Holmes Beach Homes For Sale & Real Estate - 168 homes

Remarks: Welcome to Palm View Lakehouse in Holmes Beach. This fully renovated 2-bedroom, 2-bath ELEVATED half duplex was updated in 2022 and allows for weekly rentals, offering excellent investment potential with nearly $50,000 in year-to-date bookings and almost to $60,000 in bookings in 2024, plus several bookings already secured for next year. The home features luxury vinyl plank flooring throughout, granite countertops, stainless steel appliances, and IMPACT windows and doors, with both bathrooms updated with new tile and vanities. Outside, enjoy a PRIVATE heated saltwater pool, along with a DOCK added in 2023 where you can fish, kayak or paddleboard. Other recent improvements include a AC in 2021 and new garage door in 2025. Close in proximity to the Gulf beaches, dining, and shopping, this property blends island living with convenience and comfort.

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

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

Remarks: Pre-Construction. To be built. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10000 closing cost credit for the first buyer to move forward. A big splash for Green Street Builders into the Holmes Beach market. They bring 35+ years of experience, and refreshing coastal elegance at a more affordable price point. Not everyone has $10 million for a beach home, we think you'll like these offerings. This plan has 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with cathedral-like ceilings. Quartz waterfall counters, modern sleek cabinets, lots of glass. Same stuff everyone likes in new construction, just more obtainable. We step outside to the deck overlooking the pool area. Under-roof, a massive, shaded entertaining space. Room for Ping Pong, dining, other games, a great TV set up, lounging, or however you see it. It's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. See all bedrooms and living areas in attached floor plan.

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

Listing Agent: Jason Skowronski (941-812-6090)

Remarks: Discover an unparalleled living experience in this architecturally stunning island residence, meticulously renovated in 2022 by Richard Haas of Haas Modern Architecture & Design with bespoke floating stairs seamlessly blending cutting-edge design with luxurious amenities, all set against the backdrop of serene harbor views and near pristine beaches. Modern comprehensive renovation infrastructure: Taken down to the blocks then completed with new electrical and plumbing systems, a robust beam and poured cement, Level 5 finish walls and a high-grade GAF underlayment roof, ensuring durability and peace of mind. This unique location is one of only two homes offering boatable water access and beach views, with the pristine shoreline just two blocks away. Direct harbor access includes a new 2024-installed dock with a Golden boat lift supporting up to 16,000 pounds and 35-foot boats. The 2022 harbor dredging is ideal for maritime adventures. The kitchen boasts sleek quartz countertops, a JennAir six-burner gas stove, top-tier JennAir appliances, and elegant ceiling-reaching cabinets with a walk-in pantry ideal for culinary enthusiasts. Integrated remote-controlled blinds, custom Lyteworks ceiling fans, stunning tile throughout the home and an elevator ensure convenience and comfort at every turn. Plenty of space to add a custom pool, generator-ready setup, 250-gallon buried gas tank, two 21 SEER air-conditioning units for the upper floors and a split air-conditioning unit for the ground level, saltwater softener and two instant water heaters. Luxurious baths to indulge in spa-like settings featuring rain showers, quartz finishes, all Toto toilets, and in the primary bath a smart Toto washlet plus toilet in a private water closet, boasting dual sinks, multiple showerheads and an expansive walk-in custom-built closet. The views are memorable as you wake up, spend your day and go to rest. This property stands as a unique sanctuary, combining design, premium amenities and an enviable location for the discerning homeowner. With a certification of completion date of 2022 meeting the new codes of 2021, beneficial for insurance, this residence is more than just a home, it’s a testament to refined living, offering a harmonious blend of luxury, innovation, an extraordinary island sanctuary designed for those who demand the best.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)

Listing Agent: Shellie Young, Pa (941-713-5458)

