Homes For Sale in Holmes Beach 34217 - 168 homes

Remarks: 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 island with seating for six. Multiple 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: Under contract-accepting backup offers. In the sought-after Westbay Point and Moorings community, this 1,377-square-foot second-floor End unit residence offers an exceptional opportunity to complete a coastal retreat with your custom finishes. This two-bedroom, two-bath condominium is in vanilla shell/box condition, with new sheetrock installed, and major structural and mechanical upgrades completed. Features include a new roof with a tie-down system, new firewall, new air duct system, updated insulation, new electric and plumbing infrastructure, new air handler and new roof-mounted air compressor. All windows have been replaced with hurricane impact-rated glass, including those in the guest bedroom and side elevations. Additional upgrades include a new hurricane-rated front entry door, porch screening system, and laundry room door. Enjoy panoramic water views and an unobstructed view of the Skyway Bridge from this top-floor unit. The residence presents an ideal blank canvas for designing a personalized interior while benefiting from high-cost improvements.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: David Liberatore Pllc (941-900-9995)

Remarks: Under contract-accepting backup offers. Rare opportunity to own a premium boat slip with a 7,500-pound boat lift in the highly sought-after boating community of Holmes Beach on beautiful Anna Maria Island. Whether you’re an avid angler, sunset cruiser, or weekend sandbar explorer, this is your chance to secure effortless access to some of Florida’s most spectacular waters. Perfectly positioned for convenience and adventure, this slip allows you to lower your boat and be cruising within minutes. Enjoy direct access to the Intracoastal Waterway, where calm, protected waters make for easy navigation whether you’re heading north toward Tampa Bay or south toward Sarasota. From there, it’s a quick and scenic ride out to the Gulf of Mexico — famous for its turquoise waters, world-class fishing, dolphin sightings, and breathtaking sunsets. Imagine spontaneous afternoons on the water — cruising to waterfront restaurants for lunch, anchoring at nearby sandbars, or casting a line for snook, redfish, grouper, and tarpon. Early morning fishing trips and sunset cocktail cruises become part of your everyday lifestyle. No trailering. No boat ramps. No waiting. Simply arrive, lower your 7,500-lb lift, and go. Anna Maria Island is celebrated for its relaxed coastal charm, old Florida character, and strong boating culture. Holmes Beach offers a central island location with easy access to marinas, waterfront dining, boutique shopping, and pristine white-sand beaches. From exploring Egmont Key to docking at nearby island favorites, the possibilities are endless. Boat slips with lifts of this capacity are exceptionally rare on Anna Maria Island, especially in such a prime location. Limited inventory, high demand, and the island’s protected footprint make opportunities like this few and far between. Whether you’re securing a long-term investment or elevating your boating lifestyle, this slip represents both convenience and exclusivity. If you’ve been waiting for the perfect place to keep your boat ready at a moment’s notice in one of Florida’s most desirable waterfront communities, this is it. Embrace the Anna Maria Island boating lifestyle — effortless days on the water, unforgettable sunsets, and the freedom to explore the Intracoastal and Gulf whenever the mood strikes.

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

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

Remarks: Enjoy coastal living at Playa Encantada on Anna Maria Island, where short-term rentals are permitted! This beautifully maintained second-floor condo features 2 bedrooms and 2 bathrooms and comes fully furnished, making it truly move-in ready. Located in one of the island’s most sought-after beachfront communities, residents enjoy a wide range of amenities including private beach access, a heated swimming pool, spa, tennis and pickleball courts, shuffleboard, elevator access, covered parking, and convenient beach entry just across the street. The unit offers desirable southern exposure with views overlooking the tennis courts. Inside, you’ll find a beautifully remodeled kitchen with elegant quartz countertops, stainless steel appliances, including a spacious double oven and an open-concept layout ideal for entertaining. The primary suite features a generous walk-in closet and a beautifully updated bathroom with a walk-in shower. Crown molding and tile flooring throughout add a refined touch. Additional highlights include an in-unit washer and dryer, a tankless water heater, stainless appliances installed in 2023 and an A/C system installed in 2021. Step out onto the large covered lanai to enjoy Florida’s lush scenery and stunning skies. A private owner’s storage room along with a dedicated parking spot is also included on the ground level. With a two-week minimum rental policy, this property offers excellent potential as an income-producing investment or a relaxing second home. Experience the best of the Florida lifestyle, including convenient private beach access with limited public entry nearby for added privacy. The condo is ideally located near a trolley stop, offering free and easy transportation to nearby restaurants and shops. Call for your private showing today.

