Hotels
United States
Key West
Winslow'S Bungalows - Key West Historic Inns
Owners access | Hotel information and booking website unofficial
logo
Popular languages
Select currency
  • ARS
    Argentina, Peso
  • AUD
    Australian dollar
  • BRL
    Brazilian real
  • BGN
    Bulgarian lev
  • CAD
    Canadian dollar
  • CNY
    Chinese yuan
  • CZK
    Czech koruna
  • DKK
    Danish krone
  • EUR
    Euro
  • HKD
    Hong Kong dollar
  • ILS
    Israeli new sheqel
  • JPY
    Japanese yen
  • MYR
    Malaysian ringgit
  • NZD
    New Zealand dollar
  • NOK
    Norwegian krone
  • PLN
    Polish zloty
  • GBP
    Pound sterling
  • RON
    Romanian leu
  • RUB
    Russian ruble
  • SAR
    Saudi riyal
  • SGD
    Singapore dollar
  • ZAR
    South African rand
  • KRW
    South Korean won
  • SEK
    Swedish krona
  • CHF
    Swiss franc
  • THB
    Thai baht
  • TRY
    Turkish lira
  • USD
    U.S. dollar
  • UAH
    Ukrainian hryvnia
My bookings
Contact us
Read our FAQs
62 photos
Winslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photo
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From139US$ /night
Check-in
20Apr2026Select date
Check-out
21Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

725 Truman Avenue, Key West, Florida, United States, 33040
-
Near South Beach
Great
8.4
9.1
/10
5.0
4.0
/5

Location

Winslow's Bungalows is located steps away from Duval Street in Old Town Key West. The hotel is nestled on historic grounds that once housed Key West's first motel. Guests can explore local attractions, bars, and dining options within minutes.

Accommodations

The hotel offers a collection of eclectic rooms, including the Treehouse Suite and Maloney suite with soaking tubs. Each accommodation reflects Key West's charm, featuring vibrant decor and outdoor spaces. Guests can choose between various room types such as the Blue Parrot or Winslet for a tailored experience.

Dining

A complimentary continental breakfast is served daily, featuring curated items by Chef Mike. Guests can enjoy breakfast with live music, including performances from resident musicians. The Bungalows Bar offers signature cocktails and fun events such as rum tastings throughout the week.

Entertainment

Winslow's Bungalows hosts various entertainment options, including live music at the Bungalows Bar. The property features three outdoor pools surrounded by inviting lounge areas. Guests can participate in local events and activities, enhancing their experience in Key West.

Group Amenities

The Elizabeth Annex offers 11 spacious guest rooms, a private sun deck, and a serene pool for group activities. This area serves as a haven for family reunions, milestone events, or wedding parties. It provides an all-encompassing space for gatherings under the sunny Key West skies.

Highlights

Location: steps from Duval Street

Accommodations: Treehouse Suite and Maloney suite

Dining: Chef Mike's Continental Breakfast

Entertainment: three outdoor pools

Group Amenities: Elizabeth Annex with serene pool

Must-do experiences

  • Catch the sunset at Mallory Square with live local performers.
  • Taste the conch fritters at El Meson de Pepe for a local delight.
  • Visit the Ernest Hemingway Home & Museum for literary history.
  • Explore the charming alleys of Old Town for hidden gems.
  • Stroll through the Key West Farmers Market on Wednesdays for local goods.
View all

Select your room type

Winslow'S Bungalows - Key West Historic Inns offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Room image
Annex Mobility
2 persons
295 sq. feet 
1 King-size bed
Air conditioning
room details
Room image
Truman King Patio
2 persons
360 sq. feet 
1 King-size bed
Air conditioning
room details
Room image
Maloney King
2 persons
410 sq. feet 
1 King-size bed
Bathtub
Air conditioning
room details
Room image
Winslow
2 persons
155 sq. feet 
1 King-size bed
Air conditioning
room details
Click button to see more rooms
Show all rooms
Show all roomsLess

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

Winslow'S Bungalows - Key West Historic Inns offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.4/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • On-site car park
  • Handicap 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

