Waterline Marina Resort & Beach Club, Autograph Collection

'This boutique marina resort captures the laid-back luxury of Anna Maria Island, where old Florida charm meets modern sophistication on one of the Gulf Coast's most pristine barrier islands.' What's Special? Waterline is the only full-service marina resort on Anna Maria Island, featuring direct Gulf access and a prime location on Holmes Beach. The property sits on historic Pine Avenue, once a trolley line from the early 1900s that connected the island to the mainland. The resort's design pays homage to the area's fishing village heritage while offering contemporary amenities. Don't Miss The nearby Anna Maria Island Historical Museum housed in the old ice house, and Bean Point at the island's northern tip - a secluded beach perfect for shelling and watching manatees. The island is also car-free friendly with a complimentary trolley system that's been running since 2005.