Holmes Beach Vacation Homes for Sale

Paradise awaits at this stunning, coastal contemporary home, featuring 9-ensuite bedrooms and 2 half bathrooms. High end coastal finishes can be seen throughout including custom millwork and designer tilework. A large chef's kitchen features an oversized island and stainless steel appliances, perfect for entertaining a large group.

Anna Maria luxury at its finest! This 5,921 square foot, spectacular bayfront estate provides the perfect combination of privacy and coastal elegance in the center of the tropical paradise that is Anna Maria Island. Whether it is boating you desire, beaches, or both, this home has everything you need to live the island lifestyle.

Experience the pinnacle of coastal luxury with this newly constructed bayfront residence on Anna Maria Island. Offered fully furnished with high-end furniture, this home features top-tier Wolf and Sub-Zero appliances and a state-of-the-art Control4 home automation and audio-video system.

Under contract-accepting backup offers. Just completed brand new construction located on the beautiful North end of Anna Maria Island! This Bimini Bay front estate is a boater's dream! An incredibly well appointed, expansive home sitting on 90' of deep protected sailboat water. This stunning home features 4 bedroom, 4 baths, office, large covered decks and 2 powder rooms.

Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder.

Welcome to this 4,995-square-foot architectural masterpiece designed by well-known architect Gene Aubry, featuring five bedrooms, five baths, an office, a second living area and a gym, all on 225 feet of direct bay frontage in Holmes Beach.

Just Completed Coastal Southern Retreat on the Grand Canal! Welcome to 525 68th Street, an elegant newly completed Southern-style residence perfectly positioned along the coveted Grand Canal in Holmes Beach. This 4-bedroom, 4.5-bath masterpiece offers timeless charm blended with modern coastal luxury.

Under contract-accepting backup offers. Paradise found in this GULF FRONT HOME with detached garage and guest-suite on an expansive property, primed for the construction of your personalized dream residence! This is a truly exceptional chance to secure multiple Gulf-front lots right in the heart of Holmes Beach.

Welcome to Alamanda Villas and your piece of island paradise. Just steps from the Gulf of Mexico, 8 unit property features a heated outdoor pool, barbecue facilities and umbrella-covered patio areas with wonderful water views. Each 1 bedroom/1 bathroom unit has a fully stocked kitchen with a microwave, refrigerator, coffee maker, oven and stove top.

Under contract-accepting backup offers. A beachfront paradise with a raised pool, offering stunning gulf views and unparalleled luxury. Imagine waking up to the sound of waves and enjoying a refreshing swim in your exclusive elevated pool. This is beachfront living redefined.

Discover an unparalleled living experience in this architecturally stunning island residence, meticulously renovated in 2022 by Richard Haas of Haas Modern Architecture & Design with bespoke floating stairs seamlessly blending cutting-edge design with luxurious amenities, all set against the backdrop of serene harbor views and near pristine beaches.

BIMINI BAY SHOWSTOPPER! Quite possibly one LARGEST and most stunning lots on Anna Maria Island! Nestled in the desirable Bay Palms neighborhood of Holmes Beach, this custom-built 4-bedroom, 4-bathroom coastal masterpiece offers breathtaking panoramic views and an unmatched 260 feet of waterfront on an expansive 19,863 sq. ft. lot.