Southernmost Pt, Key West
This house claims to be the "southernmost" one on the whole island. It has a charming Victorian type architecture and is very colorful. I did not get the chance to go inside during my stay. If I get to return to the island, it might be a nice place to stay since it currently operates as a bed and breakfast. It seems like this would be a unique place to stay on the island. Sometimes, I like to stay in historic old places if possible. There are probably tours of the house available as well as the chance to stay here.
Not exactly, since there's some military base even more south down, but as far as civilians go, this is IT!