Courtesy: KELLER WILLIAMS ON THE WATER
941-729-7400
Spacious 4 bedroom 3 bath elevated home Anna Maria Island! NEW ROOF 2025! This spacious elevated home offers 2 floors of living space. The bottom floor includes covered parking and a large area for play or storage for your beach gear. The second floor has a large family room with vaulted ceilings that centers around a stone wood burning fireplace & lots of natural light. There is also a separate dining room, kitchen, laundry, double master en-suite bedroom and a 2nd bedroom. The third floor has a large master en-suite bathroom and a 4th bedroom. Spacious garage & storage rooms with large fully enclosed yard with 6' vinyl fence & plenty of room for a pool. This home is conveniently located just 2 blocks from the sugar sand beaches of Anna Maria Island & located 1 b block from the free island trolley. Within 1 hour of 3 major airports: Tampa International, Sarasota/Bradenton & St Pete/Clearwater, walking distance to shopping, dining & island attractions.
Courtesy: SAVVY AVENUE, LLC
888-490-1268
Welcome to your private coastal retreat, where luxury, functionality, and waterfront living come together seamlessly. This beautifully remodeled 3 BD, 3 BA residence is being sold furnished, showcasing high-end finishes throughout and exceptional indoor-outdoor living. The highly sought after ground level living is even more attractive with the security of a JMI Flood Prevention system that was professionally installed in 2025. Each door opening and garage are protected. Step inside to the open-concept living/dining and kitchen area. Your attention is immediately drawn to the stunning 4" live edge slab island that is perfect for entertaining. Just as beautiful is the wood cabinetry, sleek quartz counters, gas range, designated wet bar with wine fridge and ice maker. As you step from inside to outside, the living space flows effortlessly into multiple outdoor living areas. Enjoy sunset views from your large private dock, perfect for fishing or just relaxing while watching dolphins and manatees pass by. Boating/kayak enthusiasts will appreciate the 10,000-lb boat lift and private kayak/SUP launch. Enlarged dock also includes electricity and fresh water access. The outdoor space is a true island oasis featuring a saltwater pool and spa, lush/mature tropical landscaping, that is also illuminated with professionally installed lighting in both front and back. A large cabana with a fully built-in outdoor kitchen, ideal for entertaining, completes the outdoor living space. Recent upgrades include a brand new A/C system and tankless hot water heater. A 250 gallon buried propane tank services the pool heater, outdoor grill, hot water heater and 5 burner stove. Other upgrades include a new metal roof and all new impact rated windows and slider doors. All original cast iron plumbing has been replaced along with new electrical underground wiring and panel. Perfect as a primary residence, vacation retreat, or investment property, this home delivers the ultimate in luxury canal-front living on Anna Maria Island.
Courtesy: ANNA MARIA ISLAND BEACHES RE
941-567-5234
Anna Maria Island Coastal retreat, located west of Gulf Drive and only two blocks to the beach, offers the perfect blend of luxury, comfort, and investment potential. Featuring four bedrooms and three and half bathrooms and a bonus living area, this home has potential as a primary residence, vacation getaway, or income-producing property. The open concept interior showcases high ceilings, tile floors throughout, and a kitchen complete with granite counters, solid wood cabinetry, stainless steel appliances, and a large granite island ideal for entertaining. The spacious bedrooms offer large walk-in closets, while the bathrooms feature large tile showers, and the primary suite includes a relaxing jacuzzi tub. Three decks provide space for entertaining or sunset viewing. Outdoor living shines with a private tropically landscaped yard, heated pool and a fun tiki bar complete with TV, creating a true island oasis. The lower level features a two car garage with epoxy floors, storage area for beach equipment and a bonus game room. An elevator shaft offers the potential of future elevator installation. Close to world class beaches, dining, and shopping, this home has it all, capturing the ultimate Anna Maria Island lifestyle.
