand beaches and turquoise waters of the Gulf. Offering convenient access to the Intracoastal Waterway, Gulf of Mexico, and Tampa Bay, this impressive coastal retreat combines refined design, generous living spaces, and outstanding income-producing potential in one of Anna Maria Island’s most desirable locations. Featuring five spacious bedrooms plus a versatile bonus bunk room and 6.5 bathrooms, the home was thoughtfully designed to accommodate large families, multigenerational gatherings, and vacation guests while maintaining a sense of privacy and sophistication. Soaring ceilings, abundant natural light, and carefully selected finishes create a bright, sophisticated coastal atmosphere throughout. At the heart of the home, the open-concept kitchen features stainless steel appliances, custom cabinetry, a generous center island, and ample workspace for entertaining. The kitchen flows effortlessly into the expansive dining and living areas, with direct access to a private balcony that extends the living space outdoors. The backyard is a true private tropical resort. A heated pool with sun shelf, large tiki umbrella with swim up table, and a heated spa creates an inviting centerpiece for relaxing and entertaining. Multiple lounge areas, covered outdoor dining, and a dedicated grilling area provide the perfect setting for everything from sun-filled afternoons to evening gatherings beneath the palms. An oversized two-car garage, complemented by two additional storage rooms, provides exceptional space for vehicles, beach gear, bicycles, paddleboards, and all the essentials of island living. Located in a coveted Holmes Beach neighborhood, the residence places you moments from the beach while offering easy access to boutique shopping, local dining, boating, and the laid-back lifestyle that defines Anna Maria Island. Whether envisioned as a luxurious primary residence, multigenerational island retreat, or high-end vacation property, 403 42nd Street presents a rare combination of location, lifestyle, amenities, and compelling income potential in the heart of Holmes Beach.

403 42nd Street, Bradenton Beach

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

$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

5325 Marina Drive Unit 133, Holmes Beach

$650,000

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

2 Beds ⋅ 2 Baths ⋅ A4706140 MLS ⋅ Lodge BLDG.

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

5325 Marina Drive Unit 133, Holmes Beach

Listing courtesy of SARABAY REAL ESTATE INC. 941-355-7696

5325 Marina Drive Unit 131, Holmes Beach

$650,000

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

2 Beds ⋅ 2 Baths ⋅ A4706139 MLS ⋅ Lodge BLDG.

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

5325 Marina Drive Unit 131, Holmes Beach

Listing courtesy of SARABAY REAL ESTATE INC. 941-355-7696

$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

$689,900

Under contract-accepting backup offers. Welcome to your island getaway at 3007 Avenue E, Unit B, in the heart of Holmes Beach! This nicely remodeled, turnkey furnished villa offers an ideal opportunity for a vacation home, second home, or investment property just minutes from the beautiful beaches of Anna Maria Island. Located in an intimate community of only four units, residents enjoy a shared pool and inviting pool area complete with a pavilion and grill—perfect for relaxing after a day at the beach. The villa also features its own private rear patio, creating a peaceful outdoor retreat for morning coffee, evening cocktails, or entertaining. Sold fully furnished and ready to enjoy, this property offers the convenience of a true turnkey island escape with potential for rental use. Whether you're looking for your own piece of paradise or an investment opportunity in a highly desirable beach destination, this Holmes Beach villa is ready to welcome you!

2 Beds ⋅ 1 Baths ⋅ A4706027 MLS ⋅ 3007 BLDG.

Under contract-accepting backup offers. Welcome to your island getaway at 3007 Avenue E, Unit B, in the heart of Holmes Beach! This nicely remodeled, turnkey furnished villa offers an ideal opportunity for a vacation home, second home, or investment property just minutes from the beautiful beaches of Anna Maria Island. Located in an intimate community of only four units, residents enjoy a shared pool and inviting pool area complete with a pavilion and grill—perfect for relaxing after a day at the beach. The villa also features its own private rear patio, creating a peaceful outdoor retreat for morning coffee, evening cocktails, or entertaining. Sold fully furnished and ready to enjoy, this property offers the convenience of a true turnkey island escape with potential for rental use. Whether you're looking for your own piece of paradise or an investment opportunity in a highly desirable beach destination, this Holmes Beach villa is ready to welcome you!

