Holmes Beach, FL Homes for Rent

Fully furnished coastal retreat available for weekly rentals. Minimum 7 Days Lease REQUIRED. No smoking and no pets. $200 Cleaning Fee required from Tenant. 6 Guest Occupancy MAX. 2 Parking Spaces available in the driveway. Long term rental also available based on availability. $1500 Weekly FLAT RATE + $200 Cleaning Fee OR $4400 Monthly FLAT RATE + $250 Cleaning Fee. Property is listed on Airbnb

Kamilla Lovelle KW COASTAL LIVING III

Gorgeous, remodeled canal front home in Holmes Beach. Tongue and grove ceilings, tile floors, completely updated chefs kitchen, open floor plan with split bedrooms. Main bathroom has a soaking tub and walk-in shower, guest bath has tub and shower. Must see to see the value in this home. The photos don't do it justice. Lawn and pool maintenance included with the rent. Small pet allowed, No

Lisa Varano WAGNER REALTY

Furnished summer rental available May 1–September 15, 2026 in Holmes Beach on beautiful Anna Maria Island. Comfortable, turnkey condo at 6400 Flotilla Dr #78 offering a relaxed island setting close to beaches, dining, and shopping. Just bring your suitcase and enjoy summer on the island! Lic. VRC25-00159, minimum stay 30 days, maximum occupants 4, open parking, "You are vacationing in a

Kris Kesling PREFERRED PROPERTIES OF SARASOTA

Annual rental! Completely renovated duplex inside and out. This unit is a beautiful 3bdrm 2 full baths with a great location and a short walk to the beach. New hurricane windows. Fully equipped kitchen with a washer and dryer inside the unit. Nice outside area for entertaining. 2 cars off street parking. Occupancy April 15th, 2026. New roof in the process of being installed.

Paige Rogers DUNCAN REAL ESTATE, INC.

Annual turnkey furnished rental available for a 4.1.26 move in. Nestled on a quiet street in Holmes Beach, this renovated 2 BR / 1 Bath Island Cottage 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

Jonathan OSteen O'STEEN GROUP INC

Beautifully renovated 2BR/2BA half duplex available for rent in Holmes Beach. This fully furnished property has been completely updated — everything is brand new and thoughtfully selected. The home is fully equipped and move-in ready — just bring your flip-flops and bathing suits.Enjoy a welcoming front patio, beautiful tropical landscaping, and a fully fenced yard offering privacy and

Michaela Damm MICHAELA DAMM & PARTNERS

Experience the ultimate island lifestyle in this charming 2-bedroom, 1-bathroom home, available for an annual lease. Nestled in a quiet neighborhood just steps from the sugar-white sands of the Gulf of Mexico, this property perfectly blends classic "Old Florida" vibes with modern necessities.The open-concept living area features abundant natural light and serene island decor. The fully

Rochelle Bower MIKE NORMAN REALTY INC.

Why wait any longer to enjoy the best Anna Maria Island lifestyle in coveted Key Royale? This lovely canal home is a fabulous rental opportunity available for immediate occupancy. It is being offered for rental periods of three months or more. Annual rental rate is $7,000. Monthly rate for January through April is $10,000, May, October, and November is $8,500 and June through September $6,500.

Becky Sirigotis COMPASS FLORIDA LLC

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. Step into a bright, open-concept

Nataliya Fillers FUTURE HOME REALTY INC

Long term rental. This 1-bedroom, 1-bathroom turnkey home completely updated. Open floor plan with all tile flooring. The spacious bedroom features a barn door and a mirrored double-door closet for plenty of storage. Nice eat-in kitchen with retro charm, featuring butcher block countertops, stone-finish work surfaces, all-new cabinetry, and a built-in wine rack. Bathroom has a walk-in shower with

Paige Rogers DUNCAN REAL ESTATE, INC.