Old Town Key West Hotels near Key West

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Dec 29 - Dec 30
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Dec 30 - Dec 31
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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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, (1004)
"Great place! "
United States
David
The price is P14,628
P17,720 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Duval House
3 outdoor pools, pool umbrellas, sun 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, (2959)
"Wonderful stay!"
United States
Elisa
The price is P17,346
P23,810 total
includes taxes & fees
Jan 13 - Jan 14, 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, (1006)
"everything is great, love the room, the location, and the quiet ac"
United States
Qi
The price is P14,223
P19,966 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Silver Palms Inn
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, (1007)
"Enjoy the stay"
United States
Kevin
The price is P14,485
P17,617 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Palms Hotel
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)
"Everyone was awesome and the rooms and pool was great also"
United States
Mary
Authors of Key West Guest House
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, (1001)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is P23,563
P26,509 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Orchid Key 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, (1140)
"Clean room and staff was great"
United States
Paul
The price is P12,642
P16,341 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Heron House - Adult Only
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, (1029)
"Our stay was great!"
United States
Richard
The price is P24,615
P30,006 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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, (1250)
"Perfect little place, great location! "
United States
Hailey
The price is P14,759
P18,587 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Southwinds Motel
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, (1004)
"We'd definitely stay here again. Very spacious king room and comfy bed. "
United States
Jessica
Pegasus International Hotel
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, (1227)
"Great rooms, clean great friendly staff."
United States
Ryan
The price is P17,565
P22,404 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Southernmost Inn - Adults Only
Egyptian cotton sheets, premium bedding, down comforters, pillowtop 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, (1000)
"Great location, spotless rooms, attentive and friendly staff, great value."
United States
David
The price is P23,769
P26,740 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Almond Tree Inn Hotel - Adults Only
Outdoor pool, sun loungers
The Conch House Heritage Inn

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (146)
"Check in was quick, easy. "
United States
kristen
The price is P22,418
P25,220 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Conch House Heritage Inn
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, (490)
"Great place"
United States
ELENA
The price is P24,038
P30,568 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Casa Marina Key West, Curio Collection by Hilton
Garden
Douglas House

Douglas House

Douglas House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (239)
"Excellent spot, I definitely recommended"
United States
Paul
The price is P14,357
P17,767 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Douglas House
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, (364)
"Nice place to stay "
United States
yulio
The price is P16,221
P19,718 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Tropical Inn
Outdoor pool, pool umbrellas, sun 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
8.6 out of 10, Excellent, (1001)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
The price is P19,221
P25,148 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Reach Key West, Curio Collection by Hilton
Courtyard
Santa Maria Suites

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
The price is P29,902
P37,605 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Santa Maria Suites
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 Grand Guesthouse
Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (136)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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.

Key West Historic District

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

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 Regal Key West and Smathers Beach.

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 flowers, animals and zoo 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

Southwinds Motel

Southwinds Motel

10/10 Excellent
"Charming cottages 1 block from beach, next to Tippsey Rooster Bar live music, with small store and deli across the street. Best Spicy Cuban sandwich."
john 2-night trip
Posted 21 hours ago
Southwinds Motel

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 1356 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.
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.

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