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Recent guest reviews

worth a top rating, staff, room, 4 pools, bar, location, exceeded expectations.

Not one but two swimming pools. Very clean, quiet, and everyone was very friendly. Duval St. and all the action within a short walk distance. Fantastic experience!

We had a wonderful stay at Winslow’s Bungalows. Excellent location. Walking distance to everything. Room was large and spacious clean. Bed was comfortable as well. We will definitely be back

We really liked that the staff went out of their way to make our stay enjoyable. The breakfast service was great and we enjoyed the pools.

The property is SO beautiful and the staff was extremely friendly! It was only a short walk away from Duval Street, bars and restaurants. We also rented bikes and enjoyed a day riding around town! I definitely recommend this resort! :)

The property is a stylish, tropical oasis with numerous amenities and a good location within a 10 minute walk of many desirable sites. The room was clean and well equipped, but the floor had numerous soft spots that were concerning. Parking was limited, meaning once a space became available we didn't move until checking out. Overall a good experience, but not perfect.

Beautiful facility. Friendly staff. Convenient to the main strip of the city. Only very minor gripes are the walls were a little thin and the bathroom door in our unit was a little tricky. Great experience overall.

We had a fantastic week there. They took excellent care of us for every detail. Highly recommend and will most definitely stay there again in the future!

Friendly staff, great location and 2 pools. Pleasantly surprised for a change.

Very nice and clean. Beautiful landscaping. Staff was so helpful and friendly. Only drawback was room was very small! We would definitely recommend!

What caught my eye the most was how cute the decorating was, the beautiful ceiling height, and the back porch area where we could sip coffee. It was also quiet for being such close quarters to other rooms, and the landscaping was gorgeous! Parking isn't free, but we were able to park across the street from the property for free and it worked out just great!

The floor was extremely uneven and lumpy with numerous soft spots. Exterior of windows had so much mildew on them it was difficult to see out. The roof had a water leak when it rained and unfortunately it rained. This place was a dive, stay away!!!!

Excellent location. Great accommodations with the cottages. Rent a scooter down on Truman and no parking worries! Definitely check out the A&B Marina for food at Conch Republic. Enjoy.!

Charming bungalows with beautiful vegetation. The yoga class planned on Tuesday never showed up and only 3 bicycles available for 80 clients, so you do have to rent a bicycle 10 dollars a day.

Truman Avenue Key West FL

Hotel highlights

  • Walking distance to Duval Street and Ernest Hemingway Home and Museum
  • Free continental breakfast
  • Free WiFi in rooms and public areas
  • Bar/lounge

Located in Key West Historic District, Winslow's Bungalows - Key West Historic Inns is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Ernest Hemingway Home and Museum. This 85-room, 4-star hotel welcomes guests with 3 outdoor pools, free breakfast, and free in-room WiFi.


Dining

Free continental breakfast is served each morning from 8:00 AM to 11:00 AM. At the end of the day, relax with a drink at the bar/lounge.


Rooms

55-inch LED TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms have hair dryers, designer toiletries, and bathrobes. Free local calls, safes, and ironing boards are also standard.


Property features

Guests of Winslow's Bungalows - Key West Historic Inns enjoy features like 3 outdoor pools, free WiFi in public areas, and coffee in a common area. Self parking is available for USD 30.00 per day. Front-desk staff can assist with tours/tickets and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.

Room options

Room, 2 Queen Beds

2 Queen Beds | Sleeps 4

Room, 1 King Bed, Accessible (Roll in Shower)

1 King Bed | Sleeps 2

Maloney King

1 King Bed | Sleeps 2

Truman King Patio

1 King Bed and 1 Twin Sofa Bed | Sleeps 4

Guest reviews for Winslow's Bungalows - Key West Historic Inns

Everyone (15) Couples (17) Family (4)
5
Family

worth a top rating, staff, room, 4 pools, bar, location, exceeded expectations.

By , from Breinigsville on Apr 22, 2024

5
Everyone

Not one but two swimming pools. Very clean, quiet, and everyone was very friendly. Duval St. and all the action within a short walk distance. Fantastic experience!

By on Apr 9, 2024

Review comment responded on Apr 13, 2024

Thank you so much for your wonderful feedback! We're thrilled to hear that you had a fantastic experience during your stay with us.It's fantastic that you appreciated our two swimming pools and found them to be clean and inviting. Providing a serene and relaxing atmosphere for our guests is a top priority for us.We're delighted that you found our location convenient and enjoyed the proximity to Duval St. and all the action. Ensuring our guests have easy access to the best attractions is something we strive for.Thank you for choosing to stay with us, and we hope to have the pleasure of welcoming you back for another memorable stay in the future!

5
Everyone

By on Mar 24, 2024

Review comment responded on Apr 15, 2024

Thank you for the perfect rating! We're thrilled to know that you had a great experience with us.

5
Family

We had a wonderful stay at Winslow’s Bungalows. Excellent location. Walking distance to everything. Room was large and spacious clean. Bed was comfortable as well. We will definitely be back

By on Feb 19, 2024

Review comment responded on Feb 20, 2024

Thank you for the fantastic review! We're thrilled to hear that you had a wonderful stay at Winslow's Bungalows and that our excellent location and spacious, clean rooms added to your experience. It's wonderful to know that you found the bed comfortable too. We can't wait to welcome you back for another fantastic stay!

3
Everyone

By on Jan 23, 2024

Review comment responded on Jan 24, 2024

John, thank you so much for your feedback. Please feel free to reach out to discuss your stay with us and how we can make your next stay with us a 5 star experience.

3
Everyone

By on Dec 11, 2023

Review comment responded on Jan 23, 2024

Hi William, Thank you so much for your feedback.

5
Everyone

We really liked that the staff went out of their way to make our stay enjoyable. The breakfast service was great and we enjoyed the pools.

By on Oct 16, 2023

Review comment responded on Oct 19, 2023

Hi Jeffrey, thank you so much for your feedback. We are delighted that you have enjoyed our staff hospitality and had a great time in paradise.

5
Partner Couples

The property is SO beautiful and the staff was extremely friendly! It was only a short walk away from Duval Street, bars and restaurants. We also rented bikes and enjoyed a day riding around town! I definitely recommend this resort! :)

By on Apr 28, 2023

Review comment responded on May 21, 2023

Thank you for your feedback - Kimpton Winslow's

4
Partner Couples

The property is a stylish, tropical oasis with numerous amenities and a good location within a 10 minute walk of many desirable sites. The room was clean and well equipped, but the floor had numerous soft spots that were concerning. Parking was limited, meaning once a space became available we didn't move until checking out. Overall a good experience, but not perfect.

By on Jan 30, 2023

Review comment responded on Jan 30, 2023

Thank you for your feedback as we will share this review to the respective departments. We are glad to hear you had a wonderful time at Kimpton Winslow's. We hope to see you again on your next trip to Key West.

5
Everyone

By on Jan 10, 2023

Review comment responded on Dec 6, 2023

Natalia,We appreciate your 5 star review, we hope to see you soon.

Kimpton Winslow's Bungalows, an IHG Hotel

725 Truman Avenue, Key West, FL 33040
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