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6405 Gulf Drive, Holmes Beach
$1,700,000
3 Beds ⋅ 3 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Location! Location! Location! Are you looking for your new BEACH HOME? ....LOOK NO FURTHER.... Experience the ultimate island lifestyle in this luxurious, FURNISHED pool home—complete with a red BMW convertible for the holidays. Located just steps - from the Gulf beach on the sought-after west side of Anna Maria Island, this exceptional 2,876 sq. ft. residence offers one of the best price-per-square-foot opportunities in the area. Designed with thoughtful architectural details throughout, this home features two spacious living areas—one on each level—providing ideal spaces for relaxation and entertaining. The chef’s kitchen is equipped with premium appliances, including a gas Wolf range, and flows seamlessly into the open living and dining areas. With 3 bedrooms (two en-suite) and 2.5 beautifully appointed bathrooms, comfort and privacy are prioritized. The expansive covered lanai, complete with a fireplace, allows for year-round outdoor enjoyment. A sparkling pool, additional side-yard space, and multiple gas fireplaces create a truly elevated living experience. Situated on a quiet street with a natural buffer between the home and the water, this property offers both serenity and convenience. A spacious garage provides ample storage—plus that convertible waiting to cruise the island. Luxury, lifestyle, location—this home has it all.

6405 Gulf Drive, Holmes Beach

301 73rd Street, Holmes Beach
$1,695,000
3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
This elevated Holmes Beach retreat is all about location, just steps from the sugar-sand shoreline of Anna Maria Island and the turquoise waters of the Gulf. Thoughtfully designed for relaxed coastal living, this three-bedroom, two-bath home invites sunlight through a wall of sliding glass doors that open to the screened porch, framing tranquil views of swaying palms and hints of the Gulf beyond. Inside, the open layout flows effortlessly between the living, dining, and kitchen areas. Granite countertops, stainless steel appliances, central vacuum system and coastal finishes are just a few features that help create a space that feels both refined and welcoming. A private elevator offers convenient access to every level, including a rare five-car, climate-controlled garage—perfect for golf carts, beach gear, or a collector’s touch. Step outside to the inviting pool area, an ideal spot for lounging, cooling off, or gathering with friends after a day at the beach. Perfectly situated within Holmes Beach’s coveted weekly rental zone, this home offers exceptional flexibility as a full-time residence, vacation getaway, or income-producing property. Not to mention that this property comes turnkey furnished so all you need to do is pack your bags and move right in! Whether you're savoring sunset views from the porch or strolling to nearby cafés and shops, this home captures the very essence of laid-back island luxury. Boat owners will appreciate that Bay Palms Addition residents receive priority placement on the city’s waitlist for a boat slip—making it easier to enjoy life on the water.

