Find Your Perfect Beach House
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Every Kind of Stay, in One Place
Gulf-front or tucked away, sleeps four or sleeps fourteen. Filter by what matters to you.
Bradenton Beach
Waterfront vacation homes in Bradenton Beach, Florida, steps from the sand with fully equipped amenities and direct beach access for your perfect getaway.
Condo Rentals
Browse fully equipped beachside condos on Anna Maria Island with beach access, water toys, and guest-focused hospitality for your perfect vacation.
5 Bedroom Homes
Five-bedroom vacation homes on Anna Maria Island with private pools, rooftop decks, and Gulf views. Ideal for large groups and multi-generational trips.
3 Bedroom Homes
Three-bedroom vacation homes on Anna Maria Island with full kitchens, outdoor living, and beach access. Right-sized for families and small groups.
Spa
Discover private hot tub homes on Anna Maria Island perfect for relaxing soaks and gatherings with friends and family.
Waterviews
Waterfront vacation homes on Anna Maria Island with Gulf and bay views, direct beach access, and outdoor decks. Wake up to the water every morning.
Holmes Beach
Waterfront vacation homes in Holmes Beach, Florida with direct beach and lake access on a quiet, walkable barrier island.
City of Anna Maria
Beachfront and waterfront vacation rentals on Anna Maria Island, Florida's Gulf Coast. Discover quiet beaches, Gulf views, and walkable island neighborhoods.
6+ Bedroom Homes
Six-plus bedroom vacation homes on Anna Maria Island for reunions and large groups. Multiple living areas, outdoor space, and the Gulf a short walk away.
4 Bedroom Homes
Four-bedroom vacation homes on Anna Maria Island with private pools, big kitchens, and outdoor space. Built for families and groups who want room to spread out.
2 Bedroom Homes
Browse two bedroom vacation homes on Anna Maria Island with full kitchens, outdoor spaces, and guest amenities like bikes and beach gear.
Multi Family
Multi-family vacation homes on Anna Maria Island with separate living areas, pools, and full kitchens. Designed for extended families and groups traveling together.
Private Pool
Escape to private pool homes with outdoor entertainment spaces, grills, games, and family-friendly amenities for your perfect beach vacation.
Less Than 7 Days
Browse furnished vacation homes on Anna Maria Island available for short stays under 7 days, fully equipped with kitchens, WiFi, and outdoor amenities.
1 & 2 Bedrooms Homes
Intimate 1–2 bedroom vacation homes on Anna Maria Island, perfectly sized for couples and small groups seeking island living near the beach.
Dog Friendly
Pet-friendly vacation rentals on Anna Maria Island where your dog can enjoy nearby beaches, parks, and outdoor spaces during your stay.