Luxury Hotels & Resorts in Old Town Key West

"Perfect location, beautiful grounds and great staff. Will be booking again "

"Had a great stay highly recommend to friends"

"Location, location, location! Staff was friendly and attentive. Room was small but perfect as we werent really hanging in the room all day. Close to all Duval has to offer. We'll see you again Southwinds : )"

"The best vacation to Key West yet. Our guesthouse was beautiful, great location, beach, bar, clean, quiet and the breakfast in the morning is amazing. There's also a decent workout room."

"We loved our time at Winslow! The staff was super helpful, the room was clean, and the site itself was a piece of paradise. We will be back! "

"Great staying"

"Our room was ready and we checked in early. Front desk and staff friendly. Breakfast very good, with custom omelets. Large clean room with good a/c. Most attractions are walkable. Duval st a few blocks away. We had a covered parking spot. We would return for a Key West stay!"

"The employees were great, location was steps from Duval yet hotel was quiet. No real complaints with the hotel but seems this app charged us way more than if we checked in directly. "

"The location was great. Our room was perfect for the 2 of us. The shower pressure was amazing. The bed was comfy. The room was clean. The staff was very helpful with any needs. They contacted and got our bike rentals, also, set up a taxi pickup for our departure. If you could add a fridge in the room would be great, as it was hard to find COLD bottled water and it was HOT in July!!! The only other thing is lighting. The lighting was near the bed, but not near the mirrors for getting ready. I would rent here again. We enjoyed our stay."