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May 4 - May 5
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May 5 - May 6
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May 8 - May 10
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May 15 - May 17

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Our top choices for Old Town Key West hotels

Sundeck

Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Old Town Key West
8.2 out of 10, Very Good, (1,003 reviews)
"Our absolute favorite place to stay when in Key West 10/10 hands down Great location, the friendliest staff, & a nice breakfast selection each morning Look no further "
United States
Amanda Tyie
The price is ₩232,292
₩335,814 total
includes taxes & fees
May 11 - May 12
Pegasus International Hotel
Bar (on property)

Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,325 reviews)
"Perfect location for our family vacation to Key West! Very friendly staff, clean rooms, basic continental breakfast (all pre-packaged). "
United States
Jennifer
The price is ₩241,197
₩321,005 total
includes taxes & fees
Jun 2 - Jun 3
Southwinds Motel
Front of property

Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (778 reviews)
"Great stay. Excellent location for Duval Street bars and restaurants. Very key west vibe. Love the tropical garden pool where we ate breakfast both days. "
United States
Anne E
The price is ₩258,247
₩365,015 total
includes taxes & fees
May 26 - May 27
Duval Inn
2 outdoor pools, sun loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great room, with a very convenient location to walk around key west."
United States
Holly
The price is ₩557,638
₩726,658 total
includes taxes & fees
May 25 - May 26
Santa Maria Suites
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, (1,002 reviews)
"perfect location close the action but still in quieter are, nice staff, highly recommend for a stay in Key West"
United States
stephane
The price is ₩453,982
₩510,730 total
includes taxes & fees
Jun 3 - Jun 4
Almond Tree Inn Hotel - Adults Only
Interior entrance

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"It is a unique property. Staff member cece was great. It was a bit pricey but everything in Key west is. "
United States
Nancy
The price is ₩296,843
₩333,965 total
includes taxes & fees
Jun 2 - Jun 3
Wicker Guesthouse
Building design

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Old Town Key West
8.4 out of 10, Very Good, (1,345 reviews)
"Great location for walking around and seeing everything Key West has to offer! The wine and cheese happy hour is a plus and the pools and rooms are very well kept!"
United States
Hayley
The price is ₩301,875
₩405,805 total
includes taxes & fees
May 26 - May 27
The Southernmost Inn - Adults Only
Property grounds

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,028 reviews)
"This inn is in the heart of old town Key West. It’s an old property that includes gorgeous lush courtyards full of trees and plants of all kind and a pool. A resident cat greated me for breakfast. Was in Key West for a wedding which was walking distance to the light house venue right across from Hemingway house. Perfect location and perfect place to chill. Oh, and had to have Cuban coffee each day. "
United States
Denise
The price is ₩336,937
₩410,687 total
includes taxes & fees
May 24 - May 25
Duval House
Exterior

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"What a charming hotel! Loved everything about our stay - the room, the courtyard, the pools and the staff were wonderful. Centrally located so that we were able to walk everywhere we wanted to go. We will absolutely stay here on our next trip to Key West!"
United States
Minika
The price is ₩484,071
₩627,350 total
includes taxes & fees
May 31 - Jun 1
The Marquesa Hotel
Exterior detail

The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"The Gardens Hotel is an oasis in Key West. Walkable to anywhere you want to go in Old Town. Staff is amazing!"
United States
Jean
The price is ₩453,817
₩510,544 total
includes taxes & fees
May 24 - May 25
The Gardens Hotel
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, (934 reviews)
"Perfect hotel for the perfect Key West vacation. The location, staff and beautiful blooming orchids made our stay extra special! I loved that Hemmingway’s House was across the street."
United States
Teresa
The price is ₩359,007
₩478,376 total
includes taxes & fees
May 18 - May 19
Lighthouse Hotel - Key West Historic Inns
Couples treatment rooms, facials, massages

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (3,270 reviews)
"Southernmost Resort has everything you need in Key West: Nice pools with bars, oceanfront areas to enjoy the water, walkable to all of Duval. Highly recommended "
United States
Mary
The price is ₩417,816
₩577,642 total
includes taxes & fees
May 21 - May 22
Southernmost Beach Resort and Guesthouses
Outdoor pool