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

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

Remarks: Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Becky Sirigotis (941-201-8000)

Remarks: Elevated waterfront living in Key Royale — built for confidence, designed for ease. Welcome to 634 Key Royale Drive, a thoughtfully built canal-front home offering over 3,000 square feet of refined coastal living in one of Anna Maria Island’s most sought-after neighborhoods. Designed for buyers seeking island living, boatable water access, and a low-maintenance lifestyle, this home delivers peace of mind along with sweeping water views from nearly every room. Bright, sun-filled interiors open seamlessly through French doors to a private outdoor retreat featuring a heated pool, Trex dock, 10,000-lb boat lift, and jet ski lift — ideal for boaters who want quick access to Tampa Bay and the Gulf. Equipped with a private irrigation well, providing a cost-efficient water source for maintaining the lawn and landscaping, the outdoor space is as practical as it is inviting. Inside, the kitchen has just been refreshed with new quartz countertops and pairs beautifully with stainless appliances and an oversized breakfast bar built for gathering. Two brand-new AC units provide efficient climate control, complemented by Icynene spray-foam insulation and two Rinnai tankless water heaters for energy-conscious living. The main-level primary suite captures peaceful canal views and features dual vanities, a soaking tub, and custom port windows. Upstairs offers three additional guest bedrooms, two baths, and a breezy balcony overlooking the water. Built with impact-rated windows and doors and showing no storm damage to date, this elevated home offers the structural integrity today’s buyers are seeking — without sacrificing comfort or style. An oversized garage with 12’ ceilings and a 9’ door easily accommodates a boat, golf cart, or additional storage. Located in the desirable Key Royale community of Holmes Beach, you’re minutes to the beach, golf, dining, and island favorites — yet tucked away in a quiet canal setting. For buyers looking to enjoy the best of Anna Maria Island with minimal upkeep and immediate boating access, 634 Key Royale Drive delivers a rare combination of lifestyle, location, and long-term value.

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

Listing Agent: Jason Hrnak (941-773-6572)

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: Fantastic Vacation Rental Loved By All Generations Welcome to the ultimate island vacation home. Located in a weekly rental zone, it is positioned to be an outstanding income producing property with strong vacation rental history and bookings secured into Summer 2026, making it an exceptional investment opportunity for any buyer. This fully renovated ground level retreat is designed for effortless living, easy accessibility, and unforgettable stays. Families and guests of all ages love the spacious layout and the simple walk to the beach. Just a quick two minute stroll to soft sand and nightly sunsets, this home delivers everything families want in a perfect Anna Maria Island getaway. Beautifully renovated in 2025 inside and out, this 3-bedroom, 2 bath home offers 1,777 square feet of fresh modern style on a generous 7,022 square foot lot. Every key system has been updated for comfort and peace of mind including new drywall, insulation, AC ductwork, water heater, high impact windows, and a 2023 metal roof. The new kitchen features stylish cabinetry and brand-new appliances. Both bathrooms have been refreshed with new vanities and finishes, and the home includes a new washer and dryer with custom laundry cabinetry. Step outside to your private oasis with a heated pool powered by a new pool heater, lush new landscaping, updated irrigation, and plenty of space to relax in the sun. The large garage is ideal for beach gear, bikes, a golf cart, or a fun game area for guests. The home is being sold fully turnkey furnished with all new furniture and décor so it is ready to drop your bags and enjoy from day one. This is a rare opportunity to own a fully updated, high performing, guest friendly vacation rental on Anna Maria Island. A home that generations can enjoy together. A home that renters will return to year after year. Your slice of paradise is ready. Don't wait, call for your private showing today and start enjoying island life.

