Search Hotels in Old Town Key West, Key West

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Check prices for these dates

Tonight
16 Dec - 17 Dec
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17 Dec - 18 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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Our top choices for Old Town Key West hotels

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, (1075)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is 6.016.239 ₫
8.100.446 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Winslow's Bungalows - Key West Historic Inns
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)
The price is 3.919.743 ₫
5.593.262 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Southernmost Inn - Adults 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, (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
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)
"Loved the setup of the hotel and great location! "
United States
Rachel
The price is 8.607.650 ₫
10.715.103 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Heron House - Adult Only
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 3.527.769 ₫
5.744.660 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Silver Palms 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, (1023)
"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
Exterior
Southwinds Motel

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1247)
"Perfect little place, great location! "
United States
Hailey
The price is 4.058.100 ₫
5.453.393 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Southwinds Motel
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
Fireplace
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (473)
"Clean, great staff and location."
United States
Vincent
The price is 8.498.776 ₫
11.139.843 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Casa Marina Key West, Curio Collection by Hilton
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 3.894.176 ₫
4.946.655 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Duval House
Courtyard
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1005)
"Nice place "
United States
Suzanne
The Cabana Inn Key West - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1001)
"Very nice & peaceful with a wonderful staff. Our second time staying here"
United States
Sandra
The price is 5.267.662 ₫
5.926.119 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Almond Tree Inn Hotel - Adults Only
Outdoor pool, pool umbrellas, pool loungers
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very good, (1005)
"Great view, amazing room and friendly staff"
United States
Kristine
The price is 7.314.736 ₫
9.807.797 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Reach Key West, Curio Collection by Hilton
Exterior
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1002)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is 5.083.478 ₫
5.718.913 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Orchid Key Inn - Adults Only
Carriage House | Terrace/patio
The Gardens Hotel

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is 7.074.639 ₫
7.958.969 ₫ total
includes taxes & fees
17 Dec - 18 Dec
The Gardens Hotel
Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1002)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is 7.080.559 ₫
10.407.712 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Southernmost House
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, (847)
"Great location. Near great food and entertainment."
United States
David
The price is 5.137.644 ₫
7.112.027 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Lighthouse Hotel - Key West Historic Inns
Courtyard
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1003)
"Awesome place we loved it"
United States
Josh
The price is 9.182.888 ₫
12.106.809 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Santa Maria Suites
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (224)
"We were very pleased with everything and great location."
United States
Lynn
The price is 5.051.418 ₫
6.251.130 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Douglas House
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, (363)
"The place was excellent and the service amazing "
United States
Janae
The price is 4.501.128 ₫
5.721.773 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Tropical Inn
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

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

Douglas House

Douglas House

10/10 Excellent
"We were very pleased with everything and great location."
Lynn 1-night trip
Posted 4 days ago
Douglas House

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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 1354 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.