Remarks: PRIME LOCATION | BRAND NEW RENOVATIONS | ELEVATED-LUXURY-LIVING | ELEVATOR | FENCED SALTWATER POOL | MOVE-IN READY | Located on a peaceful street and embraced by the natural beauty of a mangrove preserve, this elevated coastal residence delivers privacy, modern luxury, and a coveted Holmes Beach lifestyle. Thoughtfully renovated over seven months between 2023 and 2024 with the owners investing $275,000 in premium renovations and high-end additions, the home blends timeless design with state-of-the-art upgrades—creating a tranquil retreat just moments from award-winning Gulf beaches, local dining, and island conveniences. Inside, sunlit living spaces showcase elegant finishes and open-concept design. The kitchen is a modern showpiece, featuring sleek granite countertops, white shaker cabinetry, under-cabinet lighting, and a reverse osmosis water system. Two spacious bedrooms and two spa-inspired bathrooms offer comfort and style, complemented by plantation shutters, smooth ceilings, and a whole-home water filtration system. No detail has been overlooked—from new electrical wiring and panel with underground service to a NEW GARAGE DOOR AND OPENER (2025) and a fully accessible 750-LB CAPACITY ELEVATOR for effortless living. Outdoors, a private fenced backyard oasis invites relaxation with a BRAND NEW ELEVATED SALTWATER POOL (2025) surrounded by lush tropical landscaping enhanced with $20,000 in new plantings, including orange trees and lavender bushes. The serene mangrove backdrop ensures rare tranquility, natural beauty, and panoramic views from your bedroom. The lower level includes a TWO-CAR TANDEM GARAGE and an additional 480 SQUARE FOOT BONUS ROOM with durable polyaspartic-coated flooring. Currently serving as a spacious room for entertainment this can easily be turned into a gym or extra office space—plus an outdoor shower and additional storage. Zoned for MONTHLY VACATION RENTALS and already having a strong rental history, this property offers both investment appeal and a luxurious personal retreat. Located minutes from the Manatee Bridge, Bridge Street, and the North End of Anna Maria Island, this Holmes Beach jewel captures the essence of refined coastal island living. Don’t miss your slice of paradise — schedule your private tour today!

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Dean Hinterstoisser (941-726-0314)

Remarks: Pre-Construction. To be built. 45% down, 10% at drywall, the rest not due until Certificate of Occupancy, and a $10000 closing cost credit for the first buyer to move forward. A big splash for Green Street Builders into the Holmes Beach market. They bring 35+ years of experience, and refreshing coastal elegance at a more affordable price point. Not everyone has $10 million for a beach home, we think you'll like these offerings. This plan has 4 defined sleeping areas per side (including an open air loft), high-functionality, and open concept design with cathedral-like ceilings. Quartz waterfall counters, modern sleek cabinets, lots of glass. Same stuff everyone likes in new construction, just more obtainable. We step outside to the deck overlooking the pool area. Under-roof, a massive, shaded entertaining space. Room for Ping Pong, dining, other games, a great TV set up, lounging, or however you see it. It's a lush, tropical, vacation themed setting for you to enjoy... or for your guests to come back to year after year. See all bedrooms and living areas in attached floor plan.

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

Listing Agent: Jason Skowronski (941-812-6090)

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: **Seller is offering a $25,000 incentive for a contract closed before June 1st!** Discover a rare opportunity in Holmes Beach: a fully renovated four-bedroom, three-bathroom waterfront home offering immediate access to the Intracoastal Waterway and the Gulf of America, along with direct beach access just steps away. Every element of this property is brand new, creating a true turnkey residence equally suited for personal enjoyment or investment. Set on a deep-water canal with no bridges to open water, the home is designed for effortless boating. The composite dock and electric boat lift allow for quick departures to the Gulf, while the brand-new pool anchors a private outdoor setting ideal for entertaining or quiet relaxation. Whether returning from a day on the water or an afternoon at the beach 2 blocks away, the outdoor spaces are designed to complement the island lifestyle. Inside, the renovation reflects a clean, modern coastal design with thoughtful functionality throughout. Four spacious bedrooms and three beautifully appointed bathrooms provide flexibility for hosting family and guests. Upgrades such as instant hot water at every faucet and an EV-ready charging connection add everyday convenience, while the garage offers valuable storage (an increasingly important feature on Anna Maria Island) plus potential for a future ADU conversion (buyer to verify zoning, permits, and feasibility). Holmes Beach remains one of the most desirable enclaves on Anna Maria Island, known for its walkability, local dining, boutique shopping, and relaxed sophistication. With monthly rentals permitted, this home offers exceptional versatility as a primary residence, seasonal retreat, or income-producing property. Completely updated, impeccably located, and ready for immediate occupancy and with all furniture available for separate purchase, it represents island living at its finest.