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
Show more

Winslow'S Bungalows - Key West Historic Inns Location

725 Truman Avenue, Key West, Florida, United States, 33040
Map view
725 Truman Avenue, Key West, Florida, United States, 33040
City landmarks
Square
Mallory Square
1.1 mi
Museum
The Ernest Hemingway Home and Museum
2100 ft
Landmark
Duval Street
3000 ft
Museum
Truman Little White House
1.0 mi
Landmark
Southernmost Point
3100 ft
Nature reserve
Key West Butterfly and Nature Conservatory
2900 ft
Landmark
USCGC Ingham Maritime Museum
1.0 mi
Monument
Southernmost Point of the Continental US
3500 ft
Aquarium
Key West Aquarium
1.1 mi
Garden
Nancy Forrester's Secret Garden
2200 ft
Museum
Key West Shipwreck Treasure Museum
1.1 mi
Event hall
San Carlos Institute Casa Cuba
3300 ft
Landmark
Curry Mansion
4200 ft
Gallery
The Studios of Key West
2700 ft
Museum
Ripley's Believe It or Not
5200 ft
Museum
Mel Fisher Maritime Heritage Museum
5300 ft
Garden
Audubon House and Tropical Gardens
5100 ft
Museum
Florida Keys Eco-Discovery Center
5000 ft
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
Hemingway's former residence offers guided tours showcasing his life, with beautiful gardens and ancestral cats roaming.
Southernmost Point
Southernmost Point
12 minutes' walk
A famous landmark with a colorful buoy marking the southernmost tip of the continental U.S., ideal for photos and relaxation.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
This historic lighthouse provides a challenging climb for breathtaking views, alongside exhibits in the keeper's quarters.
Key West Butterfly and Nature Conservatory
Key West Butterfly and Nature Conservatory
11 minutes' walk
A tranquil sanctuary featuring hundreds of butterflies amidst lush flora, perfect for families and nature lovers.
Water Sports Adventures
20 minutes' drive
Thrilling options like jet skiing, snorkeling, and parasailing are available from local outfits near the beach for adventure seekers.
Relaxing Beach Yoga
10 minutes' walk
Yoga classes at C.B. Harvey Rest Beach Park offer peaceful sessions with ocean views, perfect for relaxation and rejuvenation.
Better Than Sex
Better Than Sex
3 minutes' walk
A dessert bar with a seductive atmosphere known for its decadent sweet treats and charming cocktails. Reservations recommended.
Seven Fish
Seven Fish
4 minutes' walk
A cozy seafood restaurant serving fresh, creative dishes with local ingredients. Suitable for both casual and special occasions.
Smokin' Tuna Saloon
14 minutes' walk
A lively bar with live music nightly, offering a fun atmosphere for enjoying local tunes, cocktails, and tasty bites.
Red Barn Theatre
5 minutes' drive
Showcasing live theater performances, this intimate venue features comedies and dramas, appealing to all ages of the audience.
Getting around
City Centre
Key West18 min  ·  5000 ft
Airports
Key West International (EYW)8 min  ·  3.1 mi
Want to see Exclusive Early Booking Rate?
Get exlusive rates right now!
Check Rates
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

