Search Hotels in Old Town Key West, Key West

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for Old Town Key West hotels

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Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1003)
"I loved this place the location was absolutely perfect "
United States
Frank
The price is 6.552.435 ₫
7.937.263 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Duval House
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, (1220)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is 7.868.185 ₫
10.035.621 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
The Southernmost Inn - 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, (1137)
"Great location and great staff "
United States
Thomas
The price is 7.768.188 ₫
9.747.340 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Heron House - Adult Only
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, (2939)
"Great Stay!"
United States
mathew
The price is 7.385.353 ₫
10.234.254 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
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, (1008)
"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 6.015.609 ₫
8.543.955 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Silver Palms Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (364)
"Nice place to stay "
United States
yulio
The price is 8.818.683 ₫
10.579.157 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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, (1027)
"Our stay was great!"
United States
Richard
The price is 11.025.985 ₫
13.440.650 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
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, (1004)
"Great place to stay for a couple days. Clean and a great staff. "
United States
Gary
The price is 7.010.553 ₫
8.478.959 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
The Palms Hotel
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, (1005)
"We'd definitely stay here again. Very spacious king room and comfy bed. "
United States
Jessica
Pegasus International Hotel
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, (1003)
"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
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
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, (1003)
"Cozy place right near everything "
United States
Joseph
Paradise Inn Key West - Adults Only
Outdoor pool, open 8:00 AM to 10:00 PM, pool 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 10.153.784 ₫
12.755.335 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Lighthouse Hotel - Key West Historic Inns
Exterior
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1241)
"Perfect little place, great location! "
United States
Hailey
The price is 6.611.117 ₫
8.325.638 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Southwinds Motel
Poolside bar
Duval Inn

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (718)
"Property was clean and perfect location."
United States
Tracy
Duval Inn
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
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, (1085)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is 9.560.816 ₫
12.088.246 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
La Pensione Inn

La Pensione Inn

La Pensione Inn
3.5 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Clean room, super spacious and comfortable. Check in was easy. Amazing location!!"
United States
Aracelis
The price is 5.901.225 ₫
8.416.554 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
La Pensione Inn
Terrace/patio
Caribbean House

Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (289)
"Very nice and would stay again. It was close to a few of our favorite restaurants "
United States
Leonard Frisch
The price is 8.702.759 ₫
10.448.479 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Caribbean House
Sun deck
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 6.705.062 ₫
8.875.392 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Seascape Tropical Inn - Adult Exclusive
Exterior
The Grand Guesthouse

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Great stay"
United States
Ginger
The price is 8.642.899 ₫
10.381.137 ₫ total
includes taxes & fees
24 Dec - 25 Dec
The Grand Guesthouse
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place to stay"
United States
Melody
The price is 8.030.022 ₫
9.033.775 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
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 for the activities you enjoy most.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Key West Cemetery.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

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

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

Pegasus International Hotel

Pegasus International Hotel

10/10 Excellent
"Ja"
Chris 1-night trip
Posted 2 days ago
Pegasus International Hotel

Frequently asked questions

What's it like in Old Town Key West?
Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. 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 neighbourhood.
How many hotels are there in Old Town Key West?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1355 Old Town Key West hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.
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 neighbourhood. 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.