Anna Maria Homes For Sale & Real Estate - 85 homes

Remarks: ~~~ MUST SEE FLY THROUGH VIDEO ATTACHED ~~~ Experience elevated island living in Anna Maria's Best; this custom three-level, five-bedroom, three-and-a-half-bath AND 5 DECKS! This island home offers stunning views and exceptional indoor-outdoor living. Designed for both comfort and entertaining, the main living level features a spacious open-concept layout with a large living area, dining space for ten, and a gourmet kitchen highlighted by an impressive 10-foot island—perfect for gathering with family and friends. A large laundry room and convenient half bath are also located on this level. Professionally designed with color, comfort and perfection in mind. Just off the living room step outside to enjoy an expansive balcony a with full views of Tampa Bay and it's sparkling water. If you need your own balcony, there are more! Enjoy the cozy balcony overlooking the private pool, hot tub, and putting green, creating the ultimate outdoor retreat. The primary suite is located on the second floor, offering privacy along with a spacious en-suite bath. Wake up to the amazing view and step straight out to the balcony for breakfast and coffee. There are two additional bedrooms to provide ample accommodations for family and guests. Take a ride in the elevator, that starts in the garage and goes all the way to the top, up to the third level features two additional bedrooms, a full bath, and an inviting media room complete with an 80" TV, beverage cooler, and bar, making it the perfect space for relaxing or entertaining. Open up the large sliders while you watch the game and the let the ocean breeze create the vibe. With yet another large covered balcony for over flow or just chilling with a cocktail as you take in one of the MANY stunning sunsets of the year. If the pool is your scene, Anna Maria's Best has a large pool, hot tub and tons of seating so you can catch some rays, read a book in the shade or take on the team in on the putt putt green. When you return from the beach, you can rinse off in the fully enclosed outdoor shower. At the top, a rooftop deck delivers breathtaking 360-degree views of the island and spectacular vistas of Tampa Bay, providing an unforgettable place to watch sunrises, sunsets, and everything in between. Additional highlights include a 4+ car garage and a prime island location just minutes from shops, restaurants, piers, and a quick golf cart ride to the beautiful beaches of the Gulf of Mexico. This exceptional home offers the perfect blend of luxury, views, and island convenience. Come live your Anna Maria Life in Anna Maria's Best NOW!

Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)

Listing Agent: Billi Gartman (941-545-8877)

Remarks: WELCOME to Bimini Bay – Your Oasis Awaits! Step into your dream getaway at Bimini Bay, where this stunning home offers everything you need for the perfect beach house in paradise. Ideal for both vacationers and renters alike, this four-bedroom, three-bathroom retreat is nestled in the charming heart of Anna Maria. As you enter Bimini Bay, you'll be greeted by high ceilings and an expansive living room that beckons you to unwind. The open-concept floor plan features a delightful kitchen designed for culinary adventures, ensuring that you’re always part of the action. The inviting primary bedroom is located on the West side, conveniently paired with a guest room just across the hall, while a full bathroom nearby serves as your pool bath. The two additional bedrooms on the East side of the home are perfectly situated next to the kitchen and the third full bathroom, offering ample space for family and friends. With its cheerful beach colors and spacious layout, Bimini Bay is designed for relaxation and enjoyment. Open the two sets of sliding doors off the living room to reveal spectacular views of the oversized pool area with lush landscaping, outdoor grill and dining. Picture yourself lounging on the sun ledge, sipping your favorite island drink with your toes in the water. Just outside, enjoy alfresco dining after grilling your catch of the day in paradise. Whether you're staying in to relax or rejuvenating after a beach day, Bimini Bay provides the perfect atmosphere. Located just 2.5 blocks from the world-famous beaches of Anna Maria and close to the vibrant shops and eateries of Pine Avenue, this home truly offers convenience and charm. Don’t miss out on the opportunity to make Bimini Bay your new sanctuary! Come live the Anna Maria life and see your future home today!

