Anna Maria Island Homes for Sale

Located at the North End of Anna Maria Island 3 blocks from the beach and 1 block from the bay. Three bedrooms, 2 bathrooms with open living & dining floor plan that leads to a large screened porch for grilling, dinning and ping pong! Perfect for entertaining your friends and family. Freshly painted interior, natural light throughout, stainless steel appliances in the kitchen with a huge island. Downstairs has privacy landscaping, turf surrounding the heated pool and spa. Featuring an oversized 4-car garage with additional parking space available for a boat out front. Currently a vacation rental with a 1-7 day minimum. Schedule your private showing today.

254 Gladiolus Street, Anna Maria

$4,995,000

4 Beds ⋅ 5 Baths ⋅ Lacios Sub SubDv.

Welcome to 515 Loquat Drive. This exceptional waterfront residence on Anna Maria Island offers a refined blend of coastal elegance, thoughtful design, and effortless island living. Set along a peaceful canal, this impressive 4-bedroom, 4.5-bathroom home features a private dock, elevator, rooftop deck, and beautiful bay views, with Pine Avenue, local dining, and the free island trolley just a short walk away. Currently operating as a successful vacation rental, this property offers an excellent opportunity for both personal enjoyment and investment. Inside, the bright, open layout is designed for both everyday comfort and entertaining. The spacious living area flows seamlessly into a gourmet kitchen with high-end appliances and a generous island, while a wet bar and dedicated office add convenience and versatility. Each of the four well-appointed bedrooms features its own ensuite bathroom, with three offering king beds and the fourth including two twin-over-full bunk beds. The primary suite provides a private retreat with a soaking tub and walk-in shower. Outdoor living is equally impressive, with a private heated pool, oversized spa, and multiple lounging and dining areas. Enjoy morning coffee by the water, gather around the pool, or take in spectacular sunsets from the rooftop deck. The private dock offers convenient waterfront access, while the home's elevated design and island location create an exceptional setting for enjoying the best of Anna Maria Island. With its desirable waterfront setting, generous living spaces, impressive indoor-outdoor amenities, and successful vacation rental history, 515 Loquat Drive presents a rare opportunity to own a beautifully appointed island home in one of Florida's most sought-after coastal destinations.

515 Loquat Drive, Anna Maria

$1,175,000

Luana Isles SubDv.

Rare opportunity to own a canal-front lot in the heart of Anna Maria Island. Take your clean slate to design and build the coastal dream home you've been waiting for. Located on a quiet cul-de-sac street with access to the Bay and the Gulf of Mexico, boats to be able to fit under the 2 bridges. Anna Maria offers a laid-back, old-Florida lifestyle — walkable access to the island's white-sand beaches, local restaurants, and shops on Pine Ave. Whether you're envisioning a modern coastal retreat or a classic Florida cottage on stilts, this lot gives you the location and the water access to make it happen. Zoning allows for 1-7 day vacation rentals.

109 Gull Drive, Anna Maria

$1,175,000

2 Beds ⋅ 2 Baths ⋅ Luana Isles SubDv.

Rare opportunity to own a canal-front lot in the heart of Anna Maria Island. Take your clean slate to design and build the coastal dream home you've been waiting for. Located on a quiet cul-de-sac street with access to the Bay and the Gulf of Mexico, boats to be able to fit under the 2 bridges. Anna Maria offers a laid-back, old-Florida lifestyle — walkable access to the island's white-sand beaches, local restaurants, and shops on Pine Ave. Whether you're envisioning a modern coastal retreat or a classic Florida cottage on stilts, this lot gives you the location and the water access to make it happen. Zoning allows for 1-7 day vacation rentals.

109 Gull Drive, Anna Maria

$6,995,000

6 Beds ⋅ 7 Baths ⋅ Lake La Vista Sub SubDv.

Introducing The Ivy — The first chapter in a new collaboration. Born from the partnership of Emily Moss Designs and Moss Builders, The Ivy marks the debut of their shared vision on Anna Maria Island — a carefully crafted waterfront residence where refined design and thoughtful construction meet. As the inaugural home in what will become a growing collection, The Ivy sets the tone for the work to come: elevated, intentional, and deeply rooted in the island’s quiet luxury. Step through the front entry — sheltered beneath a soaring tongue-and-groove wood ceiling — into a great room where large-format stone flooring, disappearing glass sliders, and a sculptural wood ceiling detail set a calm, organic tone. The chef's kitchen anchors the main level with a monumental waterfall-edge stone island, custom dark wood cabinetry, and sculptural globe pendant lighting, flowing seamlessly into a dining room defined by a dramatic wood-beamed vaulted ceiling, a statement orb chandelier, and floor-to-ceiling glass that frames water views from every seat at the table. Directly off the kitchen you’ll find a huge walk in pantry. Six bedrooms offer their own quiet retreats — from a serene primary suite with an upholstered headboard and private glass sliders, to a playful bunk room with built-in cubby storage for kids. The six and a half bathrooms are spa-like in their own right, with freestanding vessel sinks, brass fixtures, and dramatic veined stone and designer tile work throughout. Outside, The Ivy truly comes alive. A resort-style pool is anchored by an elevated spa with a cascading water feature, framed by a turfed lawn, lounge chairs, and a covered wood-ceilinged loggia built for shaded entertaining. A dramatic timber trellis staircase first leads up to the outdoor kitchen, massive TV and hanging swings. As you continue to make your way up to the crown jewel: a expansive rooftop deck with built-in bench seating, a private hot tub to enjoy sunsets, lounge chairs and seating around a fire pit. Direct canal front access completes the picture, with a brand-new dock and boat lift ready for a day on the water — all just a short, palm-lined walk to the shops and restaurants of Pine Avenue.

