Holmes Beach Homes For Sale & Real Estate - 180 homes

Remarks: Welcome to your dream coastal retreat on Anna Maria Island—where luxury, location, and income potential come together seamlessly. This stunning 6-bedroom, 4-bathroom elevated home is a rare find—a property of this size and scale can no longer be built in Holmes Beach. Perfectly positioned just steps from the public beach and turquoise waters of the Gulf, as well as nearby restaurants, shopping, and local attractions, this Mediterranean-style home delivers the ultimate island lifestyle. Thoughtfully designed for both comfort and high-performing investment, it boasts an exceptional rental history to match. Inside, you’ll find a spacious, thoughtfully designed layout ideal for hosting large groups and families. The home features an open floor plan, high ceilings, spacious bedrooms, a 4-person elevator, and multiple balconies, including private outdoor spaces off both primary suites and an additional balcony off the kitchen—perfect for morning coffee, sunset cocktails, or simply enjoying the coastal breeze. The heart of the home opens into a bright, airy living space, complemented by lower level bonus game room that adds an extra layer of entertainment and flexibility. An elevator provides seamless access to all three levels, while ample storage throughout ensures everyday comfort and convenience. Step outside to your own private paradise—a true backyard oasis featuring a sparkling pool, relaxing jacuzzi, a covered dining area, and a spacious conversation lounge—offering the perfect setting to unwind and entertain after a day at the beach. Major recent upgrades (2025), totaling over $100,000, include a new terracotta tile roof, a new pool pump and heater, updated soffits and fascia, and refreshed and reenforced rear decking—providing peace of mind and long-term value. Additional highlights include: Parking for up to 6 vehicles—a rare island luxury Proven rental income with 10 years of consistent, stellar reviews Strong rental projections exceeding $150,000 annually Whether you're searching for a high-performing investment property, a second home, or a full-time coastal escape, this Anna Maria Island gem checks every box.

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

Listing Agent: Adrienne Carter (310-428-0200)

Remarks: Under contract-accepting backup offers. Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Linda Moore (941-737-3581)

Remarks: 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.

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

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

Remarks: Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.

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

Listing Agent: Dee Munn (407-346-4422)

Remarks: Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate—an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits. This is more than a home—it is a refined island retreat, custom crafted for those who seek privacy, comfort, and tranquility, with the rare privilege of a secluded waterfront setting and immediate access to one of Florida’s most cherished beach communities.

Listing is courtesy of: KW SUNCOAST (941-792-2000)

Listing Agent: Mike Polachek (941-524-0241)

Remarks: THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING OUR PREFERRED LENDER! Tranquil waterfront canal townhome on Anna Maria Island in Holmes Beach! Welcome to this beautifully and completely updated TURNKEY FURNISHED 2-bedroom, 2-bath townhome tucked away on a quiet cul-de-sac. Designed with an open floor plan, the home features tile floors throughout, a stylish plank ceiling, and a light-filled living area where charming jalousie windows frame serene canal views. The kitchen is thoughtfully upgraded with stainless steel appliances, a micro hood, custom tile backsplash, and elegant gold accents, making it both functional and eye-catching. Both bedrooms offer private en-suite baths with dual sinks and glass-enclosed showers, while the primary suite enjoys peaceful water views. A dedicated laundry room provides additional storage, and low association fees add to the home’s appeal. Outdoors, a large open lanai and deck create the perfect setting for entertaining. Newer dock with ladder access for a 24" boat, fishing from your back yard or simply relaxing, with easy access to launch your kayak and explore the Anna Maria waterways or Palma Sola Bay. Ideally located on highly sought after Anna Maria Island and close to the Holmes Beach boat ramp, shopping, dining, tennis and basketball courts, baseball fields, dog park, and playground, this canal-front retreat offers the best of coastal living.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Brandi Furlan (941-894-9888)

