Courtesy: COASTAL KEY REALTY LLC
941-993-9380
Virtually Staged. JAW-DROPPING, UNOBSTRUCTED BAY VIEWS! Set on one of the highest elevations on the island, this remodeled waterfront condo came through the recent hurricanes without damage. Enjoy sunrises over Sarasota Bay from every room, dolphins and manatees from the lanai, yachts waiting on the Manatee Ave bridge, and birds flying to and from Robinson Preserve. The big-ticket items are DONE: newer HVAC, ductwork, roof, hurricane-rated windows and sliders, and water heater, plus renewed electric and plumbing, high-end lighting, solid wood doors and trim, and a full-size stackable LG washer/dryer. Popcorn ceilings gone! Walk to the beach, dining, nightlife, groceries and more, and skip the seasonal island traffic with a quick trip to the mainland. Dog-friendly community with a heated bayview pool, kayak launch, pickleball and tennis. You won’t find a better view at this price. Come see it!
Courtesy: LISTWITHFREEDOM.COM
855-456-4945
This two bedroom, two bathroom, second floor unit has gorgeous open water views all the way to the Sunshine Bridge. Spacious landscaping, a rare feature with condo developments, compliments the water views. This tranquil oasis is just steps from City Hall, the public park and boat ramp. The property’s shoreline provides fishing opportunities, and the boat slips have direct access to the Gulf. Join the avid pickleball group or take your kayak through the sheltered channels to Bimini Bay and beyond. The Westbay III condominium association has some unheralded features. Built on dredgings from the surrounding canals, it enjoys the highest elevation on the island. Even ground floor units were well above the highest storm surge ever experienced. New roofs were installed on all buildings in 2025. The extensive shoreline is protected by mangroves, avoiding the major expense of maintaining a seawall. Although the majority of owners are seasonal residents there is a tight community spirit with owners ensuring the association remains fiscally sound with condo fees among the lowest for this property..
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Imagine having the beautiful Gulf beaches of Anna Maria Island just a short stroll from your front door. Morning walks along the shoreline, afternoons spent in the sand, and spectacular Gulf sunsets can become part of your everyday routine. Welcome to Turquoise Beach Bungalow, a beautifully renovated coastal retreat where the beach is close, the living is easy, and your own private island sanctuary awaits. Thoughtfully reimagined inside and out in 2024–2025, this charming three-bedroom home brings together the character of old Florida with the comfort and convenience of modern living. Original terrazzo floors provide a timeless connection to the island's past, while an expanded floor plan, beautifully updated kitchen, and approximately 350-square-foot primary suite create a home that lives comfortably and effortlessly. The spacious primary suite is a retreat of its own, complete with a beautifully finished ensuite bath and both indoor and outdoor showers, perfect for rinsing off after a day at the beach. The kitchen features quartz countertops, stainless steel appliances, and generous storage, opening into welcoming living spaces designed for relaxed coastal living. A flexible third bedroom, currently enjoyed as an additional living room, offers room for visiting family and friends. Outside, the experience has become even more inviting. New fencing and thoughtfully added landscaping create a greater sense of privacy and tranquility in the generous backyard, giving this island bungalow a peaceful setting for quiet mornings, outdoor dining, and evenings under the stars. A covered patio extends the living space outdoors, while the expansive yard offers exciting possibilities for a future pool and additional outdoor entertaining areas. Beauty is only part of the story. The extensive renovation also included a new seamless metal roof, fresh stucco exterior, three new AC units, updated systems, new appliances, and a tankless water heater. These thoughtful improvements make this home as practical as it is beautiful, particularly for those seeking an easy, lock-and-leave second home. Set in a peaceful Holmes Beach neighborhood, just a short stroll from the Gulf beaches and the Intracoastal Waterway, the location offers the best of Anna Maria Island living. Centrally positioned between the island's two bridges, you are close to local restaurants, boutiques, and island favorites. Nearby city boat slips on Avenue B may also provide leasing opportunities, subject to availability. Offered turnkey furnished and ready to enjoy, Turquoise Beach Bungalow is an invitation to make island life your own. Whether you are looking for a weekend escape, a seasonal retreat, or a place to spend more time enjoying the Florida sunshine, this is a beach house designed to make every visit feel like a vacation. Come discover how wonderful it feels to have your own place at the beach. Schedule your private showing today.
