Winslows Bungalows - Key West Historic Inns

Amazing and friendly staff. My second time staying there and I love how it’s easy access to restaurants and bars and the center of the city

We loved our stay! The grounds are well kept and very tropical. We only had one day to stay, Winslow made it feel like a true vacation. Don’t miss the continental breakfast! Really nice choices and beautiful live music Sunday morning. You also get a complimentary drink from the bar upon arrival. Overall, I would definitely stay here again.

Such a magical place. The grounds are beautiful and it is walking distance to Duval street restaurants and bars.

My wife and I stayed here for a getaway together and absolutely loved it. The staff were very friendly and welcoming. The property was absolutely beautiful, quiet, relaxing. We loved the vibes and atmosphere. The included breakfast was above average. Gut health shots, chia pudding, boiled and deviled eggs to start off your day with good protein and nutrition. It was conveniently located to walk to all of the downtown restaurants and sites. The one thing that was subpar was the room itself. These buildings are from the 1800’s so it’s understandable that not everything is going to be perfect but the floor was mushy in a few spots and caving in like the subfloor was rotten. The air conditioning was not very cold despite us cranking it all the way down. These things could have been just our room/bungalow so it’s not necessarily a thumbs down because everything else was wonderful. Honestly if we vacation in Key West again we will most likely stay at Winslow’s again!

We especially liked the delicious breakfast. The beds were clean and comfortable. The room could use better lighting, an iron and a microwave.