242 Lakeview Drive, Anna Maria

$2,690,000

4 Beds ⋅ 3 Baths ⋅ Luana Isles SubDv.

Under Construction. Welcome to this completely updated charming coastal home located at 259 Gladiolus St in the desirable City of Anna Maria. If you’re looking for a ground level waterfront, 4-bedrooms, 3-bathrooms, pool home on the north-end, that is close to the beach, Pine Ave shops and the bayside park, this is one to come see! The interior and exterior design offers endless charming coastal details that lean into island relaxed style. As you walk through the double glass front doors, you’ll be surprised by how much light shines into this home accentuating the high ceilings and open concept. The design selections are classic and calm, from neutrals to soft beachy blues. The home offers a split floor plan and two master ensuites plus an inside utility that takes the chore out of laundry. As you make your way to the back of the home the water views become the focal point. The home layout makes every day enjoyment of island living, including the pool and spa that has multiple water features to create relaxing sounds and set the stage for backyard fun. The waterfront setting is tranquil and a fabulous setting for dockside fishing, kayaks or even boating with two bridges to bay. The list of new items includes interior walls and open concept layout, electric, plumbing, flooring, kitchen, appliances, bathrooms, inside utility, metal roof, Therma Tru impact glass front door and PGT impact windows and sliding doors, heated pool/spa, tropical landscaping, and including low maintenance artificial turf. Whether you’re looking for your own island destination to call home or the ideal rental income property with flexible rental restrictions this is one to consider. Call today to schedule your private showing.

259 Gladiolus Street, Anna Maria

$3,300,000

5 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv.

Welcome to Spring House! Invest in one of Anna Maria Island’s most desirable locations with this exceptional 5-bedroom, 4-bath turnkey rental, just steps from Pine Avenue’s charming shops, restaurants, and the iconic Anna Maria Pier—and only a short bike ride to Bean Point. A true rental powerhouse, this property has generated well over $200,000 in gross rental income while still allowing time for owner use. One of the few properties on Anna Maria Island with Bert Harris approval for occupancy of up to 14 guests, this home offers a rare combination of income potential and flexibility. The beautifully landscaped backyard is designed for maximum guest appeal, with a heated lagoon-style pool, shallow splash area, built-in dining/bar area, Adirondack seating, and BBQ grill. A dedicated recreation room adds even more entertainment value with a flat-panel TV, foosball, ping pong, and a large sitting area. The spacious primary suite includes a king bed, private balcony access, and an ensuite bathroom with a double vanity and newly renovated walk-in shower. Four additional bedrooms and two living room areas provide flexible sleeping arrangements for large groups. Room Details: * Primary Suite – 2nd Floor: King bed, balcony access, ensuite bath. * Second Bedroom – 2nd Floor: King bed. * Third Bedroom – 2nd Floor: Twin bunk bed + twin bed + twin trundle bed. * Fourth Bedroom – 1st Floor: King bed, ensuite bath. * Fifth Bedroom – 1st Floor: Twin bunk bed + twin bed + twin trundle bed. Turnkey and rental-furnished with Wi-Fi, XBOX gaming system, and assorted beach equipment. Strong rental history, exceptional guest capacity, premier location, and an impressive resort-style outdoor space make this a standout investment opportunity on Anna Maria Island. PROVEN RENTAL INCOME • BERT HARRIS APPROVED • PRIME ANNA MARIA ISLAND LOCATION

508 Spring Avenue, Anna Maria

$5,125,000

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv.

