Owners access | Resort information and booking website unofficial
Winslow'S Bungalows - Key West Historic Inns, Key West
139US$
Book with us
Up to 10% cheaper
than on Booking.com
Key details
About the Resort
725 Truman Avenue,
Key West,
Florida,
United States,
33040,
Florida
Winslow'S Bungalows - Key West Historic Inns is a 4-star hotel featuring three outdoor pools and complimentary continental breakfast. Guests enjoy access to a lush garden and sun terrace, along with free Wi-Fi throughout the property.
Rooms & Amenities
The hotel offers a selection of rooms, including the historic Maloney House, built in 1854. Accommodations feature air conditioning, high-speed Wi-Fi, flat-screen TVs, and private bathrooms with designer toiletries,. Some rooms include mini-fridges and additional space.
Dining & Amenities
Guests can start the day with breakfast crafted by Chef Mike, served poolside. The Bungalow Bar, open until dusk, offers a variety of drinks and poolside bites, including frozen fruit treats.
Leisure & Relaxation
Recreational opportunities include lounging by the pools or enjoying live music events. For relaxation, hammocks and swings are scattered throughout the property, enhancing the outdoor experience.
Services & Local Area
The hotel is pet-friendly with a $50 nightly fee and provides limited on-site parking for $30 per day. Nearby attractions include The Ernest Hemingway Home and Museum and local dining options within walking distance.
View all
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
Explore available ways to reach your dream destination
City Centre
Key West
1.5
km
Airports
Key West International (EYW)
5.0
km
Facilities
The hotel offers amenities for your comfortable stay and unforgettable experiences
Relaxing Pools!
“The two pools provided a perfect atmosphere for relaxation, especially with the smaller pool having a cozy bar nearby and local bands playing soothing music.” view full review
Delicious Breakfast!
“The complimentary breakfast exceeded my expectations with a diverse spread, including hot options like quesadillas and pancakes that were a good start to each day.” view full review
Spacious Comfort!
“Our king suite was impressively spacious at over 600 sq. feet, complete with a lovely private patio perfect for morning coffee while enjoying the peaceful surroundings.” view full review
Charming Cottages!
“The small cottages provide a quiet and private retreat, making it a wonderful choice for a cozy stay away from the hustle and bustle.” view full review
General
Non-smoking rooms
Wi-Fi
Paid 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
Show more
Location
725 Truman Avenue,
Key West,
Florida,
United States,
33040,
Florida
Map view
725 Truman Avenue,
Key West,
Florida,
United States,
33040,
Florida
City landmarks
Square
Mallory Square
1.8
km
Museum
The Ernest Hemingway Home and Museum
620 m
Duval Street
Duval Street
900 m
Museum
Truman Little White House
1.7
km
cnr South & Whitehead Sts
Southernmost Point
920 m
Nature reserve
Key West Butterfly and Nature Conservatory
860 m
Truman Waterfront On The Western Edge of Key West
USCGC Ingham Maritime Museum
1.6
km
Monument
Southernmost Point of the Continental US
1.1
km
Aquarium
Key West Aquarium
1.7
km
Garden
Nancy Forrester's Secret Garden
660 m
Museum
Key West Shipwreck Treasure Museum
1.7
km
Event hall
San Carlos Institute Casa Cuba
1.0
km
511 Caroline St
Curry Mansion
1.3
km
Gallery
The Studios of Key West
800 m
Museum
Ripley's Believe It or Not
1.6
km
Museum
Mel Fisher Maritime Heritage Museum
1.6
km
Garden
Audubon House and Tropical Gardens
1.6
km
Museum
Florida Keys Eco-Discovery Center
1.5
km
Nearby
Cemetery
Key West Cemetery
490 m
Church
Saint Mary Star of the Sea
90 m
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
550 m
Museum
Key West Firehouse Museum
350 m
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
540 m
1100 Simonton St
Historic E. H. Gato Building
280 m
Museum
Tennessee Williams Key West Exhibit
320 m
Gallery
Wild Side Gallery
400 m
Gallery
Alan S Maltz Gallery
500 m
Gallery
Frangipani Gallery
440 m
Gallery
Key West Pottery
480 m
Gallery
Island Arts Co-op
470 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
Sushi Song
370 m
925 Duval St
Point 5 Tapas & Wine Bar
450 m
915 Duval St
Reviews and Ratings
Feedback from previous guests about their experience
74%
liked the resort and would come back again
7.4/10
Very good
Rooms
6.8
Location
9.4
Service
9.0
Dining
5.0
Guest reviews
7.4/10
based on 5 reviews
4.5/5
based on 256 reviews
8.5
8.5/10 based on 1253 reviews
#31 of 53 hotels in Key West based on Tripadvisor
Sandra
United States,
January
2025
7.8/10
I had a great stay overall at this hotel. The rooms were clean, stylish, and comfortable, but I did notice some dust in the corners. The staff was incredibly friendly and helpful, making my experience even better. The location was perfect, just minutes from major attractions, but the dining options left a bit to be desired. It would have been nice to have a more extensive breakfast selection.