Remarks: Under contract-accepting backup offers. ~~~~~~~PRICE DROP~~~~~~~NOW is the time to buy this house. Make Anna Maria Island your own with a rare opportunity to own a truly iconic private island residence in Holmes Beach. Designed by celebrated architect Emily-Anne Smith, this distinctive home is recognized for its signature pink exterior, architectural integrity, and enduring coastal character. Set along a deep-water canal with direct access through Bimini Bay to Tampa Bay, the property offers seamless access to Florida waters for boating, sailing, and fishing. The setting feels intentionally residential and private, ideal for those seeking a refined second home or a full-time island residence designed for personal enjoyment rather than rental use. Offering nearly 2,800 square feet of interior living space and an additional 1,000 square feet under roof, the home provides generous proportions and thoughtful separation of spaces. A spacious screened porch overlooks protected mangroves, creating a naturally private backdrop and a peaceful connection to the island environment. Inside, soaring cathedral ceilings, custom millwork, and a classic Craftsman-style fireplace highlight the quality and intention behind the original design. The chef’s kitchen is outfitted with a 6-burner WOLF range, SUB-ZERO refrigerator, BOSCH dishwasher, granite countertops, and a vegetable sink, offering a well-appointed foundation for both everyday living and entertaining. The upper level features a versatile loft that includes a bedroom with ensuite bath, a recreation or lounge area, and a charming hidden treehouse retreat, adding character and flexibility to the home’s layout. The floor plan, construction quality, and architectural details provide an exceptional opportunity for a new owner to thoughtfully tailor the space to their own taste while preserving its timeless coastal appeal. With its architectural pedigree, deep-water boating access, and quiet residential setting, this home invites a new owner to build upon its legacy and create a personalized island retreat that will endure for years to come. Schedule your private showing and experience the setting, serenity, and potential that make this a truly special Florida retreat.

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

Listing Agent: Kathy Harman (941-900-9828)

Remarks: This completely updated Anna Maria Island 3 bedroom 2.5 Bathroom pool home is situated on a cul-de-sac, and features hurricane-rated windows, metal roof, concrete block construction and garage. Property is in a Weekly rental zone with a successful rental history, making this BEAUTIFUL BEACH HOME a perfect investment property, or family get away. Just 3 short blocks to the white sandy beaches of the GULF OF MEXICO and walkable to restaurants, establishments offering live music and charming shops making driving optional once you arrive! The kitchen and great room features an entire wall of sliding doors opening to the sunny south-facing outdoor living space and heated pool. The Master Retreat also opens to the pool area and features a master bath with walk-in shower, dual sink vanity and walk-in closet. A second Master suite and an additional 3rd bedroom with custom built in bunks make this gorgeous home spacious and functional for your family to comfortably relax both indoors and out. New Kitchen, new appliances, new bathroom vanities, new light fixtures, new pool equipment… and situated on an oversized lot, with an oasis backyard surrounded by tropical landscaping, paver decking, and a heated pool. Home is being sold TURN KEY FURNISHED with decorator finishes! This one won't last!

Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)

Listing Agent: Lindsey Haymond (913-963-7457)

Remarks: Live the island lifestyle just steps from the beach! This beautifully renovated 2-bedroom, 2-bath townhouse in Holmes Beach offers the perfect blend of charm, comfort, and investment potential. Well located within walking distance to the sugar-sand beaches of Anna Maria Island, local restaurants, shops, and island conveniences. Featuring no HOA, this move-in-ready property is ideal as a primary residence, vacation home, or short-term rental opportunity such as Airbnb or VRBO. Inside, the home has been fully updated with stylish quartz countertops, stainless steel appliances, elegant gold hardware, and light-colored luxury vinyl plank flooring throughout. Additional highlights include a screened-in porch, a private yard space, and a brand-new electric water heater. Whether you're looking for a turnkey coastal retreat or an income-producing island property, this one checks all the boxes.

Listing is courtesy of: BLACK PHOENIX REAL ESTATE LLC (813-777-3840)

Listing Agent: Leah Thompson (585-794-7197)

Remarks: Welcome to "Black Pearl"! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beach’s most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)

Listing Agent: Sean Sabbia (813-748-8701)

