Holmes Beach, FL Homes for Rent

Annual rental. Furnishings are optional. Raised duplex 3BD/2BA island home just two blocks from the beach! Open floor plan, large covered front porch, and a large bonus room that is perfect for a family/game room. Enjoy your morning coffee off of the master bedroom back deck or on the covered front porch. One car garage. Pets OK.

Paige Rogers DUNCAN REAL ESTATE, INC.

ANNUAL RENTAL. Nice spacious 3bdrm 2bath raised Duplex just blocks to the beach. Extra bonus rooms off the dining area and in the lower level. Primary bedroom with its own bath and private covered deck. Open kitchen in to dinning/ family room area. Large garage space with extra storage for all your beach toys. Application approval required.

Paige Rogers DUNCAN REAL ESTATE, INC.

Newly remodeled Home On Anna Maria Island. Blocks from the beach access.

Robert Louloudes STARZ REAL ESTATE, LLC

Furnished Annual Rental Available July 1, 2025. Close distance to Holmes Beach! Spacious and bright 2 bedroom, 2 bath condo with Water Views. This amazing unit features a carport and two storage areas. Updated Kitchen & Baths, Laminate floors, and lovely furnishings. Relax and enjoy the Gulf, Preserve & Intercoastal views from the screened balcony. High Ceilings, Granite counters, Stacking washer

Kathy Liga RE/MAX ALLIANCE GROUP

Annual rental. Great for boaters. Beautiful single-family home on North Point of Key Royal. This 3 bdrm 3 full bath home sits on a quiet canal in Holmes Beach. Features include a large updated eat-in kitchen, vaulted ceilings, arches, columns, 2-sided fireplace, wet bar and a large screened in lanai. Great master suite with jacuzzi and fireplace. A heated community pool and tennis courts. Pet

Paige Rogers DUNCAN REAL ESTATE, INC.

Completely remodeled ground level duplex in Holmes Beach. This offers two bedrooms, one and a half bath, new appliances and inside laundry. Located in a quiet neighborhood, close to restaurants and shopping.

Emma Brown MIKE NORMAN REALTY INC.

Beachside Luxury Rental – 3BR, 2.5BA with PoolLive just steps from the sand at 4808 Gulf Drive Unit B, an upscale and fully furnished 3-bedroom, 2.5-bath home located in the heart of Holmes Beach. Available for starting July 19th, this multi-level coastal retreat blends modern comfort with laid-back island living—perfect for a long vacation or seasonal stay.Step into a bright, open-concept

Nataliya Fillers FUTURE HOME REALTY INC

This newly renovated waterfront home has 80 feet of canal frontage including a dock and boat lift for up to 10,000 lbs. Perfect for easy access directly into the bay and located just a short stroll from the beach. Inside you will find a kitchen with high-end appliances overlooking the pool. The open concept living and dining area are perfect for both relaxation and living the island life,

Amanda Cornett PINEYWOODS REALTY LLC

Come see this adorable two bedroom, one bathroom private home within distance to the Gulf Beaches in Holmes Beach. The house is freshly remodeled and ready to move in. Once you arrive at the location you are greeted by a well maintained property with a beautiful landscape. The home boasts an open floor plan with a spacious family room/kitchen combo when you first enter. Off to your left are two

Ed Delosh BEACHSALESMOBI LLC

Gulf front condo at the Martinique, with two bedrooms, two bathrooms, amazing views of the Gulf through the recently installed floor to ceiling windows in the living area. A unique opportunity to look out over the island from the fifth floor as this is the only high-rise complex around. A heated pool and tennis courts are available as well as elevators for your convenience. Walking distance to

William Alexander, IV A PARADISE INC REALTOR

Annual rental available for immediate move in. This renovated 2-Bedroom 1 Bath Island Cottage with pool may just be what you are looking for. It is offered furnished or unfurnished. Be on vacation 365 days of the year. Relax on the pristine Gulf Beaches of Anna Maria Island which are just a short walk away. Explore local shops and venues using the local Island Trolley located just up the street.

Jonathan OSteen O'STEEN GROUP INC

Available starting 8.1.25. Available for 2026 season. The rental rates are as follows: Off Season (May through December): $3,500 per week or $7,500 per month. In Season (January through April): $3,500 per week or $10,000 per month. The vacation home is beautifully renovated and elevated, with three bedrooms and two bathrooms. It features a large pool and spa in a tropical backyard oasis. The

Jonathan OSteen O'STEEN GROUP INC