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

Listing Agent: Banning Tibbetts (941-713-5663)

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: 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: Wake up to the sound of waves and endless Gulf views in this beautifully situated two-bedroom, two-bath condo directly on the Gulf of Mexico. Step outside and onto the coveted, sugar-soft sandy beaches that make this area so sought after—perfect for morning walks, sunset strolls, and carefree beach days. Inside, the condo features a newly renovated kitchen that’s both stylish and functional, ideal for entertaining or preparing meals after a day at the beach. The thoughtfully designed layout offers comfortable living spaces and bedrooms with excellent privacy, plus the convenience of an in-unit laundry facility for effortless everyday living. Additional highlights include downstairs storage, perfect for beach chairs and gear, along with underground parking for added peace of mind. Located just minutes from shopping, restaurants, and local dining favorites, this condo perfectly balances relaxed beachfront living with easy access to all the best the area has to offer. Whether you’re seeking a full-time residence, a vacation escape, or an investment opportunity, this Gulf-front condo delivers the coastal lifestyle everyone dreams of. 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: One or more photo(s) has been virtually staged. This incredible home is built like a fortress. This architect designed concrete tri-level residence was constructed with artistry and represents a masterpiece of strength framed by a concrete girdle wrapped around solid pilings. Wake up to the scent of salt in the air and the sound of waves just steps away, this is not a vacation, this is your everyday! Picture yourself walking barefoot at the beach just about 500 feet from your home, everyday! The European 2 person elevator glides you through 2262 square feet encompassing 3 bedrooms, 2 bathrooms, an open kitchen, dining room and multiple living areas to the rooftop retreat where Gulf views await stretching endlessly Westward. The details of this home are custom for this one of a kind beach residence. Features include richly hued cherry wood floors, a 2025 primary bathroom shower conversion, electric roll-down hurricane shutters for peace of mind, a 2024 newer roof, a 2025 hurricane rated garage door and poured in place concrete exterior stairs located on the North and South.. Utilities are located underground. Enjoy Caribbean quality sunsets night after night over the gulf for jaw dropping vistas. Step onto one of the breezy balconies with your morning coffee for an incredible way to begin your day! At day's end, climb on up again to your private rooftop perch, kick back and inhale the sea air. Whether you're lounging in the living areas, gathering with friends in the family room, taking in panoramic views of the Gulf or taking the elevator down for a barefoot walk on the shoreline to collect shells and watch the sunset you'll be living your life like a vacation - every day! Be sure to check out the 3D Virtual Tour. One or more photo(s) has been virtually staged.

Listing is courtesy of: WAGNER REALTY (941-761-3100)

Listing Agent: Sherry Flathman (941-592-3433)

Remarks: Effortless Island Living at this elevated 3BD/2BA home, where breezy interiors and sunlit spaces create the perfect island escape just steps from the sand. Located in a highly desirable weekly rental zone, this property offers exceptional flexibility and income potential. Inside, the living and dining area welcomes you with abundant natural light and easy access to the expansive front deck. The kitchen features generous counter space and a breakfast bar, making entertaining effortless, while the split bedroom layout provides comfort and privacy. Downstairs, an oversized garage delivers convenience with tandem space for up to four vehicles, along with plenty of room for beach gear, bikes, and additional storage. The low maintenance outdoor space lets you spend more time enjoying the coastal lifestyle, whether you're heading out for sunset walks or relaxing in the ocean breeze from the deck. With its unbeatable location, strong rental appeal, and inviting coastal feel, this property checks lots of the boxes. Bring your decorator touches and create your personal island vibe. Easy access on and off the island, close to shopping, dining, a trolley stop and the beach is right at your back door. What more or you waiting for? Make this your perfect little slice of island life!

