Hotels in Old Town Key West, Key West

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Tonight
Jan 21 - Jan 22
Tomorrow
Jan 22 - Jan 23
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

Filter by

Guest rating
Guest rating
Star rating

Old Town Key West hotels and places to stay

Douglas House
Garden

Douglas House

3.0 star property
9.0 out of 10, Wonderful, (9)
"Property good, issue with no hot water in shower in room 15"
The price is CA $346
CA $403 total
includes taxes & fees
Jan 27 - Jan 28
Douglas House
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.0 out of 10, Very good, (1002)
"First time in Key West, found hotel to be warm, welcoming, well appointed and reasonably priced. Thank you for a great experience !!!"
The price is CA $471
CA $594 total
includes taxes & fees
Jan 29 - Jan 30
The Southernmost Inn - Adults Only
Authors of Key West Guest House
Sundeck

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Nice place"
The price is CA $285
CA $352 total
includes taxes & fees
Jan 26 - Jan 27
Authors of Key West Guest House
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1053)
"Wonderful property. Very reasonable price. Definitely would stay here again."
The price is CA $359
CA $444 total
includes taxes & fees
Jan 27 - Jan 28
Southwinds Motel
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Loved the location on Duval street. We could walk to all the fun spots. The room was a bit small but clean and bed was comfy. The free breakfast was good. We will stay again. "
The price is CA $418
CA $502 total
includes taxes & fees
Jan 22 - Jan 23
Duval House
Heron House - Adult Only
Exterior

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1066)
"the pool was lovely, and the house cat Mary was so sweet came and visited us. breakfast was very nice with lots of options."
The price is CA $372
CA $465 total
includes taxes & fees
Jan 27 - Jan 28
Heron House - Adult Only
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1009)
"We had a great time! We were even given an upgrade. It was an amazing trip!"
The price is CA $599
CA $730 total
includes taxes & fees
Jan 26 - Jan 27
Opal Key Resort & Marina, Key West
Southernmost Beach Resort
3 outdoor pools, pool umbrellas, sun loungers

Southernmost Beach Resort

4.0 star property
8.6 out of 10, Excellent, (2233)
"We stayed here during some torrential tropical storm weather but we had one of the incredible rooms at La Mer, which allowed us to sit outside of our room and enjoy the storm. Highly recommend La Mer! Absolutely adorable beautiful room. We noticed that they started bringing the beach loungers in and tying them up WELL before the storm so that was quite an inconvenience for some folks. We were lucky enough to get our chairs before they started doing that so at least they didn’t make us leave our...
The price is CA $672
CA $854 total
includes taxes & fees
Jan 22 - Jan 23
Southernmost Beach Resort
The Palms Hotel
Deluxe King Room (Not Pet Friendly)

The Palms Hotel

3.0 star property
8.6 out of 10, Excellent, (1001)
"Perfect location, Although it does not have enough parking"
The price is CA $357
CA $430 total
includes taxes & fees
Jan 22 - Jan 23
The Palms Hotel
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1002)
"A beautiful and clean place, good hours for breakfast "
The price is CA $370
CA $481 total
includes taxes & fees
Jan 26 - Jan 27
Paradise Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
Courtyard

The Cabana Inn Key West - Adults Only

3.0 star property
8.8 out of 10, Excellent, (1000)
"Solid stay "
The price is CA $370
CA $481 total
includes taxes & fees
Jan 26 - Jan 27
The Cabana Inn Key West - Adults Only
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.0 out of 10, Wonderful, (1000)
"This is a very interesting property. We stayed in one of the bungalows though there are other types of rooms available. It is an old property, but recently refurbished/renovated. The room was small but well appointed and had a nice bathroom with a tiled walk-in shower. There is a nice full service outdoor bar adjacent to the kitchen area. A very nice breakfast is included with the reservation. There is free WiFi which is pretty good. The biggest downside to Winslow’s is the satellite tv. There...
The price is CA $571
CA $702 total
includes taxes & fees
Jan 27 - Jan 28
Winslow's Bungalows - Key West Historic Inns
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, sun loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (854)
"They charged me abunch of extra for I have no idea why "
The price is CA $685
CA $861 total
includes taxes & fees
Jan 29 - Jan 30
The Reach Key West, Curio Collection by Hilton
Weatherstation Inn
Front of property

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (888)
"very nice property , staff was great very helpful with what to see\do, downside is the stairs if your on the second floor (30) so if that's a issue ask for the first floor "
The price is CA $428
CA $481 total
includes taxes & fees
Jan 26 - Jan 27
Weatherstation Inn
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Great place to stay "
The price is CA $428
CA $578 total
includes taxes & fees
Jan 27 - Jan 28
Silver Palms Inn
The Gardens Hotel
Carriage House | Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1000)
"Great little gem, amazing check-in process. Room was large and spacious, Pool was super warm which was great. Location cannot be beat. Would definitely recommend staying here. "
The price is CA $589
CA $663 total
includes taxes & fees
Jan 22 - Jan 23
The Gardens Hotel
Caribbean House
Terrace/patio

Caribbean House

3.0 star property
9.0 out of 10, Wonderful, (170)
"Perfect location. Right in the middle of everything. "
The price is CA $433
CA $523 total
includes taxes & fees
Jan 26 - Jan 27
Caribbean House
Santa Maria Suites
Courtyard

Santa Maria Suites

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Stayed a week with family and an infant and had a great vacation! The property is really nice, the rooms are beautiful and spacious. It was surprising they charged us a per person charge so be mindful of that when booking this property. Amenities were great, we enjoyed the little ice cream bars that we received every night. The cleaning staff were also wonderful & efficient. Overall, highly recommend. "
The price is CA $795
CA $959 total
includes taxes & fees
Jan 22 - Jan 23
Santa Maria Suites
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (526)
"Rooms are as they appear online. If you can’t do stairs please let them know in advance as our room could only be accessed with stairs. When it rained (and it did!) those stairs were very slippery. Definitely a safety hazzard in my opinion. "
The price is CA $766
CA $927 total
includes taxes & fees
Jan 22 - Jan 23
H2O Suites - Adults Only
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1001)
"The hotel is a little gem. It is just off of Duval on Truman which is a great location. We could enjoy our breakfast and walk off into town. The hotel is surprisingly quiet. The staff is lovely and very, very, helpful. Beds were great! We want to come back. "
The price is CA $619
CA $696 total
includes taxes & fees
Jan 27 - Jan 28
Almond Tree Inn Hotel - Adults Only
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.
Don't see what you're looking for?
See all available properties in Old Town Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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. Be sure to check out Saint Mary Star of the Sea and Ernest Hemingway Home and Museum as part of your Old Town Key West travel plans.

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 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 1433 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. Key West Butterfly and Nature Conservatory and Duval Street 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.