Search Hotels with Air Conditioning in Key West Historic District

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 Key West Historic District Hotels with Air Conditioning

Our top choices for Key West Historic District hotels with air conditioning

View from property
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1010)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 3.131.128 ₫
4.088.226 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Duval House
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1004)
"Great little hotel in the heart of Old Town."
United States
Robert
The price is 4.006.162 ₫
5.691.925 ₫ total
includes taxes & fees
19 Dec - 20 Dec
NYAH Key West - Adults Only
Exterior
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (1138)
"Great location and great staff "
United States
Thomas
The price is 8.609.286 ₫
10.717.141 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Heron House - Adult Only
Courtyard
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.2 out of 10, Very good, (1213)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is 3.920.488 ₫
5.594.326 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults Only
Room, Non Smoking, Private Bathroom | Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1005)
"This guest house was excellent, breakfast was decent, had everything you needed."
Canada
David
Authors of Key West Guest House
Front of property – evening/night
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1024)
"Our stay was great!"
United States
Richard
The price is 7.341.048 ₫
9.294.978 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Opal Key Resort & Marina, Key West
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1024)
"We had a wonderful stay and it was a convenient location for all the activities along Duval Street. The room was clean & comfortable with a great breakfast."
United States
Susanne
The price is 3.528.439 ₫
5.745.751 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Silver Palms Inn
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2938)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is 4.949.287 ₫
7.492.145 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Southernmost Beach Resort and Guesthouses
Outdoor pool
The Garden House

The Garden House

The Garden House
3.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (668)
"It a small convenient location and walkable to great areas. "
United States
Manuel
The price is 3.394.248 ₫
4.384.369 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Garden House
Sun deck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very good, (1003)
"Wonderful place to stay right in the heart of Key West. The pool and deck area are nice and cozy for a relaxing time. "
United States
Daniel
Pegasus International Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Key West Historic District Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Why book your hotel with air conditioning in Key West Historic District with Expedia?
Expedia has the best prices around for hotels with air conditioning in Key West Historic District. If you're on a budget, choose how much you'd like to spend and your preferred hotel star rating. Then take advantage of our filters to search for air-conditioned digs with conveniences like a pool or free WiFi. We'll help you find the perfect pad whatever your trip looks like.
How can I find cheap hotels with air conditioning in Key West Historic District?
The easiest way to score cheap hotels with air conditioning in Key West Historic District is with Expedia's convenient filter tool. First, set your budget and star rating, then select air conditioning from the amenities menu to snag your dream stay at a competitive price.