Listing is courtesy of: ANNA MARIA LIFE REAL ESTATE (941-567-6253)

Listing Agent: Billi Gartman (941-545-8877)

Remarks: BEAUTIFUL WATER VIEWS. This four-bedroom, two-bath stilt home with a two-car garage offers magnificent, expansive views of Tampa Bay from every level. Designed to capture the beauty of its surroundings, the home features impact-rated windows and sliding glass doors throughout, complemented by stylish plantation shutters. Tile floors flow throughout both living levels and bedrooms. The first level boasts a spacious living and dining room combination alongside an open kitchen complete with granite countertops, stainless steel appliances, wood cabinetry, and an island cooktop—perfect for entertaining. This level also includes a guest bedroom and a full bathroom with a walk-in shower. On the second level, the primary suite offers a large walk-in closet and an en suite bath with a walk-in shower. Two additional bedrooms are located down the hall, along with a convenient inside laundry closet housing the washer and dryer. Both guest bedrooms enjoy stunning blue water views of Tampa Bay. The true money shot awaits on the third-level rooftop deck, where panoramic views stretch all the way around Anna Maria —the perfect setting for sunrise coffee or sunset gatherings. The spacious backyard provides ample room for a pool, and with some updating, this property could truly shine and reach its full potential.

Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)

Listing Agent: Ryan Nowlin (727-647-8089)

Remarks: Located on picturesque Anna Maria Island, this exceptional 9-bedroom, 8.5-bathroom coastal retreat offers 4,244 sq ft of heated living space with luxurious amenities throughout. The open-concept interior features an oversized kitchen with a spacious quartz island, upgraded appliances, and a wet bar for entertaining. Enjoy the multiple balconies or the rooftop deck, showcasing Gulf of Mexico views and unforgettable sunsets. Just a 3 MINUTE WALK TO THE BEACH! The private backyard oasis includes a custom styled pool with a hot tub, a game area, and plenty of space for lounging. The primary suite, located on the third floor, includes a king bed, private balcony, and a spa-like ensuite with an enclosed shower and tub. 5 additional king bedrooms feature ensuite bathrooms, some with balcony access, while 2 king bedrooms share a hallway bathroom. The ninth bedroom offers a full-over-full bunk bed and an ensuite bath. ALL FURNISHINGS INCLUDED. Additional highlights include an elevator, game room, and parking for up to FIVE cars. This ideal beach retreat combines modern elegance with relaxed island charm- GREAT RENTAL OPPORTUNITY.

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: This stunning 9-bedroom, 8.5-bathroom beachfront property offers 3,983 sq ft of heated interior space and comes FULLY FURNISHED with luxurious details throughout. The home boasts an open-concept layout with vibrant living areas, a well-appointed chef’s kitchen, and multiple decks for enjoying ocean views. This home completed in 2020, has a custom private pool with a lazy river-inspired style, a putting green, and a rooftop deck offering 360 water views. Each of the 7 king-sized bedrooms features chic designs, ensuite baths, with many including private balconies. The primary suite includes a large tub, step-in shower, and a private ocean-view balcony. Additional amenities include a convenient elevator, laundry room, and a bar area with a wine fridge. The property’s modern coastal elegance blends perfectly with functional design, creating a space ideal for everyday living or hosting guests- GREAT RENTAL OPPORTUNITY. Located on Anna Maria Island, this home offers beach access and endless opportunities to enjoy the sun and sand. Experience the ultimate blend of luxury and comfort in this meticulously designed coastal haven.

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: This recently constructed home on Anna Maria Island overlooking a stunning canal is just one block from the pristine Gulf of Mexico beaches and a short walk to the restaurants and boutiques on Pine Ave. This luxurious 5-bedroom, 5.5 bath retreat offers a spectacular backyard with a private pool and swim up bar, in-ground spa, a covered shellcrete patio with seating, a ping pong table, and a BBQ grill. The coastal home features two garages and a private drive accommodating four vehicles. The main living floor has an open layout with bright natural lighting, a plush living area with sofas and a TV. The kitchen is equipped with upgraded stainless steel Bosch appliances and quartz countertops. There are many dining areas including the cozy kitchen nook, kitchen island, formal dining room, or on the balcony overlooking the canal. The 5 beautifully designed bedrooms feature elegant decor, chic furnishings, bedside lighting, and ensuite bathrooms. The second floor houses 3 bedrooms with king beds and full baths, a half bathroom for guest use, and a walk-in laundry room with a washer and dryer. The third floor includes a seating area with a table and chairs, a TV area, a wet bar, and two primary suites accessible by elevator or stairs. These suites feature king beds, private terraces, walk-in closets, and ensuite bathrooms with large glass-walled showers. Additionally, the rooftop deck provides an ideal spot for relaxation and taking in the views. This home offers a blend of luxury, comfort, and convenience, making it an exceptional choice for your Anna Maria Island life!!

