Winslow's Bungalows - Key West Historic Inns

The room was very clean and the staff was good. I would definitely recommend!

Nice property. Gives you a resort feel for sure. It’s located close to Duvall St and not too far from all the places you’d want to visit. Bartender was amazing (Keith). Better bar menu and availability as well as extending the breakfast timing would be ideal. Great to have live music while sitting at the bar. Prices aren’t alarming. A bit more attention to details on property/room aesthetics and customer experience would be beneficial. Overall, great property and good experience.

Breakfast was free and amazing!

My wife and I had a great stay at Winslow’s Bungalows! Perfect location for walking through town, everything accessible by foot. The staff were constantly busy keeping the grounds clean. Our room (King Premium Suite) was perfect size for the two of us. Light continental breakfast options and coffee were perfect for starting the day. We were a little concerned after reading some of the previous reviews, but this really did feel like a great Old Town Key West secret. We would certainly stay again on any future visit to Key West!

Nice grounds, booked two rooms at the same time we weren’t even close to one another. Towels are limited, shower was a trickle, fan in the room did not work, air kept shutting off sooo in 100 degree temps none of that is convenient for the price you are paying

The property felt larger than it was portrayed through other reviews and had the anticipated antique & historic vibes. The staff, specifically Krystal went above and beyond to make our trip memorable. All the 3 pools were awesome, clean at all times and surprisingly not mostly occupied. The breakfast was alright, could be better.

Wall unit AC are loud and will keep you up if you are a light sleeper

Nice hotel, great service. Room was clean but very humid, the sheets felt wet, not sure if this is just our room or the hotel all together, maybe just bc we visited in the summer

The bungalows were cozy, comfortable, and well maintained. The grounds are beautifully landscaped and kept immaculate, making it a relaxing place to unwind. We enjoyed spending time by the pool, and having complimentary bikes available was a huge bonus. We rode them all around Key West, which made exploring easy and fun. We also appreciated that the property is pet-friendly, so our dog could be part of our vacation. The location is excellent—close enough to walk or bike to downtown, restaurants, shopping, and the beaches, while still being quiet and peaceful. We would definitely stay here again and highly recommend Winslow’s Bungalows to anyone looking for a charming, convenient place to stay in Key West!

The Winslow was perfect! The location was excellent, staff was very kind and helpful, rooms were great, and the property is incredible. We’ll definitely stay there again when we visit Key West.

First time staying at this property and really enjoyed it. The location is wonderful. Staff is unobtrusive and friendly. Kurt was a stellar bar tender!!! The property is clean and well maintained with a perfect old Florida feel

Charming Old Town Key West Inn with staff just as lovely and charming. Rooms were delightful-separate little cottages in a garden setting. At the center of the garden was a tiki bar and pool.

The room was very clean. Everyone was very helpful and professional. Breakfast bar was nicely done. This was a very relaxing environment perfect for vacation.

Everything was great, there was one girl at the bar who seemed to be pretty new with not a ton of experience but other then that everything was great would for sure go back

Pet friendly. Not much grass for my two Corgis, but there was a church yard across the street the street that was very handy!!!

Nice place and very accessible

Staff/Service was great...... facilities are beautiful..... perfect location...... would definitely stay again.

I’ve stayed in historic inns before, but this one had a musty smell and there was a step down to the bathroom that we kept tripping on. The air conditioner wasn’t working then started working in the middle of the night. We went fro too hot to freezing. The staff was great. The pools were very small.

Open out ten inches and hits a toilet,opens in about two feet and hits a steel cloth holder and the shower head I told Gary the night super of the danger he told me that then you better be careful. I guess you get what you pay for All the rest of the staff seemed caring and the breakfast was good A great location But when the original flooring has rot don’t just cover it with vinyl it will crack and sink a couple inches I didn’t fall through but did stub toes once in a while Good luck bargain travelers

1st time staying here. Booked 4 rooms/cottages, all nice and clean. Great Bar and breakfast. Our only complaint would be about the quality of the pillows. All completely flat… besides that we all had a great time