Holmes Beach Single Family Homes For Sale - 102 homes

Remarks: This newly remodeled open floor plan Anna Maria Island Hideaway is nestled in the heart of the island in Holmes Beach just off of Marina Drive. Just 4 blocks to the award winning white sandy beaches of Anna Maria. This home is now offered FULLY FURNISHED as a MOVE-IN READY island dream come true. A deeded boat slip and 13,000 lb lift can be available 50 yards from the front of the property in a canal marina as a separate negotiation. With this home you will enjoy the “old Florida” feel of the quiet neighborhood along with the benefit of the totally private back yard and gorgeous marina water views from the front. This home has large hurricane-rated windows with Levolor Custom Sheer Shade window coverings, new ceramic tile flooring throughout, a beautifully revamped kitchen with new GE stainless steel appliances, a separate laundry room with new GE large capacity front load washer/dryer and plenty of additional cupboard storage, and newly tiled spa-like bathrooms. Comfort is assured at all times with a brand-new Carrier A/C with heat pump and smart home thermostat and a tankless water heater for never-ending hot showers. The backyard is a private tropical oasis featuring an updated and heated saltwater pool with new pool heater and salt chlorinator, a top of the line 2022 HotSprings Vanguard saltwater hot tub, lush irrigated and lighted landscaping, a 6ft privacy fence surround, and a massive fan cooled and lighted tiki-covered paver patio for outdoor TV and entertaining. The home exterior has updated HardiePlank siding, a 2019 roof, and beautifully landscaped yard along with the marina canal views right across the street. Just a short 4 block walk to the Gulf beaches and close to everything that makes Anna Maria Island great: top restaurants and pubs, free Island Trolley, boutiques, and all the beach and cart-riding fun you can handle to provide the ultimate island living experience. Finally, and very importantly, this home has no HOA, no Master Association, no CDD fees, and can be (is currently) Homesteaded to keep property taxes manageable. Schedule your personal showing today.

Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)

Listing Agent: Moe Mossa (888-490-1268)

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: Welcome to "Captains Quarters" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $125k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Amanda Cornett (941-807-2811)

Remarks: Own the sunset and step into a lifestyle buyers dream about—and renters actively seek out. Just moments from the Gulf, this stunning 6-bedroom, 4.5-bath coastal retreat delivers the perfect blend of luxury, comfort, and exceptional income potential. Designed to host and impress, the home lives like a private resort. Outside, guests are drawn to the resort-style pool with a sun shelf, a relaxing hot tub, and a tranquil waterfall feature. The outdoor bar and expansive patio create an effortless entertaining space, while the rooftop deck offers unforgettable Gulf-view sunsets that elevate every stay. Inside, the bright, open-concept design is made for connection, comfortably accommodating large groups, families, or vacation guests. High-end finishes meet relaxed coastal style, creating a space that feels both upscale and welcoming—exactly what today’s buyers and renters are looking for. Whether you're building a strong vacation rental portfolio or securing your own coastal escape, this property stands out as a high-demand, memory-making destination with proven appeal.

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

Listing Agent: Lisa Tucker (863-206-2938)

Remarks: CANAL FRONT IN KEY ROYALE - NORTH POINT HARBOUR WITH COMMUNITY POOL AND TENNIS COURTS. Experience unparalleled luxury in this exquisite and elevated waterfront home. Beautifully remodeled with a NEW ROOF (2025) and turnkey furnished 3-bedroom, 2-bathroom waterfront home, offering nearly 2,000 square feet of luxurious living space and includes a community pool and tennis courts! The home sits at 11 feet elevation and had no flood damage. Located in the highly sought-after North Point Harbour community of Key Royale on Anna Maria Island, this home epitomizes an idyllic blend of elegance and tranquility. Having undergone tasteful renovations, this canal-front gem is fully furnished and move-in ready. It boasts 83 feet of waterfront with a private dock and a 12,000 lb boat lift, allowing you to embark on sunset cruises directly from your backyard into the open water with no bridges obstructing your path. The primary suite is a true retreat with a balcony overlooking the water, complete with a luxurious en-suite bathroom, walk-in closet. Additional bedrooms are generously sized and elegantly appointed. A lovely courtyard patio overlooking the water invites you to enjoy the outdoors and dine alfresco. North Point Harbour residents enjoy exclusive access to the community pool, tennis and pickleball courts, and clubhouse. Additionally, you have the option to join the private Key Royale Golf Club, featuring the island’s only golf course, along with dining and social activities. This home is just a golf cart ride away from Anna Maria Island’s stunning beaches and all its attractions, perfect for embracing the island lifestyle year-round or as a seasonal retreat. This home combines the best of luxury living with the beauty and serenity of a waterfront setting. Don’t miss the opportunity to make this dream home yours.

