Find hotels in Old Town Key West, Key West from ₩257,473

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Filter by

Guest rating
Guest rating
Star rating

Discover 1,338 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, (1000)
"great view and wonderful grounds"
United States
David
The price is ₩366,504
₩469,140 total
includes taxes & fees
Nov 30 - Dec 1
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, (1037)
"Great location near many attractions. "
United States
Marwin
The price is ₩299,402
₩409,253 total
includes taxes & fees
Nov 18 - Nov 19
Winslow's Bungalows - Key West Historic Inns
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (195)
"Absolute awesome place to stay"
United States
Dennis
The price is ₩273,164
₩318,066 total
includes taxes & fees
Nov 12 - Nov 13
Douglas House
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1042)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is ₩201,289
₩257,473 total
includes taxes & fees
Nov 12 - Nov 13
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, (822)
"Great location and friendly staff."
United States
Alicia
The price is ₩299,402
₩409,253 total
includes taxes & fees
Nov 18 - Nov 19
Lighthouse Hotel - Key West Historic Inns
Property grounds
The Palms Hotel
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1027)
"Great stay, comfortable room and beds, perfect location! "
United States
Kristen
The Palms Hotel
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, (420)
"Great hotel! "
United States
Randy
The price is ₩409,864
₩547,673 total
includes taxes & fees
Dec 1 - Dec 2
Casa Marina Key West, Curio Collection by Hilton
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1224)
"very convenient to all locations and clean quite rooms."
United States
YUBER
The price is ₩206,749
₩272,833 total
includes taxes & fees
Nov 18 - Nov 19
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, (1012)
"Great location, clean comfortable room. The breakfast items were good and plentiful. "
United States
Jennifer
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, (1176)
"What a cute little place, very clean, breakfast had great variety. 2 pools and a hot tub out back. About a 10 minute walk to duval st. We were able to check in and leave our luggage in a secure spot until the room was ready which epwas very convenient. Will stay there again. "
United States
amy
The price is ₩243,855
₩339,254 total
includes taxes & fees
Nov 30 - Dec 1
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, (2854)
"Great location, nice amenities"
United States
Thalia
The price is ₩255,196
₩392,617 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, (1017)
"Everything about this property is excellent. The staff are incredibly friendly and the rooms and grounds are pristine. Easy access to dining, coffee and more on site. "
United States
Jesse
The price is ₩382,636
₩517,041 total
includes taxes & fees
Nov 20 - Nov 21
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, (1028)
"Such a lovely stay!"
United States
Mindi Kay
The price is ₩341,458
₩384,141 total
includes taxes & fees
Nov 11 - Nov 12
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, (387)
"Loved our stay. "
United States
Cassandra D
The price is ₩299,402
₩409,253 total
includes taxes & fees
Nov 20 - Nov 21
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, (1004)
"Nice property. Excellent breakfast with good variety hot and cold. Staff were good. Nice safe and quiet area, yet only a 5min walk to Duval St and many restaurants and bars and activities."
United Kingdom
Iain
The price is ₩278,445
₩313,250 total
includes taxes & fees
Nov 10 - Nov 11
Ambrosia Key West
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1000)
"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
Fountain
Colors on White
Colors on White
3.0 star property
8.0 out of 10, Very Good, (370)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Sundeck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very Good, (1019)
"No complaints. Everything was great. Can't wait to come back!"
United States
Ismael
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, (1012)
"Check in a little awkward but a lovely relaxing stay. Great location for both Southern most point and Duval. "
United Kingdom
Susannah
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, (1009)
"Such a quaint little paradise …grounds and pool were immaculate… we were given a room upgrade upon checkin "
Canada
Andrea
The price is ₩421,251
₩473,907 total
includes taxes & fees
Nov 9 - Nov 10
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.
View all properties

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, (2854)
The price is ₩255,196
₩392,617 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
Steps from Duval, Pool on Site & Bikes Included!
Steps from Duval, Pool on Site & Bikes Included!
    9.6 out of 10, Exceptional, (408)
    Steps from Duval, Pool on Site & Bikes Included!
    See more properties

    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

    Duval House

    Duval House

    10/10 Excellent
    "Our room was clean and anything we needed more of was not a problem. All of the rooms are close to everything on the property. Our room was one of the bigger rooms and it was perfect for us. The staff in the office, at breakfast, landscapers, housekeeping all were so kind and would talk to guests. The landscaping is absolutely beautiful and calming. When you walk off the property basically there’s so many places either right there or within walking distance. Thank you Duval House!!! We will see you again!!!"
    Kendra Sue 5-night trip
    Posted 2 days ago
    Duval House

    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.