Winslow's Bungalows - Key West Historic Inns

+ 78

Find the best hotel in Key West for your dates, by price or preference

Compare deals for Winslow's Bungalows - Key West Historic Inns across hundreds of sites, all in one place

Look out for a deal with free cancellation or excellent ratings

Compare rooms and prices

We compare 100s of sites to get you the best deal
1 night
AgodaBooking.comHotels.comTrip.comExpedia
We compare 100s of sites to get you the best deal

Fast facts

Check in from
16:00
Check out by
11:00
Breakfast
Breakfast available.
Pets
Pets are allowed.
Children
Children are welcome at this hotel.

Amenities

Wi-Fi
Parking
Air conditioning
Pool
Non-smoking
Pets allowed

More about Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 1 km away, and Duval Street is 750 metres from the inn.

Ratings and reviews

Cleanliness4.5
Location5.0
Service4.0
Rooms4.5
Value4.0
Sleep quality4.5

Traveller reviews

Filter by
Sort by
Mentioned by travellers
Couple

Comment: 22 Mar 2025

Beautiful hotel in a great location

We had a five star experience at Winslow’s bungalows. Great location a few blocks from Duval street but it was very peaceful and quiet onsite. The rooms are situated in multiple buildings around the site and they have three pools and a bar. The grounds are lush and well maintained. We were in the annex building across Elizabeth st. but still close to all amenities plus our pool felt very private. Rooms were nicely appointed. The onsite bar was a plus as was the continental breakfast. All the staff were very friendly and informative. They provide onsite parking for a fee which was not excessive.
Solo traveller

Comment: 29 Nov 2024

Stayed in: Nov 2024

Beautiful .... But....

Beautiful .... But only one flaw, which compared to other hotels in key West does not have a heated pool. Otherwise it is a fairytale place. Breathe in the true colonial atmosphere of the keys. Very nice room with small private courtyard with lots of privacy. Large and comfortable bed. Very good breakfast. The staff was very friendly and helpful. All beautiful!!!
Couple

Comment: 28 Mar 2025

Bugs in Room!!!

There were bugs in my room, in my bed and in the bathroom!!! They did not offer to change my room or compensate me. They claim they came to deal with it. I don’t know. I left the next day. Many other poor issues from no coffee or milk to cardboard cinnamon rolls to poor check in experience. Stay away!!!
Other

Comment: 25 Mar 2025

Prime location and property

This was a great place to stay. The location was excellent, convenient walking distance to all sites. The grounds are beautiful, and despite being on US 1, they are quiet. We stayed in a bungalow and enjoyed the privacy. The room was clean, bed very comfortable. It is an older property, so some of the original touches are there (such as original tile in the bathroom floor, a bit chipped and stained but led to character of the place). The breakfast was excellent, bar and pools great. Would absolutely recommend and hope to stay here again.
Couple

Comment: 18 Mar 2025

Amazing

This place is so quaint and adorable. It’s got an old Florida feel to you. The rooms were perfect. Our room was right in front of one of the pools. We had the pool to ourselves for two days. The pool was 89 degrees!
Each little bungalow was cuter than the next.
Our desk clerk (Richard). Was so nice and helpful checking in and out.
The breakfast was pretty good. The breakfast bar was nestled in between the bungalows.
It was just so perfect!
The location was also awesome. Close enough to walk to everything but not so close that you heard the late night parties!
I highly recommend Winslows Bungalow’s!
We will return.

Exceptional location

5.0

725 Truman Ave, Key West, 33040, United States|0.53 km from Key West NAS

10 things to dowithin 1.39 km

0.51 km
0.77 km
1.37 km

Transportationwithin 6.47 km

6.47 km

Airportwithin 3.71 km

0.53 km
3.71 km

Check in and check out

Check in from:

16:00

Check out before:

11:00

Good to know

Children

Children are welcome at this hotel.

Additional beds

2 years old and under

Children can use extra beds for free.

Pets

Pets are allowed.

Breakfast

Breakfast available.

Breakfast price

£1 (≈USD 0.1)/person

Breakfast options

Western breakfast, Continental breakfast.

Breakfast menu

Buffet.

Important information from the hotel

Guests are required to show a photo identification and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform Winslow's Bungalows - Key West Historic Inns in advance of your expected arrival time. You can use the Special Requests box when booking, or contact the property directly with the contact details provided in your confirmation. A damage deposit of USD 50 is required on arrival. This will be collected by credit card. You should be reimbursed on check-out. Your deposit will be refunded in full via credit card, subject to an inspection of the property. Please note that the property is located in a building with no lift.

Important information about the city

Guests must provide own credit card which matches name of reservation when checking in. The hotel will pre-authorize your card and the pre-authorization will be released if there are no extra charges or damage to the room when checking out. Some hotels and room types have special policies, please check with the hotel for more information.-

Accepted payment methods
The hotel accepts the following payment methods:
card logocard logocard logo

Cash

Winslow's Bungalows - Key West Historic Inns: FAQs

We don’t have any information about restaurants at Winslow's Bungalows - Key West Historic Inns, please check with them when booking.
At Winslow's Bungalows - Key West Historic Inns you can check in from 16:00, and you'll need to check out before 11:00.
Yes, there is parking available at Winslow's Bungalows - Key West Historic Inns.
Winslow's Bungalows - Key West Historic Inns is 1.4 km away from Key West city centre.
Winslow's Bungalows - Key West Historic Inns is in Key West, United States and is 1.4 km away from Key West city centre.