Hotels in Old Town Key West

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27 Sept - 28 Sept
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Top 10 Hotels in Old Town Key West

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, (1012)
"Great stay! "
The price is S$413
includes taxes & fees
6 Oct - 7 Oct
Opal Key Resort & Marina, Key West
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (173)
"Such a beautiful property. "
The price is S$165
includes taxes & fees
2 Oct - 3 Oct
Douglas House
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1016)
"Great location near many attractions. "
The price is S$297
includes taxes & fees
1 Oct - 2 Oct
Winslow's Bungalows - Key West Historic Inns
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1027)
"Enjoyed our stay"
The price is S$186
includes taxes & fees
30 Sept - 1 Oct
Duval House
The Palms Hotel
Property grounds

The Palms Hotel

3.0 star property
8.8 out of 10, Excellent, (1010)
"Beautiful stay. I’m a very nice area for exploring the key."
The price is S$186
includes taxes & fees
28 Sept - 29 Sept
The Palms Hotel
Authors of Key West Guest House
Individually decorated, individually furnished, iron/ironing board

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1019)
"Very nice stay with easy street parking and a nice breakfast. "
Authors of Key West Guest House
Casa Marina Key West, Curio Collection by Hilton
Fireplace

Casa Marina Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (367)
"Resort is beautiful very clean staff is excellent 👍👍"
The price is S$339
includes taxes & fees
14 Oct - 15 Oct
Casa Marina Key West, Curio Collection by Hilton
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1188)
"My son and his girlfriend drove down for a quick weekend and the keys and stayed here. They loved that they could walk everywhere from their hotel. It was super convenient to everything they wanted to do and they said they would stay there again."
The price is S$205
includes taxes & fees
29 Sept - 30 Sept
Southwinds Motel
Lighthouse Hotel - Key West Historic Inns
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Lighthouse Hotel - Key West Historic Inns

3.5 star property
9.0 out of 10, Wonderful, (794)
"Great location and friendly staff."
The price is S$287
includes taxes & fees
28 Sept - 29 Sept
Lighthouse Hotel - Key West Historic Inns
The Southernmost Inn - Adults Only
Courtyard

The Southernmost Inn - Adults Only

3.0 star property
8.2 out of 10, Very good, (1178)
"Place was wonderful and very clean ! Walkable to several restaurants and Duval street was right there along with the Southernmost point ! Highly recommended!"
The price is S$187
includes taxes & fees
30 Sept - 1 Oct
The Southernmost Inn - Adults Only
Ambrosia Key West
3 outdoor pools, a heated pool, pool loungers

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Loved staying here, such a cute place and the location was close to Duval St."
The price is S$221
includes taxes & fees
28 Sept - 29 Sept
Ambrosia Key West
Southernmost Beach Resort and Guesthouses
3 outdoor pools, pool umbrellas, pool loungers

Southernmost Beach Resort and Guesthouses

4.0 star property
8.6 out of 10, Excellent, (2781)
"The property and staff was great"
The price is S$344
includes taxes & fees
13 Oct - 14 Oct
Southernmost Beach Resort and Guesthouses
Colors on White
Fountain

Colors on White

3.0 star property
8.0 out of 10, Very good, (362)
"Very nice pool. The place is clean and close to fun place in Key West"
Colors on White
The Reach Key West, Curio Collection by Hilton
Outdoor pool, pool umbrellas, pool loungers

The Reach Key West, Curio Collection by Hilton

4.0 star property
8.4 out of 10, Very good, (1016)
"Great staff, view and food!"
The price is S$374
includes taxes & fees
5 Oct - 6 Oct
The Reach Key West, Curio Collection by Hilton
Almond Tree Inn Hotel - Adults Only
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1018)
"I would stay at this place again for sure!"
The price is S$218
includes taxes & fees
30 Sept - 1 Oct
Almond Tree Inn Hotel - Adults Only
Alexander Palms Court
Room amenity

Alexander Palms Court

2.5 star property
9.2 out of 10, Wonderful, (1006)
"For the price is an excellent place... quite, clean, very friendly check in and walkable distance to main street "
The price is S$169
includes taxes & fees
28 Sept - 29 Sept
Alexander Palms Court
Paradise Inn Key West - Adults Only
Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1012)
"My wife and I loved this place. Quiet, close to everything but far enough away, perfect pool and hot tub. When we are back we will stay here again."
Paradise Inn Key West - Adults Only
Wicker Guesthouse
Porch

Wicker Guesthouse

3.5 star property
8.6 out of 10, Excellent, (1002)
"Friendly check in staff, super clean rooms. "
Wicker Guesthouse
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Terrace/patio

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (116)
"Great place to stay always clean an the employees are very respectful "
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Pegasus International Hotel
Sun deck

Pegasus International Hotel

2.5 star property
8.2 out of 10, Very good, (1003)
"Great stay"
Pegasus International Hotel
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Our concierge was amazing! Very attentive and accommodating. "
Noelle 4-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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, 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 favourite options in the area include Orchid Key Inn - Adults Only and LA TE DA Hotel - Adults Only.

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 1324 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.