Find hotels in Old Town Key West, Key West from ￥22,194

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Discover 1,339 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, (1002)
"great view and wonderful grounds"
United States
David
The price is ￥40,653
￥51,799 total
includes taxes & fees
Nov 11 - Nov 12
Opal Key Resort & Marina, Key West
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)
"Great location near many attractions. "
United States
Marwin
The price is ￥30,675
￥34,509 total
includes taxes & fees
Nov 3 - Nov 4
Winslow's Bungalows - Key West Historic Inns
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is ￥23,827
￥27,743 total
includes taxes & fees
Nov 3 - Nov 4
Douglas House
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1033)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is ￥16,785
￥22,194 total
includes taxes & fees
Nov 3 - Nov 4
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, (819)
"Great location and friendly staff."
United States
Alicia
The price is ￥30,613
￥34,439 total
includes taxes & fees
Dec 1 - Dec 2
Lighthouse Hotel - Key West Historic Inns
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, (415)
"Truly beautiful custom century hotel, sitting on one of the few beaches in Key West"
United States
valas
The price is ￥43,709
￥58,412 total
includes taxes & fees
Dec 1 - Dec 2
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, (1024)
"Great stay, comfortable room and beds, perfect location! "
United States
Kristen
The Palms Hotel
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1221)
"This was a perfect place for us to safe during this trip."
United States
DANIEL
The price is ￥20,253
￥27,117 total
includes taxes & fees
Nov 19 - Nov 20
Southwinds Motel
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, (1008)
"Perfect place away from the craziness. Will stay here again "
United States
chris
Authors of Key West Guest House
Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
8.2 out of 10, Very Good, (1172)
"Handy for popular local area"
United Kingdom
Kenny
The price is ￥16,785
￥25,811 total
includes taxes & fees
Nov 2 - Nov 3
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, (2841)
"Great stay! Has everything you need and walking distance to everything as well!"
United States
Natasha
The price is ￥27,235
￥41,901 total
includes taxes & fees
Nov 30 - Dec 1
Southernmost Beach Resort and Guesthouses
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 location and staff!"
United States
MARYAM
The price is ￥39,883
￥54,108 total
includes taxes & fees
Nov 3 - Nov 4
The Reach Key West, Curio Collection by Hilton
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, (1025)
"Such a lovely stay!"
United States
Mindi Kay
The price is ￥38,158
￥42,928 total
includes taxes & fees
Nov 2 - Nov 3
Almond Tree Inn Hotel - Adults Only
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, (385)
"Loved our stay. "
United States
Cassandra D
The price is ￥30,675
￥42,306 total
includes taxes & fees
Nov 3 - Nov 4
Ella's Cottages - Key West Historic Inns
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Very amazing small boutique hotel. Very convenient location, lots of amenities and very spacious and beautiful room, Grest breakfast "
United States
Elizabeth
The price is ￥26,047
￥29,303 total
includes taxes & fees
Nov 2 - Nov 3
Ambrosia Key West
Fountain
Colors on White
Colors on White
3.0 star property
8.0 out of 10, Very Good, (369)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1001)
"It was a great place and location to stay in Key West. One recommendation would be to get a room in the back due to music from the bar next door. "
United States
CAREY
Wicker Guesthouse
Sundeck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very Good, (1015)
"You can hear everything in your room and the people in the room across from us were loud and partying majority of night. Hotel is okay. Not the cleanest."
United States
Tara
Pegasus International Hotel
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1010)
"Handy location, quiet, well kept, helpful staff."
United States
Howard
Paradise Inn Key West - Adults Only
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, (1007)
"For the price is an excellent place... quite, clean, very friendly check in and walkable distance to main street "
Canada
Abel
The price is ￥22,036
￥24,792 total
includes taxes & fees
Nov 2 - Nov 3
Alexander Palms Court
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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Hotels in Old Town Key West with a pool

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4.0 star property
  • Pool
8.6 out of 10, Excellent, (2841)
The price is ￥27,235
￥41,901 total
includes taxes & fees
Nov 30 - Dec 1
Southernmost Beach Resort and Guesthouses
See more properties

Top guest rated hotels in Old Town Key West

Exterior
The Grand Guesthouse
The Grand Guesthouse
2.5 star property
    9.6 out of 10, Exceptional, (1002)
    The price is ￥23,011
    ￥29,737 total
    includes taxes & fees
    Nov 3 - Nov 4
    The Grand Guesthouse
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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

    If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

    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 Audubon House and Tropical Gardens.

    Top Old Town Key West Hotel Reviews

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    10/10 Excellent
    "Great place"
    Diana 3-night trip
    Posted 11 hours ago
    Southernmost Beach Resort and Guesthouses

    Explore a world of travel with Expedia

    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, Orchid Key Inn - 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 Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly 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 1341 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.