A rare opportunity awaits just steps from the Gulf in this exceptional 2025 coastal residence by Eason Builders Group. Set west of Gulf Drive in one of Anna Maria Island’s most desirable locations, this four-bedroom, four-and-a-half-bath home blends refined interiors, resort-style outdoor living and the relaxed sophistication of island life. From the moment you arrive, the home makes a striking impression with crisp coastal architecture, multiple balconies, lush tropical landscaping and contemporary black-framed windows. Inside, soaring ceilings, warm wood flooring, abundant natural light and thoughtfully selected designer finishes create a refined yet relaxed atmosphere. The open-concept main living level is designed for both entertaining and everyday enjoyment. At the heart of the home, the chef’s kitchen features an oversized island with generous seating, custom cabinetry, stone countertops, premium finishes and abundant storage. The kitchen flows seamlessly into the dining area and dramatic great room, where expansive walls of glass, a sleek contemporary fireplace and oversized sliding doors connect beautifully to the outdoor spaces. A private residential elevator provides convenient access between levels, adding comfort and functionality for owners and guests alike. Each of the four bedrooms offers a beautifully appointed retreat, complemented by spa-inspired baths with sophisticated tilework, glass-enclosed showers and designer finishes. The primary suite features a luxurious bath with dual vanities, an oversized walk-in shower and freestanding soaking tub. Custom closet systems, elevated millwork and carefully considered details are found throughout. Outdoor living is at the center of the experience. The private backyard is a tropical resort with a stunning pool and elevated spa, lush landscaping and generous covered areas for lounging, dining and entertaining. Crowning the residence is an expansive rooftop deck offering panoramic island and Gulf views and an unforgettable setting for morning coffee, sunset gatherings or evenings under the stars. Multiple balconies provide even more opportunities to enjoy the Gulf breezes. Currently operating as a highly successful vacation rental, the property offers exceptional versatility as an income-producing investment, luxurious second home or full-time residence. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering the lifestyle expected of a premier Anna Maria Island property. Leave the car behind and embrace island life—walk to the beach in moments, cruise the island by golf cart or bicycle, spend afternoons boating and fishing, and enjoy the boutiques, galleries, waterfront dining and acclaimed restaurants that make Anna Maria so special. Combining 2025 construction, exceptional craftsmanship, sophisticated coastal design, a private elevator, resort-style pool and spa, rooftop entertaining space, strong rental potential and an extraordinary west-of-Gulf-Drive location, this remarkable residence offers a rare opportunity to own a true luxury retreat on Anna Maria Island.

113 Palmetto Avenue, Anna Maria

$2,595,000

3 Beds ⋅ 4 Baths ⋅ Acreage SubDv.

Welcome to your private coastal retreat in the highly sought-after North End of Anna Maria Island. Completely remodeled from the studs out in 2017 by Gagne Construction, this elevated 3-bedroom, 3.5-bathroom home is situated on a spacious 0.21-acre lot, just a short stroll from the island’s famous white sand beaches and only a couple of minutes on foot from Pine Avenue, the heart of Anna Maria’s shops, restaurants, and island attractions. This superb location allows you and your guests to easily experience the best of the island without ever needing to get in the car. Offering the ideal combination of luxury, comfort, and laid-back island living, this fully furnished residence is perfect as a personal getaway, second home, or investment property with excellent rental potential. Inside, the thoughtfully designed open floor plan is filled with natural light and complemented by high-end finishes throughout. Hurricane impact windows and sliding glass doors provide added protection and peace of mind, while enhancing the home’s seamless connection to its tropical surroundings. The spacious living areas flow effortlessly into the modern kitchen, which features top-of-the-line appliances and plenty of room for gathering with family and friends. Each oversized bedroom offers its own private en-suite bathroom, while elegant, spa-inspired finishes contribute to the home’s relaxed yet refined coastal atmosphere. The outdoor living space is equally impressive and has recently been refreshed with new landscaping, new exterior paint, and new outdoor furniture. Lush tropical surroundings, a heated pool, and an oversized lanai create your own private island oasis. Spend the afternoon by the pool, enjoy dinner al fresco, or unwind outdoors after a day at the beach. The seamless indoor and outdoor layout is perfectly suited for entertaining, extended stays, and creating the type of vacation experience guests will want to enjoy again and again. Offered fully furnished and move-in ready, this home makes second-home ownership effortless while also providing the flexibility to generate rental income when you are away. Anna Maria Island is celebrated for its pristine beaches, tranquil waters, fresh local seafood, and charming small-town atmosphere. With Pine Avenue just moments away, this exceptional North End location places the very best of island living right outside your door. This is a rare opportunity to own a beautifully appointed island retreat where you can vacation, relax, entertain, and invest.

315 Hammock Circle, Anna Maria

$1,250,000

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Set in the heart of Anna Maria, this elevated 3BD/2BA home holds one of the island's most enviable addresses — around the corner to the Anna Maria City Pier and steps from the bay. Celebrated dining, open water, and the island's unhurried rhythm are all right outside the door. Inside, an open living and kitchen area, generous deck space, and a two-car garage offer a solid canvas. Update it, reimagine it, or start fresh — the potential here is wide open. Better still, the home sits in a short-term rental zone, so it can earn its keep between your own stays. Then step outside, where the Anna Maria lifestyle takes over: mornings on the beach, afternoons cruising the island by bike or golf cart, evenings fishing the pier or watching the sun drop into the Gulf. Locally loved shops and restaurants sit just down the street. Location, rental potential, and a lifestyle people rearrange their lives for. Bring your vision.