Reviews and Ratings

Feedback about Winslow'S Bungalows - Key West Historic Inns from previous guests about their experience.
Review score
Based on 1108 verified reviews
8.9/10
Great
90%
Recommend
Cleanliness
8.6/10
Comfort
8.7/10
Facilities
8.4/10
Free Wi-Fi
7.6/10
Location
9.3/10
Staff
9.0/10
Value for money
7.5/10
Guest reviews
based on 256 reviews
4.5/5
based on 1230 reviews
8.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Winslow'S Bungalows - Key West Historic Inns
What is the check-in and check-out policy at Winslow'S Bungalows - Key West Historic Inns?
Check-in is from 16:00, and check-out is by 11:00.
What are the nearby attractions from Winslow'S Bungalows - Key West Historic Inns?
Nearby attractions include the Southernmost Point (1 km), The Ernest Hemingway Home and Museum (1 km), and Key West Butterfly and Nature Conservatory (1 km).
Is parking available at Winslow'S Bungalows - Key West Historic Inns?
Yes, private parking is available on-site for 30 USD per day.
What amenities are available in the rooms at Winslow'S Bungalows - Key West Historic Inns?
Rooms include air conditioning, flat-screen cable TVs, small refrigerators, private bathrooms with hairdryers, and free toiletries.
Does Winslow'S Bungalows - Key West Historic Inns offer breakfast?
A complimentary continental breakfast is served each morning by the pool.
What leisure facilities are available at Winslow'S Bungalows - Key West Historic Inns?
The hotel features three outdoor swimming pools, hammocks, swings, and landscaped gardens.
What dining options are available near Winslow'S Bungalows - Key West Historic Inns?
Nearby restaurants include Better Than Sex (0.5 km), Seven Fish (0.5 km), and Camille's Restaurant (0.5 km).
What additional services does Winslow'S Bungalows - Key West Historic Inns provide?
The hotel offers luggage storage, 24-hour security, concierge services, and free Wi-Fi.
How far is Winslow'S Bungalows - Key West Historic Inns from Key West International Airport?
The hotel is approximately 5 km from Key West International Airport and is a 10-minute drive away.

Next best alternative

Consider them for your next trip.
H2O Suites- Adults OnlyH2O Suites- Adults Only
Key West, United States
9.5109 reviews
299 USD/night
Beachside Resort & ResidencesBeachside Resort & Residences
Key West, United States
7.9196 reviews
216 USD/night
The Marker Waterfront ResortThe Marker Waterfront Resort
Key West, United States
8.7135 reviews
467 USD/night
Hyatt Vacation Club At Windward PointeHyatt Vacation Club At Windward Pointe
Key West, United States
9.0169 reviews
250 USD/night
Courtyard By Marriott Key West WaterfrontCourtyard By Marriott Key West Waterfront
Key West, United States
8.5302 reviews
184 USD/night
El Patio MotelEl Patio Motel
Key West, United States
8.11207 reviews
109 USD/night
Duval Inn - Key WestDuval Inn - Key West
Key West, United States
7.8178 reviews
168 USD/night
Eden HouseEden House
Key West, United States
8.7364 reviews
235 USD/night
Coconut Cay ResortCoconut Cay Resort
Marathon, United States
8.3664 reviews
100 USD/night
Key West Harbor Inn - Adults OnlyKey West Harbor Inn - Adults Only
Key West, United States
9.1108 reviews
200 USD/night
Ambrosia Key WestAmbrosia Key West
Key West, United States
8.9182 reviews
299 USD/night
Bayside Villas By Islander ResortBayside Villas By Islander Resort
Islamorada, United States
8.6115 reviews
191 USD/night

Popular hotels all over the world

Find your perfect hotel stay today
8.4/10848 reviews
U232 HotelHotel U232 Hotel
Barcelona, Spain
180 m from Hospital Clínic Metro, Top Room with private terrace
View hotel
7.7/10620 reviews
Metropark Hotel MongkokMetro Park Mongkok
Hong Kong, China
2 min from Prince Edward MTR Station
View hotel
8.9/10151 reviews
Gaia Hotel & Reserve- Adults OnlyGaia Resort Costa Rica
Manuel Antonio, Costa Rica
5-hectare private nature reserve, Adults-only luxury boutique resort
View hotel
The Sarann Hotel Koh Samui Thailand
Oceanfront infinity pool, 49 rooms and villas
Quality Hotel Bordeaux Centre Hotel
19th-century historic mansion, Heart of Europe's largest pedestrian zone
Howard Johnson Romulus Detroit Metro Airport
3 km from Detroit Metro Airport, Complimentary daily breakfast
Hotel Novotel Suites Paris Montreuil Vincennes
8 min walk to Porte de Montreuil Metro, Suites with Canal+ & BeIN Sport
The Hyatt House Lansing-University Area Lansing Hotel
2 km to Michigan State University, Indoor heated swimming pool
Hotel Best Western Plus Intercourse Village Inn Intercourse
Serenity Day Spa, Indoor pool and hot tub
Check-in
20Apr2026Select date
Check-out
21Apr2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
rungbesthotel.net uses cookies that are strictly necessary for its functioning. We do not collect analytical and marketing cookies.
OK