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

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

Remarks: Step into effortless luxury with this meticulously renovated canal-front retreat, ideally located on 100 feet of waterfront, on an 11,543 sq ft lot in the heart of the Key Royale community. Designed for relaxed coastal living, this beautifully updated 3-bedroom, 3.5-bath home offers the perfect blend of style, comfort, and waterfront lifestyle. The home has a chef-inspired kitchen featuring wood cabinetry, quartz countertops, a gas range, wall oven, wet bar with wine refrigerator, and a generous center island perfectly suited for both everyday living and elegant entertaining. Walls of sliding glass doors bathe the interior in natural light and open to a private outdoor oasis, creating a seamless indoor-outdoor flow. Two of the bedrooms have private ensuite baths, including the primary bedroom which features a spacious bedroom with an en-suite bath with a soaking tub, a walk-in shower and an outdoor shower providing comfort and privacy. Outside, enjoy the resort-style pool designed for lounging in both sun and shade, or take in peaceful canal views framed by lush tropical landscaping.  A new irrigation system and new elegant landscape lighting have also been installed. A true boater’s dream, the property features a private dock with electric and water, plus a 10,000 lb boat lift and kayak launch, offering quick access to the sparkling waters of Bimini Bay, Tampa Bay and beyond. Additional updates include a roof installed in 2017 for added peace of mind.  Just a short stroll or bike ride from Anna Maria Island’s sugary beaches and moments from charming shops, dining, and island attractions; the location is as exceptional as the home itself. Residents of Key Royale have the option to join the private Key Royale Club, a 9-hole golf course with a clubhouse, creating a lifestyle that perfectly balances boating, golf, and island leisure. Bring your boat, fishing poles, golf cart, and clubs and start living the island lifestyle you’ve been dreaming of. This is a rare opportunity to own a truly special slice of waterfront paradise.

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

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

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: Mediterranean-inspired coastal luxury just one block from the Gulf—this fully furnished, elevated single-family villa, “Island Oasis,” offers no HOA, complete privacy, and proven storm resilience with no damage to upper living areas. Solid construction, turnkey condition, and major system updates provide immediate peace of mind, especially with income projections between 153-193k annually, for those interested in renting. This exceptional Anna Maria Island retreat comfortably accommodates 8+ guests, featuring two king suites, a third bedroom suite with two queen beds, and additional sleeping space in the great room—ideal for personal use, multigenerational living, or income-producing potential. Recent upgrades include new roof (2024), refrigerator (2024), dishwasher (2025), washer/dryer (2024), AC units (2020 & 2017), and water heaters (2025 & 2019), along with a resurfaced pool with new coping, pavers, heater, and pump. Inside, the home showcases light-filled interiors, soaring ceilings, crown molding, and natural wood accents, blending refined coastal design with relaxed island comfort. The open-concept kitchen features wood cabinetry, tile backsplash, an eat-at island, and newer stainless appliances, flowing seamlessly into the main living and dining areas. Glass sliders open to a front piazza and private pool courtyard, creating effortless indoor-outdoor living. The primary suite offers a private balcony and a spa-style bath complete with a clawfoot soaking tub and walk-in shower, delivering a true owner’s retreat. Above it all, a rooftop terrace captures 360° sunrise and sunset views, with peek-a-boo Gulf and Bay views, setting the stage for unforgettable evenings in the delightful island breeze. Step outside and experience the Florida lifestyle—sun-drenched pool days, shaded terraces, and lush tropical landscaping create a private oasis just moments from the beach. A short walk leads you to the soft white sands of the Gulf, while nearby favorites like Skinny’s, Manatee Beach, Pine Avenue, boutique shopping, waterfront dining, and the free island trolley make island living effortless. Elevated, meticulously maintained, and offered fully furnished, this is a rare opportunity to own a resilient, income-capable coastal home in one of Florida’s most sought-after destinations. Anna Maria Island living at its finest—sun, sand, and effortless coastal luxury await.

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

Listing Agent: Jo-Lee Mansfield (843-303-7463)

Remarks: One or more photo(s) has been virtually staged. Welcome to your slice of Old Florida charm in the heart of Holmes Beach on Anna Maria Island. Just a 2-minute walk to the beach, this turnkey furnished home captures the easygoing coastal lifestyle that makes Holmes Beach so special. With its laid-back island feel, tropical setting and inviting spaces, this property is ideal as a primary residence, second home or income-producing property. Inspired by the character Holmes Beach is known for; cozy beach-town living, tropical surroundings and a relaxed pace - this home perfectly fits right in. Beautifully maintained and ready to enjoy, the home offers a flexible layout with a non-conforming 4th bedroom, an oversized garage with rec-room area, a screened-in Florida room and a covered patio perfect for enjoying the coastal breeze. The outdoor shower, lush landscaping and welcoming outdoor spaces add to the relaxed island appeal. With recent updates to include the roof replaced in 2018, hurricane impact windows in 2020, bathrooms updated in 2019, water heater replaced in 2022, as well as fresh interior paint, wainscoting and epoxy garage flooring completed in 2025 this home is ready for your next worry-free chapter on Anna Maria Island. The seller has also completed a pre-listing 4-point inspection with clean results, offering added peace of mind. Conveniently located near the beach, island dining and local shops, this is a wonderful opportunity to own a lovingly cared-for home in one of the most charming communities on Anna Maria Island. Note: Pool image is a sketch/rendering for reference purposes only and does not represent an existing pool.

