Winslow’s Bungalows

Authentic & Eclectic Key West

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.

Double art painting hung in Winslow Lobby

What’s Included at Winslow’s Bungalows

Outdoor Pools
Complimentary Continental Breakfast
Concierge Services
Turkish Robes

Two Welcome Drinks at Bungalows Bar
On-site parking ($30/day)
Pet Friendly ($50/night)

Yoga Mats
Afternoon Poolside Refresher
Complimentary Wifi

Offers

Your Key to Key West

Let’s make it even easier to create your ideal Key West getaway with special offers and packages.

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15% Off Your Stay

Government and Military Rate

Valid government or military identification required.

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Up to 30% Savings & Waived Pet Fees

Santa Paws in Key West

There are endless tail-wagging adventures in Key West — reserve your stay now through January 31, 2025 for up to 30% savings, waived pet fees, and special surprises!

Up to 25% off & $100 Property Credit

Relive The History Of The Inns

Relive the history of the inns, stay for two or more nights to save up to 25% and receive a $100 property credit.

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Key West Hidden Gems

Visit Like a Local

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.