Courtesy: BARADIT PROFESSIONAL RE ASSOC
727-371-6774
Walk 1 1/2 Blocks to shopping and beach. New furnace, air conditioning, breaker panel, water heater and all new impact windows and doors. Furnished and ready for your renters which can be done weekly. There is NO HOA and no monthly fees. Sellers have a flood insurance policy, fully transferable with 18 months remaining. FULL MASONRY CONSTRUCTION.
Courtesy: PREMIER SOTHEBYS INTL REALTY
941-364-4000
A distinctive bayfront residence with extraordinary possibilities on Key Royale, one of Anna Maria Island's most desirable waterfront neighborhoods. Situated on one-third of an acre with 100 feet of direct, deep-water Tampa Bay frontage, this exceptional property offers sweeping views toward the Sunshine Skyway Bridge, spectacular evening colors reflected across the bay and beautiful western sunsets enjoyed from the new private dock. Across the street, the lush greens of Key Royale Golf Club complete a setting that beautifully combines waterfront and golf course living. Offering 4200 square feet, the existing residence features four bedrooms, four full and two half baths, soaring cathedral ceilings, spacious living and dining areas and a flexible floor plan with generous opportunities for renovation and personalization. Expansive windows and multiple outdoor living areas take advantage of the waterfront surroundings, while the home's generous proportions provide a wonderful foundation for creating a distinctive island retreat. Outdoor features include a 20-by-45-foot swimming pool, a new seawall (2025) and a private dock (2025) with direct access to Tampa Bay. The setting invites boating, entertaining and enjoying the constantly changing waterfront scenery, which includes tarpon, dolphins and manatees. The property experienced water intrusion during the 2024 hurricane and was remediated. Some repairs have been made, offering an opportunity for thoughtful renovation and updates, subject to applicable FEMA and City of Holmes Beach requirements, permits and approvals. Alternatively, the exceptional homesite presents an opportunity to create an entirely new custom waterfront estate tailored to its remarkable views and island setting. Located in the established Key Royale community, just minutes from Anna Maria Island's beautiful Gulf beaches, restaurants and boutiques, this property offers a rare combination of substantial existing living space, exceptional waterfront frontage, golf-course surroundings and future possibilities. Whether beautifully reimagined or newly created, this is an opportunity to enjoy the very best of Anna Maria Island waterfront living.
Courtesy: LIFESTYLE PROPERTIES OF FLORIDA
941-794-0204
Your Anna Maria Island getaway awaits! Just steps from the sugar-white sands and turquoise waters of the Gulf, this beautifully appointed 2-bedroom, 2-bath condo offers the perfect combination of coastal charm, convenience, and island living. Located in The Palms on 34th Street, an intimate four-unit condominium community, this property provides a refreshing alternative to larger condo complexes. Offered furnished, the residence features an inviting, open living space, a well-equipped kitchen with granite countertops and stainless steel appliances, and comfortable accommodations designed for relaxing after a day at the beach. Each unit enjoys the convenience of private laundry and additional storage for all your beach essentials. Spend your mornings strolling along the shoreline, afternoons lounging by the community's heated pool, and evenings enjoying spectacular Gulf Coast sunsets. With the beach just a short walk away, every day feels like a vacation. Whether you're searching for a personal island retreat, a seasonal escape, or an investment opportunity, this property offers outstanding flexibility in one of Florida's most sought-after coastal destinations. With a minimum one-week rental period, the opportunity to enjoy the property personally while exploring rental income potential adds to its appeal. A prime island location, a boutique coastal setting, and the laid-back lifestyle that makes Anna Maria Island so special. Your slice of paradise is waiting!