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

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

Remarks: This charming 3 bedroom, 2 bathroom home offers a perfect blend of island living and modern comfort. With spacious outdoor living and multiple screened in balconies its perfect for relaxation and perfect Florida weather. The layout is designed for seamless indoor-outdoor living, ideal for entertaining or relaxing with family. The kitchen is equipped with contemporary stainless steel appliances, ample counter space, and storage, making it perfect for culinary enthusiasts. Each bedroom offers comfortable living with generous closet space. Enhance the feeling of openness and light throughout the home. Mature foliage provides privacy and a tropical feel as well as low maintenance. Huge garage for vehicles, including room for island-favorite golf carts. Only a short stroll from the Gulf of Mexico beaches to enjoy beach walks and nightly sunsets. This is an excellent opportunity for those looking to invest in a slice of paradise with the potential for both personal enjoyment and rental income, permitted for weekly rentals. Whether you're seeking a permanent residence, a vacation home, or an investment property, this home combines comfort with the quintessential Florida lifestyle. See attached list of upgrades.

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

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

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: Own 2 Vacation / Investment Properties for the price of 1 with this Island Duplex / Live / Vacation in 1 Side / Rent the other with Strong Income Potential . Just a short 8 min. healthy walk to the beaches and downtown Homes Beach this fully renovated duplex offers two private 2 BR/2BA residences, each with its own private entrance and each with a private heated and cooled pool. Designed for both easy living and high-performance rentals. This property is offered Turnkey Furnished as seen. Each unit features an open-concept layout, updated systems including smart TV"S, private outdoor living spaces and a resort-style tropical setting. Currently operating as a successful weekly rentals. This is an ideal opportunity for Investors or Buyers seeking a personal Island Retreat that generates income. Prime Location, Proven Performance, Effortless Island Living!

Listing is courtesy of: IVP OF FLORIDA INC (941-778-1000)

Listing Agent: Mel Neely, Pa (941-809-5565)

Remarks: THIS IS THE ONE! Welcome to Annabella by the Sea. Impeccably built to the highest standards in 2024 by Eason Builders Group. This luxury home is a coastal dream, situated in the heart of Anna Maria Island, featuring 4 stunning bedrooms, 4.5 baths, over 3200 sq ft of refined living space, and multiple covered outdoor spaces, combining elegant comfort with the best of island living. Located in an ideal location, walkable to the sugary beaches of the Gulf, close to dining, shopping, and local attractions. No expense spared on this contemporary gorgeous home with designer finishes throughout, a gourmet kitchen with oversized island, top of the line appliances, huge walk-in pantry, and custom cabinetry. The open concept is perfect for entertaining with a spacious living and dining room that seamlessly connects to a large balcony with more seating. Custom light fixtures, spacious bedrooms with private ensuites, a game room by the pool area and a family room on the second floor ensures there is room to unwind and relax! Last, but not least, the oasis back yard with covered lounge areas, a luxurious pool and spa, lush landscaping and multiple balconies is the perfect spot to hang out after a day at the beach. Or take your party to your roof top deck for sunset and panoramic views. This gorgeous home is spacious in every sense and comes completely furnished with luxury details, curated so all you need to do is bring your clothes. A great rental history, making it the perfect family retreat or an outstanding investment property. Call today to schedule your private showing. Own where your heart already lives!

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

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

Remarks: Welcome to Villa Mar! A luxury vacation rental directly on Watsons Bayou with open water views. This completely renovated 2BD/2BA corner villa is the largest floor plan in Seaside Gardens and features updated kitchen with waterfall counter, brand new appliances, luxury baths, oversized wood plank tile throughout, impact windows and doors, great storage, newer AC, new roof, and 7 inch PVC baseboards for peace of mind. This lot has an extra wide 2 car carport with built in storage cabinets and shed. A large screened patio is perfect for outdoor entertaining after a long day on the boat. A 27 foot boat dock with electric/water, fish cleaning station and 10,000 lb boat lift complete the package. Great location with tennis, shuffleboard, pickle ball and the dog park just steps away. Active weekly rental business! No HOA and no condo fees. Seaside Gardens is a historic civic association maintaining the communal spaces and a low monthly fee of only $150 includes sewer and water. This is the perfect island getaway!

