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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

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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

Winslow's Bungalows - Key West Historic Inns: Suite

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

From

$1,697

per person, flights + hotel

Request this room King

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)
View larger map · © OpenStreetMap contributors

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.

Request this hotel

From, per person$1,697