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Welcome to Shell Point, a peaceful and highly desirable waterfront community nestled along Watson’s Bayou and Anna Maria Sound on Anna Maria Island! This beautifully renovated 2-bedroom, 2-bath condo offers a bright, inviting interior with an open-concept layout designed for comfortable coastal living. The updated kitchen is light and airy, featuring charming peek-a-boo views of the bay from the kitchen window. The spacious living and dining area flows seamlessly into the enclosed lanai, where the sliding doors have been removed to create additional living space and greater flexibility for relaxing, entertaining, or creating your own cozy retreat. The generously sized primary suite features a private en-suite bathroom, while the spacious second bedroom is conveniently located near the hallway guest bath. Offered partially furnished, this condo provides a wonderful head start on creating your own island getaway. Select listing photos have been virtually staged to showcase the condo's full potential and help buyers envision how beautifully these spaces can be transformed with light, bright coastal furnishings and décor. Shell Point offers a true resort-style lifestyle with a refreshing community pool, tennis and pickleball courts, shuffleboard, a putting green, kayak storage, and beautifully maintained grounds. One of the community’s most cherished traditions is gathering with neighbors along the waterfront to enjoy Anna Maria Island’s spectacular sunsets. Known for its welcoming atmosphere and tranquil waterfront setting, Shell Point is tucked away in a quieter section of Holmes Beach, yet just a short stroll from the island’s beautiful beaches, local shops, restaurants, and entertainment. Monthly rentals are permitted, offering flexibility for those who may not use their island retreat year-round, and pets are welcome for owners! Whether you're searching for a full-time residence, seasonal escape, or investment opportunity, this beautifully updated condo offers an exceptional opportunity to enjoy the Anna Maria Island lifestyle at an attractive price point. Your affordable piece of paradise awaits!
Courtesy: KELLER WILLIAMS ON THE WATER S
941-803-7522
YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional Top Floor 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.
Courtesy: SATO REAL ESTATE INC.
941-778-7200
The Epitome of Relaxed Elegance on Anna Maria Island. Lovingly cared for and beautifully renovated in 2024, this tropical waterfront retreat blends sophisticated design with the timeless charm of coastal living in a quiet neighborhood setting. Thoughtfully appointed with upscale furnishings and refined finishes, the home exudes understated luxury and effortless island elegance. This spacious three-bedroom residence is among the largest of its kind in Holmes Beach, offering 2,647 sq ft under roof and a large 11,115 sq ft lot. The generous open floor plan features two distinct living areas, and offers flexibility for entertaining, gathering with family and friends, or simply relaxing in your own private retreat. Beautiful interiors easily flow into tropical outdoor living spaces with lush landscaping and a beautiful heated pool / waterfall, creating a tranquil, secluded island oasis. Other key features include all hurricane windows and doors, a complete plumbing repipe, gas fireplace, tropical outdoor shower, kayak storage, all new appliances, and Garrison flood gates. For boating enthusiasts, the waterfront setting is a true highlight. Enjoy deep-water canal access to the Intracoastal Waterway, 68 foot dock with electric and water, a boat lift, and a convenient fish-cleaning station. Whether heading out for a day on the water, exploring the surrounding waterways, watching manatees and dophins, kayaking, paddleboarding, or enjoying an evening sunset cruise, the island lifestyle is right at your doorstep. Feel like enjoying the island? Travel a few short blocks to Anna Maria's sandy white beaches, gourmet restaurants, stunning sunsets, and coastal shopping. Elegant yet inviting, sophisticated yet relaxed, this beautifully maintained home offers a wonderful opportunity to experience the very best of Anna Maria Island living, where coastal charm, exceptional boating, and everyday comfort come together. Click on the link for a revealing virtual tour then call for your private showing today!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!
Courtesy: HUNT BROTHERS REALTY, INC.
