Anna Maria Island


“In other words, you’ve stepped into the Florida of decades ago, with one major difference: New amenities enhance the old charm for a winning combination.” – Southern Living

City of Anna Maria

Experience the charm of the City of Anna Maria, where quiet streets, pastel beach cottages, and pristine Gulf shores create the perfect backdrop for a relaxing island getaway. From boutique shopping and waterfront dining to breathtaking sunsets, Anna Maria offers the quintessential Old Florida experience.

Holmes Beach

Discover Holmes Beach, the perfect blend of laid-back island living and modern conveniences. With wide stretches of white-sand beaches, local shops, and a variety of dining options, Holmes Beach offers a relaxed yet vibrant escape at the heart of Anna Maria Island.

Bradenton Beach

Bradenton Beach, where vintage Florida charm meets a lively coastal vibe. Located on the southern end of Anna Maria Island, this vibrant community offers something for everyone — from strolling the historic Bridge Street lined with shops and restaurants to enjoying mini golf, live music, and beachside cocktails. With its sugar-white sands, clear Gulf waters, and stunning sunsets, Bradenton Beach is the perfect mix of relaxation and fun.

Cortez

Visit Cortez, a historic fishing village just across the bay from Anna Maria Island. Known for its authentic Old Florida charm, fresh seafood straight from the docks, and a rich maritime history, Cortez offers a relaxed coastal vibe like no other. From waterfront dining and fishing charters to the annual Cortez Commercial Fishing Festival, this hidden gem is the perfect spot to experience Florida’s Gulf Coast heritage.

Anna Maria Island Highlights & Accolades

Discover why Anna Maria Island and the surrounding communities — Holmes Beach, Bradenton Beach, and Cortez— are consistently ranked among the top vacation destinations in the world. From luxury vacation rentals to charming historic streets, this Gulf Coast paradise offers something for everyone.

Highlights

  • Anna Maria Island Vacation Rentals – Experience luxury beachfront homes, white sandy beaches, and crystal-clear Gulf waters for the ultimate coastal escape.

  • Holmes Beach Rentals – Stay in family-friendly vacation homes just steps from the beach, with easy access to local dining and boutique shopping.

  • Bradenton Beach Vacation Rentals – Enjoy Gulf-front properties with breathtaking sunset views, vibrant entertainment, and close proximity to Bridge Street.

  • Cortez, Florida Vacation Rentals – Relax in a historic fishing village, featuring waterfront homes and the timeless charm of Old Florida.

  • Cortez Commercial Fishing Festival – Celebrate the area’s fishing heritage with fresh seafood, live music, and artisan crafts each February.

  • Florida Maritime Museum – Explore the rich maritime history of Cortez and its generations-long connection to the fishing industry.

  • Vacation Rentals Near Cortez – Convenient stays near Anna Maria Island, Bradenton Beach, and Holmes Beach, combining easy access with coastal tranquility.

  • Holmes Beach Family Vacation Homes – Spacious rentals perfect for families, with kid-friendly amenities and nearby attractions.

  • Bradenton Beach Waterfront Rentals – Wake up to panoramic Gulf views and enjoy the vibrant, lively atmosphere of this southern stretch of the island.

  • Cortez Seafood Festivals – Immerse yourself in authentic local culture while sampling the freshest seafood along the coast.

  • Bradenton Beach Luxury Vacation Homes – Upscale properties offering premium amenities, steps from pristine Gulf beaches and the Bridge Street Pier.

  • Cortez Bayfront Vacation Homes – Peaceful retreats with serene water views, boating access, and close proximity to the heart of the fishing village.

Accolades & Recognition

National & International Recognition

  • #3 of America’s Prettiest Towns – Forbes (2013)

  • Top 30 Islands in the World – Condé Nast Traveler (2014)

  • Top 10 Island Beaches for Perfect Sand – Condé Nast Traveler (2015)

  • TripAdvisor Traveler’s Choice Destination Winner – (2013 & 2014)

  • 14 Best Small Beach Towns in America – Thrillist (2015)

  • Top 10 Happiest Seaside Towns – Coastal Living (2018)

  • 26th Best Island in the World – Condé Nast Traveler Readers’ Choice Awards

  • Featured in Condé Nast Traveler itineraries for “7 Perfect Days.”

Recent Local Awards & Honors (2025)

  • Readers’ Choice Awards – Anna Maria Island Sun

    • Community-voted recognition across categories for dining, recreation, and services.

    • The Waterfront Restaurant named Favorite Overall Restaurant, Favorite Fine Dining, and Favorite Most Romantic Restaurant.

  • The Center of Anna Maria Island

    • Honored as Favorite Non-Profit in 2025.

    • Recognized for its “Build Back the Beach” coastal restoration project, along with Tourism Ambassador of the Year, Spirit of Manatee, and Chair’s Award for leadership and community impact.