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Kimpton Winslow's Bungalows | Old Town

Lush Garden Retreat With Playful Amenities

Book a Reservation: 1-877-2194500
Contact Front Desk: 1-305-2945229

Named for landscape painter Winslow Homer, who wintered in Key West around the turn of the 19th century, this is the largest hotel in the Kimpton Key West collection comprised from multiple historic homes that make no guest room designed the same. Wander down brick walkways through vibrant greenery, stopping to play a game of corn hole or snap a photo at our “Instagram Tree”—all on grounds that were once covered in fruit groves. Today, wedding parties, families and couples enjoy coveted moments of relaxation and play in a central Old Key West locale.

Check in - 4:00 PM, Check out - 11:00 AM
Minimum check in age is 18

Winslow's Bungalows amenities photo

Amenities + Services

Our extras help you make the most of your stay. Get in the Key West state of mind while sipping a cocktail poolside at Bungalow Bar or explore the island on one of our loaner bikes (but not before you enjoy a complimentary continental breakfast).

Eat + Drink

Bungalow’s is an outdoor pool bar located at Kimpton’s Winslow’s Bungalow’s. Let our bartenders help you step into the Key West state of mind with our famous Rum Runner featuring local Papa's Pilar rum.

Accommodations photo

Rooms + Suites

Set within storied Queen Anne, Carpenter Victorian and classic conch houses are 85 guestrooms. Here timeless design merges authenticity with modern bohemian style. Unwind on an elegant summer cane bed. Feel the glow of maritime basket lighting. Wrap yourself in a Turkish robe. And experience island leisure at its Key West best.


Discover Key West

Kimpton hotels are where a sense of place meets boutique style. Check in to our inviting retreats and experience the best of our location’s food, wine and wonderful.

#3 Best Hotel in Florida, 2021

Condé Nast Traveler Readers’ Choice Awards

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