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

Hotels in Old Town Key West

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Check prices for these dates

Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

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Our top choices for Old Town Key West hotels

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

1. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,047 reviews)
"Overall great location and stay,ty!"
United States
sam
The price is S$201
includes taxes & fees
28 Sept - 29 Sept
Silver Palms Inn & Historic Homes
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

2. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,103 reviews)
"Love the Duval House! Beautiful and lush tropical property with pool, very friendly staff, excellent continental breakfast in a great location."
United States
Christopher
The price is S$169
includes taxes & fees
5 Oct - 6 Oct
Duval House
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

3. 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, (1,006 reviews)
"Great place to stay on vacation"
United States
John
The price is S$227
includes taxes & fees
30 Sept - 1 Oct
Almond Tree Inn Hotel - Adults Only
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

4. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (437 reviews)
"Was small and quiet while still being right on Duval Street. Host was very helpful and friendly. Everything was clean and the pool and hot tub area was enclosed and relaxing. Will definitely stay again!"
United States
Molly
The price is S$171
includes taxes & fees
28 Sept - 29 Sept
Tropical Inn
A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

5. 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, (1,443 reviews)
"The rooms are very clean it’s very quiet and the pools are nice and clean very enjoyable stay"
United States
jeff
The price is S$171
includes taxes & fees
28 Sept - 29 Sept
The Southernmost Inn - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

6. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,003 reviews)
"Great stay!"
United States
Nicholas
The price is S$232
includes taxes & fees
30 Sept - 1 Oct
Orchid Key Inn - Adults Only
A spacious room with a wooden floor, white furniture, and large windows.

7. 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, (1,000 reviews)
"Good location to enjoy Key West, clean room, good service and good amenities."
United States
Iveth
The price is S$267
includes taxes & fees
13 Oct - 14 Oct
Paradise Inn Key West - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

8. Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (538 reviews)
"Great place to stay! Awesome Property and Management!"
United States
michael
The price is S$199
includes taxes & fees
5 Oct - 6 Oct
Douglas House - Adults Only
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

9. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Old Town Key West
9.2 out of 10, Wonderful, (1,146 reviews)
"Great location within walking distance of Duvall St. The staff was very helpful and rooms very clean would definitely consider another stay."
United States
Fernando
The price is S$210
includes taxes & fees
28 Sept - 29 Sept
Heron House - Adult Only
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

10. The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,002 reviews)
"Great location, staff, bed and internet will be back!"
United States
Travis
The price is S$194
includes taxes & fees
27 Sept - 28 Sept
The Grand Guesthouse
An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

11. Southwinds Motel

Southwinds Motel
2.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1,387 reviews)
"Great property and the staff very helpful and friendly."
United States
Michael
The price is S$222
includes taxes & fees
29 Sept - 30 Sept
Southwinds Motel
A swimming pool with clear water, surrounded by lush greenery and palm trees.

12. Tranquility Guest House

Tranquility Guest House
2.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (29 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is S$212
includes taxes & fees
28 Sept - 29 Sept
Tranquility Guest House
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

13. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"Beautiful historic property with wonderful and attentive staff. Loved this stay"
United States
yessy
The price is S$362
includes taxes & fees
25 Oct - 26 Oct
Southernmost House - Adult Exclusive
A bright green porch with hanging planters, a wooden chair, and a railing.

14. Caribbean House

Caribbean House
3.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (407 reviews)
"Very cute plus everything you need."
United States
David
The price is S$177
includes taxes & fees
28 Sept - 29 Sept
Caribbean House
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.

15. 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, (1,003 reviews)
"Highly recommended this boutique resort!"
United States
Bruce
The price is S$321
includes taxes & fees
27 Sept - 28 Sept
Lighthouse Hotel - Key West Historic Inns
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

16. Alexander Palms Court

Alexander Palms Court
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,001 reviews)
"Excellent place to stay"
United States
Andrew
The price is S$171
includes taxes & fees
27 Sept - 28 Sept
Alexander Palms Court
A two-story building with a covered entrance, palm trees, and a bench outside.

17. 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, (1,428 reviews)
"Super cute and comfortable stay!"
United States
Mackenzie
The price is S$352
includes taxes & fees
29 Sept - 30 Sept
Winslow's Bungalows - Key West Historic Inns
A pool area with lounge chairs, a white fence, and tropical plants.

18. Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1,002 reviews)
"Awesome place to stay!"
United States
michael
The price is S$182
includes taxes & fees
29 Sept - 30 Sept
Wicker Guesthouse
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

19. Duval Inn

Duval Inn
3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (835 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 S$225
includes taxes & fees
1 Oct - 2 Oct
Duval Inn
A deck with sun loungers and a railing overlooking the sea.

20. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (3,620 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is S$329
includes taxes & fees
28 Sept - 29 Sept
Southernmost Beach Resort and Guesthouses
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 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
1,002 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
1,003 reviews
View
A modern outdoor area with a pool, lounge chairs, and a bar area.
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
657 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.0 star property
9.6
Exceptional
538 reviews
View
A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.
The Grand Guesthouse
2.5 star property
9.6
Exceptional
1,002 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 white lighthouse surrounded by lush greenery and a white picket fence.

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 Fort East Martello Museum and Gallery.

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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"We loved the resort except the largest pool was closed for the first three days of our stay. That made the others two smaller pools very very crowded."
Maria 4-night trip
Posted 1 hour ago
Southernmost Beach Resort and Guesthouses

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.
What's a favourite place to stay in Old Town Key West?
Based on our traveller data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Old Town Key West. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good options for your stay in the area include Casa Marina Key West, Curio Collection by Hilton and Southwinds Motel.
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 1277 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.

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