Havent been to the keys in years…but we used to stay at the Islander in Islamorada. Its just a stones throw from the Lorelei Cabana bar…always had a great time there. Key West is fun..for a day trip, but I wouldnt want to stay there. Cheers.
Check out ebay. We get a great deal on a place in Big Pine. We stayed in the lower half of the owners place on the water. It was a big bonus to have a local that close to help us out too. The owners also had rentals in KW I think. Have fun man, I love that place!