524 Spring Avenue, Anna Maria

$2,985,000

4 Beds ⋅ 3 Baths ⋅ Lake La Vista Sub SubDv.

Back on the Market!!!!! Welcome to Tropical Paradise. Talk about Location, Location, Location. What more can you ask for in the City of Anna Maria? Three houses and 200 steps to the calm beaches at Bayfront Park. It’s an easy walk to the City Pier, the Waterfront Restaurant and all the shops of Pine Ave. It is the perfect home for any of your needs. Make it your full-time residence. Use it as a second home, turn it into a fabulous vacation rental or combine the two. This home was built in 2007. It is elevated, has hurricane strength windows and doors, and has superior hurricane protection with a metal roof. All these factors lower your insurance costs dramatically. The home has 2567 SF of air-conditioned space on two floors. It has received major updates with 2 new HVAC units and a new hot water heater. When you pull up in front of the home you are greeted by two large decks overlooking the street and from the top floor views of Tampa Bay. These decks have both been re-surfaced and weather-proofed with new wood look ceramic tiles. The stairs and deck leading to the front door were rebuilt with Trex decking. There is a large double wide car garage door opening into a massive 4 car garage that goes from the front to the back of the home. There is a direct access staircase to the living space from the garage. Go up the front stairs onto the first floor of the home. All the flooring throughout the home are re-done with weatherproof luxury vinyl planking. There is a large open-air floor plan with a comfortable great room, huge dining area and updated kitchen with granite counters, a tile back splash, breakfast bars, and stainless-steel appliances. Also on this level is one of the four bedrooms. It has an in-suite bath with a re-tiled walk-in shower and a new vanity. The kitchen and bedroom both have access to a rear porch with a spiral staircase leading down to the backyard and pool. Going up to the third floor you have three bedrooms starting with a spacious primary suite. It has two walk-in closets and a private bath suite with a walk-in shower, jacuzzi soaking tub and a new large dual vanity. There are French doors from the master bedroom opening onto the front balcony. From here, there are views of Tampa Bay and the Skyway Bridge. The two other bedrooms share a hallway bath with a new vanity, Both bedrooms have French doors with access to a rear enclosed and air-conditioned playroom. The hallway bath has a private bathtub and a new vanity. Last, there is a large laundry room with a full sized washer and dryer. On each level you will find a large storage closet. These closets are preparation for an elevator shaft, should you want or need one. The garage is big enough for all your toys. At the back of the garage are patio doors leading out to your private Astroturf back yard and heated pool. You can easily turn the back of the garage into gathering area overlooking the pool. The yard has an eight-foot rear fence for added privacy. From your front door, it is less than a 2-minute walk to the calm beaches of Bayfront Park in Tampa Bay Here there are changing rooms, showers, gazebos, and charcoal grills for a picnic on the bay. If you prefer the Gulf, it is about a 10-minute walk from the house. The free AMI trolley-stop, and Pine Ave with all its restaurants and shops are just down the street. This home is offered turn-key furnished and presently being booked in an active rental program.

159 Crescent Drive, Anna Maria

$1,850,000

4 Beds ⋅ 4 Baths ⋅ Bimini Bay Colony Club Sub SubDv.

An income-producing opportunity in the heart of Anna Maria Island. This 4-bedroom, 4-bathroom duplex sits on coveted North Shore — steps from the boutiques, cafés, and galleries of Pine Avenue and minutes from the Gulf's world-famous sugar-white beaches. Blue Lagoon operates as a vacation rental with a proven track record, a loyal returning guest base, and confirmed reservations already booked into 2027. The property features a large heated pool, private outdoor entertaining areas in-unit washers/dryers, and an on-site EV charger. The duplex can be rented as two separate units or opened via an interior connecting door to accommodate larger groups, maximizing both flexibility and revenue potential year-round. Bert Harris Agreement — A Significant Asset This property benefits from a Bert Harris Private Property Rights Agreement with the City of Anna Maria. When the city enacted its vacation rental ordinance limiting all short-term rentals to a maximum occupancy of 8 guests regardless of home size, many property owners successfully filed claims under Florida's Bert J. Harris Jr. Private Property Rights Protection Act, a state law that protects owners when a local government action reduces the value of their property. Through a negotiated settlement, this property secured the right to host up to 12 guests, well above the city's standard cap. This agreement transfers with the property and represents a meaningful competitive and financial advantage that cannot easily be replicated by new purchasers today. A true turnkey investment in one of Florida's most sought-after island destinations.

76 N Shore Drive, Anna Maria

$1,795,000

3 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv.