941-388-7017
**PRIME ISLAND LOCATION - STEPS TO THE BEACH - HIGHLY DESIRABLE WEEKLY RENTAL ZONING** Experience the best of Anna Maria Island living in this beautifully designed 4-bedroom, 3.5-bath coastal retreat, ideally situated just a short stroll from the pristine Gulf beaches, with dedicated beach access at the end of the street. Surrounded by the island’s celebrated restaurants, charming boutiques, and local attractions, this exceptional location offers the perfect balance of coastal luxury, convenience, and investment appeal. Whether enjoyed as a private island getaway, full-time residence, or income-producing vacation rental, the home offers an enviable combination of lifestyle and versatility. Thoughtfully designed for elevated coastal living, the floor plan seamlessly blends spacious gathering areas with comfortable private retreats. Light-filled interiors, an open-concept layout, and an effortless connection between the living, dining, and entertaining spaces create an inviting atmosphere for family and guests alike. The well-appointed kitchen anchors the main living area, while generously proportioned bedrooms offer comfort and privacy. Further enhancing the home's thoughtful design, provisions were incorporated into the original floor plan to accommodate a future elevator, offering added convenience and long-term flexibility. Outdoors, a private tropical oasis awaits, where lush landscaping surrounds a heated swimming pool, inviting lounge areas, and covered spaces ideal for alfresco dining and entertaining. From leisurely afternoons poolside to relaxed evenings beneath the palms, every element is designed to embrace the laid-back sophistication of island living. Adding to its appeal, the property's highly sought-after weekly vacation rental zoning presents an attractive opportunity for income generation while preserving the flexibility of personal enjoyment. With the Gulf's turquoise waters and powder-soft beaches just moments away, along with exceptional dining, shopping, and convenient island trolley access, this residence places the very best of Anna Maria Island within easy reach.
Courtesy: REAL BROKER, LLC
407-279-0038
EXCEPTIONAL WATERFRONT INVESTMENT OPPORTUNITY ON ANNA MARIA ISLAND! Discover this stunning custom-built waterfront estate in the desirable North Point Harbor community of Holmes Beach. Currently leased and tenant-occupied, this exceptional property offers an attractive investment opportunity with the potential to become your own luxurious island vacation home or private coastal retreat. Situated along the beautiful waters of Key Royale, this impressive two-story residence offers approximately 3,640 square feet of living space, featuring 5 bedrooms, a dedicated office, 4 full bathrooms, 2 half bathrooms, and an attached two-car garage. The spacious open-concept main level features abundant natural light, inviting living and dining areas, and a beautifully appointed kitchen with white cabinetry, stainless steel appliances, a large center island, and picturesque water views. Upstairs, the expansive primary suite, additional bedrooms, dedicated office, and generous family room provide plenty of space for relaxing and entertaining. Two oversized balconies showcase breathtaking panoramic water views and refreshing coastal breezes. A BOATER'S PARADISE! Enjoy a private dock and boat lift with direct deep-water access to Tampa Bay and the Gulf of Mexico, with no bridges to open water. The screened-in swimming pool and waterfront outdoor living areas create the perfect setting for enjoying the Florida lifestyle. Additional highlights include a metal roof, coastal-inspired finishes, and spacious indoor and outdoor gathering areas. Nestled on the highly sought-after northern end of Anna Maria Island, this property offers convenient access to pristine beaches, waterfront dining, boutique shopping, community tennis courts, and the Key Royale Golf Club. Whether you're looking to expand your investment portfolio or secure a future vacation getaway, this extraordinary waterfront property offers the best of island living!
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.
Courtesy: MIKE NORMAN REALTY INC.
941-778-6696
Rarely available 3-bedroom, 3-bathroom turn-key condo in the coveted Sunbow Bay community of Holmes Beach. This spacious, light-filled island retreat features an open-concept floor plan designed for seamless living and entertaining. The expansive living area opens directly to a private porch surrounded by lush tropical landscaping and your own private dock. With three full bedrooms and three dedicated bathrooms, this unique layout offers exceptional privacy for families and guests, making it a perfect primary residence, winter getaway, or rental investment. Sunbow Bay offers premier waterfront amenities, including - Two heated community pools, tennis courts and a fishing pier. Located just minutes from the Gulf beaches, local dining, and the free island trolley, Sunbow Bay combines maintenance-free living with the ultimate Anna Maria Island lifestyle. ALL WINDOWS REPLACED 2014, NEW A/C 2020, NEW DOCK 2022.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-896-9981
Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.
Courtesy: LESLIE WELLS REALTY, INC.