301 73rd Street, Holmes Beach

234 85th Street, Holmes Beach
$1,685,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Tucked away on a quiet, picturesque street in the heart of Holmes Beach, this ELEVATED WATERFRONT retreat offers a rare private coastal sanctuary. Perfectly positioned on a sprawling 225-foot waterfront SAILBOAT-DEPTH CANAL with NO FIXED BRIDGES and DIRECT ACCESS to Bimini Bay, the Intracoastal Waterway, and the shimmering GULF OF MEXICO. Wrapped in lush, tropical landscaping and framed by a natural mangrove shoreline, a 40+ ft TimberTech COMPOSITE DOCK stretches gracefully into the water; ready to welcome your large boat or sailboat. What sets this home apart is not just its breathtaking setting, but the peace of mind it offers. ELEVATED and STORM-TESTED, this home proudly boasts ZERO HURRICANE DAMAGE - a true rarity on the island. Built with an impressive LIST OF UPGRADES for ultimate resilience: breakaway garage walls REINFORCED with CONCRETE SUPPORTS, a 2023 standing seam ALUMINUM ROOF with underlayment that is MIAMI-DADE STANDARDS, HURRICANE-IMPACT windows and doors with UV protection, and hidden vent soffits and fascia. Step inside and feel the relaxed elegance of this coastal gem. SUNLIGHT floods through every room, dancing off the stunning plank-style porcelain tile floors and creating a warm, inviting atmosphere. The OPEN CONCEPT great room flows seamlessly into a beautifully updated kitchen where your inner chef can run wild. Outfitted with rich maple cabinetry, sparkling Quartz countertops, and top-tier stainless steel appliances. The oversized walk-in pantry is perfect for keeping all your culinary essentials tucked away. The home's bathrooms echo the same attention to detail, featuring gorgeous tilework, granite countertops, upgraded Toto commodes, and brand-new copper piping and plumbing (2025). Every corner has been meticulously cared but it’s the outdoor living that truly sets this property apart. Your private backyard oasis was designed for both relaxation and unforgettable entertaining. Expansive WRAP-AROUND DECKING, crafted from premium materials and beautifully maintained, offers plenty of space to gather with family and friends. The FENCED IN DECKING also is perfect for pets to roam safely, while the CUSTOM KAYAK LAUNCH invites spontaneous paddles through the tranquil canal waters. Dreaming of a pool? APPROVED PLANS are ready and waiting to transform this outdoor space into your personal tropical paradise. Down at the dock, life slows down. Watch dolphins play, drop a line, or simply sip a cool drink as the sun melts into the Gulf horizon. The wide canal offers ample space for larger vessels - a true rarity on the island. Additional features include a spacious 3-CAR GARAGE with TWO LARGE STORAGE areas perfect for paddleboards, fishing gear, or even a golf cart. Conveniently, a 50-amp outlet has been installed for a RV, boat lift or even a hot tub. Ample guest parking is a major plus when it comes to this property and could even accommodate a RV, boat with trailer or whatever your heart desires! Plus a proactive termite protection system. Best of all? This serene retreat is just a short stroll to the sugar-sand beaches of Anna Maria Island, charming local shops, and island-favorite restaurants - all easily accessible via the free island trolley. Whether you’re searching for a full-time coastal residence, a seasonal getaway, or a savvy investment (zoned R-1 with 30-day minimum rentals), this home checks every box. Come experience the magic of Holmes Beach waterfront living where every day feels like a vacation.

234 85th Street, Holmes Beach

608 Gladstone Lane, Holmes Beach
$1,650,500
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Tucked within the exclusive waterfront community of Key Royale on Anna Maria Island, this beautifully renovated canal-front residence offers an exceptional blend of island charm, privacy, and effortless island living. Designed to embrace the Florida lifestyle, the home is centered around a spectacular pool courtyard, where almost every room opens to the expansive outdoor living space, creating a seamless connection between indoors and out. Bathed in natural light due to its desirable southern exposure, the home invites sun-filled days by the pool and tranquil evenings under the coastal sky. The thoughtfully designed split floor plan features a private primary suite with ensuite bath, along with two additional guest bedrooms and a well-appointed second bathroom, offering comfort and flexibility for family and visiting guests. The home offers a new roof and seawall was replaced in 2006, ensuring lasting quality and peace of mind for years to come. Ideally situated on a deep-water canal, the property provides a 10,000 lb boat lift and dock with water and electric. Direct access to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, make it a dream for boating enthusiasts and lovers of life on the water. Also, located just moments from Anna Maria Island’s world-renowned beaches, charming boutiques, and acclaimed dining, this residence captures the essence of luxury coastal living in one of the island’s most coveted neighborhoods. Don't miss this extraordinary opportunity to experience the elegance, serenity, and waterfront lifestyle that make Key Royale truly exceptional.

608 Gladstone Lane, Holmes Beach

504 59th Street, Holmes Beach
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Live the island lifestyle in this custom-built, ELEVATED canal home located in a quiet, no-HOA neighborhood just minutes from the heart of Holmes Beach. Built in 2006, this well-constructed residence offers peace of mind, privacy, and easy access to everything Anna Maria Island is known for—beaches, local dining, boutique shopping, and waterfront parks. The home features an open, multi-level layout designed for comfortable island living, with three spacious bedrooms, multiple balconies and porches, and CANAL and OPEN-WATER views from several levels. The primary bedroom is privately located on the first living level, offering convenience and separation from the additional bedrooms above. Boating enthusiasts will appreciate the private dock with deep-water access and NO BRIDGE RESTRICTIONS, allowing quick access to open water. Additional features include an ELEVATOR, METAL ROOF, four-car garage, ample storage, and room to add a pool for enhanced outdoor living. As one of the few elevated homes in the area, this property offers notable structural integrity and the opportunity to enjoy Anna Maria Island living with confidence.

