Holmes Beach Single Family Homes For Rent - 4 homes

Remarks: Live the island lifestyle year-round in this newly completed Southern-style waterfront residence on the coveted Grand Canal in Holmes Beach. Offering 4 bedrooms, 4.5 bathrooms, a private study, and exceptional designer finishes throughout, this beautifully furnished home combines timeless elegance with modern coastal living. The thoughtfully designed open floor plan is perfect for everyday living and entertaining, featuring a gourmet chef's kitchen with premium appliances, custom cabinetry, and an oversized island that flows seamlessly into the spacious living and dining areas. Each bedroom offers the privacy of its own en suite bathroom, while a private elevator provides convenient access to every level of the home. Enjoy multiple covered porches and an expansive rooftop deck with breathtaking panoramic views of Tampa Bay and the Gulf of Mexico—the perfect setting for morning coffee, evening sunsets, or entertaining family and friends. Step outside to your own private tropical retreat complete with a heated pool, spa, and lush landscaping. Located on one of Anna Maria Island's premier boating canals, the property offers quick access to the Intracoastal Waterway and the Gulf of Mexico, making it an exceptional choice for boating enthusiasts. Ideally situated just minutes from the pristine Gulf beaches, local restaurants, boutique shopping, and everything Holmes Beach has to offer, this exceptional home provides the perfect opportunity to enjoy luxury island living all year long. Available for annual lease at $15,000 per month. Designer furnished and move-in ready. Tenant responsible for utilities. Contact us for additional lease details and availability.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Charles Buky (941-228-6086)

Remarks: Annual rental. Unfurnished raised duplex 3BD/2BA island home just two blocks from the beach! Open floor plan, 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. Available August 1st. 2026.

Listing is courtesy of: DUNCAN REAL ESTATE, INC. (941-779-0304)

Listing Agent: Paige Rogers (513-382-1992)

Remarks: Experience luxury island living in this fully furnished waterfront estate located in the exclusive North Point Harbor community of Holmes Beach on the highly sought-after northern end of Anna Maria Island. Offering approximately 3,640 square feet, this impeccably maintained custom home features 5 bedrooms, a versatile bonus room, and 6 bathrooms (4 full, 2 half), perfectly designed for comfortable coastal living, entertaining, or an extended island retreat. Enjoy breathtaking panoramic water views from two expansive balconies, along with an open-concept layout featuring elegant vinyl wood and tile flooring throughout the main living spaces. The chef-inspired kitchen flows seamlessly into the spacious living and dining areas, while the screened lanai and private pool create the perfect setting to relax and enjoy the Florida lifestyle. For boating enthusiasts, the private dock and dedicated boat slip provide direct deep-water, no-bridge access to both the Gulf of Mexico and Tampa Bay, with quick access to the renowned fishing waters near Egmont Key. Whether bringing your yacht, sportfishing boat, or simply enjoying sunset cruises, this property offers an exceptional waterfront experience. Located in the peaceful Key Royale area, residents enjoy a quiet golf-cart-friendly community with nearby Gulf beaches, boutique shopping, dining along Pine Avenue and Gulf Drive, private tennis courts, and access to the nearby Key Royale Club. North Point Harbor is known for its beautifully maintained surroundings and prime island location. This fully furnished residence is move-in ready and offers the perfect opportunity for luxury coastal living on Anna Maria Island. Conveniently located within easy reach of Sarasota and St. Petersburg, this exceptional property combines resort-style comfort, refined craftsmanship, and the relaxed charm of Old Florida living.

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Robert Johnson (813-364-2250)

Remarks: Monthly Vacation Rental. Contact agent for exact pricing per month. Waterfront canal home with private dock (ideal for boating & fishing) Private heated pool + outdoor living space. Recently renovated + professionally decorated. Pet-friendly (small pets allowed) Whether you're a snowbird, remote worker, or relocating, this home is set up for comfort beyond a typical vacation rental. Enjoy spacious living areas, multiple places to relax, and peaceful water views right from your backyard. Spend your days enjoying the private pool, dining outdoors, or relaxing by the canal. The private dock makes it easy to bring or rent a boat and experience Anna Maria Island from the water. Located just minutes from beaches, restaurants, and local shops, you’ll have easy access to everything while still enjoying a quiet, residential waterfront setting. --- VRC# 25-000001 30 Day Minimum Stay 8 Persons Maximum 4 Driveway Parking Spots Quiet hours are 10pm to 8am

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Brian Leakeas (941-840-0190)