The Westwinds Inn in Key West offers a charming and well-maintained tropical oasis for visitors. Guests consistently praise the hotel's convenient location, with easy access to the marina, Duval Street, and popular local spots like Pepe's and the Cuban Coffee Queen. The hotel grounds are described as "just a hidden gem" - well-kept, with two pools, one of which is heated. Rooms at the Westwinds vary, with some being on the smaller side but generally clean and comfortable, featuring cold air conditioning. Daily housekeeping service is noted as excellent. While the decor is a bit dated, many guests find the old-Florida vibe to be part of the hotel's appeal. A light continental breakfast is provided poolside, giving guests a simple but satisfying start to the day. Parking can be a challenge, as the hotel does not have its own lot, but street parking and a nearby garage are options. A few reviewers felt their rooms were too small or outdated, but the majority had a very positive experience, praising the staff, amenities, and overall value. Many guests state they are eager to return to the Westwinds Inn for their next Key West vacation.
This was our 4th time staying here. The whole team was fantastic. Azul and Juan were both great. Azul really went the extra while we were there!!! We will be back!
June 2026
Just a bit off the main drag but very walkable to downtown live music shopping and other entertainment
May 2026
Greatest pool in the world! Room was small, but didn't spend a ton of time in the room so it doesn't matter too much.