We arrived thursday night to this lovely tranquil oasis in Key West. If you are after a full service hotel this is not for you. The check in clerk had the Carisma of a bag of wet cement,he obviously didn't enjoy his job. That said this is a beautifull authentic homestay type residence over 100 years old,faithfully restored to its... more

Booked this online, sight unseen and didn't quite know what to expect. I needed a place to stay that would be walkable to the ferry, Duval street for shopping and the dock area as we had charted a private fishing boat and also a place that would be cost effective. Upon arrival the owners went out of their way to... more

I reserved a room in May for a weekend in October. I called the day before my trip to confirm the check-in time and was told I did not have a room. A manager was supposed to call me back but never did. So I called. At first the manager told me that travelocity failed to give him my credit... more

I have been a regular customer of Westwinds for almost 15 years. My wife and I have always considered this place a special place. Over the years the business has grown from the family owned, personal attention type of place to what seems to be just a commercial, cold, impersonal business. The quaintness is but lost if it weren't for... more

Myself and two girlfriends stayed here Dec. 4-8 for our annual girlfriends getaway. I had stayed here in the past with another friend and thoroughly enjoyed the stay. What I learned this time is your room selection makes a big difference in satisfaction. The property consists of a guesthouse and several cottages. (My last stay had been in one of... more

We stayed at the Westwinds Nov. 29th, 2008. We had a wonderful stay. The inn is very clean, relaxing atmosphere and a lovely staff. The continental breakfast served poolside (weather permitting) had a great variety including fresh fruit. The local paper was also available. The pool area has a very tropical landscape and we had a relaxing time their visiting... more

We had a great stay at Westwinds. We stayed Ocober 12-15, 2007. It is about a 3 block walk from the marina and a 5 block walk from Duval St. It was great to be able to leave the noise and craziness of Duval behind and retreat to the Westwinds in the evenings. We had a room on the 2nd... more

We stayed 3 days at the Westwind Inn for our summer holiday in Key West. The place is very nice, the swimming pool and the cottages are relaxing and the location is very convenient. But beware of the unfriendly staff. Here are pros and cons: ==Pros * Location: you can walk in 10min to the main street in Key West,... more

We have stayed at the Westwinds several times, orginally because of the location, but return b/c of the charm and value. It is about 6 blocks to Duval and about 4 blocks to Caroline St, where Half Shell, Turtle Kralls and other restaurants, shops, bars are located. We literally park our car the entire time we are in town. Nothing... more