Holmes Beach Vacation Homes for Sale

Experience the ultimate beachfront retreat at "ISLAND PARADISE 1" where LOCATION IS EVERYTHING AND THE GULF OF AMERICA VIEWS ARE STUNNING! This exceptional 2B/2B ISLAND PARADISE condo offers WEEKLY RENTALS and allowed to SLEEP 6 PERSONS and is just steps away from the pristine sandy beaches of Anna Maria Island.

Discover carefree coastal luxury in this exclusive Gulf-front condominium on coveted Anna Maria Island. This impeccably maintained residence is being offered turnkey furnished, providing an effortless transition into an elegant, fully appointed beachside lifestyle—all framed by sweeping views of Anna Maria’s tropical paradise and the shimmering Gulf.

Nice beach home in Anna Maria. Other features include an elevator, and large 2 car garage with openers. Sold turnkey furnished. 4 nice size bedrooms with a main floor bedroom with a deck that walks out to the private pool. Nice size corner lot for privacy and lots of parking with the 2 drive way spaces.

RARE AND FABULOUS GULF FRONT 3B/2.5B LUXURY CONDO AT LA CASA COSTIERA W/ 2300 SQ. FT.

Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.

Fabulous opportunity to own a charming, elevated home with a total of 5 bedrooms, 4.5 bathrooms, private heated pool, west of Gulf Drive and only steps to the beach. The split layout of the home and the charming updates make this the perfect island retreat or investment property. The main living area consists of 3 bedrooms, 2.

Welcome to Mango Tango! This stunning 4-bedroom, 3.5-bath coastal retreat is perfectly positioned less than three blocks from the sugar-white sands and turquoise waters of the Gulf of Mexico. Currently operating as a high-performing vacation rental, this property offers the ultimate combination of island charm, modern comfort, and investment potential.

Location! Location! Location! Are you looking for your new BEACH HOME? ....LOOK NO FURTHER.... Experience the ultimate island lifestyle in this luxurious, FURNISHED pool home—complete with a red BMW convertible for the holidays. Located just steps - from the Gulf beach on the sought-after west side of Anna Maria Island, this exceptional 2,876 sq. ft.

Welcome to this stunning beach home in Anna Maria, Florida, just one block from the beach! This modern and bright 4-bedroom, 3-bathroom property offers the perfect coastal living experience. With its private elevator, it’s designed for ultimate convenience and ease. Enjoy your own private oasis with a sparkling pool, complete with a fun play area, perfect for kids and adults alike.

Welcome to your dream island home at 419 Clark Dr, Holmes Beach, FL! This stunning residence boasts 3 bedrooms and 2 baths, offering spacious living across its expansive 2,900 sqft floor plan. Ideal for both comfort and entertaining, the property features a private caged-in pool and spa, providing the perfect oasis for relaxation.

Gorgeous, very well taken care of 3 bedroom, 2 bathroom home located WEST of Gulf Dr!!! 300 feet from the Gulf of Mexico beaches and less than half a mile to shopping, pharmacies, Publix grocery store and many restaurants! Prime location and easy to walk, bike, golf cart or take the free trolley to anywhere on Anna Maria Island! With 2,406 sq ft of living space, there is room for everyone! With

Great New Price on this Ultimate Gulfside Retreat on Holmes Beach, Anna Maria Island! NO WATER INTRUSION IN MAIN LIVING AREAS FROM RECENT HURRICANES and NO HOA! Just 200 feet from the sugar-sand shores and turquoise waters of the Gulf of Mexico, this updated, coastal-inspired three-level beach home with a private elevator offers the perfect blend of luxury, comfort, and investment potential.