Holmes Beach Homes For Sale & Real Estate - 172 homes

Remarks: Welcome to this 4,995-square-foot architectural masterpiece designed by well-known architect Gene Aubry, featuring five bedrooms, five baths, an office, a second living area and a gym, all situated on 225 feet of direct bay frontage in Holmes Beach. This Anna Maria Island estate reflects superior craftsmanship and thoughtful detail, from the hand-scraped maple flooring, metal roof, to impact-resistant Anderson windows, new high efficiency air-conditioning units, tankless water heater, an oversized garage with new epoxy flooring, an updated spa-style primary bath and an elevator servicing all levels. The chef's kitchen is equipped with Sub-Zero refrigeration, Wolf and Bosch appliances, a new built-in ice machine, beverage cooler and custom cabinetry ideal for everyday living and elevated entertaining. Additional features include whole-home audio and security systems, a dedicated gym with epoxy flooring and a bonus room pre-plumbed for an efficiency kitchen. Outdoors, professional landscaping with curated lighting surrounds a saltwater pool and spa with all-new equipment. Irrigation is supported by a rain-fed cistern system. A composite wraparound deck that is plumbed for an outdoor kitchen, and a mosquito-control misting system for added comfort while enjoying unobstructed bay views. Boaters will appreciate the newer seawall, 10,000-pound lift and fish cleaning station. This rare waterfront estate presents the opportunity to own a residence that embodies architectural integrity, refined island living and modern luxury.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Jennifer Messner (941-224-5335)

Remarks: Under contract-accepting backup offers. 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!

Listing is courtesy of: COASTAL CONNECTION REALTY (941-896-9991)

Listing Agent: Jeff Greenway (231-675-5232)

Remarks: RARE AND FABULOUS GULF FRONT 3B/2.5B LUXURY CONDO AT LA CASA COSTIERA W/ 2300 SQ. FT. La Casa Costiera allows for weekly rentals and has EVERYTHING you could want for in a beach condo on Anna Maria Island! 3RD LEVEL END UNIT with partial Gulf of Mexico views, semi-private ELEVATOR comes to your front door, TURN KEY FURNISHED, 2 car covered secure and reserved garage parking spaces, beach storage closet, private beach access, heated pool, an in-ground spa, a picnic area with a gas grill, a charcoal grill, outdoor fireplace and owners are allowed to have 2 large pets! The condominium built in 2005 by Brent Whitehead Construction has a beautiful exterior that fuses Italian Tuscan and Spanish Mediterranean style on the powdery-white sands of the Gulf of Mexico. This spacious, light-filled condominium has an elegant owner's suite with grand entry, plus two other very generously sized and appointed guest rooms. The wet bar with wine cooler and the electric fireplace along with the high ceilings complete with crown moldings and Andersen Impact doors and windows with custom window treatments and plantation shutters adds to the wonderful luxury beachfront atmosphere. Sliders open to Gulf breezes on the large balcony with beach views and perfect for dining or relaxing. Amazing Holmes Beach location, and the free AMI trolley stops out front! Whether you're looking for a vacation home, an investment property, or a place to call your own, this Condo offers a perfect blend of luxury, comfort and convenience.

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

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

Remarks: Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

Listing is courtesy of: FIDICITY REALTY INC (772-678-8158)

Listing Agent: Luke Renfro Skinner (813-505-4413)

Remarks: Nestled on a quiet canal in the heart of Holmes Beach this waterfront, turnkey furnished 3BD/3BA home brings together thoughtful design and the relaxed pace of island living. From the moment you step inside, the main living space feels open and welcoming, with vaulted ceilings, exposed beams, and shiplap walls that add warmth and character throughout the home. The kitchen is designed to be part of the conversation, centered around a spacious island with seating and plenty of room to gather, along with a dry bar that makes entertaining simple. This split bedroom plan features two en suites as well as a spacious third bedroom and hall bath. Natural light fills the space and large sliding doors connect the living area to the outdoor oasis where the setting truly comes to life. Features include a covered patio offering extending living/dining space that sits along the sparkling free form pool, beautiful exterior lighting elements, hot/cold outdoor shower all surrounded by tropical landscaping that adds privacy and a true island feel. An oversized dock features a 10,000 lb lift, snook lights and sitting area over the waters edge. This home has also been a successful monthly rental so you can also enjoy having the option of rental income too! Comfortable, inviting, and perfectly suited for life on the island, this canal front home offers a wonderful place to enjoy all that Anna Maria Island has to offer.

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

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

Remarks: 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.

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

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

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: 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)