This amazing old Florida 1922 cottage is so quaint and cozy, you’ll never want to leave! This 3 bedroom, 3 bath island oasis is on a huge lot. With a heated pool and spa, surrounded in landscaping with a pool cabana including a TV, dining table and grill for family gatherings. Once you step through the door you will never want to leave this historic home with high end finishes and beautiful turnkey furnishings. The master suite is spacious with impact sliders on the whole wall looking out to the pool and cabana making it so private. Tile wood throughout, stainless steel appliances, beautiful countertops, there is so much this home has to offer. Living and kitchen open concept with an eat-in dining table in the kitchen. The 2nd bedroom has its own ensuite bath with a walk-in shower. 3rd bedroom is off the kitchen and uses the hallway full bath. Enjoy coffee on the back porch in the mornings listing to the birds chirp. Short walk to the shops and dining on Pine Avenue or stroll to the bay or beach as both are a short walk away. 1-7 day rentals are permitted, and bookings are in place making it easy to turn the key and it's vacation rental ready. This little island oasis is ready for you to enjoy paradise today!

504 Spring Avenue, Anna Maria

$2,849,500

4 Beds ⋅ 5 Baths ⋅ Anna Maria Beach SubDv.

Welcome to the island lifestyle you've been dreaming of in the heart of beautiful Anna Maria Island! Perfectly positioned on the coveted north end of the island, this exceptional location places you just moments from the sugar-white sandy beaches of the Gulf and only a few blocks from the iconic Pine Avenue, where you'll enjoy locally owned boutiques, waterfront restaurants, charming cafés, art galleries, live music, and the beloved Anna Maria City Pier. Built in 2017, this elevated Key West-inspired POOL home offers nearly 2,200 square feet of beautifully designed living space with 4 bedrooms, 4.5 bathrooms, a private elevator, and comes completely TURNKEY. Stepping inside, you'll immediately appreciate the open concept floorplan accented by gorgeous wood-look tile flooring throughout and a stunning shiplap wood vaulted ceiling that perfectly captures the home's coastal character. The kitchen is truly the heart of the home, featuring a large center island with generous barstool seating, top-of-the-line stainless steel appliances, a wine refrigerator, custom white cabinetry, a custom vent hood, and a modern backsplash that ties the space together beautifully. The living and dining areas seamlessly flow outdoors through sliding glass doors that open onto the expansive covered balcony. Overlooking your private tropical backyard oasis, this is the perfect setting for indoor-outdoor living and entertaining. Each of the four spacious bedrooms offers its own private ensuite bathroom, providing comfort and privacy for family and guests alike, while the additional half bathroom is perfectly situated for visitors. Take the spiral staircase down to your backyard retreat where resort-style living awaits. The under-home patio features a beautiful wood plank ceiling that adds even more coastal charm, along with an expansive entertaining area complete with a bar. The freeform heated swimming pool is the true centerpiece, featuring a built-in pool tabletop with umbrella space, a relaxing spa, and lush tropical landscaping that creates a private paradise you'll never want to leave. Currently operating as a profitable vacation rental, this home offers exceptional income-producing potential while also serving as the perfect personal beach retreat. Here, golf carts and bicycles are the preferred way to get around, towering palms line the streets, and every day feels like a vacation. Spend your mornings walking the beach in search of seashells, afternoons paddleboarding or boating on crystal-clear waters, and evenings watching spectacular Gulf sunsets before grabbing fresh seafood overlooking the bay. With no high-rise buildings, Anna Maria has preserved its authentic Old Florida charm while remaining conveniently close to Bradenton, Sarasota, St. Petersburg, and Tampa. Whether you're searching for a luxurious full-time residence, an unforgettable vacation home, or a high-performing investment property, there are few places quite like Anna Maria Island. This is a rare opportunity to own a piece of paradise in one of Florida's most sought-after coastal communities, schedule your showing today!