504 59th Street, Holmes Beach

2918 Avenue  E, Holmes Beach
$1,635,000
3 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Virtually Staged. This architecturally distinctive 3 level home reflects coastal construction features rarely found in comparable homes. Built with strength and durability in mind, this home has been architecturally designed with concrete grade beams intersecting massive solid piling caps running the home's perimeter 8 - 10 feet below grade. The reinforced concrete perimeter walls and poured in place exterior stairways set it apart from standard residential beach properties. Step outdoors past the neighboring home with no streets to cross, no parking to try to find or golf cart ride needed and you're immediately at the beach... walking barefoot on the sandy shores.Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged.

2918 Avenue E, Holmes Beach

501 65th Street, Holmes Beach
$1,625,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
**Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is thought out, creating a residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest.

501 65th Street, Holmes Beach

117 51st Street, Holmes Beach
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 123 51st Street SubDv. ⋅ 34217 Zip Code
Virtually Staged. Just moments from the sugar sand and turquoise waters of Anna Maria Island, 117 51st St delivers the ultimate coastal lifestyle with an exceptional beachside location, stunning upgrades, and a private backyard retreat made for effortless island living. Nestled in the heart of Holmes Beach, this beautifully renovated 3-bedroom, 3-bath residence welcomes you with lush tropical landscaping, charming curb appeal, and quality improvements throughout. A premium metal roof installed in 2025 and hurricane-impact windows and doors added in 2024 provide lasting peace of mind, while the 2019 kitchen renovation blends timeless coastal design with everyday functionality. Inside, you’ll find bright and inviting living spaces accented by coastal-inspired finishes, updated interior doors, soft-close cabinetry, quartz countertops, stainless steel appliances, and a striking apron-front sink. The remodeled bathrooms feature sleek modern touches that elevate the home’s relaxed elegance. Designed with comfort and entertaining in mind, the layout flows seamlessly for full-time living, hosting guests, or enjoying as the perfect island getaway. Outdoor living takes center stage here. A screened balcony overlooks the tropical grounds and creates the ideal setting for morning coffee, sun-soaked afternoons, or evening Gulf breezes. Beyond the doors, your private fenced backyard feels like a boutique resort, complete with a sparkling pool, spillover spa, and beautifully maintained landscaping supported by irrigation. The pool was resurfaced in 2025, adding to the home’s long list of recent enhancements. After a day on the beach, unwind by the pool, soak in the spa, or gather in the versatile lower-level space ideal for entertaining, storing beach gear, or creating the perfect casual lounge area with easy access to the outdoor oasis. Adding even more value, the property is located within an R2-R4 zoning district allowing 7-night minimum rentals - offering exceptional flexibility and strong income-producing potential for investors or second-home buyers alike. With its unbeatable location near the beach, private pool and spa, extensive 2024-2025 updates, and desirable weekly rental flexibility, 117 51st St stands out as one of Holmes Beach’s most compelling opportunities. This is more than a home - it’s your own piece of Anna Maria Island paradise filled with sunshine, privacy, and laid-back coastal luxury.

117 51st Street, Holmes Beach

311 63rd Street, Holmes Beach
$1,600,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex -Live in 1 Side / Rent the other with Strong repeat weekly Income Potential. Just a short 8 min. healthy walk to the beaches and downtown Homes Beach. This fully remolded duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool ideal for total privacy each side. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished with upgraded furniture and appliances as well as enclosed outside storage for each unit filled with Pool and Beach Toys. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. New AC'S, Hot water heaters and Decorative Metal Roof added in 2025. Parking for 4 vehicles makes this a unique property to avoid looking for parking on the Island and has a free trolley stand just across the street. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income as a weekly rental. Prime Location, Proven Performance with rentals in place for Effortless Island Living! Looking for acceptable contract to close prior September 30, 2026

311 63rd Street, Holmes Beach

7005 Holmes Boulevard, Holmes Beach
$1,570,000
4 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Recently updated four-bedroom, three-bathroom home nestled in the middle of Anna Maria Island. This elevated Key West-style home is only a block and a half from the world-famous beaches of AMI, and the free island trolley stops only a block away from your front door. "White Sands Beach House" offers an open floor plan with plenty of space for family and friends to gather. The layout on the main level combines the living room, dining room and kitchen together for a perfect place for everyone to congregate. French doors off the main living area open onto a screened balcony to enjoy those island sunsets and breezes! Two of the four bedrooms feature ensuite bathrooms, and the master bedroom has its own screened balcony. The private elevator services all three floors so climbing stairs isn't necessary! The backyard is a tropical oasis with a beautiful heated pool, covered lanai, outdoor shower and mature landscaping. The pool area also has its own Mosquito Mist System so you can enjoy the warm island weather without mosquitos or other insects. The oversized two car garage has ample storage for all your beach toys, a pool table and even a golf cart. This unique island property would make an excellent full-time residence, or continue to benefit from the home's excellent rental history. Make an appointment for your private showing today.

