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 1278 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.

Top 10 Old Town Key West Hotels of 2026

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

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Our top choices for Old Town Key West hotels

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

1. Tropical Inn

Old Town Key West

Brandon

includes taxes & fees

15 Nov - 16 Nov

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

2. Silver Palms Inn & Historic Homes

Old Town Key West

TODD

includes taxes & fees

1 Dec - 2 Dec

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

3. Duval House

Old Town Key West

Dennis

includes taxes & fees

18 Nov - 19 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.

4. Lighthouse Hotel - Key West Historic Inns

Old Town Key West

Elizabeth

includes taxes & fees

30 Nov - 1 Dec

A poolside area with lounge chairs, umbrellas, and a pergola.

5. Ella's Cottages - Key West Historic Inns

Old Town Key West

Lisa and David

includes taxes & fees

29 Nov - 30 Nov

A pool area with lounge chairs and a table, surrounded by palm trees.

6. Orchid Key Inn - Adults Only

Old Town Key West

Jessica

includes taxes & fees

1 Dec - 2 Dec

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

7. Southernmost House - Adult Exclusive

Old Town Key West

Edward Lance

includes taxes & fees

16 Nov - 17 Nov

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

8. Almond Tree Inn Hotel - Adults Only

Old Town Key West

Teresa

includes taxes & fees

18 Nov - 19 Nov

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

9. Heron House - Adult Only

Old Town Key West

Dan

includes taxes & fees

22 Nov - 23 Nov

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

10. Opal Key Resort & Marina, Key West

Old Town Key West

A

includes taxes & fees

29 Nov - 30 Nov

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

11. The Grand Guesthouse

Old Town Key West

Justyn

includes taxes & fees

1 Dec - 2 Dec

A two-story building with a covered entrance, palm trees, and a bench outside.

12. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Matthew

includes taxes & fees

17 Nov - 18 Nov

A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

13. Duval Gardens - Adults Only

Old Town Key West

JoAnn

includes taxes & fees

8 Dec - 9 Dec

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

14. Southwinds Motel

Old Town Key West

becky

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with clear water, surrounded by lush greenery and palm trees.

15. Tranquility Guest House

Old Town Key West

Sandra

includes taxes & fees

18 Nov - 19 Nov

A deck with sun loungers and a railing overlooking the sea.

16. Southernmost Beach Resort and Guesthouses

Old Town Key West

Damian

includes taxes & fees

30 Nov - 1 Dec

A spacious room with a wooden floor, white furniture, and large windows.

17. Paradise Inn Key West - Adults Only

Old Town Key West

William

includes taxes & fees

16 Nov - 17 Nov

A beach with a wooden pier, palm trees, and beach umbrellas.

18. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Andrzej

includes taxes & fees

30 Nov - 1 Dec

A tropical outdoor area with palm trees, hanging plants, and string lights.

19. Douglas House - Adults Only

Old Town Key West

Sandra

includes taxes & fees

17 Nov - 18 Nov

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

20. Alexander Palms Court

Old Town Key West

Brenda

includes taxes & fees

7 Dec - 8 Dec

View all properties

Compare popular hotels in Old Town Key West

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,007 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,006 reviews	View
Douglas House - Adults Only	3.5 star property	9.8 Exceptional 591 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,000 reviews	View
Alexander's Guesthouse - Adult Exclusive	3.5 star property	9.8 Exceptional 176 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 sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Downtown Key West

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

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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.

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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.

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