Courtesy: FLAT FEE MLS REALTY
813-642-6030
Welcome to your slice of island living in the heart of Holmes Beach. Perfectly positioned on a deep-water canal, this 2- bedroom, 2-bath ground-level home offers the ultimate Florida lifestyle for boaters and beach lovers. With a 60-foot dock equipped with water and electric, a 10,000 lb boat lift, you can launch your boat, kayak, or paddle board directly from your backyard. Southern exposure bathes the property in warm natural light, making the winter months especially enjoyable while enhancing outdoor living year-round. Inside, the home is thoughtfully designed for comfort and efficiency, featuring Simonton Storm Seeker high-impact windows throughout, contributing to low maintenance and utility costs. Step outside and enjoy island-style living with a covered pergola and patio, plus an enclosed outdoor shower to rinse off after a day on the water or at the beach, which is three blocks away. Whether you’re searching for a full-time residence, vacation home, or investment opportunity, this canal-front gem delivers the best of boating, beach access, and easy island living in one exceptional property.
Courtesy: ANNA MARIA LIFE REAL ESTATE
941-567-6253
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.
Courtesy: COASTAL CONNECTION REALTY
941-896-9991
Rarely do units of this square footage, and amenities, come on the market. The home features 1320 Square feet of living above a finished first floor area with two large rooms and and a third full bath, The under roof garage has a separate large laundry/workshop area .The rear of the unit has a living room porch overlooking your own deeded boat/fishing dock. There is also a large patio area for your your outdoor living activities. Plenty of room for guests. Sunbow Bay is on the Intracoastal Waterway in a prime Anna Maria Island location with one of the largest shopping areas on the island across the street. The Free Island Trolly has a stop at the street in front of Sunbow Bay. The Manatee Public Beach, and restaurant is 1/2 mile away or a short trolly ride. This is one of the few areas on Anna Maria Island you, and guests, can arrive and park your car for the entire time you are here! Sunbow Bay also has two pools, tennis courts and an extremely long dock stretching out into the Intracoastal Waterway for your enjoyment. Island living at its best!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.
Courtesy: EXP REALTY LLC
888-883-8509
Elevated and fully updated coastal retreat on beautiful Anna Maria Island with NO HOA! Built for peace of mind with a newer metal roof, newer deck, HVAC system with brand new UV light and air scrubber, impact windows and doors with a lifetime warranty. The property has been meticulously maintained with a transferrable termite warranty, updated landscaping, outdoor shower, and covered parking for up to five vehicles. Offered fully furnished and ready for you to enjoy the option of flexible income potential with the ability to short term rent while owning a slice of island life near the Gulf beaches, dining, and laid-back charm of Holmes Beach.
Courtesy: ISLAND REAL ESTATE-ANNA MARIA
941-778-6066
Wake up to salt air and sunset skies in this 2 bedroom, 2 bath beachfront condo on the sugar-white sands of Anna Maria/Holmes Beach. Perfectly positioned on the Gulf, this coastal retreat offers effortless island living with direct beach access just steps from your door. Inside, the light-filled layout features an open living and dining area, well-appointed kitchen, and spacious bedrooms designed for comfort after a day in the sun. Not to mention this unit comes with THREE storage units AND a private garage (STORAGE AREAS #45, 46, & 47 AND GARAGE #38). Enjoy morning coffee with Gulf breezes, evening walks along the shoreline, and year-round sunsets that never get old. Whether you’re searching for a full-time residence, a vacation getaway, or an investment opportunity, this condo places you in the heart of one of Florida’s most beloved barrier islands—close to charming shops, local dining, and the laid-back lifestyle Anna Maria Island is known for. Beach life doesn’t get better than this.
Courtesy: MIKE NORMAN REALTY INC.
941-778-6696
Anna Maria Island canal front with easy access to open water. Located just a few blocks to the beach. This home sustained flooding during Hurricane Helene and was remediated (stripped interior) post the storms of 2024. Build your dream home on a beautiful, mangrove lined canal on a quiet street centrally located on the island OR reimagine the possibilities of this raw structural skeleton.
Courtesy: SATO REAL ESTATE INC.