7005 Holmes Boulevard, Holmes Beach

508 83rd Street, Holmes Beach
$1,569,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

508 83rd Street, Holmes Beach

117 Neptune Lane, Holmes Beach
$1,550,000
4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code
Steps from the Gulf of Mexico on a quiet street in Holmes Beach, this elevated duplex offers the perfect balance of coastal relaxation and rental income opportunity, and it’s being sold turnkey, fully furnished and ready to go! Each unit features 2 bedrooms and 2 bathrooms with spacious open living areas, comfortable coastal decor, and plenty of natural light. A shared pool sits in the private fully fenced backyard, ideal for cooling off after a beach day or enjoying laid-back evenings under the palms. With garage parking for both units, large carports, and generous storage, there’s ample space for owners and guests alike. Located in a desirable weekly rental zone, this property is primed for vacation rental success. Whether you're looking to invest or simply savor the island lifestyle, this one checks all the boxes.

117 Neptune Lane, Holmes Beach

5710 Carissa Street, Holmes Beach
$1,525,000
3 Beds ⋅ 2 Baths ⋅ Cobb Sub SubDv. ⋅ 34217 Zip Code
Perfectly placed on a quiet street, this 3BD/2BA elevated island home blends coastal charm with practical comfort, making it equally suited for personal enjoyment or continued success as a vacation rental. The open concept layout invites relaxed living, with a bright kitchen featuring granite counters, stainless steel appliances, and a large breakfast bar that flows effortlessly into the living and dining areas. French doors open onto a covered balcony overlooking swaying palms. The primary suite offers a peaceful escape with its own private balcony and an ensuite bath complete with a double vanity and spacious walk-in shower. Two additional bedrooms are thoughtfully positioned to provide privacy and comfort for guests. On the ground level, you'll find a bonus space off the garage, offering added flexibility to suit your needs. The tropical backyard delivers that island lifestyle with a sparkling heated pool and shaded outdoor seating area. Sold turnkey, this home is ready to enjoy from day one. Tucked within a weekly rental zone and just moments from local shops, restaurants, and only steps to the beach, it checks all the boxes for coastal living with income generating potential.

5710 Carissa Street, Holmes Beach

417 Bay Palms Drive, Holmes Beach
$1,500,000
4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Tucked into one of Holmes Beach’s most desirable neighborhoods, this beautifully updated 4BD/3BA ground level retreat offers the perfect blend of laid back coastal charm and modern comfort. With a proven track record as a successful vacation rental allowing weekly stays, it’s an ideal opportunity for investors or anyone dreaming of their own tropical getaway. Step inside and you’re immediately greeted by an open flowing layout where the living kitchen and dining spaces connect effortlessly, framed by views of the lush private backyard. The kitchen is a showstopper with an expansive island perfect for gathering, while sliding doors blur the line between indoors and out. Outside, the backyard oasis invites you to unwind with a resort style pool and separate spa surrounded by tropical landscaping, low maintenance turf, and plenty of space to lounge or dine under the covered patio. Thoughtful extras like a two car garage, golf cart garage, and durable metal roof make this home as practical as it is picturesque. Best of all, you're just a short stroll or bike ride to the sugar sand beaches of Anna Maria Island, with local shops and restaurants all within easy reach. Whether you’re looking for a full time residence, a part time escape, or a high performing rental, this turnkey property checks every box. Don’t let this perfect slice of island life slip away!

