The one thing I did not like was the parking situation. Online it looked like you could pay for a parking spot otherwise you could do street parking. When I asked about paying for a parking pass I was told to find a spot on the street. Not a problem early in the afternoon, but trying to find a spot past midnight was close was impossible. I circled around close to the B&B several times but ended up having to park extremely far away, which as a young single female did not make me feel very comfortable.
I only stayed one night at Westwinds Inn and I really liked it, I wish I could have stayed longer. The room was great, bed was comfortable and the B&B itself was nice and exactly what I imagined a B&B in Key West would be like. They do serve a cold breakfast outside by the pool in the mornings, so do not expect eggs, bacon, sausage, etc. They have cereal, pastries, bagels and fruit.