The Best Hotels in Old Town Key West, Key West - 2026 Updated Prices

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

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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 1,018 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,014 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,003 reviews	View
The Mermaid & Alligator	3.5 star property	9.8 Exceptional 313 reviews	View
The Conch House Heritage Inn	3.5 star property	9.8 Exceptional 183 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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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.

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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.

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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 Key West Tropical Forest and Botanical Garden.

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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.

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Top Old Town Key West Hotel Reviews

The Palms Hotel

10/10 Excellent

"Extremadamente limpio"

Duval House

8/10 Good

"Room was clean. However, I felt the room doors were not very secured. My room was next to the alley, and I noticed that that back fence was never locked. Anyone could just walk in from outside. Don't get me wrong, the area was pretty quiet - not sketchy at all. The place is beautiful, breakfast was great. The Staff was awesome. Parking was a bit tight. You are good if you are parking a small vehicle; however, trying to park an SUV or truck was very difficult. Overall, I would stay here again."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"My stay at Winslow Bungalows was truly one of a kind. Celebrating my 50th birthday here was unforgettable, thanks in large part to the exceptional customer service from the front desk team. I felt thoroughly taken care of throughout my entire 4-night, 4-day stay. In particular, Ms. Sonya, the front office administrator, was exceptionally friendly, helpful, and generous in ensuring my visit was memorable. The atmosphere at the property is calming, peaceful, and breathtaking all at once—a true tropical vibe that feels like a private island surrounded by lush trees and plants. It was such a nice treat to have a bungalow with a private patio, making it a wonderful spot for scenic pictures. The entire property was spotlessly clean and exceptionally well-maintained by the staff. Every morning, Winslow Bungalows offers a light, fresh breakfast from 8:00 to 10:00 AM, which was the perfect start to fuel a day of exploring Key West. Additionally, the location is extremely convenient, situated just a short walk from Duval Street. I fully plan on returning to Winslow Bungalows on my next trip back to the Florida Keys!"

The Southernmost Inn - Adults Only

8/10 Good

"First of all Anthony at the front desk was very helpful and kind. We needed to book into another room at the end of our stay because we had a late flight and needed more than just a “late check out”, he found us a great room for the day at a good rate. The rooms are no frills but beds are comfy ( although the poly cotton sheets and poly fill comforter are a NO GO!). And the room and resort are very clean. The wine and cheese at 5 is great and the breakfast is fabulous ( make your own waffles is a winner!) my only complaint was there are huge iguanas that come out every day at 5 for happy hour ( yes, I’m serious). Some fools have obvious been feeding them and they are a nuisance and frequently poop in the pool. It’s cleaned up right away but the big pool is a no go for me after 5. Frenchies Nextdoor is awesome for wonderful croissants and quiche and the Banana cafe around the corner delivers. All in all a good stay. They do need to do something about those sheets though!"

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Room was clean and comfortable. Some wall fixtures were loose or missing and the exhaust fan in the bathroom didn't appear to have been cleaned in a while, but overall a great stay. Elevator broke on the first day and still wasn't fixed 3 days later, but hopefully that isn't a common occurrence."

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 1268 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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Our top choices for Old Town Key West hotels

1. Santa Maria Suites

2. Winslow's Bungalows - Key West Historic Inns

3. Paradise Inn Key West - Adults Only

4. Almond Tree Inn Hotel - Adults Only

5. Silver Palms Inn & Historic Homes

6. Lighthouse Hotel - Key West Historic Inns

7. Tranquility Guest House

8. Duval House

9. The Mermaid & Alligator

10. The Palms Hotel

11. The Marquesa Hotel

12. The Southernmost Inn - Adults Only

13. Opal Key Resort & Marina, Key West

14. Southwinds Motel

15. H2O Suites - Adults Only

16. The Grand Guesthouse

17. Heron House - Adult Only

18. Southernmost Beach Resort and Guesthouses

19. Duval Inn

20. Southernmost House - Adult Exclusive

Compare popular hotels in Old Town Key West

Where to stay in Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Uptown - Upper Duval

Top Old Town Key West Hotel Reviews

The Palms Hotel

Frequently asked questions

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