418 Magnolia Avenue, Anna Maria

$5,495,000

5 Beds ⋅ 6 Baths ⋅ Bimini Bay Estates SubDv.

Introducing The Palm—an iconic waterfront estate where exceptional architecture, resort-inspired living, and the unmistakable charm of Anna Maria Island come together to create a remarkable home. More than a home, The Palm captures the very best of Anna Maria Island living. Thoughtfully custom built by Eason Builder Group, this newly completed waterfront residence features five bedrooms, five full baths, one half bath, and more than 3,260 square feet of beautifully designed living space where coastal elegance meets exceptional craftsmanship. Every room has been thoughtfully curated to create an effortless connection between sophisticated design and the natural beauty that surrounds it. Walls of impact glass fill the home with natural light, while tongue-and-groove cypress ceilings, custom millwork, natural stone, and carefully selected finishes create a home that feels refined and welcoming. The open floor plan was designed for effortless entertaining and everyday living, featuring spacious gathering areas, luxurious private suites, a custom bunk room, and seamless transitions between indoor and outdoor spaces. Integrated smart home technology, an elevator, premium impact-rated windows and doors, Daikin HVAC systems, tankless water heaters, composite decking, and quality craftsmanship throughout reflect the care and attention that went into every detail. Outside, the experience is every bit as impressive. A resort-style pool with a raised spa anchors the backyard, surrounded by tropical landscaping that creates beauty and privacy. The covered lanai offers multiple spaces to gather, including an outdoor kitchen, bar seating, comfortable lounge areas, and dining space designed for entertaining family and friends. A private putting green adds another element of fun. One of the home’s most memorable features is the expansive rooftop deck, designed for sunset cocktails and panoramic views stretching across Anna Maria Island. For boating enthusiasts, The Palm offers one of the island’s most desirable features—a private dock with a 16,000-pound boat lift and direct, no-bridge access to the Gulf, allowing you to leave your backyard and be on open water within minutes. Beyond the property itself lies the lifestyle that makes Anna Maria Island so special. Leave the car behind and explore the island by golf cart or bicycle. Spend your mornings browsing the boutiques, cafés, and local shops along charming Pine Avenue, your afternoons on the island’s world-famous sugar-white beaches, and your evenings enjoying waterfront dining before watching another unforgettable Gulf sunset. Here, life moves at a different pace—one defined by boating, fishing, paddleboarding, beach walks, and the timeless character that continues to make Anna Maria Island one of the Gulf Coast’s most treasured destinations. Whether you’re searching for a private waterfront retreat, a seasonal residence, or a high-end vacation rental with exceptional income potential, The Palm offers a rare opportunity to enjoy the very best of island living while owning one of Anna Maria Island’s premier waterfront homes. Beautifully designed, expertly built, and perfectly positioned, The Palm is more than a residence—it is a place where family and friends gather, memories are made, and the best of Anna Maria Island becomes part of everyday life.

411 Palm Avenue, Anna Maria

$8,995,000

5 Beds ⋅ 5 Baths ⋅ Wells Bay Harbor SubDv.

Experience Elevated Island Living at 703 S Bay Blvd. Nestled along the tranquil Bimini Bay canal with sweeping views of Tampa Bay, this brand-new modern masterpiece by Tulia Homes offers the pinnacle of waterfront luxury on Anna Maria Island. Completely reimagined as a stunning contemporary build, this 5-bedroom, 5-bath home seamlessly blends sleek architecture with the relaxed elegance of coastal Florida living. From the moment you arrive, the home welcomes you with abundant natural light, open-concept living spaces, and thoughtfully designed interiors that flow effortlessly to the outdoors. The chef-inspired kitchen anchors the heart of the home, perfect for everything from intimate family meals to lively gatherings. A huge walk in pantry with an extra refrigerator for convenience. Generous bedroom suites provide private retreats, each finished with premium details and spa-like baths. Outside, your personal waterfront oasis awaits. Dive into the sparkling private heated pool, entertain on expansive lanai spaces and the roof top deck, or head straight to your private boat lift and dock for a day on the water. With direct canal access and breathtaking bay vistas, every day feels like a vacation in this north-facing retreat. Enjoy the private pickle ball court right in your backyard! Ideally located on coveted Anna Maria Island, this home puts you just moments from pristine beaches, charming shops, and top-rated dining, while offering easy access to boating, fishing, and all the Gulf Coast has to offer. Whether you’re seeking a primary residence, family getaway, or premium investment property, 703 S Bay Blvd delivers an unparalleled lifestyle in one of Florida’s most desirable coastal communities. Discover modern sophistication, effortless waterfront living, and island charm—all in one extraordinary home. Schedule your private tour today and make this Anna Maria dream your reality.

703 S Bay Boulevard, Anna Maria

$2,495,000

4 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv.

Discover the ultimate island retreat just three homes from the sugar-white sands and turquoise waters of the Gulf of Mexico. Situated on an oversized 8,250-square-foot lot, this beautifully appointed 4-bedroom, 3-bath home offers nearly 1,700 square feet of coastal living and features a desirable open floor plan designed for gathering and entertaining. The thoughtfully designed layout includes two spacious ensuite bedrooms, a fun bunk room perfect for younger guests, and plenty of room to relax after a day at the beach. Step outside to your own private tropical oasis. The heated pool invites you to enjoy sunny afternoons and evening swims under the stars, while the expansive backyard offers abundant space for lounging, grilling, and making memories with family and friends. The generous lot size is a rarity on Anna Maria Island and provides a true sense of privacy and room to spread out. Along the side of the home, an outdoor game area creates the perfect setting for friendly competitions and endless entertainment after a day spent on the beach. Ideally located in the heart of Anna Maria Island, you're just a short stroll to the boutiques, restaurants, and vibrant atmosphere of Pine Avenue, as well as the island's world-famous beaches. Whether enjoying spectacular Gulf sunsets, dining at one of the island's favorite eateries, or relaxing poolside with loved ones, this home embodies the laid-back luxury of island living. With a proven history as a successful short-term rental and exceptional investment opportunity, this turnkey property offers the perfect blend of lifestyle and income potential. Rarely do homes on oversized lots this close to the Gulf become available. Experience the very best of Anna Maria Island and own your own slice of paradise, where every day feels like a vacation. Come live the Anna Maria Life!

