Winslow's Bungalows

Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.
Star Rating

Key West, Florida

Winslow's Bungalows is named after landscape painter Winslow Homer who wintered in Key West around the turn of the 20th century. With 85 guestrooms including two deluxe suites, this is the largest hotel in the Kimpton Key West collection and spans a lush, landscaped campus in the heart of Old Town combining several historic Key West architectural styles. The array of past owners, including an army officer, an Irish steamboat captain, and a circus performer, creates a colorful and unique backstory that is matched by the artful, bohemian interiors, and elegant touches. With three private pools, an outdoor bar, and vibrant gardens it’s a relaxing scene for couples and families, as well as groups and wedding parties.


725 Truman Avenue
Key West, FL, USA 33040

Approximately 4 miles from Key West International Airport

Hotel Amenities

  • Childrens Amenity
  • Complimentary Coffee/Tea
  • Concierge
  • Internet Access
  • Pets Allowed
  • Wedding Services

Hotel Activities

  • Bike Rentals Available
  • Swimming Pool

Room Amenities

  • Air Conditioning
  • Bathrobe
  • Bathroom Amenities
  • Ceiling Fan
  • Flat Screen Television
  • High Speed Internet Access
  • In Room Safe
  • Refrigerator
  • Telephone Alert Vibrate/Strobe

Hotel Dining

Pool Bar; Restaurants nearby

Nearby Attractions

Duval Street; Mallory Square; The Southernmost Point; and Old Town

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Need Help?
Call us toll free at 1-800-742-9244