Discover Winslow’s Bungalows: A Historic Key West Oasis
Winslow’s Bungalows stands as a timeless Key West oasis that masterfully blends historic charm with modern island comforts. Set on storied grounds once home to Key West’s first motel and its oldest residences, the property echoes tales of Colonel Walter Maloney and a vibrant cast of characters—from Irish steamboat captains and circus performers to cigar makers—each contributing to an enchanting legacy.
Guests experience an inviting retreat with three shimmering pools, delightful poolside bites, and specialty cocktails served at the Bungalow Bar. The Elizabeth Annex offers an exclusive escape featuring an exclusive pool, a secluded sun deck, and 11 spacious rooms, including a luxurious suite ideal for private gatherings.
Special packages, such as Florida and Georgia resident discounts and pet-friendly offers, ensure every stay is both memorable and tailored. Winslow’s Bungalows captures the playful spirit and rich heritage of Key West, inviting visitors to immerse themselves in a unique experience where history and contemporary comfort intertwine.