Remarks: Experience true beachfront living in this rare Gulf-front condo on Anna Maria Island, perfectly positioned along the shoreline of Holmes Beach. This spacious 3-bedroom, 2-bath residence captures uninterrupted Gulf of Mexico views, daily sunsets, and instant access to the island’s iconic sugar-sand coastline. Homes with this setting, this vantage point, and this level of tranquility are exceptionally uncommon. A double-door entry opens into a bright, airy interior where the water takes center stage. Oversized sliders frame the Gulf like moving artwork, filling the home with natural light and coastal breezes. Step onto your private covered balcony and take in panoramic views of turquoise water, passing dolphins, and vibrant evening skies—your personal front-row seat to one of Florida’s most beautiful vistas. Designed for both relaxation and connection, the open-concept layout blends the kitchen, dining, and living areas into one seamless space—ideal for hosting guests or enjoying quiet mornings by the water. Set within a coveted boutique beachfront community, residents enjoy amenities rarely found on Anna Maria Island: a heated Gulf-front pool, sun deck, tennis court, tropical courtyard, and direct, private access to the beach. The intimate scale of the community creates a peaceful coastal atmosphere while still offering exceptional lifestyle perks. Beyond the property, you are minutes from the best of Holmes Beach—local cafés, island dining, beachside shops, parks, and the free Anna Maria Island Trolley, which connects you effortlessly to Bean Point, Pine Avenue, the City Pier, and Bridge Street. Outdoor adventures, live entertainment, and miles of scenic bike paths are all within easy reach. Whether you’re seeking a serene full-time residence, a seasonal escape, or a vacation property with strong guest appeal, this Gulf-front condo combines location, views, comfort, and convenience in a way that is nearly impossible to duplicate on the island. Here, every moment is shaped by the sound of waves, the glow of the sunset, and the ease of beachfront living. Live where the shoreline becomes your backyard, the Gulf becomes your daily backdrop, and every day feels like a getaway—right here on Anna Maria Island.

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

Listing Agent: Jeff Jordan (941-224-7657)

Remarks: This charming ground-level 3-bedroom, 2-bathroom home with a private pool offers an exceptional investment opportunity in a prime location just minutes from the pristine sandy beaches of Anna Maria Island. Currently heavily booked as a vacation rental, it delivers strong occupancy and consistent cash flow in one of the most desirable short-term rental markets along the Gulf Coast. The inviting private pool area boosts appeal for vacationers, helping drive higher rental rates and year-round demand—especially with Anna Maria Island's proven high-season performance and solid average occupancy trends. Enjoy effortless access to Anna Maria Island's world-famous beaches, turquoise Gulf waters, and the laid-back charm of nearby Bradenton Beach, Holmes Beach, and Anna Maria—all just a short drive away. You're also conveniently close to an array of shopping options, diverse restaurants, cafes, and everyday amenities on the mainland and island, making this spot ideal for guests seeking both relaxation and convenience. Whether you're seeking a vacation rental asset or a smart coastal investment, this storm-tested gem—with its established bookings and unbeatable proximity to the beach—represents serious potential in a sought-after market.

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

Listing Agent: James Wilson (727-331-4353)

Remarks: Experience the ultimate island paradise in this practically NEW CONSTRUCTION LUXURY WATERFRONT HOME, thoughtfully designed with solid concrete block construction and cutting-edge design and technology. Spanning over 3,300+ square feet, this stunning residence offers 4 bedrooms and 5 full bathrooms, blending elegance, durability, and effortless coastal living. Perfectly positioned just a few short blocks from the Gulf of America, the home also boasts PANORAMIC Intracoastal waterfront views, creating a rare and breathtaking dual-water lifestyle. The half-elevated design provides peace of mind while enhancing views and architectural appeal. Indoors, no detail has been overlooked. Highlights include a butler’s pantry, an upstairs coffee bar just outside the primary suite, and expansive open-concept living spaces ideal for both everyday comfort and entertaining. The luxurious primary retreat offers a serene escape with spa-inspired finishes and seamless indoor-outdoor flow. Step outside to your private waterfront oasis featuring an infinity pool, hot tub, and a fully equipped outdoor kitchen, all designed to maximize sunset views and coastal breezes. Whether hosting guests or enjoying a quiet evening under the stars, this outdoor space is truly exceptional. With waterfront living, modern luxury, and a premier island location, this home offers everything you could ask for—and more. A rare opportunity to own a refined coastal sanctuary that perfectly balances style, comfort, and location. Schedule your private showing today!

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

Listing Agent: Shannon O'Brien Kerney (941-737-5153)

Remarks: Welcome to paradise at Coco Cay! This beautiful 4 bedroom 4 bathroom home has been completely remodeled top to bottom. Brand new hurricane impact windows and doors, a new roof, kitchen, appliances, bathrooms, flooring, paint, furnishings, and even a new pool! This island oasis is move-in ready and only a few blocks from the world-famous beaches of Anna Maria Island. You will notice coastal décor as soon as you step into this island gem. The home provides a spacious open living area with teal accents, stainless-steel appliances, quartz countertops, and a game room conveniently adjacent to the kitchen with a pool table and dartboard. Outside you'll enjoy a screened in porch accessible from the living room, a seating area complete with a firepit, and a huge covered lanai for cooking and dining poolside. Weekly rentals are allowed. Make an appointment for your private showing and see what makes Coco Cay an excellent full-time home or investment property.

