A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Find Historic Hotels in Florida Keys

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Florida Keys Historic Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Florida Keys historic hotels

Sundeck
Street view
Breakfast area
Breakfast area

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
₩114,081
₩198,389 total
includes taxes & fees
Aug 30 - Aug 31
Pegasus International Hotel
Beach
Outdoor dining
Exterior
Interior entrance

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
₩250,439
₩281,744 total
includes taxes & fees
Aug 27 - Aug 28
Amsterdam's Curry Mansion Inn
View all properties

Top Florida Keys Hotel Reviews

Explore a world of travel with Expedia