417 Bay Palms Drive, Holmes Beach

213 71st Street Unit A&B, Holmes Beach
$1,498,650
4 Beds ⋅ 4 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Turnkey Coastal Duplex | 5-Star Short Term Rental | Proven Rental Income | Short stroll to the Beach. Rarely does a property this well-positioned come to market. This elevated, fully furnished duplex in the heart of Holmes Beach is an established, high-performing short-term rental with a 5-star Airbnb rating and verified income history available upon request. Two private residences, each offering 2 bedrooms, 2 bathrooms, private entrances, and open-concept living with coastal finishes, create a truly flexible investment opportunity. Ideal for maximizing rental income, offsetting ownership costs by occupying one unit, or enjoying as a vacation home that performs. Just a two-minute walk to the beach, this property benefits from strong and consistent guest demand. Year-to-date rental performance reflects this demand, with approximately $50,000 in gross bookings through March 2026, demonstrating strong early-year performance and consistent booking momentum; detailed financials available upon request. Covered parking and generous storage beneath the elevated structure add convenience for both guests and owners. A conceptual rendering for a pool and outdoor lounge is attached, offering clear upside potential, subject to permitting and buyer verification. Proven income, 5-star reputation, premier location, and weekly rental zoning make this a compelling investment opportunity.

213 71st Street Unit A&B, Holmes Beach

104 77th Street, Holmes Beach
$1,497,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
The sand and water of the Gulf beach is just one home from this lovingly maintained, solid concrete residence, offering timeless coastal charm with peace of mind. Built and cherished by the same family since its construction, the home’s living space on the second floor has never experienced interior storm damage and features hurricane-rated rolldown shutters. Recent updates in 2025 include a new metal roof, fresh exterior paint, new soffits, gutters, downspout and a tranquil low maintenance oyster shell lawn. Inside, you'll find an oversized kitchen with pantry and wraparound counter, spacious bedrooms with large closets, indoor laundry, and French doors looking onto a breezy beachside dining deck. Enjoy partial Gulf views from nearly every window and a layout ideal for relaxing or entertaining. Offered turnkey furnished, including a wine refrigerator hidden inside a beautiful hutch. This is your opportunity to arrive with bags in hand and enter beach life. Ideally in the heart of Anna Maria Island, midway between the shops and dining of Holmes Beach and Anna Maria town centers.

104 77th Street, Holmes Beach

513 71st Street, Holmes Beach
$1,475,000
4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
A fresh new life has been given to this updated 4-bedroom, 3-bath canal-front home in the heart of Holmes Beach. The new kitchen—with its stunning quartz island—is the true centerpiece of the home, opening seamlessly to the spacious great room where sliders lead to the outdoor living area. The split floor plan ensures privacy for guests and family. The oversized primary suite offers a custom walk-in closet and a generous ensuite featuring a heated jacuzzi tub, split vanities, and a tiled walk-in shower. An office with an adjoining storage room provides flexibility and could easily be converted into another ensuite. Beyond that is a versatile man cave/flex room with double-door access to the outside. A well-appointed laundry room with a built-in ironing board completes this wing. On the opposite side of the home, a guest ensuite with convenient pool access provides ideal accommodations, in addition to two more bedrooms and a full bath with a tub/shower combination. Outside, the pool and spa will be fully resurfaced at the beginning of December, along with the installation of a new pool heater, giving the outdoor oasis a fresh and updated feel. The home also features two new A/C units for added efficiency and comfort. Boating enthusiasts will appreciate the private dock with a 13,000 lb. lift, a 10 X 3 floating dock and fish cleaning station, complete with water and electricity—perfect for enjoying the canal-front lifestyle. There is nothing like having your boat at your back door! This home is ready for your personal touches and can be sold furnished for a turnkey experience. Come take a look at this waterfront gem and imagine all the additional possibilities!

513 71st Street, Holmes Beach

312 61st Street Unit B, Holmes Beach
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been thoughtfully decorated and has a game room you'll love! It features arcade games and a foosball table and is complete with a TV and a fridge. The location is unbeatable – just two blocks from the beach and near fantastic island shops and restaurants. With its fresh and delightful vibe, Orange Crush is the ultimate Anna Maria Island getaway destination. The living area located upstairs is well-designed and features a chic dining room table, as well as a comfortable seating area with a brand-new plush sectional and a TV. The kitchen is fully equipped and has stainless steel appliances. Open the French doors and step out onto the charming balcony, where you can relax and soak up the invigorating breeze. After a fun-filled day, retreat to the primary bedroom that feels like a tropical oasis with coastal furnishings. This room has a walk-in closet and an ensuite bathroom with a beautiful walk-in shower, double vanity, and a soaking tub. The tropical theme follows in the second and third bedrooms and easy access to the hall bathroom. Head down the staircase to the serene backyard! Take a dip in the sparkling blue pool or bask in the warm Florida sunshine on one of the many loungers that surround the pool. A complete outdoor living space awaits you under the covered patio, featuring an outdoor dining table and a cozy wicker seating area, complete with an outdoor TV. For your convenience, we’ve included both an outdoor shower and a BBQ grill. The oversized garage has an epoxy floor with ample storage. Great vacation rental, zoned for weekly rentals and an ideal investment opportunity. Schedule your showing today!

