Enchantment awaits in the vibrant center of Old Town, just steps from Duval Street and the best of Key West. Discover our inviting resort-like retreat where every room is unique and each stay is unforgettable.
Playful, expansive and exceptionally lush, with timeless historical architecture and three sun-dappled pools.
Your Key to Key West
Let’s make it even easier to create your ideal Key West getaway with special offers and packages.
Savor the freshest seafood, enjoy intimate desserts in a speakeasy-like atmosphere, and taste Key West’s must-try street tacos. All just steps away from your front door. A stay at Winslow’s Bungalows puts you within walking distance of local favorites, hidden gems and the best of Duval Street.