Welcome to Westwinds Inn - An Old Town Key West Bed & Breakfast Ready to get away from it all? Escape to Westwinds Inn in Key West, Florida, and put all your worries behind you. Hospitality, comfort, and relaxation are the hallmarks of every stay at Westwinds Inn, circa 1900. Located in the Historic Seaport District of Old Town Key West, our Victorian-style bed & breakfast was built before World War II and still retains all of its original charm, plus modern comforts & amenities like free Wi