Pleasant Holidays · Flights + hotel
Winslow's Bungalows - Key West Historic Inns
Florida Keys, United States, Key West, Florida
- Stay
- 5 nights
- Dates
- Jan 10, 2027 – Jan 15, 2027
- Travelers
- 2 adults
- Includes
- Flights from LAX + hotel
- Rating
- 4-star
Watch this price
Winslow's Bungalows - Key West Historic Inns 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.
Popular amenities
- Swimming Pool
- Childrens Amenity
- Concierge
- Air Conditioning
Your room

Room and rate
King
2 adults sharing, 5 nights
- Round-trip flights from Los Angeles (LAX) for 2 adults
- 5 nights at Winslow's Bungalows - Key West Historic Inns
- Taxes included in the price
Amenities
Hotel
- Childrens Amenity
- Complimentary Coffee/Tea
- Concierge
- Internet Access
- Pets Allowed
- Wedding Services
In the room
- Air Conditioning
- Bathrobe
- Bathroom Amenities
- Ceiling Fan
- Flat Screen Television
- High Speed Internet Access
- In Room Safe
- Refrigerator
- Telephone Alert Vibrate/Strobe
Activities
- Bike Rentals Available
- Swimming Pool
Dining
- Pool Bar
- Restaurants nearby
Nearby
- Duval Street
- Mallory Square
- The Southernmost Point
- Old Town
Location
- Address
- 725 Truman Avenue, Key West
- Airport
- Key West, Florida (EYW)
Approximately 4 miles from Key West International Airport
Other hotel deals nearby
Dates and prices
Per person, 2 adults sharing a room
- Dates
- Jan 10, 2027 – Jan 15, 2027
- Nights
- 5
- Travelers
- 2 adults
- Flights
- Round trip from Los Angeles (LAX)
- Per person
- $1,697
- Total
- $3,393
Taxes included.




