Find hotels in Old Town Key West, Key West from ₩228,761

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 18 - Nov 19
Tomorrow
Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Filter by

Guest rating
Guest rating
Star rating

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
Old Town Key West
9.2 out of 10, Wonderful, (1006)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is ₩364,287
₩467,443 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
Old Town Key West
9.2 out of 10, Wonderful, (1046)
"Friendly staff, and great location. Plenty of parking. Our stay was wonderful! Close to everything, amazing breakfast! We would 100%stay here again! "
United States
Doris
The price is ₩304,299
₩415,946 total
includes taxes & fees
Dec 1 - Dec 2
Winslow's Bungalows - Key West Historic Inns
Garden
Douglas House

Douglas House

3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (207)
"Spotless room, great location and free parking"
United States
Patricia
The price is ₩219,000
₩254,998 total
includes taxes & fees
Nov 19 - Nov 20
Douglas House
View from property
Duval House

Duval House

3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1003)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ₩202,091
₩258,612 total
includes taxes & fees
Nov 25 - Nov 26
Duval House
Property grounds
The Palms Hotel

The Palms Hotel

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1003)
"Good location, nice grounds and friendly staff."
United States
Scott
The Palms Hotel
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
Old Town Key West
9.0 out of 10, Wonderful, (1004)
"Great place! "
United States
Trisha
Authors of Key West Guest 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
Old Town Key West
9.0 out of 10, Wonderful, (832)
"great stay! Clean rooms and friendly staff, great location."
United States
Stephen
The price is ₩289,034
₩398,773 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
Old Town Key West
8.4 out of 10, Very Good, (437)
"Great hotel! "
United States
Randy
The price is ₩356,465
₩488,257 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
Old Town Key West
8.8 out of 10, Excellent, (1218)
"Everything about this place was perfect!"
United States
Jeanne
The price is ₩211,447
₩287,254 total
includes taxes & fees
Nov 19 - Nov 20
Southwinds Motel
Courtyard
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, (1188)
"Great stay! "
United States
Mary Ellen
The price is ₩144,837
₩228,761 total
includes taxes & fees
Nov 19 - Nov 20
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
Old Town Key West
8.6 out of 10, Excellent, (2862)
"Loved loved loved this hotel Comfy bed, great shower, fantastic breakfast in the beach bar Would highly recommend "
United Kingdom
Philippa
The price is ₩246,296
₩384,081 total
includes taxes & fees
Dec 2 - Dec 3
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
Old Town Key West
8.4 out of 10, Very Good, (1003)
"The friendly and helpful staff, beautiful private beach, and location of the property wowed us beyond expectations! "
United States
Julie
The price is ₩332,621
₩461,432 total
includes taxes & fees
Dec 1 - Dec 2
The Reach Key West, Curio Collection by Hilton
Sundeck
Pegasus International Hotel

Pegasus International Hotel

2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1001)
"awesome location on Duval, convenient to bars, restaurants, shops, great nightlife, room was clean. location is prime, hotel is small, we would stay again, easy free parking."
United States
elizabeth
Pegasus International Hotel
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
Old Town Key West
10.0 out of 10, Exceptional, (1003)
"Great place to stay. "
United States
Bettina
The price is ₩276,507
₩311,070 total
includes taxes & fees
Nov 20 - Nov 21
Almond Tree Inn Hotel - Adults Only
Fountain
Colors on White

Colors on White

3.0 star property
Old Town Key West
8.0 out of 10, Very Good, (373)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West

Ambrosia Key West

3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1001)
"Great place!!"
United States
Kimberly
The price is ₩357,148
₩401,792 total
includes taxes & fees
Nov 30 - Dec 1
Ambrosia Key West
Porch
Wicker Guesthouse

Wicker Guesthouse

3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1000)
"the room was perfect the staff was very friendly "
United States
Stacie
Wicker Guesthouse
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1008)
"Great place to stay "
United States
Noel
Paradise Inn Key West - Adults Only
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (397)
"Friendly staff, Beautiful property "
United States
Ishta
The price is ₩276,507
₩385,143 total
includes taxes & fees
Dec 2 - Dec 3
Ella's Cottages - Key West Historic Inns
Poolside bar
Duval Inn

Duval Inn

3.0 star property
Old Town Key West
8.6 out of 10, Excellent, (709)
"The pool and breakfast were good."
United States
Winston
Duval 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

Hotels in Old Town Key West with free breakfast

Courtyard
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3.0 star property
  • Breakfast included
8.2 out of 10, Very Good, (1188)
The price is ₩144,837
₩228,761 total
includes taxes & fees
Nov 19 - Nov 20
The Southernmost Inn - Adults Only
See more properties

Top guest rated hotels in Old Town Key West

View from property
Duval House
Duval House
3.0 star property
    9.4 out of 10, Exceptional, (1003)
    The price is ₩202,091
    ₩258,612 total
    includes taxes & fees
    Nov 25 - Nov 26
    Duval House
    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 Fort East Martello Museum and Gallery.

    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

    Bishop Hotel Key West

    Bishop Hotel Key West

    10/10 Excellent
    "We loved our stay at The Bishop hotel. The room was very clean, staff was wonderful, and the location is perfect for a trip to Key West. We walked everywhere. We thought parking on the street was going to be a problem, but we found street parking around the corner. We just had to be mindful of the resident parking spots painted on the street. Peak season might be more difficult. The pool was clean and absolutely perfect after walking around all day. The pool bar even offered happy hour cocktail prices. Would definitely stay at The Bishop again."
    Deborah 3-night trip
    Posted 21 hours ago
    Bishop Hotel Key West

    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, 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 1343 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?
    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 Butterfly and Nature Conservatory 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 Cemetery are a couple of additional sights to visit in Key West.