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

Search 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
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Florida Keys historic hotels

A balcony with a view of a street, a bench, and a potted plant.
A hotel lobby with a bar area, seating, and a fireplace.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

1. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Karla
₹11,069
₹17,292 total
includes taxes & fees
4 Oct - 5 Oct
Pegasus International Hotel
A wooden boardwalk leading to a beach with palm trees and a clear sky.
A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.
An outdoor patio with wicker furniture and a ceiling fan, surrounded by lush greenery and a view of a residential area.
A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

2. Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn
Key West Historic District
United States
Melissa
₹13,492
₹15,178 total
includes taxes & fees
28 Sept - 29 Sept
Amsterdam's Curry Mansion Inn
View all properties

Top Florida Keys Hotel Reviews

Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Great location !!"
Jenny 2-night trip
Posted 1 hour ago
Bayside Inn Key Largo

Explore a world of travel with Expedia