941-778-7200
Discover your slice of paradise heaven at Barefoot Bliss! This charming 3-bedroom, 3-bathroom ground level home offers the perfect blend of coastal comfort, modern updates, and unbeatable location—right down the street from the pristine Gulf beaches. Step inside this inviting ~1,974 sq ft residence and feel the island lifestyle immediately. The open layout provides multiple hang out areas for family gatherings, entertaining, or quiet relaxation. Offered turnkey furnished and ready to go! It has been thoughtfully updated with modern amenities, ensuring a comfortable and stylish living experience. From the sleek kitchen to the contemporary bathrooms, every detail has been carefully considered. A New Metal Roof was installed in 2023. After the hurricane, instead of drywall there is cement board 4 ft up and the baseboards trim are PVC - completely waterproof. The backyard is spacious and perfect to get a tan, dip in the pool, relax in the covered area or grill and dine outside. The lush new landscaping surrounding the property enhances its curb appeal and creates a serene oasis for relaxation. Location is everything here, just right down the street from the beach while also being so close to the heart of Holmes Beach shops and restaurants. Currently a vacation rental, however, the owner uses it in prime months so it could generate even more! Don’t miss this rare opportunity—schedule your private showing today and start living the island dream!
Courtesy: STARZ REAL ESTATE, LLC
941-737-7108
Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open layout with chic-boho furnishings, serene hues, a private pool, and state of the art appliances throughout. You’ll love the proximity to local restaurants, boutiques, and how bike friendly the island is. Cruise the bike paths or rent a golf cart to explore the island. Venture over to the North End by the free AMI Trolley, where you have the infamous Pine Ave, that has one of a kind shops and cafes. Island living at its finest! Nothing feels more tropical than arriving to a home where the streets are dotted with beautiful swaying palm trees. Step inside to the immaculate space that has all the cozy comforts to make your tropical dreams come true. The living room features plush sofas and modern chairs where you can kick back and watch a show on the mounted flat screen. The chef’s kitchen is complete with quartz counters, custom cabinets, stainless steel appliances, and a dining table to enjoy a home cooked meal with the family. The four bedrooms provide pure comfort with luxury bedding and natural wood elements that enhance the calm ambiance. The master suite features a king bed with an ensuite bathroom that has a freestanding soaking tub, glass walled step-in shower with wood flooring, and dual quartz vanities for a spa-like experience. In the other 3 dreamy bedrooms you have king beds in two of the rooms and your last bedroom highlights a full over full bunk bed that is popular for the younger crew in tow.
Courtesy: ISLAND REAL ESTATE-ANNA MARIA
941-778-6066
Enjoy Coastal Living on Anna Maria Island ! This 2 bedroom, 2 bath, 2nd floor, turnkey furnished condo is located in one of the best & most sought after complexes on the Island. Heated swimming pool, spa, pickleball/tennis courts, shuffleboard court, building elevator & beach are just a few of the condo amenities. The condo overlooks the tennis courts with updated stylish kitchen, quartz countertop, stainless appliances & an open/airy floor plan. Large lanai, crown molding throughout & all tile floors accent this gorgeous condo. Washer & dryer are located inside the unit, plus there is an owner's storage room on the ground level. Kitchen appliances & A/C system new in 2021. Just walk across the street to enjoy the white sandy beach & blue green waters of the Gulf of Mexico. Enjoy living the Florida lifestyle!
Courtesy: LPT REALTY, LLC
877-366-2213
This stunning completely renovated 2-bedroom, 2-bathroom home offers 1,500 square feet of bright, open-concept living space designed for effortless island lifestyle. Step inside to find a seamless flow between the gourmet kitchen, dining area, and spacious living room—perfect for relaxing with friends, family gatherings, or simply soaking in the Florida sunshine that pours through large windows. The thoughtful renovation shines through with contemporary finishes, high-quality fixtures, and a fresh, inviting palette that feels brand new yet timeless. Both bedrooms provide comfortable retreats, while the well-appointed bathrooms add a touch of luxury. Situated on a prime lot in desirable Holmes Beach, you'll enjoy generous outdoor space—ideal for morning coffee, evening barbecues, or creating your own tropical oasis. Just moments from the sands of Manatee Public Beach and the calm Gulf waters, this home puts you in the center of Anna Maria Island's relaxed charm: pristine beaches, boutique shops, waterfront dining, and easy access to everything the island offers.