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

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

Remarks: Beach Vibes! This secluded island retreat offers a relaxed, easygoing vibe just a few blocks from the soft sands of the beach. You can settle right in and enjoy the fresh updates, including a brand-new metal roof and a refreshed interior featuring a 2-bedroom, 2-bathroom layout. The living space is bright and airy, with hard-surface flooring throughout and no carpet to worry about after a day by the water. The kitchen is ready for your favorite recipes with stainless steel appliances and neatly painted cabinets. Outside, the wrap-around deck provides a great spot to catch a breeze, while the covered front porch and large paver driveway offer plenty of room for vehicles and visitors. Tucked away on a quiet residential street in Holmes Beach, you are perfectly positioned near local shops, favorite dining spots, and the island’s grocery store. This is a wonderful chance to own a piece of paradise in a central yet peaceful location.

Listing is courtesy of: REDFIN CORPORATION (617-458-2883)

Listing Agent: Marcia Van Ginhoven (704-497-0664)

Remarks: Waterfront Deal Just Got Even Sweeter—Price Improvement! Luxury 5 Bedroom Waterfront + Dock | 3-Min Walk to Beach -Exceptional waterfront retreat perfectly positioned in the heart of Anna Maria Island. Just a three-minute stroll to the soft sugar sands of Manatee Beach, this stunning five-bedroom, three-and-a-half-bath residence delivers coastal luxury at every turn—complete with a private dock with ladder where manatees often glide by, a heated pool and spa, and a show-stopping rooftop deck with Gulf and Bay views. Designed for unforgettable gatherings, Coral Castle seamlessly blends upscale comfort with relaxed island charm! Outdoor Living at Its Finest, the rooftop deck is the crown jewel of Coral Castle—offering breathtaking sunrise and sunset views over both the Gulf and Bay. Start your mornings with coffee and ocean breezes or unwind in the evening with a cocktail as the sky glows in brilliant island hues. The tropical backyard is a private sanctuary featuring a heated pool, spa, lounge seating, and outdoor grill, perfect for post-beach relaxation or entertaining under the stars. From the private dock, enjoy peaceful water views—and keep watch for friendly manatees passing by, an unforgettable hallmark of island living. Stylish Interiors Made for Comfort-Step inside to a bright, open-concept living space filled with natural light and coastal elegance. The living room offers plush seating, a flat-screen TV, and sliding glass doors that open directly to the outdoor patio—blurring the line between indoor and outdoor living. The chef-inspired kitchen is fully equipped with stainless steel appliances, generous counter space, and a wine fridge, making meal prep effortless. Gather inside at the dining table or dine alfresco beneath the covered patio for a true island experience. Sleep in Luxury- Primary Suite: King bed, private balcony, vaulted shiplap ceiling, walk-in closet, spa-style ensuite with soaking tub and walk-in shower; Second Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Third Bedroom: King bed, Jack-and-Jill bathroom with walk-in shower; Fourth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo; and Fifth Bedroom: Full bed, Jack-and-Jill bathroom with shower/tub combo. Prime Island Location- Enjoy peaceful mornings fishing from the dock or take a short drive to Pine Avenue and Bridge Street, where you’ll discover charming boutiques, local dining, and island favorites. Whether your days are spent boating, lounging by the pool, or soaking in rooftop views, Coral Castle delivers the perfect balance of relaxation and adventure. Every detail is designed to create lasting memories—from manatee sightings to sunset cocktails on the rooftop. This is more than a stay—it’s a true Anna Maria Island experience. Currently operating as a vacation rental with solid history and a strong start to 2026—ideal personal-use + income opportunity.

Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)

Listing Agent: Shauna Ruby (941-544-2070)

Remarks: ~~~~~~PRICE DROP~~~~~~~~ The time to buy your beach house is NOW!! Welcome to Turquoise Beach Bungalow, a thoughtfully reimagined island retreat designed for effortless second-home living. Completely renovated inside and out in 2024–2025, this home blends timeless island character with modern comfort, quality craftsmanship, and true lock-and-leave ease. From the moment you arrive, everything has already been done for you. A new seamless metal roof, fresh stucco exterior, updated systems, all-new appliances, three new AC units, and a tankless water heater provide peace of mind when you are away and comfort when you are here. Inside, terrazzo floors set a relaxed coastal tone throughout the open and expanded layout. A newly added approximately 350-square-foot primary suite offers a private retreat with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect after a day at the beach or for enjoying quiet island evenings. The remodeled kitchen features quartz countertops, stainless steel appliances, and generous storage, flowing easily into the main living areas and a flexible third bedroom currently used as a second lounge space. The laundry room is conveniently located just off the patio, ideal for beach days and easy transitions indoors. Outdoors, a covered patio creates an inviting space to relax or entertain, while the oversized backyard offers ample room to add a pool and expansive outdoor living area. Whether you envision quiet mornings, sunset gatherings, or extended seasonal stays, the space is ready to adapt to your lifestyle. Set in a peaceful neighborhood just a short walk to the Gulf beaches and the Intracoastal Waterway, the location balances privacy with convenience. Centrally positioned between the island’s two bridges, you are close to shops, dining, and island favorites. An added bonus is the opportunity to lease nearby boat slips through the City of Holmes Beach, just a block away on Avenue B. Being sold turnkey furnished, Turquoise Beach Bungalow is ready for you to arrive, unwind, and enjoy island life from day one. Schedule your private showing and experience how seamless owning a second home can be.

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

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

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: Tucked away in a quiet area of the island in a lush, tropical setting just moments from the beach, this beautiful 5BD/4BA residence captures the essence of coastal living with effortless style and thoughtful functionality, offering an exceptional opportunity in a desirable weekly rental zone. Framed by swaying palms and vibrant landscaping, the home welcomes you into a light-filled interior where a spacious living room with soaring ceilings, elegant plantation shutters, and a cozy gas fireplace creates an inviting space to gather and unwind. The open flow continues into a well appointed kitchen equipped with everything the family chef could want including a dining nook, but that family chef will love the scullery area with an additional stove and dishwasher for all the family gatherings. The scullery opens to the exterior where the outdoor grill and pizza oven are right at your finger tips. Two ensuite bedrooms, including a serene primary suite, offer comfort and privacy, while the remaining spacious bedrooms provide generous accommodations for the whole family. Step outside to a private pool area designed for soaking up the Florida sunshine, featuring a pool chiller for year-round comfort and surrounded by ample space for lounging and entertaining, along with two convenient outdoor showers. Practical features abound with natural gas service, a whole house generator, a durable metal roof, impact windows and more. There is also an exterior storage shed for all the beach toys, and abundant parking including two circular driveways on this corner lot. Located in the heart of Holmes Beach this location can’t be beat with a short walk to local shops, eateries and most importantly the sugar white sand and turquoise gulf waters.

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

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

Remarks: Stunning Fully Remodeled Canal-Front Oasis in Prestigious Key Royale! Welcome to your slice of paradise, a beautifully reimagined 3-bedroom, 3-bathroom waterfront retreat on exclusive Anna Maria Island. This coastal gem has undergone a complete remodel, blending contemporary luxury with relaxed island living in the sought-after Key Royale community, home to the island’s only private golf course and just moments from pristine Gulf beaches. Step inside to discover an open, light-filled floor plan with high-end finishes throughout: sleek new kitchens with premium appliances, elegant quartz countertops, and custom cabinetry; spa-like bathrooms featuring designer fixtures and walk-in showers; and spacious bedrooms offering serene comfort. Every detail has been thoughtfully updated for effortless Florida living. Outside, your private backyard paradise awaits – a sparkling heated pool and spa with a chiller for year-round enjoyment, perfect for cooling off on warm summer days or soaking under the stars. The expansive lanai provides ample space for outdoor dining, lounging, and entertaining while overlooking the serene canal. Boaters will love the direct canal access with a 12,000 lb boat lift and private dock with electric– ideal for quick runs to the Gulf, fishing, or exploring the Intracoastal waterways. No bridges to the bay means easy outings! Located in the heart of Holmes Beach on Anna Maria Island, you’re just minutes from world-class white-sand beaches, charming restaurants, boutique shops, and the laid-back vibe that makes this area a top vacation and year-round destination. Schedule your private showing today!

