Fullscreen

Anna Maria Vacation Rentals By Owner: No Booking Fees

  • Sort By:

Anna Maria Vacation Rentals by Owner – Old Florida Vibes on a Beautiful Barrier Island

Welcome to the serene shores of Anna Maria Island, where time slows down and vacation feels like a peaceful escape. With soft white sands, clear Gulf waters, and a small-town coastal charm, Anna Maria Vacation Rentals by Owner offer a perfect getaway without the crowds or commercial hustle. This barrier island off Florida’s Gulf Coast is the ideal destination for families, couples, and solo travelers seeking sun, relaxation, and authentic Florida experiences.

Beachfront Homes & Island Cottages

Anna Maria is known for its charming, low-rise architecture and colorful island-style homes. Vacation rentals here range from quaint beach cottages to luxury beachfront homes with private pools, outdoor showers, and direct Gulf access. Many homes come with wraparound porches, tropical landscaping, and fully equipped kitchens—perfect for longer stays. Whether you’re looking for a cozy hideaway for two or a spacious rental for the whole family, there’s a perfect place waiting just steps from the beach.

Explore Pine Avenue & Island Hotspots

Pine Avenue is the heart of Anna Maria and a must-visit spot for shopping and dining. Stroll past local boutiques, ice cream shops, and seafood restaurants where fresh catch is served daily. Nearby, the Anna Maria City Pier offers beautiful views and great fishing, while Rod and Reel Pier is perfect for casual eats over the water. The island's free trolley makes it easy to explore from end to end without a car.

Nature, Beaches & Water Adventures

From sunrise to sunset, the beaches on Anna Maria Island are picture-perfect. Spend your days swimming, shelling, paddleboarding, or just lounging under a beach umbrella. For nature lovers, nearby Leffis Key Preserve and Bean Point offer birdwatching and peaceful trails. Kayak through mangrove tunnels, go dolphin watching, or take a sunset sail for unforgettable moments on the water.

Stay Local, Save More

Booking Anna Maria Vacation Rentals by Owner means no hidden fees and personalized service. By connecting directly with owners, you’ll enjoy lower rates, insider tips, and flexible stays. Many homes offer family-friendly amenities, bikes, beach gear, and even pet-friendly options—so everyone can join in on the fun.

For a classic coastal experience filled with charm, sunsets, and sandy toes, Anna Maria Island delivers. Book your dream vacation rental today and experience the laid-back magic of Florida’s Gulf Coast.

Compare listings

Compare