Courtesy: KW SUNCOAST
941-792-2000
Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate—an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first level was once again fully renovated, resulting in a residence that feels both newly crafted and timelessly refined. From the moment you arrive, a sense of seclusion and calm sets in. As you walk up to the home, an old-growth Gumbo Limbo greets you. Sunlight filters through new hurricane-impact windows, illuminating interiors designed to feel open yet intimate, grand yet soothing. The main living space becomes a natural gathering place, anchored by a custom-built-in entertainment center and a coffee station. An elegant touch that invites slow mornings, refined evenings, and effortless entertaining. Sonos surround sound flows throughout the home, creating an ambient soundtrack for daily life, while a fully integrated security and camera system offers peace of mind and quiet confidence. The kitchen stands as a statement of both beauty and performance, where quartz countertops, solid-wood glass-front cabinetry, a sculptural range hood, designer pendant lighting, and stainless-steel Bosch appliances come together in a space crafted for culinary artistry and connection. It opens seamlessly to the dining area, where a wood-burning travertine stone fireplace adds warmth and architectural presence, setting the stage for candlelit dinners and lingering conversations. Two luxurious primary suites, one on each level offers the rare indulgence of privacy and flexibility. Each is finished with shiplap walls, porcelain tile, recessed lighting, and abundant natural light. The upper-level retreat opens to a private balcony overlooking the pool and tropical grounds, a serene perch for sunrise reflections and evening breezes. Its spa-inspired ensuite features a quartz walk-in shower, while the first-floor primary bath is appointed with a solid-wood double vanity, continuing the home’s narrative of tailored craftsmanship and understated elegance. Completing the residence are two additional bedrooms with a shared bath and an upstairs bonus room ideal for recreation, fitness, or creative pursuits. Beyond the interiors, the estate reveals its most captivating chapter. The backyard unfolds as a secluded resort, where a glistening pool and spa are framed by layered, well-established tropical landscaping that has matured into a living wall of privacy. Covered and open-air lounges invite both sun-drenched afternoons and starlit evenings, while a turf-lined grilling and gathering area provides an elevated setting for alfresco dining. Just beyond the palms, the canal stretches quietly behind the property, creating the illusion that the waterway is an extension of your own grounds and inviting a lifestyle of boating, paddleboarding, and sunset cruises from your private dock. When you venture beyond this sanctuary, the unmistakable charm of Holmes Beach awaits. This is more than a home—it is a refined island retreat, custom crafted for those who seek privacy, comfort, and tranquility, with the rare privilege of a secluded waterfront setting and immediate access to one of Florida’s most cherished beach communities.
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Located in the beachfront community of Playa Encantada, this beautifully maintained 2BD/2BA condo offers an easygoing coastal lifestyle just steps from the beach and the island trolley stop, making it a breeze to explore nearby shops, dining, and activities. Inside, the open layout feels spacious and welcoming. The kitchen features granite countertops, stainless steel appliances, and ample cabinetry. The living and dining areas extend seamlessly to a private balcony that overlooks the heated pool, perfect for soaking in the warm breeze and catching a peek of the Gulf. Both bedrooms are spacious, with the primary suite offering its own en-suite bath. Residents enjoy an array of resort-style amenities, including a heated pool, tennis courts, shuffleboard, and private beach access. With a flexible 2-week minimum rental policy, this property also presents an excellent opportunity for vacation rental income or a seasonal retreat.
Courtesy: SMITH & ASSOCIATES REAL ESTATE
727-342-3800
From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.
Courtesy: EZ CHOICE MLS, INC
813-377-2260
Coastal luxury living in this 2nd floor condo with unobstructed views of the gulf and 2 pools. Whether you are entertaining guests or working from the home office area or just seeking serenity this condo delivers. Direct access to the gulf to enjoy the beach and great views of sunsets from the beachfront sundeck. The kitchen boasts top of the line stainless appliances, sleek quartz countertops, and a breakfast bar that opens up to the Great Room. The Primary Bedroom has a full wall of built in closets, with ensuite bath. The Hallway Full-size bath has a Euro-style vanity with shower/tub combination. The convenient Laundry Room has an extra sink with lots of storage. Additional storage space just outside the backdoor is perfect for stowing away beach gear. This is all set within a lush newly landscaped Gulf-front 55+ community, which features only 11 casitas (four condos each). This unit's building did NOT flood in the recent hurricanes, and the parking spot, located conveniently by the back door did not flood. The tile roofs were updated in 2023 before the storms and had minimal wind damage. All new hurricane windows and window treatments were installed in this unit July of 2024. Brand new hurricane rated carports were installed fall of 2025. Luxury vinyl plank flooring thru-out with ceramic flooring in the kitchen and baths are durable and elegant. Location is convenient to shops and restaurants just a few blocks away.