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,023 reviews)
"The room was clean and well maintained. The breakfast was good for a quick start to the day, with omelet station. Price competitive, and a simple walk to the heard of all the action in downtown key west. We enjoyed the morning stroll to all the Key west area attractions and restaurants. "
United States
Felix
The price is ₩250,275
₩380,885 total
includes taxes & fees
May 6 - May 7
Silver Palms Inn & Historic Homes
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, (1,001 reviews)
"We loved our stay at the Ambrosia and would definitely stay again if we get the opportunity to return to Key West! The location is so ideal for exploring all of Old Town!"
United States
Savannah
The price is ₩345,957
₩389,201 total
includes taxes & fees
May 5 - May 6
Ambrosia Key West
Front of property

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, (1,267 reviews)
"Room was clean ,location off main street and porch were quaint and perfect atmosphere for the key west flavor.Atmosphere was more than genuine."
United States
Timothy
The price is ₩359,007
₩478,376 total
includes taxes & fees
May 25 - May 26
Winslow's Bungalows - Key West Historic Inns
Exterior

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
"Best property in all of Key West! Quaint, wholesome, and comfortable. Will only go back to Key West as long as I can get a stay at the Mansion on the Sea!"
United States
William
The price is ₩351,945
₩582,156 total
includes taxes & fees
May 21 - May 22
Southernmost House - Adult Exclusive
Property grounds

The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (1,006 reviews)
"great location for being walking distance to the old town. They also rent bicycles at the hotel. The hotel was clean and the staff friendly"
United States
John
The price is ₩233,230
₩295,490 total
includes taxes & fees
Jun 2 - Jun 3
The Palms Hotel
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"I got there late will the arrangements were made and prepared. Beautiful clean authentic key West vibe"
United States
Lipot
The price is ₩274,415
₩345,500 total
includes taxes & fees
May 11 - May 12
The Grand Guesthouse
Terrace/patio

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (365 reviews)
"nice downtown location in Old town. as it was a vacation club, it was a bit tricky finind reception area and water after hours. "
United States
Anonymous traveler
The price is ₩511,511
₩625,123 total
includes taxes & fees
May 21 - May 22
Hyatt Vacation Club at Sunset Harbor, Key West
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (142 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
The price is ₩263,517
₩355,388 total
includes taxes & fees
May 11 - May 12
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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

Compare popular hotels in Old Town Key West

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
House (1 Bedroom) | Interior
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
3.0 star property
10.0
Exceptional
6 reviews
View
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,002 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,001 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,001 reviews
View
Veranda Room | Terrace/patio
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
170 reviews
View

Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most.

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.

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.

Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

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.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Top Old Town Key West Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

6/10 Okay
"We’ve stayed in key west many many times first time at this particular location. Pros: the woman at the Front Desk were very friendly. The property is beautiful. Breakfast was surprisingly good. Cons: ugh Keith at the bar. Total downer. Every. Day. He yelled at all patrons at the bar one day too. No towels by the pool. Ever. Location - noisy. Not Relaxing. Also you are .5 mile from everything. Which Is either convenient or not depending on your needs. The rooms - meh. Clean. But it’s a room. Nothing special. Drain didn’t drain. We got 2 towels total for 2 people. No soap. But we bring some just in case. We specifically asked for outdoor area when booking - our outdoor area was two chairs in a common walkway - total bummer. So be mindful of that when booking. Having stayed at other places on the island we won’t be back "
Jennifer 5-night trip
Posted less than an hour ago
Winslow's Bungalows - Key West Historic Inns

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. Experience the best of Old Town Key West with a visit to Duval Street and Florida Keys Beaches during your trip.
What's a favorite place to stay in Old Town Key West?
Based on our traveler data, Casa Marina Key West, Curio Collection by Hilton is one of the top choices for your stay in Old Town Key West. This resort is a short 1-minute walk from Florida Keys Beaches, and it offers 2 outdoor pools and a full-service spa. Other good options for your stay in the area include Southernmost Beach Resort and Guesthouses and Opal Key Resort & Marina, Key West.
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 1290 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 Florida Keys Beaches 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.