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  5. Reviews of Winslow's Bungalows - Key West Historic Inns

Reviews of Winslow's Bungalows - Key West Historic Inns This rating is a reflection of how the property compares to the industry standard when it comes to price, facilities and services available. It's based on a self-evaluation by the property. Use this rating to help choose your stay!

725 Truman Avenue, Downtown Key West, Key West, FL 33040, United States of America

#38 of 48 B&Bs and inns in Key West

Guests' Choice

Review Score

Based on 765 hotel reviews

8.0

Score breakdown

  • Cleanliness

    8.5

  • Comfort

    8.6

  • Location

    9.1

  • Facilities

    8.2

  • Staff

    8.5

  • Value for money

    7.2

  • Free WiFi

    7.2

Verified guest reviews from real Bookers

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Showing 1 - 25

  • Reviewed: May 3, 2024

    9.0
    It's a real slice of paradise - will book again
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 4 nights
    • Submitted from a mobile device

    It's a minor point, but the pool areas get busy throughout the day and can use a little more attention/cleanup. The hotel's location is good and it is only 2 blocks to Duval Street, but it is more the quieter end of Duval. Expect to walk a good 15-20 minutes to get to the livelier end, Mallory Square, etc.

    The grounds of the property are very tropical, lovely, and well kept. We stayed in the Annex, which is across a small side street from the main property, and it was very private and quiet (only 10 rooms). The Bungalow Bar poured good drinks. We had a king room with a private patio space that was great. I've seen reviews about the complimentary breakfast being meager, but that wasn't our experience. The spread was more than adequate and had some type of hot option each day (egg, bacon, and cheese quesadilla one day, pancakes the next, etc.), plus the normal continental breakfast items.

    Stayed in April 2024

  • Reviewed: April 11, 2024

    7.0
    Quite place and great location
    • Leisure trip
    • Family with young children
    • Essential King Room
    • Stayed 7 nights
    • Submitted from a mobile device

    The floors weren't clean and found wood roach my daughter had bites on her legs. Staff did great job taking care of the problem, upgrade our room and refunded us a night. But all was very pleasant.

    It was wonderful place. Nice staff, good breakfast, nice tropical feel.

    Stayed in April 2024

  • Reviewed: March 29, 2024

    8.0
    Our stay was full of sunshine and relaxation thanks to the calm, quiet atmosphere.
    • Leisure trip
    • Family with young children
    • Essential King Room
    • Stayed 3 nights
    • Submitted from a mobile device

    I thought the room was a bit small and lacked storage (maybe need more of a place to hang clothes). Other than that, we enjoyed everything.

    The staff was very kind and accommodating. It had a relaxed environment and most guests were there for some r & r and not for the party scene which was nice for us.

    Stayed in March 2024

  • Reviewed: March 29, 2024

    7.0
    Gr8 location but basic
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 3 nights
    • Submitted from a mobile device

    Very noisy ac

    Room was comfy if not small

    Stayed in March 2024

  • Reviewed: March 21, 2024

    8.0
    Enjoyed every minute.
    • Leisure trip
    • Couple
    • Essential King Room with Balcony
    • Stayed 4 nights
    • Submitted from a mobile device

    Didn’t appreciate the add’l fees for parking our golf cart while staying there. Paying $600.00 per night should included parking.

    . The bar and pool area. All the sweet little outdoor sitting areas surrounded by lush greenery . The breakfasts were amazing!

    Stayed in March 2024

  • Reviewed: March 18, 2024

    8.0
    It was a wonderful retreat from the cold, and a cozy, peaceful spot within old town Key West!
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 4 nights

    The walls are quite thin and we heard our neighbors engaging in frequent quite intimate behavior. We are all for young love, but it was not something we wanted to hear. Had to put on white noise so we wouldn't be awakened.

    We loved the lush garden surroundings and the charm of the old style bungalows. The whole place both inside and out was well appointed. The bed was quite comfortable and the bathroom clean and nice. The location was excellent, within walking distance of so many wonderful spots. And we adored the breakfast!

    Stayed in March 2024

  • Reviewed: March 17, 2024

    8.0
    Very Good
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 5 nights
    • Submitted from a mobile device

    The bar

    Stayed in March 2024

  • Reviewed: February 20, 2024

    9.0
    Great location and hotel.
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 3 nights
    • Submitted from a mobile device

    Bathroom barn door didn’t stay closed. Not a fan of barn doors on bathrooms.

    Pretty spot, lots of charm. Had a good bar, and well located for hitting various places around the downtown.

    Stayed in February 2024

  • Reviewed: February 17, 2024

    8.0
    Very Good
    • Leisure trip
    • Couple
    • Essential King Room
    • Stayed 2 nights
    • Submitted from a mobile device

    Air quality in room. Pricey.

    Great breakfast options. Room location. Easy check- check out.

    Stayed in January 2024

  • Reviewed: January 30, 2024

    8.0
    Most likely, due to the staff, I will choose to stay elsewhere next time I visit.
    • Leisure trip
    • Group
    • Essential King Room
    • Stayed 3 nights
    • Submitted from a mobile device

    The bartender was extremely rude to me. He actually raised his voice. I was not even in the bar, but he inserted himself into my conversation and was very rude to me.

    Loved the property, room and location.

    Stayed in January 2024

  • Reviewed: January 20, 2024

    9.0
    Nice place. Great location.
    • Leisure trip
    • Family with young children
    • King Room with Mobility Accessible Roll-In Shower
    • Stayed 4 nights
    • Submitted from a mobile device

    Poor quality, low selection.

    I did not like what was offered for breakfast.