Listing is courtesy of: BEACH HOUSE REAL ESTATE LLC (941-216-3793)

Listing Agent: Gregg Bayer (941-799-9096)

Remarks: Your private island retreat awaits in this exquisitely renovated coastal cottage, situated on an oversized lot North of Pine Avenue in the city of Anna Maria. This solid concrete block, ground level residence offers 3 bedrooms and 2 bathrooms with a bright, open layout design that embodies refined island living. Inside, elegant ceramic tile flooring, hurricane impact windows, and expansive living spaces create an inviting yet sophisticated atmosphere. The spacious living room flows seamlessly into the great room, offering the perfect setting for both relaxed coastal living and stylish entertaining. The designer chef’s kitchen features beautifully refinished cabinetry, a classic subway tile backsplash, stainless steel appliances, and a chic breakfast bar for casual dining. The serene primary suite offers a private en-suite bath, while two additional guest bedrooms provide comfortable accommodations for family and visitors. An oversized two car garage adds both convenience and storage. Step outside to your secluded backyard sanctuary, where lush tropical landscaping surrounds a sparkling pool and private cabana. Artificial turf and thoughtfully placed LED landscape lighting create an ambiance perfect for evening gatherings or peaceful island nights. This exceptional property is part of a voluntary HOA providing access to six community boat docks with direct entry to the sparkling waters of Tampa Bay and the Gulf of Mexico. Just a short stroll away, you’ll find the pristine white sands of Bean Point, the boutiques and dining along Pine Avenue, the City Pier, the local farmer’s market, and the convenient island trolley. Experience the very best of Anna Maria Island living and schedule your showing today to claim your slice of paradise.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Andrea Miller (860-541-1050)

Remarks: Incredible, spacious home with a private heated pool - close to the beach!! This 3 bedroom, 2.5 bathroom elevated home is located in a desirable area of Anna Maria Island, you're only a one-and-a-half-block walk from Bean Point Beach to the north and a short distance to Pine Avenue's shops and restaurants to the south. Colorful, fun lighting and art throughout gives it that beachy feel. Enjoy so many great features like high wooden ceilings, large windows, natural light, and a wrap-around screened balcony. The balcony overlooks the private heated pool and outdoor dining area below. Inside, use the kitchen's stainless steel appliances and granite countertops to whip up a delicious meal. Schedule a showing today!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: Located on the highly sought-after North End of Anna Maria Island, 115 Los Cedros—known as Oceans Blue—offers an exceptional location just steps from the Gulf beaches and the shops and dining of Pine Avenue. Set on a 10,000 square foot lot, this single-story Anna Maria Island beach house combines luxury, comfort, and peace of mind. The residence currently offers four bedrooms, with the flexibility for a possible fifth bedroom, along with 3.5 baths, including two ensuite bedrooms and an additional half bathroom that is ideal for guests. An additional 706 square feet of added living space creates a spacious and functional layout well suited for a primary residence, vacation home, or investment property. The light-filled interior showcases vaulted ceilings, terrazzo floors, and an open-concept design that flows seamlessly to the outdoor living areas. The updated kitchen features new shaker-style cabinetry, quartz countertops, custom tile backsplash, and stainless steel appliances, ideal for entertaining after a day at the beach. Expansive sliding doors open to a private outdoor oasis with a resort-style saltwater pool, swim-up sun shelf, and heated spa, surrounded by lush tropical landscaping and professional lighting. Enjoy peaceful mornings and sunset evenings from your private deck overlooking Lake Marsha, offering a rare waterfront setting for kayaking, fishing, or relaxing. This meticulously upgraded Anna Maria Island beach house includes a new metal roof, hurricane impact-rated windows, sliders, and exterior door, and fully renovated bathrooms with custom tile, glass shower enclosures, and Kohler fixtures. The home is fully flood-protected with a hammerhead flood barrier system on all sliders, exterior door and windows, providing added security and confidence for coastal living. Whether used as a primary residence, vacation home, or investment property, Oceans Blue at 115 Los Cedros offers a rare combination of location, 10,000 square foot lot size, flexible bedroom configuration, added square footage, luxury upgrades, and comprehensive flood protection—just moments from the beach and the vibrant energy of Pine Avenue on Anna Maria Island. ** 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.

