Winslow's Bungalows Key West Historic Inns

We were shocked to be shown to room #53 after paying over $500 per night to stay at Winslow's. I would have been upset to pay $200 a night for such a tiny room, much less $500! Our room looked nothing like the beautiful pictures on their website. After moving our suitcase into the room we didn't even have enough room to easily move around the bed. The bathroom only had a sink and a toilet, so nowhere to put any toiletries. The room itself needed a lot of maintenance: there was peeling paint and rust in the bathroom, lots of messy cords and crooked outlets by the air conditioner. There was a big, awkward step up into the bathroom. Oddly, only two of the shower walls were tiled, so the full spray of the shower hits the plaster wall across from the shower head, disaster waiting to happen. You should not be renting room #53 to anybody! After we complained, we were moved to another room of the same room type for the remainder of our stay and the other room was at least double the size! Unfortunately, it was right on Truman Ave. and there is zero soundproofing against the traffic noise. We were woken up all night by sirens and trucks and then roosters at 5 AM. The beds were comfortable but what good is that when the noise keeps you awake anyway. We were happier with our stay after moving rooms until our final day when we sat down at the bar with our friends. I merely asked the bartender a question about one of the food items listed on the chalkboard and he snapped "I wouldn't know!" He then got busy with other customers and when he finally came back to us he snapped, "it's after 2pm now and my chef leaves at 2pm." We were ready to order well before 2 pm. Our entire group got up and left. I don't have an issue with the hours but with the manner in which this employee chose to inform us he wasn't going to serve us. I wasn't going to leave negative reviews on this stay but this extremely rude bartender changed my mind!

Our bungalow was perfect! Winslow Bungalows are located in walking distance of excellent restaurants, night life and museums. Beautiful, well maintained gardens with 3 different pools to choose from. This was our first time and we look forward to returning!

My wife and I stayed here for her birthday and our elopement and it was such a special stay! Great location and beautiful property but more importantly the staff went above and beyond for us from the moment we arrived, especially Sonya. She made our stay what it was and we can’t wait to return for our anniversary next year. ❤️

Bungalows were perfect. Great location , quiet but walkable to Duval street. Entire resort was super clean including pool areas and common spaces. The breakfast was so delicious, fresh fruit everyday as well as hot food. Bar and food right on sight, made nice pool days even better. The staff was top notice…very friendly and helpful. The bartender was a rockstar, so very helpful!

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!!!