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Oct 17 - Oct 18
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Discover 1,333 Old Town Key West hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Front of property - evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1013)
"Staff was tremendous and location is perfect!! "
Sheryl
The price is NT$7,627
NT$9,787 total
includes taxes & fees
Oct 26 - Oct 27
Opal Key Resort & Marina, Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (187)
"Absolute awesome place to stay"
Dennis
The price is NT$4,153
NT$4,835 total
includes taxes & fees
Oct 28 - Oct 29
Douglas House
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1030)
"The room was clean and the facilities lovely. We enjoyed our stay."
Ellen
The price is NT$5,171
NT$7,368 total
includes taxes & fees
Oct 27 - Oct 28
Winslow's Bungalows - Key West Historic Inns
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1021)
"Very friendly, good breakfasts, clean rooms "
Sandor
The price is NT$3,033
NT$4,070 total
includes taxes & fees
Oct 26 - Oct 27
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
3.5 star property
9.0 out of 10, Wonderful, (807)
"The pool was lovely! "
Audrey
The price is NT$6,102
NT$8,415 total
includes taxes & fees
Oct 27 - Oct 28
Lighthouse Hotel - Key West Historic Inns
Herlihy, Ground Floor, Poolside | Individually decorated, individually furnished, iron/ironing board
Authors of Key West Guest House
Authors of Key West Guest House
3.0 star property
9.0 out of 10, Wonderful, (1009)
"Excellent location and very spacious and clean rooms! "
Maria
Authors of Key West Guest House
Fireplace
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very Good, (398)
"The location at the water is great. The restaurant on the beach with amazing live music was marvelous."
Verena
The price is NT$6,410
NT$9,049 total
includes taxes & fees
Oct 28 - Oct 29
Casa Marina Key West, Curio Collection by Hilton
Property grounds
The Palms Hotel
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1011)
"Great stay, comfortable room and beds, perfect location! "
Kristen
The Palms Hotel
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1203)
"Great location, staff was super friendly and always helpful. "
Jonathan
The price is NT$4,427
NT$5,842 total
includes taxes & fees
Oct 28 - Oct 29
Southwinds Motel
Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very Good, (1173)
"Great area, amenities are great"
Luis Armando
The price is NT$3,007
NT$4,763 total
includes taxes & fees
Oct 27 - Oct 28
The Southernmost Inn - Adults Only
3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6 out of 10, Excellent, (2800)
"Top notch resort."
Dale
The price is NT$4,702
NT$7,533 total
includes taxes & fees
Oct 20 - Oct 21
Southernmost Beach Resort and Guesthouses
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved staying here, such a cute place and the location was close to Duval St."
jodi
The price is NT$5,963
NT$6,708 total
includes taxes & fees
Oct 21 - Oct 22
Ambrosia Key West
Outdoor pool, pool umbrellas, sun loungers
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very Good, (1012)
"Great staff, view and food!"
Gregory
The price is NT$5,752
NT$8,309 total
includes taxes & fees
Oct 26 - Oct 27
The Reach Key West, Curio Collection by Hilton
Suite (Merlin's) | 2 bedrooms, premium bedding, in-room safe, individually decorated
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (379)
"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "
Jessica Kaitlin
The price is NT$5,870
NT$8,154 total
includes taxes & fees
Oct 27 - Oct 28
Ella's Cottages - Key West Historic Inns
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1008)
"Great place to stay. "
Bettina
The price is NT$6,770
NT$7,616 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only
Fountain
Colors on White
Colors on White
3.0 star property
8.0 out of 10, Very Good, (367)
"Very nice place to be at. Close walking and biking distance "
brad
Colors on White
Queen Suite #6, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity
Alexander Palms Court
Alexander Palms Court
2.5 star property
9.2 out of 10, Wonderful, (1002)
"For the price is an excellent place... quite, clean, very friendly check in and walkable distance to main street "
Abel
The price is NT$3,556
NT$4,001 total
includes taxes & fees
Oct 21 - Oct 22
Alexander Palms Court
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1000)
"This place is a rare gem!! My family loved staying here, it was beautiful!"
Evan
Wicker Guesthouse
Exterior
The Grand Guesthouse
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (1005)
"Excellent place to stay in Key West. "
Carlos Alejandro
The price is NT$5,918
NT$7,424 total
includes taxes & fees
Nov 5 - Nov 6
The Grand Guesthouse
Sundeck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very Good, (1008)
"Great location."
Michael
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.
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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.
Smathers Beach showing a bay or harbor, tropical scenes and windsurfing

Beachside

When in Beachside, you can plan a visit to Duval Street and Smathers Beach, some noteworthy sights in the nearby area.

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.

Top Old Town Key West Hotel Reviews

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

10/10 Excellent
"Services are top notch "
Tom 3-night trip
Posted 8 hours ago
Lighthouse Hotel - Key West Historic Inns

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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 Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly.
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 1332 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?
Saint Mary Star of the Sea, Ernest Hemingway Home and Museum, and Key West Lighthouse and Keeper's Quarters Museum are landmarks that can't be missed during your stay in Old Town Key West. Duval Street and Key West Butterfly and Nature Conservatory are also a couple of places to visit in the neighborhood. Tennessee Williams Key West Exhibit, City Zoo Gallery, and Key West Firehouse Museum are just a few of the places to visit in and around Old Town Key West. While you're out sightseeing, Key West Cemetery and MLK Community Pool & Community Center are a couple of additional sights to visit in Key West.