Courtesy: BEACH HOUSE REAL ESTATE LLC
941-216-3793
Welcome to Sands of Time, a recently updated six-bedroom, four-and-a-half-bathroom coastal retreat located less than two blocks from the white-sand beaches in the heart of Holmes Beach on Anna Maria Island. Thoughtfully designed and professionally decorated, this home blends relaxed beach style with upscale comfort, making it ideal as a primary residence, second home, or high-performing investment property. Inside, the spacious layout comfortably accommodates family and guests, with multiple living areas and a fully equipped kitchen designed for entertaining and everyday living alike. High-capacity laundry is conveniently located on the main floor, perfect after long days at the beach. Four private balconies invite you to enjoy morning coffee or evening breezes, while the home’s open flow creates a welcoming atmosphere throughout. The outdoor living space is a true highlight. A private heated pool and spa with a waterslide anchor a beautifully updated backyard featuring a bar with seating, lounge chairs, a large outdoor dining area, an outdoor shower, and a stainless-steel grill. A covered lanai beside the pool offers ample seating and an outdoor television, making it an ideal gathering place day or night. As evening falls, the backyard transforms into a tropical oasis with illuminated palms and ambient lighting. Entertainment continues indoors and in the oversized garage, which has been converted into a game space complete with a ping pong table, foosball table, and arcade game. When it’s time to unwind, the home offers six well-appointed bedrooms, each with a flat-screen television. Four bedrooms feature king beds, including three with en suite bathrooms and private balconies. One bedroom includes two twin beds, while another offers two sets of bunk beds, creating a perfect space for kids or guests. A half bath is located on the main floor, with an additional full bathroom upstairs. Situated on a quiet stretch of Holmes Boulevard, the property offers both privacy and convenience. Shops, restaurants, and island favorites along Pine Avenue are just minutes away, and the free island trolley stops nearby, providing easy access to all seven miles of Anna Maria Island. From boutique shopping and dining to fishing, boating, kayaking through mangroves, dolphin tours, and unforgettable sunsets, everything the island is known for is within easy reach. Sands of Time delivers the best of island living with space, style, and an unbeatable location in the heart of Holmes Beach. Schedule your private showing today!
Courtesy: RE/MAX ALLIANCE GROUP
941-778-7777
Stunning Fully Renovated Island Retreat-Turnkey Paradise Awaits! This beautifully updated 2-bedroom, 2-bath home has been thoughtfully transformed with high-end finishes throughout, offering a seamless blend of style, comfort, and functionality. Step inside to an inviting open floor plan that creates an effortless flow between the living, dining, and kitchen areas — ideal for everyday living or hosting family and friends. Fresh new finishes, including shiplap walls and ceilings, add coastal charm throughout the home. The primary suite provides a peaceful retreat with its own ensuite bathroom. The spacious second bedroom comfortably fits both a bunk bed and a full bed, making it a perfect space for guests. The laundry room, located off the garage and kitchen, offers ample storage and convenience. Outside, your private oasis awaits. Enjoy the sparkling saltwater pool, perfect for cooling off on sunny days. The expansive yard offers plenty of room for play — including your very own soccer field — and abundant outdoor space to embrace the tropical lifestyle of Anna Maria Island. No detail has been overlooked, including the new custom turquoise metal roof. Whether you're seeking an island escape, a vacation getaway, or low-maintenance year-round living, this property delivers it all.
Courtesy: RE/MAX ALLIANCE GROUP
941-778-7777
Enjoy the stunning sunset views from your own Gulf-front condo on Anna Maria Island. This 3BR/3BA private end unit, with water views from every room, includes an oversize 2-car garage, and is one of the best priced on the island! Live the island lifestyle from this light-filled residence that is only steps to the beach. Ideal as a full-time home, winter retreat, or rental opportunity, it features hurricane-impact windows and shutters, secure building entry, and elevator access. The 3rd bedroom would be the perfect office space to work from! Community amenities include Gulf-front pool, covered seating area overlooking the Gulf, pickleball court, and Gulf-front community room for owner gatherings. Large private storage room for bikes and beach gear. New AC 2025. Located in the heart of Anna Maria Island with restaurants, shops, and a fitness center just blocks away. The free Trolley stops right outside your door to take you to the rest of Anna Maria Island. Recent building restoration completed including new roof, carports, garages and passed all Milestone Inspection and Structural Integrity Reserve Study standards. Turnkey furnished with some exclusions.