941-776-5571
This is the kind of Florida home that changes the rhythm of everyday life—mornings overlooking the canal, afternoons cruising the Gulf, and evenings entertaining beside the pool beneath swaying palms. Set within the highly desirable waterfront community of Key Royale, this completely renovated 4-bedroom, 4-bath canal-front residence blends relaxed coastal living with striking modern design and exceptional boating access. Inside, soaring ceilings, clerestory windows, expansive glass, and wide-plank wood-look flooring create a light, open atmosphere that feels effortlessly sophisticated. The redesigned kitchen makes a sleek architectural statement with glossy contemporary cabinetry, quartz surfaces, a generous island, stainless steel appliances, an induction cooktop, designer lighting, and a dramatic slab backsplash. Open living and entertaining spaces flow naturally together, complemented by a custom wet bar and seamless access to the home’s outdoor retreats. The primary suite captures peaceful canal and tropical views through oversized windows and sliding glass doors. Its spa-inspired bathroom is a true showpiece, featuring a skylight, freestanding soaking tub, oversized glass-enclosed shower, sculptural floating vanity, warm wood accents, and elegant brass fixtures. Three additional bedrooms and beautifully updated bathrooms provide stylish accommodations for family and guests. Above the garage, the private fourth bedroom features its own entrance and balconies, creating an ideal guest suite, multigenerational retreat, home office, studio, or flexible bonus space. Outdoors, the home feels like a private island resort. Lush tropical landscaping surrounds an inviting pool and expansive brick-paver deck, while the covered screened lanai offers a shaded setting for dining, lounging, and entertaining. Beyond the pool, a manicured canal-side lawn leads to the seawall and private boat lift, placing boating, fishing, paddleboarding, and Gulf adventures directly outside your door. Thoughtful improvements include a new roof, four new air-conditioning systems, updated landscaping, a new garage door, and refreshed garage flooring. A distinctive benefit exclusive to this street, the property’s irrigation is supplied by a private well rather than metered city water, offering the potential for significant ongoing water savings. A brand-new well pump and irrigation system have also been installed, providing added efficiency and peace of mind. The vibrant coastal exterior, brick-paver driveway, mature palms, and layered tropical gardens create memorable curb appeal from the moment you arrive. Ideally positioned near Anna Maria Island’s renowned beaches, waterfront restaurants, local boutiques, and laid-back island attractions, this move-in-ready Key Royale waterfront home offers far more than a beautiful place to live—it offers the freedom to embrace the Florida boating lifestyle every day.
Courtesy: EXP REALTY LLC
888-883-8509
Increasingly Rare Ground-Level Island Living with Pool, Spa & R-2 Rental Potential in the weekly rental zone. One-story, ground-level single-family homes on Anna Maria Island are increasingly difficult to find. This charming and spacious 4-bedroom, 3½-bath home offers approximately 2,479 sq. ft. of living area, a large lot, exceptional outdoor living, and the flexibility of R-2 zoning for weekly vacation/seasonal rental use. This home has been a full time residence for the current owners. Ideally located within easy walking distance of the beautiful, white sand beaches and directly on the free island trolley route and popular holiday parade routes. This home is very quiet inside due to hurricane rated windows and roof insulation. Originally custom built in 1958 and thoughtfully expanded, the home retains its classic beach-cottage character with polished terrazzo floors, original French doors, tongue-and-groove ceilings, charming vintage details, and abundant storage. The spacious kitchen features custom cabinetry and mostly new stainless-steel appliances. A bright Florida room with four sliding glass doors opens to the private pool, spa and lanai. The L-shaped screened lanai is designed for true island living and entertaining, with an outdoor TV, speakers, ceiling fans, multiple seating and dining areas, and a stainless-steel vent hood for the propane grill. The free-form pebble finish pool and spa feature a waterfall, lighting, benches, umbrella table, and recently replaced pump, motor and filter. Solar pool heating/cooling adds to year-round enjoyment. The pool area includes an outdoor half bath and shower, non-slip surfaces, and a hurricane-resistant SuperScreen enclosure. The single-level floor plan and thoughtfully designed primary bath with an oversized walk-in shower, built-in bench and detachable showerhead provide excellent accessibility for those with limited mobility, walkers or wheelchairs. Additional features include a large front porch with swing, circular driveway, oversized garage with workshop, separate golf cart garage, fenced side yard, lush tropical landscaping, raised garden, irrigation system, central vacuum, security system and generous attic storage. Storm conscious improvements include a secured Galvalume roof, impact-resistant triple-pane windows and doors, hurricane-resistant pool screening, foam roof insulation, on-demand hot water, solar pool heating, and generator capability supported by an underground propane tank. Enjoy as a full-time residence, island retreat, or vacation rental or build new. Investor opportunity to own a spacious, ground-level home with a pool, spa, large lot, accessibility, and rental flexibility in the heart of Anna Maria Island.