110 Palm Avenue, Anna Maria

$3,250,000

4 Beds ⋅ 4 Baths ⋅ Luana Isles SubDv.

Unparalleled luxury, unmatched value: recently reduced by $400K! Discover the essence of island living at this premier north-end Anna Maria Island retreat, ideally positioned just moments from the sugar-sand shores of Bean Point and the tranquil waters of Tampa Bay. Following a total gut and comprehensive renovation completed in 2021, this coastal residence offers the perfect blend of modern luxury, comfort, and outdoor living. Situated on a private corner lot in one of the island's most sought-after neighborhoods, the open-concept floor plan is masterfully designed for entertaining. It features 4 bedrooms, 3.5 baths, soaring ceilings, abundant natural light, and seamless indoor-outdoor living. The chef's kitchen boasts a gas range, premium quartz countertops and opens beautifully to spacious living and dining areas, while multiple balconies and covered decks create inviting spaces to enjoy sea breezes and glimpses of the bay. The resort-style outdoor setting is truly exceptional, featuring a heated saltwater lap pool and spa, putting green, outdoor shower, lush tropical landscaping, and multiple gathering areas designed for relaxation and entertaining. Aside from being a dream personal getaway, this property is a proven investment powerhouse. It has happily welcomed guests year after year, consistently generating a fantastic rental income of approximately $225,000 - $275,000 (not including taxes or cleaning fees) for each of the past four years! With a strong, established rental history and future bookings already in place, it is ready to start earning for you on day one. Detailed rental financials are available upon request. This is a rare opportunity to acquire a fully updated, income-producing luxury island home in one of Anna Maria's most desirable locations, just moments from world-famous beaches, waterfront dining, boutique shopping, and spectacular Gulf Coast sunsets.

256 Gladiolus Street, Anna Maria

$3,395,000

4 Beds ⋅ 5 Baths ⋅ South Bay Subdivision SubDv.

Don't miss this Eason Builders Group custom-built pool home located on the desirable north end of Anna Maria Island, just a short distance to the beach, Bayfront Park, Pine Avenue, City Pier, restaurants, and shopping. Built with quality and durability in mind, this four-bedroom, four-and-a-half-bath home features concrete block construction, a standing seam metal roof, impact-rated windows and doors, an elevator servicing all levels, and high-end finishes throughout. Spanning three living levels and topped by a rooftop deck, the home offers panoramic island views, sunset views, and views of the Sunshine Skyway Bridge. The open-concept floor plan features high ceilings, extensive custom trim work, a gas fireplace, built-in seating, and multiple covered balconies. The kitchen is equipped with Bosch appliances, quartz countertops, custom cabinetry, a large pantry, and an oversized island with ample seating. A separate dining area opens directly to the covered balcony, creating additional space for entertaining. All four bedrooms feature private en-suite baths. The primary suite includes a walk-in closet, soaking tub, private balcony, and views toward Tampa Bay. The outdoor living space was designed for privacy and functionality, with mature tropical landscaping surrounding the oversized heated pool, spa, and multiple gathering areas. A three-car garage and generous owner's storage provide plenty of room for beach gear, bikes, and recreational equipment. Combining quality construction, thoughtful design, rooftop views, privacy, and a prime north-end location, this property is well suited as a primary residence, second home, or island retreat.

526 Seagull Way, Anna Maria

$1,545,000

3 Beds ⋅ 3 Baths ⋅ Anna Maria Beach SubDv.

FINANCING FELL THROUGH BACK ON THE MARKET!!! Welcome to your dream getaway, an adorable bungalow located on the north end of Anna Maria Island, directly across from the beach and a lovely park. This charming 3-bedroom, 3-bathroom home is perfect for a full-time residence, an income-generating rental, or a part-time retreat—all in an unbeatable location. Step inside to discover a welcoming living room with beautiful hardwood floors and delightful beach views, seamlessly connecting to the dining area for an open and inviting layout. The kitchen features wood cabinets, sleek quartz countertops, and stainless steel appliances, along with convenient countertop seating. The spacious primary bedroom includes a cozy sitting area and French doors that frame stunning beach views, complemented by an updated en-suite bathroom with a stylish glass shower. The second bedroom also boasts its own en-suite, providing comfort and privacy for guests. Outside, enjoy your private deck, ideal for sunbathing and grilling, complete with an outdoor shower for rinsing off after a day at the beach. The heated pool offers a refreshing retreat on warm days, while the covered, screened front porch is the perfect spot to relax with morning coffee and take in the serene blue waters. Located close to Pine Avenue’s boutique shops, delightful restaurants, and the picturesque Bean Point, this property features a durable metal roof, hardy board siding, and newer windows, enhancing its appeal and longevity. Don’t miss the chance to make this charming bungalow your own—schedule your showing today and embrace the island lifestyle!

