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Check-in
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Rooms and Guests2 Guests, 1 Room
Key details

Hotel Overview

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

Winslow'S Bungalows - Key West Historic Inns, 4-star hotel with 3 outdoor pools near The Ernest Hemingway Home and Museum

Located in the Key West Historic District, this hotel is an 8-minute walk from The Ernest Hemingway Home and Museum and a 10-minute walk from Key West Butterfly and Nature Conservatory. The property features 3 outdoor pools, free WiFi, and a complimentary continental breakfast served by the pool. Guests have access to landscaped gardens, a sun terrace with lounge chairs, and concierge services. The historic Maloney House, built in 1854 and listed on the National Historic Register, houses some rooms. Nearby attractions include Duval Street restaurants and shopping, Smathers Beach, and Mallory Square, all within a 10-minute drive.

Additional perks of the hotel

Live music at Bungalow Bar, including open mic nights and acoustic performers

Afternoon poolside refreshers such as frozen grapes or fresh mango

Chef Mike's continental breakfast with wellness juice shots, house-made pastries, and organic hard-boiled eggs

Pet-friendly accommodations ($50/night)

On-site parking available ($30/day)

Yoga mats provided for guest use

Rooms

Rooms are located in the historic Maloney House, built in 1854. Options include the Key Lime room with one queen bed, the Blue Parrot room with two queen beds (240 sq/ft), and the Bungalow room (150 sq/ft) with outdoor space. The Maloney room features a king bed and soaking tub (400 sq/ft). The Treehouse Suite includes a separate living area and a spacious balcony (425 sq/ft). All rooms include high-speed Wi-Fi, flat-screen TVs, private bathrooms with designer toiletries, air conditioning, security safes, telephones, and hair dryers.

Other conveniences

Ironing facilities and irons/ironing boards in rooms

Free local calls from room telephones

Mini-fridges in superior and deluxe rooms

Bathrobes provided in select rooms

24-hour front desk and luggage storage

Wired internet access available

Must-do experiences

  • Savor a slice of Key Lime pie at Kermit's for a sweet treat.
  • Visit the Ernest Hemingway Home for a glimpse into literary history.
  • Explore the vibrant art scene at the Studios of Key West on White St.
  • Dine at Blue Heaven for amazing brunch in a tropical setting.
  • Catch a sunset at Mallory Square for local performers and festivities.
View all

Choose Your Room

Our listed hotels offer a variety of room types—double rooms, family suites, or deluxe options—all with features like breakfast, flexible cancellation policies, and exclusive deals.
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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Room Rates & Availability Tracker

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Amenities

Thoughtful hotel amenities for a comfortable stay

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
Explore Key West
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Home of the famous author, showcasing his life and work with guided tours and lush gardens.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S. Perfect for a photo op.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse offering sweeping views of Key West from the top; exhibits on maritime history.
Duval Street
Duval Street
11 minutes' walk
Lively street filled with shops, bars, and restaurants; a great place for nightlife and local culture.
Snorkeling Tours
4 minutes' drive
Adventurous snorkeling trips available nearby, with rentals offered to explore the vibrant ocean life.
Beach Yoga
8 minutes' walk
Relaxing beach yoga sessions around C. B. Harvey Rest Beach Park, ideal for stress relief and rejuvenation.
Better Than Sex
Better Than Sex
3 minutes' walk
Adult-themed dessert restaurant known for its indulgent treats; cozy ambiance perfect for couples.
Seven Fish
Seven Fish
4 minutes' walk
Eclectic seafood restaurant with fresh daily catches; renowned for its creative dishes and casual vibe.
Duffy's Steak & Lobster House
Duffy's Steak & Lobster House
3 minutes' walk
Casual dining with a focus on steaks and seafood; offers gluten-free options and a welcoming atmosphere.
Green Parrot Bar
15 minutes' walk
Local bar famous for live music and a laid-back vibe; hosts various events and attracts a fun crowd.
The Key West Theater
1.5 miles drive
Cultural hub featuring live performances and shows, offering something enjoyable for all ages throughout the year.
Transportation 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
Questions of the users
About Winslow'S Bungalows - Key West Historic Inns
Is the parking area managed by the hotel secure for guests' vehicles?
22 November 2024
The parking lot is private property, and Key West is generally considered safe for parking.
Will guests have access to a microwave or coffee-making facilities in their rooms?
15 December 2024
Each room has a minifridge, and a microwave is available in the breakfast area. Nespresso machines can be requested, and coffee and tea are provided in the lobby.
Are beach chairs available for guests who want to enjoy the nearby beaches?
30 January 2025
Beach chairs are not provided on-site, but nearby beaches like Higgs and Fort Zachary Taylor offer chairs for rent.
Is it possible to prepay accommodation when booking a stay?
10 February 2025
Yes, prepayment for accommodations is an option.
Would it be possible to accommodate a group of adults and children close to each other during a stay?
8 March 2025
Special requests like location setup for groups can be noted at check-in, and efforts will be made to accommodate.
How much does parking cost at the hotel, and are there any nearby beaches within walking distance?
23 March 2025
Parking costs $30 per day, and the closest beach is about 1.6 kilometers away, which is walkable.
What amenities are provided in the resort fee during a stay?
14 April 2025
The resort fee covers various amenities, including breakfast, WiFi, welcome drinks, pool access, and more.
What is the distance to the closest beach from the hotel, and can it be easily accessed on foot?
19 May 2025
The nearest beach is less than 1 mile away and is easily walkable.
Can late check-out luggage be stored at the hotel?
5 June 2025
Luggage can be safely stored for guests with late check-outs, allowing them to enjoy the property until their departure.
Is there a range of accommodation options for groups looking to book multiple rooms?
20 July 2025
The property includes several buildings that house a variety of rooms suitable for group bookings.

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