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Stephanie Leitao, Llc (941-773-2677)

Remarks: Discover the perfect canvas to create your waterfront dream home! This solidly built concrete block corner residence has been mediated and is ready for your finishing touches. One a quiet cul-de-sac with no thru traffic and boasting big water dockage, this property is a boater's paradise—ideal for accommodating larger vessels or multiple watercraft. Water features combine an 8K lb lift, 42 ft seawall, 22x15ft dock, and a small wet slip. Imagine stepping out your back door to direct access to the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico for fishing, cruising, or simply enjoying sunset views from the water. The hard work has been done, and now it’s your turn to unleash your creativity and tailor this home to your vision. This 2BD/2BA villa features an open floor plan with central kitchen, spacious living area, 2 master suites, interior laundry room and more. This property features a grandfathered-in awning and carport offering plenty of additional outdoor space. Whether you're dreaming of a sleek modern retreat or a cozy coastal escape, the possibilities are endless. Seaside Gardens is a historic community of villas at a great value and one of the most peaceful areas on Anna Maria. This civic association allows you to own a slice of paradise without the restrictions and fees of an HOA. Many community amenities are just around the corner offering a boat ramp, tennis, pickleball, basketball, dog park and more. For savvy investors this property will make a great weekly vacation rental. Homes with this combination of solid construction, prime dockage, and potential don’t come along often!

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Stephanie Leitao, Llc (941-773-2677)

Remarks: SHORT TERM RENTALS One block from the beach! Welcome to Sand Palace on Anna Maria Island! This elevated 3 bedroom, 2.5-bath coastal home offers the perfect blend of relaxation and as a successful rental investment just one block from the sugary sands of the Gulf. Designed for indoor-outdoor living, this tropical oasis features brand new siding, a private, fenced backyard with a heated pool and spa, creating the ultimate sanctuary for family getaways. Inside, the home has been freshly painted and exudes comfort with turnkey furnishings, wood floors, high ceilings, and granite countertops. The gourmet kitchen is equipped with solid wood cabinetry, stainless steel appliances, and a generous island with breakfast bar, ideal for entertaining. Enjoy added luxury with a private elevator, central vacuum, two A/C units, metal roof, and an oversized four-car garage offering ample storage. Expand your living space with two spacious 28' x 11' covered porches, one off the main living area and another off the primary suite. This property is zoned for weekly short-term rentals, making it an exceptional income-producing property. Whether you're seeking a smart short term rental investment, a second home, or a forever island retreat, this home checks all the boxes. Located just steps from the beach and close to shopping, dining, and island attractions, this is coastal living at its finest. Call for your private showing today.

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

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

Remarks: Welcome to Heliconia House. This adorable 2BD/2BA turnkey vacation villa is the perfect island getaway with a heated swimming pool. From top to bottom no detail was spared! Open floor plan with well appointed kitchen, spacious living area, ensuite master bedroom, large interior laundry room and more. The outdoor space features a covered patio that flows to the heated pool all surrounded by lush landscape creating total privacy. Great community amenities just around the corner offering a boat ramp, tennis, pickleball, basketball, dog park and more. Seaside Gardens is a Civic Association and a fantastic value opportunity to own a single family lot on Anna Maria Island without an HOA or Condo Association. This low $150/ month fee includes common area amenities and sewer/water with no fussy HOA to impress. This active vacation rental offering a turnkey investment. Don't miss out on this perfect little slice of island life!

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Stephanie Leitao, Llc (941-773-2677)

Remarks: Just Completed Coastal Southern Retreat on the Grand Canal! Welcome to 525 68th Street, an elegant newly completed Southern-style residence perfectly positioned along the coveted Grand Canal in Holmes Beach. This 4-bedroom, 4.5-bath masterpiece offers timeless charm blended with modern coastal luxury. Each spacious en suite bedroom exudes comfort and style, while a private study provides the perfect quiet escape. The open-concept chef’s kitchen is designed for entertaining, featuring premium appliances, custom cabinetry, and designer finishes. An elevator connects all levels, leading to expansive porches and a stunning rooftop deck with panoramic views of Tampa Bay and the Gulf of Mexico—ideal for sunset gatherings or morning coffee. Step outside to your private oasis—lush tropical landscaping surrounds a heated pool and spa, creating a serene setting for relaxation or waterfront entertaining. With some of the best boating water on Anna Maria Island and quick access to the Intracoastal and Gulf, this property is a boater’s dream. Beautifully designer-furnished and move-in ready, this home invites you to enjoy island living at its finest—just moments from the charming shops, restaurants, and sugar-sand beaches of Holmes Beach. Spend your holidays in pure coastal elegance!

