A white building with shutters, palm trees, and a lawn.

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Check prices for these dates

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4 Sep - 6 Sep
In two weeks
11 Sep - 13 Sep

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Our top choices for Old Town Key West hotels

A pool area with lounge chairs and palm trees.

1. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Fantastic in every way! Will definitely return with my family again!"
United States
June Young
The price is 7.275.762 ₫
9.945.497 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Santa Maria Suites
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.

2. 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, (989 reviews)
"Great location and great hotel!"
United States
Arian
The price is 5.606.770 ₫
7.627.945 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Lighthouse Hotel - Key West Historic Inns
A spacious room with a wooden floor, white furniture, and large windows.

3. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location and beautiful place"
United States
Jaime
The price is 3.586.016 ₫
5.207.517 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Paradise Inn Key West - Adults Only
A two-story building with a covered entrance, palm trees, and a bench outside.

4. 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, (1,398 reviews)
"Beautiful resort with amazing staff!"
United States
Stacey
The price is 5.606.770 ₫
7.627.945 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Winslow's Bungalows - Key West Historic Inns
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

5. 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, (1,005 reviews)
"Great place to stay on vacation"
United States
John
The price is 3.559.647 ₫
4.004.604 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Almond Tree Inn Hotel - Adults Only
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,041 reviews)
"The employees were helpful and the room and property were clean and maintained. The breakfast was very nice."
United States
Shawn
The price is 1.736.795 ₫
3.714.290 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Silver Palms Inn & Historic Homes
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

7. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,089 reviews)
"Everything was perfect from the check in to the check out we will be staying at Duvall House again"
United States
Timothy
The price is 2.581.722 ₫
3.465.115 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Duval House
A two-story house with a covered porch, a brick pathway, and a large tree.

8. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
United States
Darrell
The price is 5.892.585 ₫
8.096.177 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Marquesa Hotel
A swimming pool with clear water, surrounded by lush greenery and palm trees.

9. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
8.8 out of 10, Excellent, (23 reviews)
"Great place, clean and close to Duval."
United States
Steven
The price is 2.215.743 ₫
4.810.393 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Tranquility Guest House
A hotel with a covered entrance, multiple balconies, and palm trees.

10. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,186 reviews)
"This hotel was really truly excellent. We thoroughly enjoyed our stay."
United States
Melissa
The price is 6.754.202 ₫
8.625.560 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Opal Key Resort & Marina, Key West
A room with a bed, a ceiling fan, and a window with blinds.

11. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (316 reviews)
"Good location and clean inside and out. The staff were all very friendly and helpful. Great experience and we would absolutely stay here again."
United States
Johnny
The price is 5.137.095 ₫
5.779.232 ₫ total
includes taxes & fees
2 Sept - 3 Sept
The Mermaid & Alligator
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

12. 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, (1,432 reviews)
"Clean room, great Breakfast and helpful staff"
United States
Ron
The price is 2.695.800 ₫
4.206.023 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Southernmost Inn - Adults Only
A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

13. The Palms Hotel

The Palms Hotel
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice place to stay"
United States
Marcus
The price is 2.664.337 ₫
3.584.135 ₫ total
includes taxes & fees
16 Sept - 17 Sept
The Palms Hotel
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

14. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is 3.138.122 ₫
4.182.338 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Grand Guesthouse
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

15. Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,368 reviews)
"Great location and the Tipsy Rooster bar attached to the property is an awesome bar!!"
United States
Christina
The price is 3.172.983 ₫
4.449.739 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Southwinds Motel
A modern outdoor area with a pool, lounge chairs, and a bar area.

16. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (649 reviews)
"I will definitely stay here again. This hotel was very well kept, the staff was awesome. I couldn't see myself staying anywhere else in the Keys."
United States
Shermeka
The price is 7.275.762 ₫
9.945.497 ₫ total
includes taxes & fees
7 Sept - 8 Sept
H2O Suites - Adults Only
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

17. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1,000 reviews)
"Its was very clean. The staff was great."
United States
Scott
The price is 3.262.358 ₫
4.843.402 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Cabana Inn Key West - Adults Only
A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

18. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,548 reviews)
"Excellent place to stay!!!"
United States
Deaenna
The price is 3.788.351 ₫
6.168.979 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Southernmost Beach Resort and Guesthouses
A gated entrance to Villas Key West with a brick pathway leading to the gate.

19. Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (277 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is 5.374.676 ₫
6.046.706 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Key West Villas
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

20. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (830 reviews)
"The room was nice and quaint, pool was clean and well kept. The staff was friendly and very helpful. Would stay there again."
United States
Arnold J
The price is 3.624.842 ₫
5.398.146 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Duval Inn
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
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,005 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,001 reviews
View
A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8
Exceptional
163 reviews
View
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,003 reviews
View
A covered porch with white railings, a ceiling fan, and a table with chairs.
The Porch on Frances Inn
4.5 star property
9.8
Exceptional
138 reviews
View

Where to stay in Old Town Key West

Find the best Old Town Key West areas for the activities you enjoy most.
A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

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

A two-story house with green shutters and a wooden balcony.

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 Florida Keys Beaches.

A row of pastel-colored houses with white railings and a clear blue sky.

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.

A street with a pharmacy, a theater, and a yellow building.

Uptown - Upper Duval

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

Top Old Town Key West Hotel Reviews

Southwinds Motel

Southwinds Motel

8/10 Good
"Enjoyed the stay, still a great location, experience, and value."
Ed 5-night trip
Posted 1 hour ago
Southwinds Motel

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. Experience the best of Old Town Key West with a visit to Duval Street and Florida Keys Beaches during your trip.
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 1279 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?
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 neighbourhood. 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.