Courtesy: A PARADISE INC REALTOR
941-778-4800
Imagine waking up to views of sugar sand beaches and the turquoise waters of the Gulf. Imagine no longer as you can enjoy this beachfront lifestyle from this 2 bedroom, 2 bath condo in the Beachfront Condominium complex, Tiffany Place. From the moment you enter the unit you will realize its many upgrades: the polished porcelain tile in the foyer and kitchen, the engineered hardwood flooring throughout the remainder of the unit, the plantation shutters, new kitchen cabinets, Jenn Aire Range, stainless steel appliances, remodeled bathrooms and custom cabinets in the primary bedroom. In 2022 a new air conditioner and electric panel were installed and a new hot water heater in 2025. In 2023, all the windows were replaced with Hurricane Impact proof windows, which prevented any damage from the two 2024 hurricanes and provided a discount in insurance and lowered AC costs significantly. As the condo is in the north wing of the complex, you can enjoy the morning sun while drinking your coffee on the balcony and comfortable shade for your afternoon tea or cocktails. The unit has 2 additional storage closets. Tiffany Place is close to the free Island Trolley which can take you to the many unique shops and restaurants on the island and the Library. Or stay put and just enjoy the beachfront living from your new home. .
Courtesy: REALTY MARK ASSOCIATES
561-245-5400
Reduced, ACT FAST! 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, thoughtfully designed with open living space combining the kitchen and living room areas. Located on a quiet cul-de-sac, this home 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 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 a 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. The 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 this island has to offer, 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.
Courtesy: ANNA MARIA LIFE REAL ESTATE
941-567-6253
Wake up to sweeping views of the Gulf of Mexico from this beautifully maintained two-bedroom, two-bath condo in Sun Plaza West. I direct Gulf front complex on Anna Maria Island. Filled with natural light, this home offers comfortable and inviting coastal living, featuring ceramic tile flooring throughout, Cambria granite countertops, PGT impact windows, and Hunter Douglas blinds that enhance both style and function. Thoughtfully placed dimmer switches create a warm, customizable ambiance, while beautiful Gulf views can be enjoyed year-round from the living spaces and bedrooms. The condo comes fully furnished, making it truly move-in ready and ideal for immediate enjoyment or rental use. Enjoy coffee in the morning off the cozy balcony off the master or enjoy happy hour on the amazing beaches of the Anna Maria. The home was completely renovated approximately 10 years ago, offering completely new electrical and plumbing throughout. As well as updated finishes and a well-designed layout that balances comfort and functionality. Recent upgrades provide added peace of mind, including a brand-new air conditioning system installed in 2023 and a new hot water heater in 2024. Residents enjoy a variety of desirable community amenities, including a sparkling pool, tennis court, and pickleball court—perfect for both relaxation and an active lifestyle. Additional conveniences include an on-site laundry facility and a private 8x10 storage unit, offering ample space for beach gear, bikes, or seasonal items. Whether you’re seeking a full-time residence, a vacation retreat, or an investment opportunity, this Gulf-view condo offers an exceptional combination of comfort, quality finishes, thoughtful updates, and coastal scenery in a sought-after setting. This is the perfect home for living the Anna Maria Life!
Courtesy: DUNCAN REAL ESTATE, INC.
941-779-0304
Step into effortless island living with this beautifully updated turnkey 2BD/2BA retreat in the heart of Sandy Pointe, a serene mangrove lined community. Tucked away just beyond a private wooden bridge, this elevated condo welcomes you with an open floor plan that seamlessly blends living and dining spaces. Recent updates add fresh style and comfort throughout, making it move in ready from day one. Interior laundry is added for comfort and convenience. Savor your morning coffee or evening breeze on the screened lanai overlooking the inviting heated pool and peaceful estuary. A 2 car tandem carport and extra storage make parking and stashing beach gear a breeze. The community’s weekly vacation rental policy adds income potential. Just a short stroll brings you to shopping, dining, and sandy beaches, and a nearby trolley stop makes exploring the island easy. This is island life at its best, vibrant, convenient, and fully refreshed for your enjoyment.
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.
