My husband and I travel to Key West several times a year. We used to get rooms in Key West for around $100 through Priceline. We were lucky enought to get the LaConcha, a 3.5 and the Hyatt, a resort. However, we have not been able to do this for the last 2 years. Especially since Hurricane Wilma last year, the prices and popularity of Key West have increased. The hotels in the historic section are full now just about all the time. We were able to book the Sheridan last year in Key Largo for $75.