Holmes Beach, FL Homes for Rent

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 March 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

Experience the best of island living in this beautifully furnished 3-bedroom, 3-bathroom bayfront home in Holmes Beach. Perfectly positioned with sweeping direct bay views, this property offers the ultimate coastal retreat. Step outside to your private dock with boat lift, making it easy to spend your days boating, fishing, or simply enjoying life on the water. Relax poolside while taking in

Sean Sabbia RE/MAX ALLIANCE GROUP

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. Monthly rate for January through April is $10,000, May, October, and November is $8,500 and June through September $6,500. Bring your boat and enjoy direct

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