    Stayed in December 2023

  • Reviewed: January 16, 2024

    8.0
    Very Good
    • Leisure trip
    • Couple
    • Essential King Room
    • Stayed 5 nights

    The bathroom was on the small side, and the shower door only could get half way open due to it being right up against the toilet --- obviously this was an older property design. AC was very noisy though when the fan was on, not sure if that can be changed w/o a change in units. I'm a fitness buff, so having an on-site fitness room would have made the property complete for me. I had to pay $25 per day to work out at a local gym nearby.

    We like the layout and spacious room and closets, etc. Lighting was good and functional, with plenty of options. Location was terrific, very easy to walk into downtown, Duval etc. Public transportation was nearby. Breakfast area near the pool, bar, and outside was wonderful. Tasty breakfast, but no variety, so after three straight days of the same items, we ventured off property for a full breakfast. Fresh fruit would have been nice, but the FL ORANGES never tasted better. Pool area was terrific, three options. Unfortunately only one day out of five had sun bathing options in mid January. We picked the wrong week for sunning.

    Stayed in January 2024

  • Reviewed: January 9, 2024

    7.0
    It was a nice place but seriously overpriced. It was worth about 1/2 of what we paid.
    • Leisure trip
    • Family with young children
    • Essential Queen Room with Two Queen Beds
    • Stayed 2 nights
    • Submitted from a mobile device

    The room was very small.

    The property was pretty and well located.

    Stayed in January 2024

  • Reviewed: January 4, 2024

    7.0
    Great stay in spartan accommodations.
    • Leisure trip
    • Couple
    • King Room with Mobility Accessible Roll-In Shower
    • Stayed 4 nights
    • Submitted from a mobile device

    Very small room not at all like the pics in there advertising.

    Quaint, clean, great location

    Stayed in December 2023

  • Reviewed: January 2, 2024

    7.0
    a very aesthetic stay but lacking in some basic areas
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 5 nights

    There were some details that were lacking i.e. only one towel per person provided in the rooms, only a very limited amount of pool towels put out each morning and then never replenished (why??). The breakfast was kind of a joke unless you want an abundance of hard-boiled eggs in a tupperware – no fresh fruit or warm food. Lastly, our room was really lovely and sized nicely but was directly on Truman avenue which is REALLY loud so if your room is directly on Truman prepare to be awake every time a motorcycle or truck drives by.

    The whole look of the hotel is very fun and chic, a little bungalow colony tucked away in busy Key west. The one heated pool was fabulous, and we did enjoy the little private seating areas outside every room. The location was great, pretty central, and walkable to everything. Housekeeping did a great job as well and our room was clean.

    Stayed in December 2023

  • Reviewed: December 14, 2023

    8.0
    Lovely place to stay with free parking on road outside. Little far away from what we were after but still overall good e
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 3 nights
    • Submitted from a mobile device

    Loud noisy road, dehumidifier and ac unit

    Lovely character property.

    Stayed in December 2023

  • Reviewed: December 12, 2023

    9.0
    Very comfortable, charming, and attractive inn with a wonderful location.
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 1 night

    We could not figure out how to access Netflix or other streaming services. We would have appreciated that.

    Room was cute and clean. The collection of bungalows were charming with nice landscaping. Very appropriate concept for Key West.

    Stayed in December 2023

  • Reviewed: December 12, 2023

    9.0
    Wonderful
    • Leisure trip
    • Couple
    • Essential Queen Room with Two Queen Beds
    • Stayed 5 nights
    • Submitted from a mobile device

    Shower grout needed cleaning and room dehumidifier was VERY dirty

    Breakfast was fine though very basic Landscaping was beautiful Public spaces were very pleasant

    Stayed in December 2023

  • Reviewed: November 20, 2023

    8.0
    Great place! Would stay there again
    • Leisure trip
    • Family with young children
    • Premium King Room with Patio
    • Stayed 4 nights
    • Submitted from a mobile device

    The one thing bad i would say is Pool Towels! Get a system to keep track of your towels 2 days in a row everyone asking but no towels at both pools!

    The location was great Walking distance to everything Cool vibe

    Stayed in November 2023

  • Reviewed: November 19, 2023

    8.0
    Very nice room and friendly staff, location a little off the beaten path for us
    • Leisure trip
    • Group
    • Essential King Room
    • Stayed 1 night
    • Submitted from a mobile device

    Location a little far from where we wanted to be

    Clean and comfy

    Stayed in November 2023

  • Reviewed: November 16, 2023

    7.0
    Good
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 2 nights
    • Submitted from a mobile device

    Took a while to check in. Early check in wasn't available. Main desk wasn't always open.

    Central location.

    Stayed in November 2023

  • Reviewed: November 3, 2023

    9.0
    Near Duval St and very walkable location with quiet setting
    • Leisure trip
    • Group
    • Essential King Room with Patio
    • Stayed 7 nights
    • Submitted from a mobile device

    Nothing

    Lovely area across from Basilica. Great rooms and pool area

    Stayed in October 2023

  • Reviewed: October 27, 2023

    8.0
    Very Good
    • Leisure trip
    • Family with young children
    • Essential King Room with Patio
    • Stayed 2 nights

    Poor breakfast. No baby chair.

    Perfect location. Pool. Nice room.

    Stayed in September 2023

  • Reviewed: October 26, 2023

    7.0
    fall 2023
    • Leisure trip
    • Couple
    • Essential King Room with Patio
    • Stayed 2 nights

    Our room faced Trueman Ave, we heard road noise all night and in the am. No coffee maker in room. No bottled water available for purchase.

    Location

    Stayed in October 2023

Showing 1 - 25

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