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

Listing Agent: Valerie Padur (315-489-7872)

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: A rare find on Anna Maria Island, this elevated coastal home sits on an expansive 10,000+ square foot corner lot, offering exceptional privacy on multiple sides, an uncommon feature in the heart of Holmes Beach. Enhanced by a new metal roof (2025), newer air conditioning system (2022), storm-rated impact windows and doors, and a newly resurfaced heated pool (2025), this home offers true peace of mind and resort-style living. With weekly rental zoning, this Anna Maria Island real estate opportunity is offered fully turnkey furnished, has recently operated as a short-term rental, and is located just 3 blocks from Anna Maria Island’s sugar sand Gulf Beaches. A perfect blend of island lifestyle with strong investment flexibility. Centrally located in Holmes Beach FL, this quiet neighborhood home is close to restaurants, shopping, coffee shops, and many island attractions. This custom home is far from “cookie cutter.” Custom features include an open-concept layout with 9.5-foot ceilings, soaring tray accents, abundant natural light, luxury vinyl flooring, brand-new carpet in bedrooms, plantation shutters, and a distinctive round formal dining room that captures peaceful and picturesque views down the canal. The chef’s kitchen offers granite countertops and a spacious breakfast bar flowing into the great room, perfect for family nights or an evening of entertaining guests. The private primary suite includes an en-suite bath, a walk-in closet, and continued picturesque views of the canal. Both the primary and additional bedrooms feature built-in closet shelving and organizational systems for added ease. Step outside to a truly rare find in Holmes Beach: an oversized, completely private backyard oasis designed for ultimate relaxation. The outdoor experience begins on the elevated deck, offering the perfect vantage point over the sparkling heated pool, an ideal spot for morning coffee or evening cocktails. Below, a resort-style sunbathing terrace invites you to soak up the sun with plenty of room for intimate outdoor dining or entertaining family and friends. Fully fenced and finished with lush tropical landscaping and low-maintenance artificial turf, this expansive retreat provides the space and privacy rarely found in this area. The property offers convenient access to Sarasota-Bradenton International Airport approximately 40 minutes away, Tampa International Airport about 60-70 minutes, and IMG Academy roughly 25 minutes from the island. Plus a Holmes Beach bonus with City of Holmes Beach boat slip rentals available directly across the street on a first-come, first-served annual lease basis (currently waitlisted) for approximately $750/year.

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

Listing Agent: Brooke Doucett, Llc (941-586-3522)

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

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

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

Remarks: Escape to your own slice of Waterfront Paradise in this old Florida charming 3-bedroom, 3-bathroom ground-level home perfectly positioned on a serene canal in the heart of Holmes Beach. No stairs to climb—just effortless single-story living with direct access to the water and endless outdoor enjoyment. Open-concept living area with traditional Mexican tile that flows seamlessly and includes a modern kitchen featuring stainless appliances, quartz counters, and Spanish tile back splash. Three generously sized bedrooms provide comfort for family or guests, including a primary suite with en-suite bath. Relax in your heated saltwater pool and spa overlooking the canal and nature surrounding. Launch your kayak, paddleboard, or small boat right from your backyard. Enjoy peaceful views of manatees and dolphins gliding by, fish off your dock, convenient fish cleaning station on dock, water and electric on dock. 10,000 lb boat lift for the fisherman, enclosed outdoor shower to rinse off from the beach. Ideal location only TWO blocks from the Gulf of Mexico. A huge bonus is extra parking, one car in the carport and you can fit 6 cars in the driveway! Priced to sell and ready for your personal touch—this canal-front gem won’t last long!

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

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

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

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

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

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

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

Listing Agent: Jessica Batten (941-962-3380)

Remarks: Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $4,200,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.

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

Listing Agent: Cindy Quinn, Pa (941-780-8000)

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

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

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

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: 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: Welcome to "Pineapple Paradise" this luxury duplex is recently renovated and centrally located on Anna Maria Island with over $130k in rental revenue in 2025. This property underwent a full renovation in 2023 with full permits for new windows, electric, ac, and plumbing. This island retreat features a brand new heated saltwater pool and spa nestled among the palm trees with a secluded beach alley access. Each side features it's own kitchen, living and dining area. The gourmet kitchen in both units features quartz countertops, new shaker cabinets and stainless steel appliances. This home is being sold turn-key furnished. Property is currently being used as a vacation rental. Call today for your private showing!

Listing is courtesy of: PINEYWOODS REALTY LLC (813-225-1890)

Listing Agent: Amanda Cornett (941-807-2811)