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

Listing Agent: Don Purvis (901-240-2180)

Remarks: Under contract-accepting backup offers. GREAT VACATION rental history with many repeat guests!!!!This charming 3 bedroom 2 bath pool home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and dine and enjoy a real small town coastal experience. This lovely bungalow style home features a beautiful private pool with swim up table and a shallow sun deck , all brand new furniture, appliances, AC with an upgrade purification Air scrubber component by Aerus, kitchen counters and base cabinets and pool equipment. This home is very well received by its long standing repeat guests and decorated so adorable with its subtle soft coastal chic colors it is sure to please everyones need for the beach. It is very active and successful vacation rental with ample space for your family fun filled vacations, and when you are not using it yourself you can earn income to help offset the costs. Schedule your private showing. FYI this is a typical island "land condo" with NO HOA, each owner takes care of their own home, they do share the same landscaper by choice.

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

Listing Agent: Michelle Laade (941-737-9662)

Remarks: This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)

Listing Agent: Leslie Wells (941-776-5571)

Remarks: Under contract-accepting backup offers. 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!

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

Listing Agent: Dee Munn (407-346-4422)

Remarks: New Price Adjustment! Enjoy Coastal Living on Anna Maria Island ! This 2 bedroom, 2 bath, 2nd floor, turnkey furnished condo is located in one of the best & most sought after complexes on the Island. Heated swimming pool, spa, pickleball/tennis courts, shuffleboard court, building elevator & beach are just a few of the condo amenities. The condo overlooks the tennis courts with updated stylish kitchen, quartz countertop, stainless appliances & an open/airy floor plan. Large lanai, crown molding throughout & all tile floors accent this gorgeous condo. Washer & dryer are located inside the unit, plus there is an owner's storage room on the ground level. Kitchen appliances & A/C system new in 2021. Just walk across the street to enjoy the white sandy beach & blue green waters of the Gulf of Mexico. Enjoy living the Florida lifestyle!

Listing is courtesy of: ISLAND REAL ESTATE-ANNA MARIA (941-778-6066)

Listing Agent: Thomas Nelson (941-448-4465)

Remarks: Welcome to your slice of paradise on beautiful Anna Maria Island! This 3-bedroom, 2-bath island retreat is ideally located just 2.5 blocks from the sugar-sand beaches of the Gulf of Mexico, offering the ultimate coastal lifestyle in one of Florida’s most sought-after destinations. Designed for relaxation and entertaining, the home features an amazing ground-level pool with spa — your own private tropical oasis perfect for soaking up the Florida sunshine or unwinding after a day at the beach. The spacious layout comfortably accommodates family and guests, making every stay feel like a vacation. Enjoy being within walking distance to all that Anna Maria has to offer — charming local shops, great dining, grocery options, and more. Leave the car behind and embrace the true island lifestyle. In addition to being a wonderful personal getaway or primary residence, this property is a great rental home with strong appeal to vacationers seeking location, comfort, and exceptional outdoor living. Its proximity to the beach, walkability, and desirable pool/spa amenities make it highly attractive for short-term rental opportunities. Whether you're looking for an island escape, investment property, or both — this home delivers the very best of Anna Maria Island. Come live your Anna Maria Life!

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

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

Remarks: Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring throughout the remainder of the unit, the plantation shutters, new kitchen cabinets, Jenn Aire Range, stainless steel appliances, remodeled bathrooms and custom cabinets in the primary bedroom. In 2022 a new air conditioner and electric panel were installed and a new hot water heater in 2025. In 2023, all the windows were replaced with Hurricane Impact proof windows, which prevented any damage from the two 2024 hurricanes and provided a discount in insurance and lowered AC costs significantly. As the condo is in the north wing of the complex, you can enjoy the morning sun while drinking your coffee on the balcony and comfortable shade for your afternoon tea or cocktails. The unit has 2 additional storage closets. Tiffany Place is close to the free Island Trolley which can take you to the many unique shops and restaurants on the island and the Library. Or stay put and just enjoy the beachfront living from your new home. .

Listing is courtesy of: A PARADISE INC REALTOR (941-778-4800)

Listing Agent: Helen Ross (941-524-8214)