Holmes Beach Vacation Homes for Sale

A coastal masterpiece tucked within the prestigious Key Royale community on Anna Maria Island, this spectacularly reimagined 4BD/4.5BA waterfront residence offers over 90 feet of tranquil canal frontage with a newly constructed dock and seawall, and a rare blend of intentional design and elevated island living.

Discover paradise at this stunning canal front retreat that includes 5 bedrooms and 3.5-bathrooms.

It's time to make Anna Maria Island your home. Discover a rare opportunity to own an iconic piece of Holmes Beach history. Designed by Emily-Anne Smith, this beloved island residence is known for its signature pink exterior and timeless coastal charm.

AMAZING LOCATION • COMPLETELY UPDATED • BRAND NEW POOL • BRAND NEW ROOF • TURN-KEY FURNISHED Casa Bella is a spacious and beautifully updated 4-bedroom, 3-bath home offering more than 2,500 sq ft in the heart of Holmes Beach.

Effortlessly blending relaxed coastal living with refined design, this beautifully remodeled 3BD/3BA retreat invites you to slow down and stay awhile.

Tropical Waterfront Oasis in Holmes Beach! Welcome to 518 74th Street, a stunningly remodeled coastal retreat that captures the essence of island living. This open-concept residence offers 3 spacious bedrooms, 3.5 luxurious baths, and is being sold designer furnished for a move-in ready experience.

Welcome to Tidal Daze, an exceptionally decorated and fully furnished 4-bedroom, 3.5-bathroom island retreat in the heart of Holmes Beach. This thoughtfully designed home offers flexibility and comfort with dual living spaces – both the upper and ground levels feature 2 bedrooms and 2 bathrooms, ideal for multi-generational living or guests who prefer single-level accommodations.

STEPS FROM THE GULF – LUXURY SIX-BEDROOM COASTAL RETREAT IN HOLMES BEACH | Discover Summer’s Retreat, an architectural masterpiece where luxury meets the legendary white sands of Anna Maria Island.

Experience true beachfront living in this rare Gulf-front condo on Anna Maria Island, perfectly positioned along the shoreline of Holmes Beach. This spacious 3-bedroom, 2-bath residence captures uninterrupted Gulf of Mexico views, daily sunsets, and instant access to the island’s iconic sugar-sand coastline.

Under contract-accepting backup offers. Rare 4-Bedroom Ranch in Coveted Key Royale – Turnkey Luxury with Pool Welcome to a rare opportunity on Anna Maria Island, a true 4-bedroom ranch-style retreat on the highly sought-after Key Royale! This exceptional property offers the perfect blend of timeless island charm and high-end modern luxury, all just moments from the Gulf waters.

Charming Coastal Cottage in Holmes Beach. Welcome to this newly and meticulously remodeled coastal retreat, ideally located in the heart of Holmes Beach. This one-of-a-kind, artsy beach cottage blends timeless charm with modern elegance and smart technology.

Pre-Construction. To be built. Build your dream home just steps from the beach. Take in panoramic sunsets from your private rooftop. Enjoy the peace of mind that comes with high-quality, hurricane-resilient construction. Modern, energy-efficient design ensures comfort, security, and long-term value.