There's still so much charm to be found in Key West once you venture off Duval Street. Tucked along the side streets in Old Town just a few blocks from Duval is Simonton Court, with classic Conch architecture and a most charming place to stay.
Simonton Court is a slice of the rich history of Old Town, a conglomeration of various architecture. There's the main Mansion, a stately Victorian with six rooms/suites within. Past the large main pool and down the path are 9 small charming cigar cottages, a Historic Inn, Manor House, and several townhouses, which offer an idyllic stay for guests.
Many of the cottages have private or semi-private plunge pools, and daily breakfast is included.
If you're looking for Key West charm, Simonton Court has what you want, in the heart of Old Town.