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Charles Buky (941-228-6086)

Remarks: Wake up to coastal living in this beautifully remodeled 3-bedroom, 2-bath canal-front home designed for relaxed island life. Spend your mornings paddle boarding or kayaking from your backyard, afternoons boating with easy access to the Intracoastal, Tampa Bay, and Gulf of America, and evenings unwinding in your private pool and spa. The stylish kitchen features high-end Thor appliances, perfect for entertaining after a day on the water. New flooring throughout, a spacious garage, and dedicated parking for a boat trailer or RV add everyday convenience. Lush tropical landscaping surrounds the property, and the beach is just a quick, easy walk away, bringing the best of waterfront and beachside living together in one exceptional home.

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

Listing Agent: Amy Ward (386-623-2525)

Remarks: Under contract-accepting backup offers. Discover Sunday Funday, an inviting coastal escape set in the desirable Holmes Beach area of Anna Maria Island. This three-bedroom, three-bath residence blends relaxed island living with refined Mediterranean influences, offering privacy, comfort, and thoughtful design throughout. The outdoor living space is a true highlight. Lush tropical landscaping surrounds the backyard, creating a private oasis ideal for entertaining or unwinding. The heated pool features a cascading stone waterfall and a built-in swim-up table, while the expansive covered lanai invites year-round enjoyment. Accented by a pergola, the space includes a refrigerator, granite serving counter, and dining area—perfect for embracing the island’s indoor-outdoor lifestyle. On the ground level, you’ll find two single-car garages, generous parking, and a covered poolside lounge area. A welcoming foyer leads upstairs to the main living level, where an open, airy layout connects the living, dining, and kitchen spaces. Coastal-inspired finishes include new flooring, crown molding, raised-panel doors, crisp white trim, and a soothing neutral palette. The kitchen has been tastefully updated with white cabinetry, granite countertops, stainless steel appliances, and ample workspace for hosting and everyday living. Two generously sized primary suites each feature walk-in closets and renovated en-suite bathrooms, providing flexibility for guests or extended stays. An additional bedroom, full bathroom, laundry area, and walk-in pantry complete the level. Offered fully furnished, Sunday Funday is a successful vacation rental and truly move-in ready. Located just a short walk from Anna Maria Island’s renowned beaches—complete with public amenities, concessions, and live music—as well as nearby dining and shopping, this property offers convenient access on and off the island. Whether you’re seeking a full-time residence, a second home, or a proven income-producing investment, Sunday Funday is ready to deliver the best of island living. This is a typical island "land condo" with NO HOA Dues, each owner takes care of their own home.

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

Listing Agent: Mary Anne Muniz (651-470-7020)

Remarks: Nestled near the north end of Anna Maria Island, 215 81st Street is a three-bedroom, two and a half bath home boasting over 2,000 square feet of living space—an Airbnb gem zoned for weekly rentals. Just two blocks from some of the island’s most pristine beaches, this property offers a true tropical paradise out back. The fully fenced oasis features a gorgeous pool with a built-in hot tub, while the expansive paver-lined lounge area creates a true island escape. The elevated design includes a two-car garage and a game room—currently set up with a ping pong table but offering ample space to add additional attractions for guests. The second floor invites you into a bright, open living, dining, and kitchen area with a half bath, complemented by a massive, screened-in balcony deck (freshly screened in less then a year ago) overlooking the pool oasis below—perfect for soaking in the tropical ambiance. You will also find a dedicated interior laundry room with full size washer and dryer on this floor as well. On the third floor, you’ll find three spacious bedrooms and two full baths, with the primary suite offering not only luxury but also absolutely gorgeous views from every angle—a panoramic reminder of the beauty that surrounds you on Anna Maria Island. This home is packed with recent updates: a 2022 roof, 2019 AC, and a brand-new water heater. The exterior shines with hardie board siding installed less than a year ago and fresh paint. Beyond the home, you’re a stone’s throw from Pine Avenue’s charm and all that Anna Maria offers—laid-back vibes, local eateries, and coastal culture. Fully furnished and turnkey, this is both a thriving investment and an island escape waiting for you.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Johnny Hopper, Pa (941-524-1706)