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Our top choices for Old Town Key West hotels

Property grounds
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1000)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is ₩294,021
₩362,539 total
includes taxes & fees
Dec 23 - Dec 24
Duval House
Building design
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, (1216)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is ₩279,246
₩380,624 total
includes taxes & fees
Dec 21 - Dec 22
The Southernmost Inn - Adults Only
Porch
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, (1134)
"Great location and great staff "
United States
Thomas
The price is ₩483,434
₩601,795 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Heron House - Adult Only
Couples treatment rooms, facials, massages
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, (2934)
"Great stay with an actual beach which is rare in Key West. "
United States
Robert
The price is ₩410,890
₩570,300 total
includes taxes & fees
Dec 21 - Dec 22
Southernmost Beach Resort and Guesthouses
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, (1005)
"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 ₩337,754
₩479,712 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Silver Palms Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (363)
"The place was excellent and the service amazing "
United States
Janae
The price is ₩303,358
₩378,222 total
includes taxes & fees
Dec 21 - Dec 22
Tropical Inn
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, (1025)
"Our stay was great!"
United States
Richard
The price is ₩589,519
₩721,400 total
includes taxes & fees
Dec 21 - Dec 22
Opal Key Resort & Marina, Key West
Property grounds
The Palms Hotel

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1001)
"Great place to stay for a couple days. Clean and a great staff. "
United States
Gary
The price is ₩334,962
₩410,076 total
includes taxes & fees
Dec 23 - Dec 24
The Palms Hotel
Sundeck
Pegasus International Hotel

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1000)
"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
Lobby
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, (1001)
"The hotel was beautiful and perfectly located! We loved our stay and would love to come back one day!"
United States
Lenin
Authors of Key West Guest House
Property grounds
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1002)
"Cozy place right near everything "
United States
Joseph
Paradise Inn Key West - Adults Only
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (849)
"Great location. Near great food and entertainment."
United States
David
The price is ₩410,367
₩536,468 total
includes taxes & fees
Dec 23 - Dec 24
Lighthouse Hotel - Key West Historic Inns
Bar (on property)
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1236)
"Perfect little place, great location! "
United States
Hailey
The price is ₩356,858
₩451,329 total
includes taxes & fees
Dec 21 - Dec 22
Southwinds Motel
Front of property
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (717)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
Front of property
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1083)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is ₩428,250
₩556,586 total
includes taxes & fees
Dec 21 - Dec 22
Winslow's Bungalows - Key West Historic Inns
Exterior
La Pensione Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1001)
"Clean room, great omelet bar"
United States
Rachel
The price is ₩211,429
₩337,607 total
includes taxes & fees
Dec 22 - Dec 23
La Pensione Inn
Front of property
Caribbean House

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (287)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
The price is ₩326,450
₩404,162 total
includes taxes & fees
Dec 22 - Dec 23
Caribbean House
Outdoor spa tub
Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (405)
"We had a great stay. Room was clean, staff was helpful, check un easy. "
United States
Suzanne
The price is ₩448,494
₩579,293 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Seascape Tropical Inn - Adult Exclusive
Courtyard
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1000)
"Great stay"
United States
Ginger
The price is ₩350,259
₩430,979 total
includes taxes & fees
Dec 23 - Dec 24
The Grand Guesthouse
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great location and clean room. Pool was relaxing; breakfast was good!"
United States
Jennifer
The price is ₩375,197
₩422,097 total
includes taxes & fees
Dec 24 - Dec 25
Ambrosia Key West
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.
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Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.
Audubon House and Tropical Gardens featuring a house

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West featuring a marina, a coastal town and general coastal views

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Mallory Square showing a sunset and general coastal views as well as a small group of people

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Key West Historic Seaport.

Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Staff were really helpful and friendly. Room was great and clean "
Evelyn 3-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Frequently asked questions

What's it like in Old Town Key West?
Travelers to Key West's Old Town Key West neighborhood will be sure to enjoy a stay in this neighborhood. Looking for sights you might find in a travel guide about Old Town Key West? Consider a visit to Duval Street while you're in the neighborhood.
What's a favorite place to stay in Old Town Key West?
Based on Expedia customer reviews, Almond Tree Inn Hotel - Adults Only is the highest ranked property in Old Town Key West. This hotel is steps from Ernest Hemingway Home and Museum, and offers free breakfast and an outdoor pool. Other favorite options in the area include Orchid Key Inn - Adults Only and Andrews Inn & Garden Cottages.
How many hotels will I be able to find in Old Town Key West?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1354 Old Town Key West hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to view the top deals on offer in Old Town Key West.
Where can I learn more about changing or cancelling my trip to Old Town Key West?
To find more details about updating your trip to Old Town Key West or cancelling it, click here.
What are the top things to see and do in Old Town Key West?
Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Cemetery are also a couple of places to visit in the neighborhood. Tennessee Williams Key West Exhibit, Saint Mary Star of the Sea, and City Zoo Gallery are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Firehouse Museum and Key West Butterfly and Nature Conservatory are a couple of additional sights to visit in Key West.