Hotels in Old Town Key West

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Top 10 Hotels in Old Town Key West

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, (1005)
"great view and wonderful grounds"
United States
David
The price is S$424
includes taxes & fees
30 Nov - 1 Dec
Opal Key Resort & Marina, Key West
3 outdoor pools, open 7:00 AM to 10:00 PM, pool 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 S$373
includes taxes & fees
17 Nov - 18 Nov
Winslow's Bungalows - Key West Historic Inns
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (194)
"Absolute awesome place to stay"
United States
Dennis
The price is S$288
includes taxes & fees
12 Nov - 13 Nov
Douglas House
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1041)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is S$233
includes taxes & fees
12 Nov - 13 Nov
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
3.5 star property
9.0 out of 10, Wonderful, (821)
"Great location and friendly staff."
United States
Alicia
The price is S$358
includes taxes & fees
1 Dec - 2 Dec
Lighthouse Hotel - Key West Historic Inns
Property grounds
The Palms Hotel
The Palms Hotel
3.0 star property
8.8 out of 10, Excellent, (1026)
"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, (417)
"Been staying at the casa for over 40 years always amazing "
United States
Charlotte
The price is S$494
includes taxes & fees
1 Dec - 2 Dec
Casa Marina Key West, Curio Collection by Hilton
Exterior
Southwinds Motel
Southwinds Motel
2.0 star property
8.8 out of 10, Excellent, (1223)
"This was a perfect place for us to safe during this trip."
United States
DANIEL
The price is S$229
includes taxes & fees
19 Nov - 20 Nov
Southwinds Motel
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, (1011)
"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, (1175)
"Excellent!!!"
Canada
joseph
The price is S$219
includes taxes & fees
5 Nov - 6 Nov
The Southernmost Inn - Adults Only
3 outdoor pools, pool umbrellas, pool loungers
Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4.0 star property
8.6 out of 10, Excellent, (2849)
"Great location, nice amenities"
United States
Thalia
The price is S$355
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
Outdoor pool, pool umbrellas, pool 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)
"Great location and staff!"
United States
MARYAM
The price is S$460
includes taxes & fees
17 Nov - 18 Nov
The Reach Key West, Curio Collection by Hilton
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1027)
"Such a lovely stay!"
United States
Mindi Kay
The price is S$433
includes taxes & fees
5 Nov - 6 Nov
Almond Tree Inn Hotel - Adults Only
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 S$372
includes taxes & fees
19 Nov - 20 Nov
Ella's Cottages - Key West Historic Inns
3 outdoor pools, a heated pool, pool 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 S$347
includes taxes & fees
10 Nov - 11 Nov
Ambrosia Key West
Porch
Wicker Guesthouse
Wicker Guesthouse
3.5 star property
8.6 out of 10, Excellent, (1002)
"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, (369)
"Very nice place to be at. Close walking and biking distance "
United States
brad
Colors on White
Sun deck
Pegasus International Hotel
Pegasus International Hotel
2.5 star property
8.2 out of 10, Very good, (1017)
"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
Terrace/patio
Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1011)
"Handy location, quiet, well kept, helpful staff."
United States
Howard
Paradise Inn Key West - Adults Only
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 S$236
includes taxes & fees
5 Nov - 6 Nov
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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Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.
Smathers Beach which includes windsurfing, tropical scenes and a sandy beach

Beachside

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

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Saint Mary Star of the Sea.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Audubon House and Tropical Gardens are top sights worth seeing.

Top Old Town Key West Hotel Reviews

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

10/10 Excellent
"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. "
amy 1-night trip
Posted 10 hours ago
The Southernmost Inn - Adults Only

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Frequently asked questions

What's it like in Old Town Key West?
Travellers to Key West's Old Town Key West neighbourhood will be sure to enjoy a stay here. 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 neighbourhood.
What's a favourite 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 favourite options in the area include Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly and Andrews Inn & Garden Cottages.
How many hotels are there 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 accommodation options to choose from.
If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Old Town Key West.
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 neighbourhood. 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.