Holmes Beach Vacation Homes for Sale

Rarely on the market! You MUST come see the view! You can't get closer to the amazing views and sugary sands of the Gulf of Mexico beaches. This 55+ Community, directly on the beach is the perfect spot for your beach escape or your new home to call your own. You just can't beat this location. Unit 35 is a 2 bedroom and a 2 bathroom condo with a dining area and a galley kitchen.

Under contract-accepting backup offers. WELCOME HOME to this charming 2 bedroom /1 bathroom ground-level cottage in Holmes Beach, just steps from the Gulf. The exciting features include a private heated pool, outdoor shower, BBQ area, and private backyard.

NEW PRICE! This 2 bed/2 bath picture perfect island dream lives like a single family home and is ideally situated on a quiet street, just two short blocks from the Gulf Beaches! Elevated, with a private pool and your own garage, you will enjoy relaxing surrounded by coastal charm.

GULF FRONT COMPLEX with great views of the BEACH right from your living room and private patio! This rarely available, premier complex, "Water's Edge Condo", offers 2 bedrooms, 2 full baths, PRIVATE beach access, a large beachside heated pool, covered shady parking, an elevator, pickleball/tennis and individual unit storage...

Under contract-accepting backup offers. SHORT TERM RENTALS allowed and ELEVATED! This turnkey furnished duplex on Anna Maria Island is in a short-term rental zone! Nestled just a few blocks from the powdery sands of Holmes Beach, this elevated duplex presents a unique opportunity in one of Anna Maria Island’s most desirable weekly rental zones.

Beautifully renovated two-bedroom, two-bathroom condo short distance to the beach. Everything in the condo is brand new, from the furnishings and kitchen appliances to the decorations on the walls. Kitchen with updated cabinets with soft close and solid granite countertops. Island with plenty of seating for entertaining.

Successful rental Property. Exclusive gulf-front living in Holmes Beach. On the pristine shores of Anna Maria Island, this exquisite corner-unit condominium offers an unparalleled blend of luxury, privacy, and breathtaking gulf views.

Living in a post card just became a reality! This airy coastal 2 bedroom 2 bathroom updated condo located on world famous Anna Maria Island with partial views of the Gulf of Mexico is a slice of paradise just waiting for you. Rarely units come for sale on the water in this community of only 38 units.

A fabulous unit in a highly desirable direct beachfront condominium on Anna Maria Island. This beautiful 2 bedroom, 2 bath furnished condo is ready to move in! From almost every room you can look across the lush tropical grounds to the crystal-clear turquoise waters of the Gulf. It boasts of a large well-appointed lanai with access from the living room and master suite.

Under contract-accepting backup offers. This 2BD/2BA elevated getaway is located in a quiet area and is nestled up to a mangrove preserve in the heart of Holmes Beach. Just a short stroll to the beach and easy access on and off the island this location is the perfect spot.

INCOME PRODUCER OR FULL-TIME RETREAT, TURNKEY! Experience elevated island living just steps—less than two blocks—from Anna Maria Island’s world-famous sugary sand Gulf shoreline. This rare opportunity in coveted North Beach Village features a beautifully updated 3-bedroom, 2.5-bath townhome offering effortless coastal luxury and exceptional rental potential.

Income Property or Island Retreat! Experience the best of island living—where everyday life feels like a getaway. Whether you're seeking a full-time coastal escape or a promising investment property, this location checks every box.