Listing is courtesy of: SALTY MERMAID REAL ESTATE LLC (941-224-3304)

Listing Agent: Liz Blandford (941-224-3304)

Remarks: A premier setting defines this offering. Tucked at the end of a quiet cul-de-sac in Sunset Cove—a rare enclave that prohibits weekly rentals—this elevated beach residence presents an exceptional retreat for tranquil island living. Become part of a true neighborhood community, whether in full-time residence or seasonal escape, with breathtaking Gulf vistas just a stone’s throw from the sugar-white sands of Anna Maria Island and dedicated beach access moments away. Designed by acclaimed architect H. Patterson Fletcher, this distinctive home embodies Frank Lloyd Wright–inspired principles, celebrating harmony with nature, fluid open spaces, and an abundance of natural light. Custom-built and solidly constructed, it occupies an expansive walled lot mere steps from the shoreline—offering the rare canvas to envision a private pool and bespoke outdoor sanctuary. Spanning three thoughtfully appointed levels, the 3-bedroom, 2.5-bath residence with bonus room welcomes guests through a gracious foyer, with an oversized garage below providing exceptional storage. Within, vaulted ceilings and an expansive wall of sliding glass doors bathe the living room in soft, filtered light while framing serene views of swaying palms and shimmering Gulf waters. Off the living area sliders open to a generous elevated screened lanai—an inviting setting for languid afternoons, twilight gatherings, and al fresco dining. The open-concept kitchen and living area flow together effortlessly, anchored by new appliances, a polished granite island, custom solid-wood cabinetry, and a double sized skylight that draws the sky inside. The primary suite offers a private balcony beyond its own wall of sliders, complemented by a spacious en suite bath and dual walk-in closets. The upper level is a study in versatility—an adaptable retreat featuring two distinct sleeping areas and a full bath, accommodating visiting family and friends with comfort and privacy. When not hosting, the space transforms effortlessly into a den, library, home office, or creative studio. Wraparound windows and a rooftop deck reveal sweeping water and treetop panoramas—an ideal vantage for sunrise coffee, golden-hour cocktails, and starlit evenings. While poised for cosmetic refinement, this residence's architectural provenance, enduring construction, generous grounds, and incomparable location make it an extraordinary canvas for a true luxury beach retreat.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: This waterfront coastal retreat embodies refined island luxury, offered completely turnkey and thoughtfully designed for both elevated living and exceptional entertaining. Positioned on a quiet cul-de-sac the home makes an immediate impression with its stately architecture, paver driveway, lush tropical landscaping, and landscape lighting that beautifully illuminates the property at dusk. Inside, travertine flooring flows throughout, complemented by crown molding in every room and tray ceilings that add architectural depth and sophistication across all three levels. The top floor serves as the heart of the home, where an expansive living and dining area is framed by large sliders that capture vibrant sunset skies and lead to two generous balconies, seamlessly blending indoor and outdoor living. The chef’s kitchen is a showpiece, appointed with premium Monogram appliances, a professional gas range with pot filler, custom cabinetry, striking backsplash detail, and abundant counter space designed for effortless entertaining. The living room offers an abundance of natural light that frames a beautiful fireplace adding an elevated ambiance. Designer lighting, custom stair railings, and carefully curated finishes create a cohesive coastal elegance that feels both polished and welcoming. The mid-level hosts 4 spacious bedrooms enhanced with shiplap accent walls in select rooms, adding warmth and texture, along with a comfortable family room that opens to an oversized balcony overlooking the tranquil bayou. A private elevator provides convenient access to every floor, while modern enhancements including a security system, Sonos sound system inside and out, solar panels, and a tankless hot water heater deliver efficiency and peace of mind. Outdoors, the property transforms into a true waterfront oasis featuring a sparkling heated pool and spa, fire features, expansive paver deck, screened-in patio lounge area, and multiple covered spaces ideal for year round enjoyment. The private dock is equipped with electric and water, offering boating access and completing the ultimate Florida lifestyle experience. The pass-through two car garage, paired with separate storage rooms is designed to accommodate lifestyle amenities and the home’s location within a short-term rental zone presents outstanding investment potential. From sunrise coffee on the balcony to sunset reflections dancing across the bayou, every detail of this exceptional residence has been thoughtfully designed to capture the very best of coastal living.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: Welcome to a rare offering on the coveted north end of Anna Maria Island — a brand-new coastal sanctuary where architectural sophistication meets the timeless charm of Old Florida. Ideally positioned just steps from the sugar-white sands of the Gulf and moments from the boutique shops, galleries, and countless dining options of historic Pine Avenue and the surrounding area, this exceptional 4-bedroom, 4.5-bath residence captures the essence of elevated island living — and sits within one of the island’s most desirable short-term rental zones. Designed with a refined, light-filled aesthetic, the home welcomes you with wide-plank hardwood flooring and a seamless flow between spaces that feel at once elegant and effortless. At the heart of the main level, a designer kitchen serves as the showpiece — outfitted with custom cabinetry, a generous island with seating, premium appliances, a dedicated wet bar, and a fully appointed butler’s pantry that makes entertaining feel second nature. Multiple gathering areas, including a secondary upstairs family room, offer a thoughtful balance of togetherness and retreat. The primary suite is a private sanctuary of understated luxury, anchored by a spa-inspired bath with a sculptural soaking tub, oversized walk-in shower, and bespoke designer finishes. Three of the four bedrooms enjoy their own private ensuites, and every bedroom features a walk-in closet — a refined blend of privacy and comfort for family and guests alike. Step outside to a fully screened ground-level living area that functions as a true extension of the home, complete grilling area and lounge designed for year-round enjoyment. Beyond, a private tropical oasis unfolds around a sparkling pool with integrated spa and a gas firepit framed by lush landscaping and a vinyl privacy fence that creates a secluded, resort-caliber setting for gathering or quiet escape. Every detail has been considered for ease and longevity, including Lutron lighting controls, three-zone climate systems, a metal roof, outdoor shower, and a three-car garage. Offered fully furnished, the property is delivered as a true move in ready opportunity. Beyond the walls of the home lies the magic of the north end — the most coveted and character-rich stretch of Anna Maria Island, known for its pristine beaches, the legendary white sands of Bean Point where the Gulf meets Tampa Bay and the walkable, tree-lined corridor of Pine Avenue with its celebrated restaurants, cottage shops, and cafés. Days begin with sunrise strolls along the shore and end with sunset dinners just minutes from your front door. With short-term rentals permitted, unmatched walkability to both the beach and Pine Avenue, and a rare combination of design, location, and lifestyle, this residence represents one of the most compelling offerings on Anna Maria Island — a legacy property with exceptional income potential in Florida’s most storied coastal village.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Darcie Duncan (941-779-0304)

