Holmes Beach Vacation Homes for Sale

Prime Boat Slip in the Heart of Holmes Beach offering direct access to beautiful Tampa Bay this slip is the perfect launch point for boaters who value both convenience and prime location. Enjoy all the benefits of waterfront living without the waterfront price tag. The slip offers a 10,000 lb boat lift with water and fish cleaning station.

New price!! Now available for purchase, this 10x30 slip is currently configured as a jet ski slip and offers everything you need for easy access to Tampa Bay. Features include a 1,500lb jet ski lift with remote control, a dock box for storage, and convenient electric and water hookups. A davit post with an electric wrench makes it simple to move the jet ski onto land.

Beachside Luxury Rental – 3BR, 2.5BA with Pool Live 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.

Available for Winter Season 2026. $5,500 per month plus taxes/fees for a 3 month stay January through March. Individual months available as well but price will change for a stay less than 3 months. New to the rental market and wide open for Season.

Your home away from home or a turnkey option for easy relocation. Furnished Annual or Long Term Rental Available Immediately. Did NOT flood last year. This spacious 2 bedroom, 2 bath condo in Holmes Beach on Anna Maria Island offers an updated living space including kitchen and baths, granite counters, laminate floors, high ceilings, pantry closet, and a stacking washer and dryer.