312 61st Street Unit B, Holmes Beach

6201 Holmes Boulevard, Holmes Beach
$1,430,000
5 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
INCREDIBLE VALUE! 5 BEDROOM HOME ON ANNA MARIA ISLAND WITH PROVEN RENTAL HISTORY- THIS IS THE ONE!!! Imagine owning a place where every day feels like a vacation. Located on a peaceful corner lot in the heart of Holmes Beach, this spacious 5-bedroom pool home offers the perfect balance of relaxed island living and modern comfort—just steps from everything that makes this island so special. Designed for connection and comfort, the home features an airy, open layout filled with natural light and coastal character. The kitchen anchors the space with recent updates, stainless steel appliances, and generous prep areas, making it ideal for hosting family and friends after long beach days. Sliding glass doors lead to a private outdoor retreat, where a sun-drenched pool, expansive patio, and side courtyard create a setting made for entertaining, relaxing, and making memories. The primary suite feels like a private escape, complete with an updated bathroom, walk-in closet, and direct access to the pool—perfect for morning swims or quiet evenings outdoors. With five bedrooms accommodating up to 10 guests, the home offers flexibility for full-time living, extended stays, or hosting visitors with ease. Major upgrades add value and peace of mind, including fully renovated bathrooms, updated kitchen features, and a metal roof installed in 2022. The home is thoughtfully maintained and ready to be enjoyed from day one. What truly sets this property apart is the lifestyle. Walk to the sugar-white beaches of the Gulf, bike to local cafés and shops, enjoy sunset strolls, and embrace the easygoing rhythm that makes Anna Maria Island one of Florida’s most beloved coastal communities. Weekly rentals are permitted, providing the option to enjoy the home while also benefiting from its income potential. Whether you’re searching for a beach home, a family getaway, or a smart island investment, this Holmes Beach property delivers space, location, and lifestyle—all in one unforgettable setting. Come experience why people fall in love with Anna Maria Island… and never want to leave.

6201 Holmes Boulevard, Holmes Beach

414 79th Street, Holmes Beach
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Welcome to your own piece of paradise on Anna Maria Island! This is a BRAND NEW remodel including new metal roof, all new plumbing and electrical, pool/spa and turf and much more! This charming coastal home offers the perfect blend of comfort and island living. Nestled off a quiet street, this property is just a short stroll from the stunning Gulf of Mexico beaches. Featuring 3 bedrooms and 3 bathrooms, its spacious enough for family and guests. One bathroom having access right off the pool for easy access. The open concept living and dining area create an inviting space for relaxation and entertainment. The updated kitchen has modern appliances, quartz countertops and plenty of cabinet and storage space with a large island. Enjoy the Florida sunshine in your private backyard oasis, complete with new turf and a putting green, heated pool/spa and lush landscaping. Your garage provides ample storage space for your beach toys and outdoor gear. Holmes Beach is known for its serene atmosphere and friendly community. This is your chance to own a piece of paradise on Anna Maria Island. Whether you're looking for a permanent residence or a vacation retreat, weekly rentals allowed. Property owners in Holmes Beach can lease a boat slip from the city for $600/year! Schedule your private showing today.

414 79th Street, Holmes Beach

307 64th Street, Holmes Beach
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious en-suite bath, while two additional guest bedrooms provide plenty of room for family and friends. A convenient half-bath upstairs right off of the perfect kid hang out room and could also serve as an office. Outside is where the magic happens! Enjoy a Private heated pool surrounded by a generous sun deck, outdoor kitchen with grill, sink, and bar seating – ideal for sunset cookouts and entertaining! Tropical landscaping creates your own secluded oasis. Located on a quiet street, you are still very close to all the Holmes Beach restaurants, shops and more! Trolley stop is nearby for convenience too! More features to point out is the large 2 car garage, elevator to all levels and a laundry room off the man floor. Whether you’re looking for your forever beach home, a lucrative weekly vacation rental, or the perfect island getaway, this property checks every box.

