Homes For Sale in Holmes Beach 34217 - 168 homes

Remarks: Anna Maria luxury at its finest! This 5,921 square foot, spectacular bayfront estate provides the perfect combination of privacy and coastal elegance in the center of the tropical paradise that is Anna Maria Island. Whether it is boating you desire, beaches, or both, this home has everything you need to live the island lifestyle. When you enter this beautiful home, you will be enchanted by the amazing views of the crystal blue waters of Bimini Bay that greet you from every room in the home. This sprawling 2-story home contains 6 bedrooms, 5 bathrooms, 2 half bathrooms, and 2 living rooms. The home also has an entertainment room, 2 gas fireplaces, multiple balconies, and a two-and-a-half car garage. The finest touches and finishes encompass every corner of this home from the custom Amish cabinetry to the detailed ceiling and trim to the walnut flooring and beyond. This home shows like a priceless work of art! The master suite is impressive with its built-in, automated shades, exquisite ceiling, plush seating area, private lanai, complete with gas fireplace, and expansive closet with dedicated washer and dryer. The gourmet kitchen also doubles as a centerpiece to the home with its spacious 16-foot island complete with galley sink, quartz countertops, Dacorappliance package, Miele dishwasher, and walk-in pantry. Connected to the kitchen, a butler pantry includes Sub-Zero Wolf refrigerator and freezer doors, Perlick ice maker, Cove dishwasher, and sink. Keeping in line with the luxurious nature of this home, it also is a smart home in every sense of the word with its Lutron automated shades and lighting. Stepping outside the home, you will fall in love with the lush tropical landscaping and artificial turf lawn, which provides that look of perfection combined with the ease of minimal maintenance. For the boating crew, the two docks located on a deep-water canal provide plenty of space to keep your boats easily and conveniently accessible and ready to use at a moment’s notice. The outdoor living space includes a total of four covered patios, a fireplace, outdoor kitchen, infinity edge pool and spa, and even a putting green complete with realistic sand pit for golf enthusiasts. Not only are the indoor and outdoor finishes and fixtures of this home spectacular, but this home comes fully furnished with beautifully appointed custom furniture, upholstery, and window treatments. The coastal elegance of this home even earned this home a Best in Living award by the National Association of Home Builders. Please call for your private showing today. You will not want to miss out on your chance to own one of the most elegant, unique, and exquisite homes on Anna Maria Island!

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

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

Remarks: Charming Duplex in the Heart of Holmes Beach – Ideal for Island Living or Investment! Discover this versatile duplex, perfectly positioned on Anna Maria Island for effortless coastal living. Located on a spacious 0.23-acre lot (approximately 9,988 sq ft), this property offers many possibilities!! Configured with 3 bedroom, 2 bathroom unit on one side and a cozy mother in law suite that is 1 bedroom, 1 bathroom unit on the other. There is an adjoined door inside or you can keep it closed off. Whether you're seeking a multi-generational home, a vacation retreat with rental potential, or an income-generating investment, this setup provides flexibility and charm in one of Florida's most desirable beach communities. The larger 3/2 side is ideal for families or entertaining, featuring ample room for comfortable island-style living. The adjoining 1/1 unit offers privacy and convenience, perfect for guests, in-laws, or short-term rentals. Step outside to a backyard with plenty of space to add your dream pool, creating a private oasis for relaxation under the Florida sun. Or keep the awesome Koi pond and zen feels of the backyard. With its prime location, you're just a short stroll from pristine white-sand beaches and gorgeous sunsets. Walking distance to Holmes Beach restaurants and shops. Schedule a showing today!

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

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

Remarks: BEACHFRONT PROPERTY…...…..... OPEN TO SELLER FINANCING........FULLY FURNISHED........... BUILDING NEVER FLOODED………FULLY RENOVATED…….IMPACT WINDOWS…….........BREATHTAKING OCEAN AND BEACH VIEWS……….HOA PAYS EVERYTHING BUT ELECTRIC……………. Rarely does a beachfront opportunity like this come along. In a community where properties seldom hit the market, this residence stands out as one of the most desirable—MERE STEPS FROM THE SAND, overlooking the Gulf, and located in a building that has never flooded. With only 44 residences in the entire community and fewer than a dozen offering water views like this, opportunities here are incredibly limited. From the moment you step into the living room, your eyes are drawn to the sparkling blue water of the Gulf, reminding you that the beach is not just nearby… it’s part of your everyday life. Walk outside and within moments your feet are in the sand, or spend the afternoon relaxing beside the beautiful community pool just steps from your door. The community itself reflects a level of pride that is immediately noticeable, with beautifully maintained tropical landscaping and grounds that create a true island retreat the moment you arrive. Inside, the home has been fully renovated with thoughtful custom design and a bright open-concept layout, creating a space that feels both refined and relaxed. A custom kitchen anchors the living area, complemented by high-end finishes, California Closets custom storage, and impact windows throughout that bring in natural light while offering protection and efficiency. Being sold fully furnished, the next owner can simply arrive with a suitcase and immediately begin living the island dream—sunrise walks along the Gulf, evenings watching the sunset paint the water, and weekends filled with friends, family, and ocean breezes. With the HOA covering nearly everything except electricity, ownership here is refreshingly simple. Combined with the rare availability in this community and the possibility of seller financing, this is more than just a condo—it’s an opportunity to own a piece of Holmes Beach paradise that very few ever get the chance to call their own.

