Under contract-accepting backup offers. Welcome to Barefoot Gypsy — a cozy Anna Maria Island cottage bursting with character and located directly across from Tampa Bay on the coveted north end of Anna Maria Island. Completely renovated after Hurricane Helene including NEW ROOF, NEW AC, all new cabinets, appliances, and furnishings, this charming coastal retreat combines timeless charm with modern upgrades. Updated with a professional re-design, the home features vaulted ceilings adorned with reclaimed wood planks from a historic Bean Point home. Gleaming original terrazzo floors flow throughout the cottage, adding authentic Florida charm. The kitchen is thoughtfully designed with quartz countertops, subway tile backsplash, custom built-ins, and brand-new stainless-steel appliances — perfect for casual beachside entertaining. The home offers two queen-sized bedrooms...one with an en-suite bathroom, and a spacious hall bath complete with separate tub and shower. An additional third bedroom was added in 2017 and features two twin beds along with a full-size washer/dryer and closet area. With its eclectic, beachy flair, this turnkey-furnished home (with some exclusions) is currently part of a successful rental program. There’s even room for a pool! Just bring your flip-flops and start living the island dream.