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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
Email:  info@kimptonkeywest.com

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.

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

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725 Truman Avenue
Key West Florida 33040 United States


Parking + Transportation
Swimming Pool Swimming Pool
Hotel Exterior Hotel Exterior
Hotel Lobby Hotel Lobby
Hotel Exterior Hotel Exterior
Restaurant Restaurant
Hammock amid tropical grounds Hammock amid tropical grounds
Guest Room Guest Room
Guest Room Guest Room
Guest Room. Guest Room.
Suite Sun Deck Suite Sun Deck
Picnic Table at Winslow's Bungalows Picnic Table at Winslow's Bungalows
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).
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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.

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Restaurant
Restaurant
Breakfast Available
Accommodations photo
ACCOMMODATIONS

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.

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Hotel Highlights

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On sunny days and balmy evenings, very little beats lounging by the pool. At Winslow's Bungalows, you have three pools to choose from. One is tricked out with a tropical bar and breakfast pavilion—perfect for bagels and fruit by morning, 'ritas and rum by night. All our pools are surrounded by low-hanging trees and lush grounds for paradise vibes.

Pool Bar

On sunny days and balmy evenings, very little beats lounging by the pool. At Winslow's Bungalows, you have three pools to choose from. One is tricked out with a tropical bar and breakfast pavilion—perfect for bagels and fruit by morning, 'ritas and rum by night. All our pools are surrounded by low-hanging trees and lush grounds for paradise vibes.

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Winslow's Bungalows has been the home of an army officer, steamboat captain, cigar maker and circus performer. These days, 85 guestrooms welcome all kinds of groups, from family reunions to corporate retreats. Swim together in three pools, challenge each other to a game of corn hole, and share stories in our many outdoor seating vignettes.

Room Blocks

Winslow's Bungalows has been the home of an army officer, steamboat captain, cigar maker and circus performer. These days, 85 guestrooms welcome all kinds of groups, from family reunions to corporate retreats. Swim together in three pools, challenge each other to a game of corn hole, and share stories in our many outdoor seating vignettes.

LEARN MORE
If you’re traveling with family, or simply looking for a bit more space to lounge amid bohemian peacock textiles and artfully eclectic design, our suites are an irresistible upgrade. The bridal suite offers a private outdoor space for lounging in your own patch of sunny paradise. Just when you thought a Key West getaway couldn’t get any dreamier.

Specialty Suites

If you’re traveling with family, or simply looking for a bit more space to lounge amid bohemian peacock textiles and artfully eclectic design, our suites are an irresistible upgrade. The bridal suite offers a private outdoor space for lounging in your own patch of sunny paradise. Just when you thought a Key West getaway couldn’t get any dreamier.

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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.
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#3 Best Hotel in Florida, 2021

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