Remarks: STUNNING HOME WEST OF GULF DRIVE! WELCOME TO THIS AMAZING FULLY FURNISHED 5 BEDROOM, 4.5 BATHROOM HOME LOCATED ON ONE OF THE PREMIER STREETS OF ANNA MARIA ISLAND!! With only 5 houses to the beach, this new construction gem is an absolute treasure. From the moment you set foot on the property, you'll be captivated by the thoughtfully designed custom features, including a paver driveway and lush tropical landscaping. Step inside and experience the open and spacious main living area, featuring a great room floor plan that seamlessly connects to an incredible deck through sliding glass doors. This expansive outdoor space offers ample room for outdoor dining and a comfortable sitting area, allowing you to fully embrace the island lifestyle. The kitchen is a chef's dream, boasting high-end appliances, a designer backsplash, a large center island with a breakfast bar, and stylish pendant lights. Retreat to the luxurious master suite at the end of a day filled with beach adventures. It features a sitting area and an incredible bathroom with dual sinks, a garden tub, and a walk-in shower. An additional guest bedroom on the same floor offers the convenience of an ensuite bathroom. Upstairs you will find three bedrooms and two bathrooms as well as a wetbar/coffee bar area. Step outside to the expansive area featuring an outdoor kitchen, dining area and turf area perfect for entertaining and hanging out. The roof top balcony offers breathtaking views of the Gulf, creating a serene setting for relaxation. The amount of outdoor living space in this home is truly one of a kind.The backyard of this home is your own private tropical oasis, complete with a heated pool and spa. Here, you can indulge in luxury living on Anna Maria Island and enjoy the tranquil surroundings. The finishes and attention to detail throughout the home are unmatched, ensuring an exceptional living experience. Whether you're in search of your forever home or a lucrative investment property, this is the one for you. With its prime location just a short distance to Pine Ave, where you'll find a variety of restaurants and shops, this home offers the perfect blend of convenience and tranquility. Don't miss out on the opportunity to own this incredible property. HOME IS CURRENTLY A SUCCESSFUL RENTAL PROPERTY. Schedule a showing today and secure your chance to own a piece of Anna Maria Island's luxury living.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: Unobstructed Gulf views define this true Gulf-front home on one of the most desirable stretches of Anna Maria Island. With nothing between the property and the shoreline, the balcony captures nearly three-quarters of a mile of uninterrupted beach frontage—an exceptionally rare vantage point created by the natural contour of the island to the north. Very few homes on AMI offer a view corridor this wide or this direct. Built in 2005 by Whitehead Construction, a respected builder in Manatee County, the home is well constructed and offers a layout well-suited for an immediate move-in or a next chapter renovation. The 4-bedroom, 5.5-bath design includes two Gulf-facing decks: one off the main living area and a private third-floor terrace exclusive to the primary suite. The location is one of the island’s best. Positioned at Coconut and Gulf, the home benefits from quieter traffic patterns while still offering walkable access to Pine Avenue’s coffee shops, restaurants, and boutiques. Sunset views are a nightly event, and beach access is just steps from the door. Additional features include a private pool, space for a covered outdoor kitchen, and a two-car garage with room for a golf cart and beach gear. At the time of construction, finishes were in the top tier for the island, and the home is now ready for a thoughtful update to match its premier location. Opportunities like 12106 Gulf are limited on Anna Maria Island. True Gulf-front ownership, a wide and unobstructed view corridor, and a location that delivers both privacy and walkability make this property stand out. Savvy buyers seeking the best views on the island will recognize the significance of this address.

