The Crestwood House - Private Heated Pool & Parking

Hidden on Shoreline Road in one of Key West's quieter residential pockets, Crestwood House offers a fully private setting with a heated pool and dedicated parking — uncommon advantages on an island where both are genuinely scarce.

The property functions as a self-contained retreat rather than a traditional hotel: no front desk, no shared corridors, no other guests poolside. The heated pool runs year-round, practical given Key West's cooler December and January evenings.

Duval Street's bars and the Historic Seaport are reachable in under ten minutes by bicycle, the preferred local mode of transport. For arrivals by car, the on-site parking eliminates the daily garage fees that add up quickly during peak winter season.