Rooms
8.0
The rooms were clean, stylish, and comfortable with a nice big shower, though I did spot some dust in the doorways.
Service
9.0
The staff was very friendly and incredibly helpful throughout my stay, making everything feel seamless.
Location
10.0
The hotel is in a perfect location, just a minute’s walk from every major spot, making it so convenient for my plans.
Dining
5.0
The dining options were a bit limited, and I felt like it could have been better, especially for breakfast.
Facilities
7.0
The facilities were decent, though nothing particularly stood out.
John
United States,
October
2024
8.0/10
This hotel has an amazing location, quietly tucked away yet close enough to walk to everything we wanted to see. The service was outstanding, with friendly and accommodating staff. However, the rooms were a bit musty and the dining options left a bit to be desired for the price we paid. Overall, it’s a decent choice but not without its drawbacks.
Rooms
6.0
The rooms were a little muggy and had a musty smell, which was disappointing.
Service
9.0
The service was great; everyone was very friendly and helpful from check-in to check-out.
Location
9.0
The location was fantastic, away from the noise of Duvall Street but still close enough to enjoy the area.
Dining
5.0
The breakfast was decent but could have used a better selection, especially considering the room price.
Facilities
8.0
The pool area was lovely and well-maintained.
Benjamin
United States,
September
2024
7.4/10
The hotel is a charming spot with a cozy feel, perfect for those looking for a little privacy while still being close to the action. The rooms were neat and nicely decorated, giving me a sense of having my own little space. The staff was incredibly friendly and professional, making my stay quite pleasant. However, the dining experience left much to be desired, especially considering the price, and I felt a bit uncomfortable with the breakfast setup. Overall, it offers good value for money but could improve on the dining front.
Rooms
8.0
The rooms were very small, but they were good enough for what we needed and super clean. I loved how cute and nicely decorated they were, and being separate from the main house made me feel like I had my own little apartment without the hassle of checking in every time.
Service
9.0
The staff were all very nice, kind, and incredibly professional, which really added to the positive experience. Even the cleaning crew was friendly, and I appreciated that they used real cutlery rather than plastic.
Location
9.0
The location was great, being very close to Duval Street but on a quiet street, making it feel somewhat private. The lush foliage around created a beautiful, tropical oasis in the heart of the town, which I absolutely loved.
Dining
5.0
The dining experience was quite disappointing, especially the breakfast, which offered very limited options for the price. It felt awkward with the buffet setup being supervised closely, which made me uncomfortable.
Facilities
7.0
The facilities were decent, but I didn't get a chance to explore them much aside from the dining area. They seemed well-maintained, but nothing particularly stood out.
Amy
United States,
September
2024
6.8/10
I had a mixed experience at this hotel. The location was definitely a highlight, being close to everything in town, but the rooms were quite small and a bit uncomfortable with the heat from the vents. The service was fantastic, really friendly and helpful throughout my stay. Dining could use some improvement as well, especially with the breakfast situation being a bit disorganized. Overall, great location but not ideal for room space.
Rooms
5.0
The rooms were very small, and I found it hard to open my suitcase without feeling cramped. They were cute and nicely decorated, but the heat from the vents made things a bit unpleasant.
Service
9.0
The service was terrific! The staff was extremely friendly and always ready to help, which made me feel very welcome.
Location
10.0
The location was fantastic and a highlight of my stay. It was about a 15-minute walk to all the restaurants and attractions, making it very convenient after a long day out in the sun.
Dining
5.0
The dining experience was not great. There often seemed to be very little food left, and the queues for coffee were pretty long. They could improve on that for sure.
Facilities
6.0
The facilities were decent, but nothing extraordinary. The outdoor area was quaint and pleasant, but I expected a bit more.
Eugene
United States,
August
2024
7.6/10
I enjoyed my stay at this hotel, as the location was great and offered a peaceful retreat just outside the busy areas. The rooms were clean and stylish, but I did have issues with noise, particularly from the air conditioning unit and some outside disturbances. The service was fantastic, with friendly and accommodating staff. Unfortunately, the dining options were a bit limited, but the pool area was definitely a highlight.
Rooms
7.0
The rooms were comfortable and clean, with a nice view of the pool, but they were fairly noisy due to the air conditioning and other outside sounds.
Service
9.0
The staff were incredibly helpful and friendly, making my stay much more enjoyable.
Location
9.0
The hotel was in a great location, just a short walk or bike ride away from the main attractions, yet far enough to avoid the noise.
Dining
5.0
The breakfast options were quite limited, which was a bit disappointing as I expected more variety.
Facilities
7.0
The pool area was well-maintained and a nice spot to relax, but the dining could use improvement.
The Westin Rancho Mirage Golf Resort & Spa
Telal Resort Al Ain
Wine & Roses Hotel Restaurant Spa Lodi
Great National Ballykisteen Golf Hotel
Paradise Cove Resort
Berry Hills Resort
Leura Gardens Resort
Amangani
Beachcomber International Resort
Admiral'S Inn Resort
Kk Royal Hotel & Convention Centre
The L Resort, Krabi