Listing is courtesy of: REEL COASTAL PROPERTIES, LLC (941-265-3247)

Listing Agent: William Worth (214-707-6296)

Remarks: For Investors looking to purchase property on the desirable north end of the Anna Maria Island, this unique and rare 4-unit apartment building is an exceptional investment opportunity. Welcome to Gulf Queen Apartments just 50 feet from the sugary sandy beaches of Anna Maria Island. Situated on nearly 7,400 sq ft lot, the property also presents future redevelopment potential—offering investors the flexibility to build new in this prime coastal location. This turnkey furnished, ground level 4-plex has two apartments with two bedrooms and one bathroom; and two apartments with one bedroom and one bath. Gulf Queen Apartments offers immediate income potential in one of Florida’s most sought-after beach markets. The units showcase polished terrazzo flooring, open-concept living and kitchen areas, and tasteful coastal décor. Recent upgrades include renovated kitchens with granite countertops, updated bathrooms, and new furnishings throughout—creating an inviting, guest-ready environment. The 2-bedroom units comfortably accommodate up to four guests, making the property ideal for group bookings such as family vacations, reunions, or wedding parties. Anna Maria is known as a desirable wedding destination. The entire building can be rented out to accommodate wedding guests or other family gathering venues, or each unit can be rented individually. The property also has two golf cart charging stations to accommodate guests who want to tour the island in their rented golf cart. The property is located next door to the Sand Bar Restaurant which hosts many wedding guests from around the world each year. The property is also located on famous Pine Avenue, a street that runs from Tampa Bay to the Gulf of Mexico. The property's 107 Pine Avenue address is walkable to numerous shops and restaurants that stretch from the Bay to the Gulf. The location is unmatched—just steps to the beach, as well as the vibrant shops and dining along Pine Avenue, and convenient access to the free island trolley. Guests can easily stroll or bike to Bean Point, or enjoy nearby favorites like The Waterfront Restaurant and The Sandbar Restaurant. Whether you’re seeking a vacation rental portfolio or a redevelopment opportunity in a premier beach destination, Gulf Queen Apartments delivers value, location, and income potential. Vacation Rental bookings available upon request. Call for a private viewing of this unique property today.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-896-9981)

Listing Agent: Hannah Hillyard (941-744-7358)