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

Listing Agent: Garrett Sedlacek (913-461-6882)

Remarks: 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.

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

Listing Agent: Ryan Sheck (863-581-4005)

Remarks: Discover coastal living at its finest in this inviting half-duplex located in the heart of Holmes Beach, the central gem of Anna Maria Island. Just a short stroll to the sand Gulf beaches, this 2-bedroom, 2-bath home offers the perfect blend of relaxation, convenience, and Old Florida charm. Step inside to an open, light-filled layout ideal for year-round living or lucrative vacation rentals. The spacious living area flows seamlessly into a well-appointed kitchen. Both bedrooms provide ample space and comfort. Modern updates (think fresh finishes, stainless appliances, and coastal decor touches) combine with practical amenities like in-unit laundry, carport and outdoor space for enjoying those famous Florida sunsets. Holmes Beach delivers the quintessential island lifestyle: walk or bike to shops, restaurants, and the free island trolley for easy exploration of Anna Maria and Bradenton Beach. With strong rental demand on this sought-after barrier island, this property presents excellent income potential alongside personal use—whether as a primary residence, second home, or investment. Don't miss your chance to own a piece of paradise in one of Florida's most desirable coastal communities. Schedule a showing today and experience Holmes Beach living firsthand!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Craig O'Rourke (877-366-2213)

Remarks: Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious en-suite bath, while two additional guest bedrooms provide plenty of room for family and friends. A convenient half-bath upstairs right off of the perfect kid hang out room and could also serve as an office. Outside is where the magic happens! Enjoy a Private heated pool surrounded by a generous sun deck, outdoor kitchen with grill, sink, and bar seating – ideal for sunset cookouts and entertaining! Tropical landscaping creates your own secluded oasis. Located on a quiet street, you are still very close to all the Holmes Beach restaurants, shops and more! Trolley stop is nearby for convenience too! More features to point out is the large 2 car garage, elevator to all levels and a laundry room off the man floor. Whether you’re looking for your forever beach home, a lucrative weekly vacation rental, or the perfect island getaway, this property checks every box.

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

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

Remarks: This exceptional turnkey 5-bedroom, 5-bath duplex on Anna Maria Island offers a rare investment opportunity just moments from the white-sand beaches of the Gulf of Mexico, as well as the island’s charming shops and top-rated dining. Comprised of two beautifully renovated cottages—a 3BR/3BA and a 2BR/2BA, all en-suite—this unique property is connected by a solid 8-inch concrete block wall for excellent sound insulation, with separate street entrances that provide privacy for guests. Fully renovated down to the bare block in 2009, both residences feature raised ceilings, travertine floors and showers, granite countertops, crown molding, updated plumbing and electrical, new windows and doors, and quality finishes throughout. The 3-bedroom cottage includes a stunning primary suite with a 10-foot lighted tray ceiling, while each cottage enjoys its own private heated pool, maximizing rental appeal. With strong established rental history, this income-producing island property is the perfect blend of luxury, privacy, and prime location.

Listing is courtesy of: CHIRINO REAL ESTATE (813-642-3325)

Listing Agent: Ana Chirino (813-642-3325)

Remarks: Welcome to your dream modern retreat! This brand-new, custom-built masterpiece offers 4 spacious bedrooms, 4.5 luxurious baths, and an unparalleled blend of elegance and comfort. Nestled just steps from the Gulf beaches of Holmes Beach, this stunning home is designed for both relaxation and entertainment.   Step inside to discover an open-concept living space bathed in natural light, entire walls of floor to ceiling impact slider doors, high-end finishes and modern craftsmanship throughout. There are 2 living space areas, perfect for big families. The gourmet kitchen is a chef’s delight, perfect for hosting, induction stove, double oven, wine fridge, pantry and more! Each bedroom is a private oasis in itself, complete with en-suite fun tiled bathrooms and all have their own balcony for ultimate convenience and privacy.   More features include laundry room with sink and storage, 2 car garage, fun wallpaper throughout and high end chandelier’s. Outside, your personal paradise awaits—a sparkling heated infinity pool and rejuvenating spa create the ideal setting for unwinding or soaking up the Florida sunshine. Steps go down to the yard and the oversized dock, on the lagoon fun for fishing! Located in the heart of Holmes Beach, you’re just moments from the sugar-white sands and turquoise waters of the Gulf, offering the best of island living.   Don’t miss this rare opportunity to own a slice of paradise—schedule your private tour today!

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

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