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18Jan2026Select date
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Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

725 Truman Avenue, Key West, Florida, United States, 33040
-
Steps from The Ernest Hemingway Home and Museum
Great
8.6
9.1
/10
5.0
4.1
/5

Rooms and Amenities

Kimpton Winslow's Bungalows, located in Key West Historic District, features rooms in the historic Maloney House, built in 1854 and included on the National Historic Register. Room options include Key Lime rooms with one queen bed, Blue Parrot rooms for up to four people with two queen beds, Bungalows with a king or queen bed, Winslow rooms, Winslet rooms with a patio or balcony, Maloney rooms with a king bed and soaking tub, Truman rooms with pool views, Treehouse Suites with a separate living area and balcony, and accessible Winslow and Annex Mobility rooms. Superior and deluxe rooms include mini-fridges and more space. Each room includes air conditioning, a flat-screen TV, a private bath with a hairdryer and free toiletries, a security safe, and a telephone. Conveniences include safes and irons/ironing boards, as well as phones with free local calls.

Dining Options

The hotel serves continental breakfast each morning by the pool. Bungalow Bar offers poolside bites, cocktails, and beer from 11am to 7pm, with lunch available from 11am to 2pm. Chef Mike's Continental Breakfast is served from 8 AM - 10 AM at Bungalows Bar, including wellness juice shots, house-made pastries, and organic hard-boiled eggs.

Leisure and Entertainment

Kimpton Winslow's Bungalows features three swimming pools and a sun terrace with lounge chairs. Guests can use hammocks and swings. There is a large, heated pool and an outdoor patio with a sitting area. Live music is available at Bungalow Bar. The hotel offers recreation opportunities such as an outdoor pool. Guests can discover jet skiing, kayaking, and scuba diving nearby.

Location and Access

Kimpton Winslow's Bungalows is in the heart of Key West Historic District, 10 km from Key West International Airport. The Ernest Hemingway Home and Museum is an 8-minute walk, and the Key West Butterfly and Nature Conservatory is a 10-minute walk. Duval Street and the historic Ernest Hemingway House and Museum are within five blocks. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive. Other popular areas, such as Smathers Beach, Southernmost Point, and Mallory Square, are within one to three miles.

Hotel Services

Kimpton Winslow's Bungalows provides wireless Internet access and concierge services. The lobby has free newspapers and beverages like coffee, tea, and water. Featured amenities include wired Internet access, a 24-hour front desk, and luggage storage. On-site parking is available for $30 per night, and the hotel is pet-friendly for $50 per night.