317 N Bay Boulevard, Anna Maria

$2,175,000

3 Beds ⋅ 2 Baths ⋅ Anna Maria Beach SubDv.

Spring Avenue. One of Anna Maria Island's most coveted addresses and this elevated pool home does it justice. Located on an island named one of America's prettiest cities by Forbes, this is the kind of home that turns heads before you even walk through the door. Four-car garage plus additional off-street parking front and back means no compromises, whether you're hosting a full house or storing all the toys that come with island life. The open, airy layout with vaulted ceilings and warm wood accents gives you that treehouse-in-the-palms feeling the moment you arrive. Two bedrooms open directly to a private back deck. The pool is your backyard centerpiece. Stroll to Pine Avenue for coffee, dinner, and boutique shopping. Catch the free island trolley at the corner. The Gulf and the Bay are both within easy reach and you are centered between them. No HOA. Weekly rentals permitted. Turnkey furnished. Whether this becomes your primary island escape or a high-performing vacation rental, the bones, the location, and the lifestyle are already here waiting.

315 Spring Avenue, Anna Maria

$2,000,000

Luana Isles SubDv.

Located on the north end of Anna Maria Island, this 10,600+ square foot parcel is just a short walk from Bean Point beaches, Bayfront Park, and the boutiques and dining on Pine Avenue. The property is beautifully landscaped and includes a large garage, offering a fantastic opportunity to build a custom home with ample space. If you are not interested in building, the adjacent home at 242 Gladiolus is also available for purchase. Both properties are owned by the same sellers, who currently use this parcel for additional privacy and the existing garage. Purchasing both parcels would provide a rare 18,175 square feet of land on Anna Maria Island.

240 Gladiolus Street, Anna Maria

$2,900,000

4 Beds ⋅ 4 Baths ⋅ Luana Isles SubDv.

Named "A Wave From It All" by the sellers, this exceptional coastal property offers high-end finishes and a layout designed for seamless indoor/outdoor living. The outdoor pool area serves as a private tropical oasis, perfect for relaxation. The main residence features three bedrooms, each with a king bed and ensuite bathroom. The kitchen is equipped with a Sub-Zero refrigerator, a Wolf range and microwave, Bosch dishwasher and wine cooler. For ultimate privacy, the primary suite is accessed through a unique bookcase doorway. This home comes furnished and includes original artwork by renowned artists and a beautiful outdoor mural by Chad "Cheeta" Ruis. The property also includes a versatile casita featuring two Murphy beds, a half bath, an office area, a laundry room, and a convenient outdoor shower located just outside the half bath which includes both hot and cold water. A small storage garage is available on-site for bikes and beach gear. Located on the North end, the home is a short walk from Bean Point beaches, Bayfront Park, and the boutiques and dining on Pine Avenue. Additionally, the adjacent 10,600+ sq. ft. parcel at 240 Gladiolus is available for separate purchase. It is currently landscaped to enhance the estate and includes a large garage. Don't miss out on this unique opportunity and schedule your private showing today!

242 Gladiolus Street, Anna Maria

$1,525,000

3 Beds ⋅ 3 Baths ⋅ Bimini Bay Colony Club Sub SubDv.

LOCATION! NEW STEEL ROOF! .19 ACRE LOT! RARE ARTISAN WELL! MOTHER-IN-LAW SUITE! Opportunity is knocking on one of the most desirable streets on Anna Maria! This rare opportunity offers incredible potential in an unbeatable location. Just moments from the beach, the bay, the community center, and the shops and restaurants of Pine Avenue. This 3 bedroom, 3 bathroom home sits on an oversized .19-ACRE LOT in the heart of Anna Maria. The property features a NEW STEEL ROOF installed in MAY 2024 with a TRANSFERABLE 50-YEAR WARRANTY, providing a major upgrade already completed for the next owner. One of the bedrooms functions as a private mother-in-law suite with its own separate entrance, full bathroom, and existing hookups for a kitchenette - ideal for guests, extended family, or added rental flexibility. A unique highlight of the property is the separately deeded ARTISAN WELL, which supplies irrigation water to the community center as well as neighboring properties. This creates both community value and potential tax benefits! WEEKLY RENTALS are allowed, making this an outstanding opportunity for investors, builders, or buyers looking to create their dream island home. The property experienced flooding and will require renovation/gutting, but the location, lot size, and valuable existing features make this a truly exceptional investment opportunity on Anna Maria Island!

306 Palm Avenue, Anna Maria