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From593US$ /night
Check-in
13Jan2026Select date
Check-out
14Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

725 Truman Avenue, Key West, Florida, United States, 33040
-
Close to South Beach
Great
8.6
9.1
/10
5.0
4.1
/5

Offering 3 outdoor swimming pools, the 4-star Winslow'S Bungalows - Key West Historic Inns is situated in the Downtown Key West district, 19 minutes' walk from Audubon House and Tropical Gardens. Boasting a location a short way from The Ernest Hemingway Home and Museum, the hotel offers 85 rooms and a lounge bar onsite.

Location

This Key West hotel enjoys proximity to Sunset Key, located 1.7 km away. The Winslow'S Bungalows - Key West Historic Inns also gives access to Key West Firehouse Museum, which is 13 minutes' walk away.

The property is just 1.8 km from the bustling plaza "Mallory Square".

Truman Avenue & Simonton Street bus stop is at a distance of in the immediate vicinity of this smoke-free hotel.

Rooms

The rooms at Winslow'S Bungalows - Key West Historic Inns provide guests with a multi-channel television, as well as comforts such as an iron and ironing board, and an air conditioner. Bathrooms, equipped with a lowered sink, a raised toilet, and a shower, also feature a hair dryer and toiletries.

Eat & Drink

Offering American dishes, New York Pasta Garden lies about 600 metres away.

“The historic charm of this Key West property, with its bungalow-style accommodations, is undeniable. Three outdoor pools and gardens create a relaxing resort-like atmosphere, a true oasis near the buzz of Duval Street. Chef-driven breakfasts and poolside cocktails add a sophisticated touch for families and couples alike.”
Hotel logo
James DavidEditor-in-Chief at Dogfriendly-hotels
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Select your room type

The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
Annex Mobility
2 persons
27 m² 
1 King-size bed
Air conditioning
Maloney King
2 persons
38 m² 
1 King-size bed
Bathtub
Air conditioning
Truman King Patio
2 persons
33 m² 
1 King-size bed
Air conditioning
Winslow
2 persons
14 m² 
1 King-size bed
Air conditioning
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Rates & availability calendar

See current prices and availability for your chosen dates!

Facilities

Hotels feature amenities designed to keep both you and your pet comfortable

General

  • Non-smoking rooms
  • Wi-Fi
  • Parking
  • Safe deposit box
  • Concierge desk
  • Pets allowed for a fee
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • 24-hour security
  • Luggage storage
  • Smoke detectors
  • Fire extinguishers
  • Key access

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Bar/ Lounge area
  • Picnic area/ Tables

Children

  • Cots

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Outdoor heated swimming pool
  • Garden area

Room features

  • Air conditioning
  • Terrace
  • Garden furniture
  • Ironing facilities

Bathroom

  • Free toiletries
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Hotel location

725 Truman Avenue, Key West, Florida, United States, 33040
Map view
725 Truman Avenue, Key West, Florida, United States, 33040
Nearby
Cemetery
Key West Cemetery
490 m
Church
Saint Mary Star of the Sea
80 m
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
550 m
Museum
Key West Firehouse Museum
340 m
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
530 m
1100 Simonton St
Historic E. H. Gato Building
280 m
Museum
Tennessee Williams Key West Exhibit
330 m
Gallery
Wild Side Gallery
410 m
Gallery
Alan S Maltz Gallery
510 m
Gallery
Frangipani Gallery
450 m
Gallery
Island Arts Co-op
470 m
Gallery
Key West Pottery
490 m
Restaurants
Better Than Sex
230 m
926 Simonton Street
Duffy's Steak & Lobster House
220 m
1007 Simonton St
Seven Fish
290 m
921 Truman Ave
Meet Burger USA
300 m
517 Truman Ave
Camille's Restaurant
490 m
1202 Simonton St
Ocean Grill & Bar
550 m
1075 Duval St Duval Square
Origami Sushi Bar
560 m
1075 Duval St. Ste C3
Blackfin Bistro
420 m
918 Duval St
Sushi Song
370 m
925 Duval St
Point 5 Tapas & Wine Bar
450 m
915 Duval St
Explore Key West
Local Experiences
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Home of Nobel Prize-winning author Ernest Hemingway, featuring beautiful gardens and guided tours showcasing his life.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S., perfect for memorable photos against the Atlantic backdrop.
Duval Street
Duval Street
11 minutes' walk
Famous street packed with shops, bars, and eateries, offering vibrant nightlife and local culture in a lively atmosphere.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse offering panoramic views of Key West after climbing 88 steps, with rich maritime history.
Water Sports
6 minutes' drive
Thrilling kayaking, snorkeling, and diving experiences available through local vendors. Rentals and tours easily accessible.
Yoga on the Beach
8 minutes' walk
Relaxing beach yoga sessions where guests can unwind while enjoying ocean views. Classes cater to all levels.
Better Than Sex
Better Than Sex
3 minutes' walk
Romantic dessert-only restaurant known for indulgent sweet creations and intimate ambiance. Reservations recommended.
Seven Fish
Seven Fish
4 minutes' walk
Seafood bistro highlighting fresh catch of the day in a cozy setting, offering daily specials and vegetarian options.
Duffy's Steak & Lobster House
Duffy's Steak & Lobster House
3 minutes' walk
Steak and seafood restaurant with a casual vibe, featuring hearty portions and a range of dining options for all palates.
Sloppy Joe's Bar
11 minutes' walk
Historic bar known for live music, vibrant atmosphere, and classic cocktails. Enjoy nightly entertainment that's family-friendly.
Key West Theater
5 minutes' drive
Venue featuring local performances, live bands, and comedy shows, offering entertainment suitable for all ages.
Local transport and travel tips
City Centre
Key West18 min  ·  1.5 km
Airports
Key West International Airport (EYW)8 min  ·  5.0 km
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site at USD 30 per day.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
The hotel Winslow'S Bungalows - Key West Historic Inns serves a full breakfast for free. 
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets allowed on request at the price of USD 50 per night.
Number of rooms:
85
Former name
kimpton winslow's bungalows, an ihg hotel
FAQs
About Winslow'S Bungalows - Key West Historic Inns
What is the distance from Winslow'S Bungalows - Key West Historic Inns to the Southernmost Point?
The Southernmost Point is 1 km away from the hotel.
What time can guests check in and out of Winslow'S Bungalows - Key West Historic Inns?
Check-in is at 16:00 and check-out is at 11:00.
Is parking available at Winslow'S Bungalows - Key West Historic Inns?
Private parking is available on-site for a fee of 30 USD per day.
What amenities are available in the rooms at Winslow'S Bungalows - Key West Historic Inns?
Rooms include a flat-screen cable TV, small refrigerator, air conditioning, and private bathrooms with hairdryers and free toiletries.
What dining options are nearby Winslow'S Bungalows - Key West Historic Inns?
Nearby restaurants include Better Than Sex (0.5 km), Seven Fish (0.5 km), and New York Pasta Garden (0.5 km).
What recreational facilities does Winslow'S Bungalows - Key West Historic Inns offer?
The hotel features three outdoor swimming pools and landscaped gardens with paths.
Is Wi-Fi available at Winslow'S Bungalows - Key West Historic Inns?
Complimentary Wi-Fi is available throughout the hotel.
How far is the Ernest Hemingway Home and Museum from Winslow'S Bungalows - Key West Historic Inns?
The Ernest Hemingway Home and Museum is an 8-minute walk from the hotel.
What breakfast options are available at Winslow'S Bungalows - Key West Historic Inns?
Continental breakfast is served daily at the hotel.

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