Escape to Old Florida Charm with Best Beach Getaways

Escape to the laid-back beauty of Anna Maria Island — a pristine, 7-mile barrier island nestled between Tampa Bay and Sarasota Bay along Florida’s breathtaking Gulf Coast. Known for its sugar-white sand beaches, turquoise waters, charming shops, and local eateries, Anna Maria Island is the perfect place to slow down, reconnect, and soak up the magic of Old Florida. With no high rises, no fast food chains, and free island trolleys to take you from Bradenton Beach to Holmes Beach and the historic Anna Maria Village, it’s easy to see why visitors return year after year.

Best Beach Getaways is proud to offer a premier collection of Anna Maria Island vacation rentals — from cozy beach cottages and elegant condos to luxurious waterfront homes. Backed by our local team, we combine the perfect home base with real insider knowledge to help you experience the island like a true local. From dolphin spotting and sea turtle nesting to fishing charters, kayaking, parasailing, and bike rides along the coast, every day is a new adventure. Browse our Anna Maria Island vacation rentals below and discover your perfect beach getaway today.