Winslow's Bungalows Key West Historic Inns

From the moment I arrived, the front desk staff provided exceptional service — they were welcoming, efficient, and went out of their way to make sure all my questions were answered promptly throughout my stay. Communication was top-notch, which made everything so smooth and hassle-free. The room was spotless and impeccably maintained, making it a truly comfortable retreat after a day of exploring. In the morning I enjoyed a delicious and free breakfast . They even have a person performing some relaxing music. The hotel and its grounds were beautifully kept, with lush landscaping and inviting common areas that made relaxing so easy. Another major perk was the location — everything you could need or want was within walking distance, from shops to restaurants and local attractions, making it incredibly convenient to explore without the hassle of driving.

We spent four nights here and I can’t wait to come back! I don’t think we could have found a better location. Super convenient to everything but in a lovely part of Old Town. The lush greenery and constant shade from the mature trees was amazing. I wish everywhere I stayed had this. We stayed in a bungalow. The room was on the small size but I felt like it was fair for the price point and I lovedddd our private outdoor space. We looked forward to breakfast every morning. It was delicious and just enough variation so that you didn’t get bored. The setup was lovely and a great way to start the day. The bartender Keith was always so friendly and full of great recommendations. Staying here, we did not feel the need for a car. We walked and biked everywhere and rented a scooter from a spot right down the road for a single day to venture further out. It was perfect!

The rooms are cozy, and they have everything you need. They are clean and modern with some vintage touches. There is under-bed storage instead of a traditional dresser. We were very comfortable with the room. Each room has a little sitting area outside the room or close by. It is beautiful and lush. The grounds of Winslow's Bungalows are like a movie. The various trees and plants are gorgeous. It is a tropical paradise. There are many iguanas and chameleons all over the property. It was magical. The entire island is four by two miles. The bungalows are in the center- so it is easy to get to everything by walking. We rented a golf cart for two days when we went to Fort Zachary beach- just so we wouldn't have to carry everything.