3007 Avenue E Unit B, Bradenton Beach

Listing courtesy of MARCUS & COMPANY REALTY. 941-932-8550

$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

1801 Gulf Drive N Unit 219, Bradenton Beach

$535,000

SECOND-FLOOR 2BR/2BA CONDO AT RUNAWAY BAY-JUST 25 STEPS TO THE LARGEST HEATED POOL ON ANNA MARIA ISLAND This beautifully maintained and recently refurnished second-floor 2-bedroom, 2-bath condo at sought-after Runaway Bay is just a two-minute walk from the white sandy beaches of Anna Maria Island and the sparkling turquoise waters of the Gulf of Mexico. Comfortable, inviting, and offered furnished, this condo has a strong rental history and has been exceptionally maintained by the current owner. Whether you're looking for a terrific investment property with weekly rentals permitted or your own winter getaway, this unit offers the flexibility to enjoy both. Runaway Bay is a highly desirable, centrally located community close to everything Anna Maria Island has to offer. The free island trolley stops right in front of the community, making it easy to explore the island without having to drive. Enjoy the beach practically every day — simply cross the street and you're on the beautiful sands of Bradenton Beach. The amenities at Runaway Bay are exceptional. The community features one of the largest pools on Anna Maria Island, along with a clubhouse offering activities and social events. Residents also enjoy: Tennis courts Pickleball Fitness center Shuffleboard Clubhouse Large community pool Private fishing dock on the bay Set on nearly 13 acres of beautifully maintained grounds, Runaway Bay provides a peaceful tropical setting while keeping you close to the beach, restaurants, shopping, and island attractions. Additional features include an in-unit washer and dryer conveniently located in the laundry closet. Small dogs under 25 pounds are welcome. With its excellent location, strong rental potential, desirable amenities, and proximity to the Gulf beaches, this Runaway Bay condo is an outstanding opportunity to own a piece of paradise on Anna Maria Island.

2 Beds ⋅ 2 Baths ⋅ A4705343 MLS ⋅ F BLDG.

SECOND-FLOOR 2BR/2BA CONDO AT RUNAWAY BAY-JUST 25 STEPS TO THE LARGEST HEATED POOL ON ANNA MARIA ISLAND This beautifully maintained and recently refurnished second-floor 2-bedroom, 2-bath condo at sought-after Runaway Bay is just a two-minute walk from the white sandy beaches of Anna Maria Island and the sparkling turquoise waters of the Gulf of Mexico. Comfortable, inviting, and offered furnished, this condo has a strong rental history and has been exceptionally maintained by the current owner. Whether you're looking for a terrific investment property with weekly rentals permitted or your own winter getaway, this unit offers the flexibility to enjoy both. Runaway Bay is a highly desirable, centrally located community close to everything Anna Maria Island has to offer. The free island trolley stops right in front of the community, making it easy to explore the island without having to drive. Enjoy the beach practically every day — simply cross the street and you're on the beautiful sands of Bradenton Beach. The amenities at Runaway Bay are exceptional. The community features one of the largest pools on Anna Maria Island, along with a clubhouse offering activities and social events. Residents also enjoy: Tennis courts Pickleball Fitness center Shuffleboard Clubhouse Large community pool Private fishing dock on the bay Set on nearly 13 acres of beautifully maintained grounds, Runaway Bay provides a peaceful tropical setting while keeping you close to the beach, restaurants, shopping, and island attractions. Additional features include an in-unit washer and dryer conveniently located in the laundry closet. Small dogs under 25 pounds are welcome. With its excellent location, strong rental potential, desirable amenities, and proximity to the Gulf beaches, this Runaway Bay condo is an outstanding opportunity to own a piece of paradise on Anna Maria Island.

1801 Gulf Drive N Unit 219, Bradenton Beach

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