Studio to 5 Bedroom Homes for Rent in Holmes Beach, FL

Seasonal Rental in Holmes Beach – Welcome to 6400 Flotilla Drive #78, a charming island retreat located just minutes from the Gulf beaches. This well-maintained unit offers comfortable living in a peaceful community, perfect for seasonal residents. Enjoy easy access to beaches, dining, shopping, and the free island trolley. Relax and experience the laid-back Anna Maria Island lifestyle all season

Kris Kesling PREFERRED PROPERTIES OF SARASOTA

ANNUAL UNFURNISHED RENTAL AVAILABLE FOR IMMEDIATE MOVE IN. This renovated 2 Bed 1 Bath Island Cottage with pool may just be what you are looking for. 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. Come share in the wonderful

Jonathan OSteen O'STEEN GROUP INC

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. The Primary

Crystal Hobbs GULF SANDS REALTY, LLC

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,

Nataliya Fillers FUTURE HOME REALTY INC

Available for immediate move in. Leased Jan-Mar 2026. The rental rates are as follows: Off Season (May through December): $3,500 per week or $6,000 per month. In Season (January through April): $3,500 per week or $9,000 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

SANDPIPER RESORT! BRING YOUR SWIM SUIT, SOME SUNTAN LOTION, A GOOD BOOK, YOUR FAVORITE BEVERAGE AND OF COURSE YOUR FLIP FLOPS. This is a 55 + community ON BRADENTON BEACH and features a 2 bedrooms, 1 bathroom bungalow and a Florida room that is within a short distance right across Gulf of Mexico Dr. to the public beach access and the GULF Of AMERICA. There is also an outside covered patio and a

Edward Whitaker PERLA'S PROPERTIES, LLC