A two-story building with a covered entrance, palm trees, and a bench outside.

A white picket fence, a wooden bench with cushions, and a concrete pathway surrounded by lush greenery.

A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.

A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

VIP Access

Winslow's Bungalows - Key West Historic Inns

Wonderful

Highlights for your 4-night trip

Loved by couples
This property received multiple 10/10 ratings from couples.
Dive into relaxation
Unwind in the top-rated pool, your perfect spot for relaxation.
Poolside bar
A rare find - enjoy refreshing drinks by the pool.
Walkable and wonderful
Guests love the walkable location for its easy access on foot.

About this property

Swimming pool
Poolside bar
American restaurant
Air conditioning
Housekeeping
Continental breakfast available

Explore the area

725 Truman Avenue, Key West, FL, 33040

Place, Duval Street
‪5 min walk‬
Place, Ernest Hemingway Home and Museum
‪8 min walk‬
Place, Southernmost Point
‪11 min walk‬
Airport, Key West, FL (EYW-Key West Intl.)
‪9 min drive‬

Start date

End date

Travelers