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

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

Remarks: STEPS FROM THE GULF – LUXURY SIX-BEDROOM COASTAL RETREAT IN HOLMES BEACH | Discover Summer’s Retreat, an architectural masterpiece where luxury meets the legendary white sands of Anna Maria Island. This remarkable six-bedroom, six-and-a-half-bath coastal estate represents one of the island’s most coveted properties—a rare find featuring six private en-suite bedrooms that seamlessly blend family sanctuary with proven investment excellence. Step into an oasis of sophisticated design where every detail has been thoughtfully curated. The expansive open-concept living space flows effortlessly from room to room, bathed in natural light that dances across premium finishes. The gourmet chef’s kitchen stands as the heart of the home, showcasing lustrous quartz countertops, professional-grade stainless steel appliances, and an impressive bar-top island that beckons both intimate conversations and grand celebrations. Four private balconies serve as personal retreats, each capturing the gentle Gulf breezes and offering front-row seats to nature’s daily theater. Crown this experience atop the spectacular rooftop deck, where panoramic sunsets paint the sky in brilliant oranges and pinks over the endless Gulf waters. The outdoor experience rivals any world-class resort. Immerse yourself in the heated saltwater pool with its luxurious sun shelf, perfect for lounging with a morning coffee or evening cocktail. The therapeutic spa provides the ultimate relaxation after days spent exploring island treasures. Tropical landscaping creates an intimate paradise, while the expansive covered patio transforms into an entertainer’s dream. The dedicated outdoor dining area and professional grilling station make every meal an event, whether hosting friends or enjoying quiet family moments under the stars. Location is everything, and Summer’s Retreat delivers the extraordinary. Literally steps across the street from pristine Manatee Beach access, your morning walk to sugar-sand shores takes mere moments. The vibrant Anna Maria Island Beach Café becomes your neighborhood gathering spot, while playgrounds ensure endless fun for families. The island’s charm extends beyond your doorstep—boutique shops, acclaimed restaurants, and the complimentary island trolley create a car-free lifestyle where every amenity is within reach. This isn’t just a home; it’s a gateway to the Anna Maria Island experience. Summer’s Retreat has established itself as a premier vacation rental destination, consistently generating exceptional returns for discerning investors. The unique combination of six en-suite bedrooms, luxury amenities, and unbeatable location creates unparalleled demand among visitors seeking the ultimate island experience. This property offers the rare opportunity to enjoy your own slice of paradise while building wealth through one of Florida’s most sought-after rental markets. Whether you envision lazy mornings on private balconies, sunset celebrations on your rooftop deck, or poolside gatherings with loved ones, Summer’s Retreat transforms every day into a vacation. This is more than a home—it’s your personal resort, your investment sanctuary, and your gateway to the incomparable Anna Maria Island lifestyle. Experience the extraordinary. Your coastal legacy awaits.

Listing is courtesy of: ENGEL & VOLKERS ST. PETE (727-295-0000)

Listing Agent: Leisa Mohler-Erickson (239-789-7106)

Remarks: Come make your island dream a reality! This updated 3 bed/2 bath coastal charmer is just steps to the sugar sand beach, with a heated, salt water pool with full spa features! Create your own style in this cute cottage, where the hard work has already been done for you! New Luxury Vinyl Plank throughout, fresh paint, new doors, new bathrooms, new cabinetry and new appliances, means nothing left for you to do but add your personal styling! Bring your coastal creativity and create the perfect décor for you! You will love the ease of relaxing in your open family room and cooking in your updated kitchen with breakfast bar! With 3 bedrooms and a split floor plan, you have room for guests while enjoying the privacy of your own en suite. Make this your full time island escape or enjoy the benefit of income from the short term rentals that are allowed on this quiet street just steps to the soft sand of the Gulf beach! Priced to move, so you can make it your own, this one is ready to make your beach house dream come true!

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

Listing Agent: Erin Leathem (941-448-5616)