307 64th Street, Holmes Beach

501 Key Royale Drive, Holmes Beach
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This elevated canalfront home on VERY rare 15,000 Sq. Ft. lot is not one to miss! In the heart of Holmes Beach, this LOCATION is everything. Perfectly positioned on an oversized lot of nearly 15,000 sq. ft., this property combines privacy, space, and stunning water views. The oversized lot provides rare breathing room and a sense of seclusion, while the property’s monthly rental zoning allows for flexible short-term rental opportunities without the heavy tourist traffic of nightly rentals. Step outside to your private pool and enjoy panoramic open-water vistas down the canal, or relax on the front porch where you can watch breathtaking sunsets every evening. Inside, the home has been thoughtfully renovated with a fresh, modern design and all new appliances--ready for you to move in and enjoy right away. Natural light in each room makes your island lifestyle come to life! Whether you’re looking for a serene island getaway or an investment opportunity, this Holmes Beach gem offers the best of both worlds--coastal charm, open water beauty, and everyday convenience

501 Key Royale Drive, Holmes Beach

310 66th Street, Holmes Beach
$1,380,000
3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream!

310 66th Street, Holmes Beach

8106 Gulf Drive, Holmes Beach
$1,370,000
4 Beds ⋅ 4 Baths ⋅ Edgemere Sub SubDv. ⋅ 34217 Zip Code
**ACTIVE Short Term Rental** Financials and Insurance information available upon request. Bookings for 2026 (August is full and Fall is filling up) and 2027 in place with strong reviews. 2025 Income $146K with 70% Occupancy (Owners used the Property extensively) still producing $104K NET INCOME.COASTAL INVESTMENT OPPORTUNITY! Elevated duplex. Weekly rentals. One block to the beach. Rare deeded boat slip. Turnkey, Fully Furnished, and Income-Producing from DAY ONE! Welcome to island living at its finest at 8106 Gulf Drive, Units A & B, in Holmes Beach on beautiful Anna Maria Island. This Property offers the ideal blend of personal retreat and exceptional income-producing opportunity, along with private residential beach access to the Gulf of Mexico just one block away. With established rental history, and exceptional guest reviews providing immediate confidence for investors, this turnkey property is ready to generate rental income from day one while offering the flexibility of a personal island getaway whenever the mood strikes. Located just one street from the Anna Maria city limits, where weekly short-term rentals are permitted, it maximizes income potential in one of the island's most desirable locations. Each thoughtfully updated 2-bedroom, 2-bath unit is beautifully furnished with coastal-inspired décor, newer appliances and comfortable mattresses that guests consistently rave about. Simply arrive, unpack, and start enjoying everything island life has to offer. Buy with added peace of mind knowing a pre-listing inspection has already been completed. Highlights include a durable metal roof, well-maintained A/C systems, newer windows and sliding glass doors (approximately four years old), plus an elevated design with flood barriers for added confidence. Outside, the island lifestyle takes center stage. Private balconies with Adirondack chairs invite morning coffee, sunset breezes and front-row seats to the laid-back rhythm of Holmes Beach. The fully fenced yard, installed just six months ago, creates a welcoming outdoor gathering space, while the side yard grill is perfect for relaxing after a day at the beach. Rinse off in the outdoor shower, store your gear in the owner's storage room and enjoy the convenience of separate laundry and utility rooms with washers and dryers, along with golf cart plug-ins for each unit. The island lifestyle comes fully equipped. Two kayaks, a paddleboard and bicycles are included, making it easy for owners and guests alike to experience the very best of Anna Maria Island. For boating enthusiasts, the story gets even better! A rare deeded boat slip conveys with the property, offering immediate access for launching the included kayaks while presenting the opportunity to create a future dock. It's an uncommon bonus that adds both lifestyle appeal and long-term value. Whether you choose to live in one residence while generating income from the other or maximize your investment by leasing both, this exceptional property offers flexibility, strong rental potential and a collection of amenities rarely found together in a single investment opportunity on Anna Maria Island. Follow your nose to the salt air. Chase another spectacular Gulf sunset. Own your slice of paradise with built-in income potential. No shoes required!