Courtesy: RE/MAX REALTY UNLIMITED
813-684-0016
Live the ultimate island lifestyle with this rare opportunity to own a separately deeded boat slip in the heart of beautiful Holmes Beach on Anna Maria Island! This is the perfect, low-maintenance solution for local residents, off-water homeowners, or frequent visitors who want all the perks of the Florida boating lifestyle without the premium price tag or upkeep of a waterfront property. Skip the long lines at public ramps and the hassle of trailering; your gateway to the gulf is secure, permanent, and entirely yours. Nestled in Holmes Beach, you are minutes away from exploring the vibrant waters of Tampa Bay, navigating the Intracoastal Waterway, or cruising out into the wide-open Gulf. Holmes Beach is a coastal playground known for its sugary white sands, laid-back charm, and community-centered lifestyle. Owning your own slip unlocks everything that makes this town world-famous. Spend your mornings flats fishing for redfish, your afternoons sandbar-hopping at Passage Key, and your evenings treating family and friends to a true "dock-and-dine" experience at local waterfront restaurants.
Courtesy: REALTY MARK ASSOCIATES
561-245-5400
Virtually Staged. Three-bedroom Anna Maria Island beach home, 300 steps to the island's world class beaches! This Holmes Beach retreat, located on Anna Maria Island, is ready and waiting for you! Discover this fully updated, bright and airy split plan, three-bedroom home spanning over 1,100 square feet under air as well as additional footage with carport and large screened in lanai. Thoughtfully designed with open living space combining the kitchen and living room areas. While still close to the beach, this home is located on a quiet cul-de-sac, yet far enough away from noisy Gulf Drive to be peaceful and sits right in the Island’s sweet spot between the Cortez and Manatee Bridges, providing easy access on and off the island. You’re just a short walk or golf cart ride away from white sandy beaches, restaurants, shops, and a convenient free trolley stop. You will see all properties were not created equal as you step into your own tropical, completely private backyard oasis with no neighbors to worry about peering into your life. Complete with screened in lanai, wet bar and highly sought after southern exposure. Bask in the sun, don't sit in the cold shadows with subpar exposure. Enjoy a beautiful, heated saltwater pool equipped with sprayers, fountains, and a sun platform for ultimate relaxation. A multilevel waterfall pond adds to the tranquil atmosphere, featuring a charming bridge that leads you over the pond directly to the gorgeous pool area. This expansive 9,000-square-foot lot is enhanced by landscaping stones, providing ease of maintenance. The home features a metal roof and impact windows for peace of mind. It boasts 2025 appliances, including a washer and dryer, along with all-new cabinetry and quartz countertops in both the kitchen and master bath. Fresh paint and 5-inch base molding through-out complete the modern look and feel. This property is offered turnkey furnished and is rental ready for monthly stays. RV and boat parking allowed! There is nothing to do here but relax and enjoy your surroundings: take a dip in the pool, stroll to the beach, indulge in the varied dining options from tiki bars to fine dining. Enjoy the manatees and dolphins playing in the canal across the street and parrots flying overhead! Immerse yourself in all the serenity and joys this beautiful island has to offer. Whether you’re seeking relaxation or adventure, this home provides the perfect base for enjoying Anna Maria Island’s unique charm and vibrant lifestyle. All NEW in 2025, Washer, Dryer, Refrigerator, Range, Dishwasher, Microwave, High Velocity Range Hood, Pool Heater, Pool Pump, Water Heater, Kitchen Cabinets and Quartz Countertops, Master Bath Cabinets and Quartz Countertop, Guest Bathroom with New Vanity and Top, All Furniture and Bedding. Impact Windows installed 2021 and 2022, Metal Roof installed 2018. Owner financing possible.
