Find hotels in Old Town Key West, Key West from ￥19,181

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Discover 1,285 Old Town Key West hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very Good, (1843)
"The pool and beach were awesome. The bartenders/waitress were amazing. Autum (at the pool) made the vacation. Towel and chair service could have been better. Awesome they had live music everyday. Some better then others but enjoyable and felt like on vacation "
The price is ￥46,633
￥62,305 total
includes taxes & fees
Jun 2 - Jun 3
Southernmost Beach Resort
Exterior
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very Good, (1002)
"Everything was perfect. I don’t say that lightly. It was not busy season so that could have made a difference. Every meal I ate was fresh, hot and delicious. I will definitely be back!! Everyone was extremely polite and helpful."
The price is ￥43,217
￥67,978 total
includes taxes & fees
May 29 - May 30
Beachside Resort & Residences
Outdoor spa tub
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1000)
"The staff was so kind and helpful! The place was delightful. Clean. So enjoyed everything. "
The price is ￥19,181
￥28,617 total
includes taxes & fees
May 22 - May 23
NYAH Key West - Adults Only
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Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1002)
"At the quiet end of Duval, close to beaches and shopping. Easy to get down to the rest of Duval"
The price is ￥26,610
￥36,974 total
includes taxes & fees
May 27 - May 28
The Southernmost Inn - Adults Only
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Everything was fine "
The price is ￥62,336
￥79,971 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Excellent !"
The price is ￥62,929
￥80,464 total
includes taxes & fees
Jun 4 - Jun 5
Hyatt Centric Key West Resort and Spa
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1093)
"Great place to stay! Staff is amazing! Grounds are clean and well maintained. Notable shortages with pool towels but I brought my own for the beach so that was ok. Will definitely come back. "
The price is ￥31,090
￥40,250 total
includes taxes & fees
May 27 - May 28
Hampton Inn Key West FL
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
4.0 star property
8.8 out of 10, Excellent, (702)
"Property is a great atmosphere. Bungalows are rather small so be prepared and air conditioning is older and was extremely loud at night. "
The price is ￥47,462
￥59,899 total
includes taxes & fees
Jun 10 - Jun 11
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1006)
"This property was great. Everything was very clean and quiet. The staff were amazing and very helpful in regards to any questions we had. It is also extremely close to duval street which was a plus. The only “downside” would be the area did get a little loud at night but that’s out of the control of the hotel. Overall I enjoyed this hotel and would love to stay here again in the future. "
The price is ￥27,965
￥40,249 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
3 outdoor pools, pool umbrellas, sun loungers
The Marker Key West Harbor Resort
4.0 star property
8.8 out of 10, Excellent, (1003)
"This was such a nice hotel. The staff was pleasant, rooms were clean. Will definitely book here again!"
The price is ￥40,570
￥54,793 total
includes taxes & fees
Jun 3 - Jun 4
The Marker Key West Harbor Resort
Property grounds
Caribbean House
3.0 star property
9.2 out of 10, Wonderful, (82)
"Accidentally left my Keys in my room, but I called Mari's emergency number and was given a lock box code to get a key to get back in my room. The whole process took about 5 minutes. Mari has a great demeanor, great smile .Nice joyful personality. I will call Caribbean House on my Next trip down to Key West.🙂🙂🙂"
The price is ￥30,803
￥38,565 total
includes taxes & fees
May 21 - May 22
Caribbean House
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is ￥78,064
￥94,862 total
includes taxes & fees
May 16 - May 17
Santa Maria Suites
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"We had a wonderful stay."
The price is ￥45,211
￥57,900 total
includes taxes & fees
May 16 - May 17
Paradise Inn Key West - Adults Only
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Arch House Garden View Studio w/ Balcony | Hypo-allergenic bedding, individually furnished, iron/ironing board
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1000)
"We had a wonderful stay at the Island City House. Accommodations were wonderful and staff friendly. Daily cleaning was nice. Highly recommend"
The price is ￥38,328
￥43,118 total
includes taxes & fees
May 20 - May 21
Island City House Hotel
Carey's Corner #10 | Individually decorated, individually furnished, laptop workspace
The Galleria by Brightwild
3.0 star property
7.6 out of 10, Good, (20)
"Great two story condo with a water view. Really far better than I could have imagined. "
The price is ￥22,058
￥37,134 total
includes taxes & fees
May 21 - May 22
The Galleria by Brightwild
Front of property
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (880)
"This property was perfect for us. We were walking distance from everywhere. Marilyn and Kadie were terrific. They were very friendly and accommodating. We really enjoyed our chats with them at breakfast. The rooms were recently renovated and our room was beautiful. The bed was very comfy too. We were upgraded from the Avalon to another house at 1012 Duval and I’m glad we were as we preferred the location of the house we stayed in. Breakfast was great and fresh and plentiful. Everything was...
The price is ￥36,931
￥54,905 total
includes taxes & fees
May 28 - May 29
The Guesthouses at Southernmost Beach Resort - Adults only
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is ￥34,245
￥42,437 total
includes taxes & fees
May 16 - May 17
The Grand Guesthouse
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (643)
"In a great area close to restaurants, shopping, activities and attractions in Key West, but sets itself apart with employees that provide an exceptional level of service. Chef Andrew provides the best hotel breakfast experience we have ever had at a Key West hotel. "
The price is ￥46,246
￥58,531 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is ￥32,852
￥38,601 total
includes taxes & fees
May 16 - May 17
New Orleans House - Gay Men Adult Resort
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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 LA TE DA Hotel - Adults Only and Alexander's Gay and Lesbian Guesthouse - Adults Only.

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 1327 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.