Holmes Beach Vacation Homes for Sale

Under contract-accepting backup offers. This elevated canalfront home on VERY rare 15,000 Sq. Ft. lot is not one to miss! In the heart of Holmes Beach, this LOCATION is everything. Perfectly positioned on an oversized lot of nearly 15,000 sq. ft., this property combines privacy, space, and stunning water views.

Anna Maria Island invites you to purchase your own piece of paradise right here! The property search stops with this beautifully renovated 3 bedroom, 2 bath luxury home. Walk into a lush private backyard with a new heated saltwater pool and spa perfect for entertaining! Unbeatable location between two walkable beach accesses and near multiple restaurants and shops.

Welcome to your dream Beach Retreat! This elevated 4-bedroom, 3-bath home offers a perfect blend of comfort and luxury, providing ample space for family gatherings and entertaining friends. Nestled in the heart of Anna Maria Island, this gem is just a stone's throw away from pristine beaches, charming shops, and delightful restaurants.

Welcome to Your Dream Vacation Getaway Surrounded by world-class beaches, fantastic restaurants, and charming shops, this TURN-KEY FURNISHED 4-bedroom, 3-bathroom pool home is perfectly situated in the heart of Anna Maria Island.

Welcome to Orange Crush! This recently updated three-bedroom and two-bath home has been thoughtfully decorated and has a game room you'll love! It features arcade games and a foosball table and is complete with a TV and a fridge. The location is unbeatable – just two blocks from the beach and near fantastic island shops and restaurants.

A fresh new life has been given to this updated 4-bedroom, 3-bath canal-front home in the heart of Holmes Beach. The new kitchen—with its stunning quartz island—is the true centerpiece of the home, opening seamlessly to the spacious great room where sliders lead to the outdoor living area. The split floor plan ensures privacy for guests and family.

This one has it all! Beautifully remodeled with a fabulous updated kitchen and open floor plan, this 3 bedroom/2 bath half duplex lives like a single family home, with a private, heated pool and just steps to the direct beach access! Ideally situated on a quiet corner lot in the heart of the island, it is a popular vacation rental! The split bedroom plan is perfect for hosting, and the updated

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Under contract-accepting backup offers. UNDER CONTRACT ACCEPTING BACK UP OFFERS Welcome to this stunning coastal retreat, inspired by the iconic architecture of Frank Lloyd Wright, located on the sought-after Anna Maria Island.

Escape to your own slice of Waterfront Paradise in this old Florida charming 3-bedroom, 3-bathroom ground-level home perfectly positioned on a serene canal in the heart of Holmes Beach. No stairs to climb—just effortless single-story living with direct access to the water and endless outdoor enjoyment.

This fully and beautifully renovated ground-level all-stucco home, including a primary ensuite bath, is designed for easy, effortless island living. Nothing has been spared. Just two short blocks from the sugary sand beaches and unforgettable Anna Maria Island sunsets, it offers the ideal blend of comfort, style, and convenience.

Introducing Hart of the Gulf, a charming ranch-style retreat nestled just 2.5 blocks from the pristine sugar sand beaches of Anna Maria. This enchanting home features three inviting bedrooms and two full bathrooms, offering ample space for families or groups.