“Winslow's Bungalows evokes historic Key West charm, placing guests steps from Duval Street's energy yet tucked away in a tranquil setting. I appreciate the unique bungalow-style accommodations and multiple pools, creating a resort-like feel. The friendly staff and chef-curated breakfast definitely add to the appeal.”
Hotel logo
James DavidEditor-in-Chief at Tohotel
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Annex Mobility
2 persons
295 sq. feet 
1 King-size bed
Air conditioning
Maloney King
2 persons
410 sq. feet 
1 King-size bed
Bathtub
Air conditioning
Truman King Patio
2 persons
360 sq. feet 
1 King-size bed
Air conditioning
Winslow
2 persons
155 sq. feet 
1 King-size bed
Air conditioning
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Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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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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
1700 ft
Church
Saint Mary Star of the Sea
300 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
1900 ft
Museum
Key West Firehouse Museum
1200 ft
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
1800 ft
1100 Simonton St
Historic E. H. Gato Building
1000 ft
Museum
Tennessee Williams Key West Exhibit
1100 ft
Gallery
Wild Side Gallery
1400 ft
Gallery
Alan S Maltz Gallery
1700 ft
Gallery
Frangipani Gallery
1500 ft
Gallery
Island Arts Co-op
1600 ft
Gallery
Key West Pottery
1700 ft
Restaurants
Better Than Sex
800 ft
926 Simonton Street
Duffy's Steak & Lobster House
800 ft
1007 Simonton St
Seven Fish
1000 ft
921 Truman Ave
Meet Burger USA
1000 ft
517 Truman Ave
Camille's Restaurant
1700 ft
1202 Simonton St
Ocean Grill & Bar
1900 ft
1075 Duval St Duval Square
Origami Sushi Bar
1900 ft
1075 Duval St. Ste C3
Blackfin Bistro
1400 ft
918 Duval St
Sushi Song
1300 ft
925 Duval St
Point 5 Tapas & Wine Bar
1500 ft
915 Duval St
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Famous residence of the author, featuring beautiful gardens and guided tours highlighting Hemingway's life and works.
Southernmost Point of the Continental US
Southernmost Point of the Continental US
12 minutes' walk
Iconic buoy marking the southernmost point. A photo opportunity with stunning ocean views in a historical setting.
Duval Street
Duval Street
11 minutes' walk
Vibrant street known for nightlife, shops, and restaurants, offering a lively atmosphere day and night.
Key West Aquarium
Key West Aquarium
20 minutes' walk
Interactive marine exhibits and feeding experiences. Great for families looking to learn about local sea life.
Water Sports
5 minutes' drive
Kayaking, paddleboarding, and snorkeling adventures available at nearby beaches, ideal for thrill-seekers.
Yoga on the Beach
5 minutes' drive
Relaxing yoga sessions offered by local studios on beautiful beaches. Great for unwinding amidst stunning scenery.
Better Than Sex
Better Than Sex
3 minutes' walk
Romantic dessert-only restaurant renowned for decadent creations and intimate ambiance. Reservations recommended.
Seven Fish
Seven Fish
4 minutes' walk
Inviting eatery specializing in fresh seafood dishes with Caribbean flair. Known for its cozy atmosphere and specials.
Green Parrot Bar
10 minutes' walk
Iconic bar featuring live music and a laid-back vibe. Known for great drinks and a welcoming atmosphere.
Tropic Cinema
15 minutes' walk
Charming independent cinema showing a mix of classic films and new releases. Great for families and movie lovers.
Getting around
City Centre
Key West18 min  ·  5000 ft
Airports
Key West International Airport (EYW)8 min  ·  3.1 mi
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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
Questions of the users
About Winslow'S Bungalows - Key West Historic Inns
Is the parking area situated on hotel property, and is it secure for vehicles?
12 January 2024
The parking lot is indeed on private property, and overall, Key West is a very safe area for parking.
Are the patios attached to individual rooms or shared among guests?
29 February 2024
Private patios are typically assigned based on the room allocated.
Are there amenities like a microwave or coffee maker in the rooms, and is there an extra charge for pets?
15 March 2024
A microwave can be found in the breakfast area, Nespresso machines are available upon request, and all rooms include minifridges. There is no extra fee for pets.
Is it possible to rent beach chairs directly from the hotel?
22 April 2024
There are no beach chairs available for rent on-site. However, Higgs Beach and Fort Zachary Taylor State Park are both about 1 kilometer away and offer chair rentals.
Can I bring my dog along during my stay, and is there a fee associated?
5 May 2024
Dogs are welcome at this hotel, and there is no additional fee as long as they fit through the door.
Is prepayment for accommodations an option at this hotel?
18 June 2024
Yes, prepayment for accommodations is allowed.
What are the bed types available in standard guest rooms?
30 June 2024
The standard rooms feature a variety of bed types, some offer king beds while others have queen beds.
Do the bathrooms in the rooms offer privacy, or are they shared with other guests?
7 July 2024
Each bathroom is private, designed to be used only by the guests in that specific room.
Is luggage storage available for guests arriving early or departing late?
25 August 2024
Yes, luggage can be held for guests with late check-out plans, allowing them to enjoy the property until departure.
Can special requests be accommodated for larger groups traveling together?
1 September 2024
It is recommended to contact the front desk with any special requests for group arrangements to ensure the best possible setup.
Is ice available for guests, and do rooms come with a small refrigerator?
12 September 2024
An ice machine is located on the property, and all rooms are equipped with small fridges for guest convenience.
What additional amenities are included with the resort fee at the hotel?
23 October 2024
The resort fee covers continental breakfast, coffee and tea service, WiFi access, a welcome drink, pool access, and pool towels, among other perks.
Are the accommodations comprised of standalone structures or located within a main building?
10 November 2024
The property features several separate buildings that house various rooms, offering a distinct bungalow experience.
What is the distance to the nearest beach, and is it walkable?
5 December 2024
The closest beach is under 1 kilometer away, making it easily walkable for guests.
Is coffee readily accessible for guests during their stay?
15 January 2025
Coffee is available 24 hours a day in the breakfast area for guests to enjoy at their convenience.

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