Remarks: AMAZING HOME "BLUE CRUSH" ONLY 4 HOUSES TO THE BEACH!!! LOCATIONS LIKE THIS ARE RARELY AVAILABLE WEST OF GULF DRIVE! IT DOES NOT GET BETTER THAN THIS! STEPS TO BEACH AND THE WATERFRONT LIFESTYLE! This exquisite retreat offers the perfect blend of luxury, comfort, and convenience. As you step inside, you'll immediately be drawn to its enticing features. This home has been updated with no expense spared to bring it up to todays standards. Hosting gatherings becomes a delight with the updated and fully equipped kitchen, ensuring seamless meal preparation and service, especially for those poolside occasions with family and friends. The interior of this 3 bedroom, 3 bathroom haven is designed for both comfort and style. The living area, adorned with pocket sliding doors, seamlessly connects to a spacious outdoor deck, creating a harmonious indoor-outdoor living experience. Picture evenings spent watching TV, feeling the gentle breeze, and sipping drinks on the balconies. The kitchen, featuring granite countertops and stainless-steel appliances, is a chef's delight, making cooking a pleasure. An outdoor dining table on the deck provides an ideal setting for enjoying your culinary creations. The sunlit primary bedroom, with a private balcony and a luxurious ensuite bathroom, provides a dreamy retreat. Additional bedrooms include a second bedroom with balcony access and ensuite , a third bedroom with pool deck access, and an additional space could serve as a fourth bedroom, featuring bunk beds. The tropically landscaped backyard is a haven for relaxation. The stunning pool, complete with a sun shelf, invites you to bask in the Florida sun, while the expansive covered patio provides a shaded retreat for family conversations, refreshments, and games. Prime location allows for easy exploration of Pine Avenue's boutiques and culinary delights. Beach access is just a few steps away, offering warm turquoise waters and soft sand. Take a leisurely stroll to Anna Maria Island City Pier or enhance your stay with activities like chartering a fishing trip, a sunset cruise, or paddleboarding through the mangroves. Property is currently a successful rental and has forward bookings in place. Perfect for a second home or investment property. Experience the epitome of island living!

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: Experience the ultimate coastal retreat at 311 Poinsettia Rd in Anna Maria, FL—a home where luxury meets laid-back island living. This beautifully renovated, elevated sanctuary boasts stunning waterfront views, a sparkling pool, and your very own private boat dock with a lift, inviting endless adventures on the water. Enjoy the convenience of RV/boat parking and a generous driveway that sets the stage for memorable gatherings. Just a leisurely stroll to pristine beaches and a quick golf cart ride to lively restaurants and bars, every moment here is infused with warmth, charm, and the promise of a vibrant lifestyle. Welcome home to your dream coastal haven. This property is currently used as a NIGHTLY rental bringing in up to $25,000/month so far this year. Please do not disturb the guests.

Listing is courtesy of: WEICHERT REALTORS EXCLUSIVE PROPERTIES (813-426-2669)

Listing Agent: Thomas Zopf, Ii (727-366-1983)

Remarks: Experience elevated island living in this exceptional brand-new custom four bedroom four and a half bath coastal retreat by Eason Builders Group Construction, ideally positioned west of Gulf Drive on Anna Maria Island just moments from the sugar-white sands and turquoise waters of the Gulf. Thoughtfully designed to capture both refined personal enjoyment and outstanding vacation rental performance, this architecturally striking residence blends sophisticated design, superior craftsmanship, and effortless indoor-outdoor living in one of the island’s most coveted locations. From the moment you enter, soaring ceilings with rich wood detail and expansive walls of impact-rated glass create a dramatic yet relaxed coastal ambiance filled with natural light. The open-concept floor plan is ideal for entertaining, seamlessly connecting the main living areas while maintaining an intimate, luxurious feel. The chef’s kitchen serves as the heart of the home, featuring an oversized quartz island with ample seating, custom cabinetry, premium appliances, designer lighting, and abundant storage. The kitchen flows effortlessly into the spacious great room, highlighted by a sleek modern fireplace and dramatic sliding glass doors that open to covered terraces, creating the ultimate setting for indoor-outdoor gatherings. The private elevator offers convenience & accessibility. Step outside to your private resort-style backyard oasis where a stunning heated pool with elevated spa takes center stage. Generous covered lounge areas, outdoor dining space, and lush tropical landscaping provide both privacy and year-round enjoyment, offering owners & guests a true boutique resort experience. Whether hosting sunset cocktails or enjoying a quiet afternoon poolside, this outdoor environment is designed for relaxation and entertainment. Each beautifully appointed bedroom offers a tranquil retreat, while spa-inspired bathrooms elevate daily living with freestanding soaking tubs, glass-enclosed showers, dual vanities, & upscale designer finishes. A thoughtfully designed custom bunk room enhances flexibility & maximizes short-term rental occupancy, making the home especially appealing for larger groups & multi-generational stays. Crowning the residence is an expansive rooftop deck delivering sweeping Gulf views. This spectacular vantage point creates an unforgettable setting for sunset gatherings, morning coffee, or evening stargazing—one of the most desirable features for both homeowners & vacation guests alike. Beyond the property itself, embrace the quintessential island lifestyle. Leave the car behind & explore by golf cart or bicycle, cruising to the charming boutiques, art galleries, & acclaimed restaurants along Pine Avenue. Enjoy morning beach walks, afternoons on the water, and evenings filled with breathtaking Gulf sunsets just steps from your door. Built with impact windows and doors, high-end designer finishes, and meticulous attention to detail throughout, this residence offers both peace of mind and enduring quality. With projected annual rental revenue of approximately $400,000, the home presents a compelling investment opportunity while delivering an unparalleled luxury lifestyle. Combining prime west-of-Gulf Drive positioning, exceptional craftsmanship, resort-style amenities, and strong income potential, this remarkable property represents the very best of Anna Maria Island living.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)