Courtesy: KELLER WILLIAMS SOUTH TAMPA
813-875-3700
Under contract-accepting backup offers. Welcome to Your Income-Producing Slice of Paradise in Holmes Beach! Discover the perfect blend of beachside living and investment potential with this elevated, multi-level 2-bedroom, 2-bathroom condo in one of Florida’s most desirable beach destinations. Ideally suited for vacation rental use, this property offers an appealing opportunity for investors seeking a property in the sought-after Anna Maria Island market. Designed with both owners and guests in mind, the main living level features an open-concept layout that creates a welcoming space for relaxing and entertaining after a day at the beach. A full bathroom on the main level adds convenience, while the upper level offers two bedrooms and a second full bathroom, providing a comfortable separation between living and sleeping spaces—an attractive feature for vacationing couples and families alike. Just moments from the beautiful Gulf beaches, guests can enjoy the island’s sandy shores, sparkling waters, and unforgettable sunsets. Shopping, dining, and local attractions are also conveniently nearby, making it easy to experience everything Anna Maria Island has available. Enjoy peace of mind with numerous recent updates and improvements, offering a refreshed, move-in-ready experience for the next owner. RECENT IMPROVEMENTS INCLUDE: New Roof: 2024 LVP Flooring: 2022 Interior Paint: 2025 Refrigerator & Range: 2025 Dishwasher: 2026 New Pool Equipment: 2024 Pool Refinishing: 2026 Updated Kitchen & Bathroom Countertops: 2026 Full-Size Washer & Dryer: 2026 Water Heater: 2025 Elevated construction offers added peace of mind against interior flooding. The condo unit has sustained no hurricane damage. Whether you’re looking to expand your investment portfolio, establish a vacation getaway, or enjoy a combination of personal use and rental income, this Holmes Beach condo offers an appealing opportunity to own a piece of island paradise.
Courtesy: ELEVATE HOME REALTY LLC
941-799-0525
Pool. Porch. Solar. Island. Welcome to 264 S Harbor Dr, where the Anna Maria Island lifestyle comes standard. Step out back and it’s all there: a sparkling private pool framed by a paver deck, a fully fenced yard, and a covered upper-level porch made for coffee at sunrise and sunsets with a view of the sky. This is the Florida outdoor space folks dream about, and it’s already built, finished and ready to enjoy. This elevated 3-bedroom, 2-bath home is bright, airy and move-in ready. Recently updated flooring flows throughout, the bathrooms have been refreshed, and the kitchen features stone countertops and a large center island with plenty of room to gather. The covered porch extends your living space outdoors, giving you a spot to relax in nearly any weather. Rooftop solar panels help keep energy costs in check, a smart upgrade you’ll appreciate month after month. Two-car garage / ground-level storage gives you room for bikes, paddleboards, beach chairs and everything else that comes with island life. And then there’s the location. You’re in the heart of Holmes Beach, a short bike ride from gorgeous sand, with island restaurants, coffee shops and sunset spots close by. S Harbor Dr neighbors have access to a nearby boat ramp, so Gulf and bay adventures are never far away. Whether you’re picturing a full-time island home or a seasonal retreat, this one puts the pool, the porch, the solar and the location all in one package. The photos show the details. The feeling of walking in is something you have to experience. Come see what everyone’s been missing. Schedule your private showing today.
Courtesy: SATO REAL ESTATE INC.
941-778-7200
Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.
Courtesy: RE/MAX ALLIANCE GROUP
941-758-7777
Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.
Courtesy: SATO REAL ESTATE INC.
941-778-7200
“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!
Courtesy: RE/MAX ALLIANCE GROUP
941-758-7777
A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.
Holmes Beach is located in Florida. Holmes Beach, Florida has a population of 3,132. Holmes Beach is less family-centric than the surrounding county with 14.6% of the households containing married families with children. The county average for households married with children is 21.81%.
The median household income in Holmes Beach, Florida is $78,311. The median household income for the surrounding county is $64,964 compared to the national median of $69,021. The median age of people living in Holmes Beach is 64.1 years.
The average high temperature in July is 90.5 degrees, with an average low temperature in January of 52.4 degrees. The average rainfall is approximately 53.4 inches per year, with 0 inches of snow per year.