8106 Gulf Drive, Holmes Beach

313 58th Street Unit B, Holmes Beach
$1,365,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Welcome to your dream Beach Retreat! This elevated 4-bedroom, 3-bath home offers a perfect blend of comfort and luxury, providing ample space for family gatherings and entertaining friends. Nestled in the heart of Anna Maria Island, this gem is just a stone's throw away from pristine beaches, charming shops, and delightful restaurants. Step inside to discover a bright and airy open-concept living area, accentuated by soaring volume ceilings. The beachy, cottage vibe is beautifully captured with wood-look tile flooring and wainscoting. Culinary enthusiasts will love the gourmet kitchen, featuring sleek granite countertops, stainless steel appliances, and a spacious eat-at island, ideal for casual dining. The living and dining areas open up through expansive sliding glass doors to a generous deck, perfect for alfresco entertaining. On the main level, you'll find a cozy guest bedroom and bath. Upstairs, the primary suite awaits, along with a chic bunk room and another guest suite, with access to a tranquil outdoor terrace. The outdoor oasis is a true highlight, boasting a free-form pool, spa, and swim-up tiki table, all enveloped by lush, tropical landscaping. The large covered lanai offers a relaxing seating area with a TV and an outdoor dining table, ensuring your gatherings are always memorable. An oversized garage provides ample space for a vehicle, golf cart, and all your beach essentials. Environmentally conscious buyers will appreciate the solar panels installed in 2019. This home is offered turnkey furnished, complete with stylish beachy decor, inviting you to move right in and start living the island lifestyle you've always dreamed of. Don't miss this opportunity to own a piece of paradise!

313 58th Street Unit B, Holmes Beach

402 71st Street, Holmes Beach
$1,365,000
4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
INCENTIVE****** Seller to replace roof prior to closing!!!! Welcome to Your Dream Vacation Getaway Surrounded by world-class beaches, fantastic restaurants, and charming shops, this TURN-KEY FURNISHED 4-bedroom, 3-bathroom pool home is perfectly situated in the heart of Anna Maria Island. It is just 3 blocks from the beach! A proven income property with exceptional reviews and bookings in place, this home offers both a serene retreat and a smart investment. Nestled on a spacious corner lot with lush native landscaping and swaying palms, the home features wide covered porches that overlook an outdoor oasis. Step into your private paradise with a sparkling lagoon-style pool and spa. Surrounded by tropical greenery, the built-in spa with water jets, thatched umbrella, and natural stone-tiled deck create a resort-like ambiance. A fun Tiki bar, outdoor shower, and ample lounge space add to the perfect setting for entertaining or relaxing after a day at the beach. Outdoor living continues with a covered porch and shaded dining area, ideal for morning coffee or evening cocktails. Inside, the home boasts a completely remodeled, open-concept living area and a large eat-in kitchen, perfect for gathering with family and friends. The split floor plan includes four private bedrooms and two spacious bathrooms on the main floor. Upstairs, a generous loft offers a third bathroom, a fifth bonus bedroom with a queen bed, and a cozy reading nook. An attached 1-car garage provides convenient storage for all your beach gear and golf cart. Don’t miss your chance to own this tropical retreat. Book your private showing today!

402 71st Street, Holmes Beach

316 64th St, Holmes Beach
$1,350,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Welcome to this elevated 3-bedroom, 2-bath coastal retreat, ideally located just minutes from the beautiful sands of Anna Maria Island. Designed for effortless island living, this inviting home features cathedral ceilings and an open-concept layout that fills the space with natural light and an airy, relaxed feel. Thoughtfully curated interiors blend comfort and coastal style, while spacious porches with inviting seating areas provide the perfect setting to unwind and enjoy the island breeze. An elevator adds everyday convenience, enhancing accessibility and ease of living. Downstairs, the home truly shines as an outdoor oasis. Enjoy a resort-style pool and spa, complemented by a covered entertaining area ideal for lounging, dining, or gathering with family and friends—perfect after a day at the beach. Situated in the heart of Holmes Beach, you’re moments from local favorites, charming shops, and the laid-back island lifestyle Anna Maria Island is known for. Whether you’re seeking a full-time residence, vacation getaway, or income-producing investment, this coastal home offers exceptional versatility and timeless appeal.

316 64th St, Holmes Beach

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