Listing Agent: Christy Travis (941-545-5284)

Remarks: Discover coastal luxury at 209 Willow in the heart of Anna Maria Island on a very sought out quiet street. This stunning canal-front home offers the perfect blend of relaxed island living and high-end amenities, just 10 houses from the pristine sugar-sand beaches of the Gulf while situated on a canal, you get the best of both worlds! Step inside to this 6 bedroom, 6 bathroom, 2 half bath, thoughtfully designed home. This home has never been a rental, it is very well taken care of. The interior has just about every feature you can think of, natural light, soaring ceiling, impact slider doors/windows, wet bar, very large wine cooler, whole house generator for peace of mind, a water filtration system/softener, and a pressure booster. Each bedroom is spacious and has its own private en-suite bathroom ensuring your family and guests have their own privacy. Current owners are using the 6th bedroom as an office, or you can turn it into a bedroom. Kids will love the fun built-in bunk bed room, while still plenty of space to play too. If desired, an upstairs closet has washer/dryer hookups if you wanted an additional set on upper level. Relax on the rooftop deck with breathtaking views or unwind on the lower deck complete with comfortable loungers. The highlight is the resort-style backyard: a heated pool and spa with a beautiful Shellcrete bar accented by shimmering sea glass. Includes a refrigerator and grill. A screened-in covered downstairs area provides shaded comfort, while boaters will appreciate the private dock and lift right on the canal—perfect for quick access to the Intracoastal and Gulf waters. The epoxy-finished 3-car garage adds durability and style to your storage space. Big outdoor shower so you can rinse off after the sandy beach. Located on a quiet canal yet incredibly convenient, this home sits in one of Anna Maria’s most desirable spots. Enjoy easy access to world-class beaches, charming island dining, and everything the Florida Gulf Coast has to offer. Whether you’re seeking a primary residence, a vacation retreat, or an exceptional investment property, 209 Willow Avenue delivers island elegance with every modern comfort.

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)

Remarks: This Bayfront home is calling your name! Perfectly positioned directly on the bay, this 3-bedroom, 2.5-bathroom residence offers breathtaking water views from almost every window, inviting the serene beauty of Tampa Bay inside. Step into an open, light-filled layout designed for relaxation and entertaining. The spacious interiors flow effortlessly, with generous living areas that frame panoramic bay vistas. Multiple balconies provide the ideal spots to savor morning coffee, sunrise, or the gentle bay breeze while watching dolphins play and boats glide by. Long, private driveway and attached garage offering ample parking for family and guests. Whether you’re hosting a weekend getaway or enjoying everyday island life, there’s plenty of room for boats, cars, and more. Just minutes from Anna Maria’s world-famous white-sand beaches, Pine Avenue’s charming shops and restaurants, this home combines privacy and convenience in one of the island’s most desirable north-end locations. Experience true Florida waterfront living—where every day feels like a vacation. Don’t miss this rare opportunity to own a slice of paradise on Anna Maria Island!

Listing is courtesy of: SATO REAL ESTATE INC. (941-778-7200)

Listing Agent: Jason Sato (941-778-7200)