Top Old Town Key West Hotels

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

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 1,005 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,005 reviews	View
The Conch House Heritage Inn	3.5 star property	9.8 Exceptional 190 reviews	View
Alexander's Guesthouse - Adult Exclusive	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.

A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

See properties

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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.

See properties

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

See properties

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

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.

See properties

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.

See properties

Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"A+"

Wicker Guesthouse

8/10 Good

"First time staying at this resort and we enjoyed our stay! The location was great, since it was located On Duval street. It was in the upper Duval street area so it was a walk to get to some of the bars and restaurants in the lower Duval area. The bed was comfortable and the shower was great! The only negative thing is the were was no dresser or closet so you had to live out of a suitcase, not the end of the world about inconvenient. The pool was nice and had plenty of seating. Overall a good experience!"

Winslow's Bungalows - Key West Historic Inns

8/10 Good

"Good location, walking distance to most of the Old Town. Good breakfast. Lots of outdoor furniture for lounging under tropical trees. Most rooms have covered decks with outdoor furniture so you can still be outdoors if you're waiting out a rainstorm. My bathroom floor needed mopping before I got there."

Douglas House - Adults Only

10/10 Excellent

"After a long drive from Orlando I have to say I loved this hotel it’s in a perfect spot in key west, it’s walking distance from Duval Street ..and as for the staff Amsel i think his name apologises if am wrong 﫣anyway , he was a gentleman 🙏he made us feel very welcome . The hotel is old and quirky sitting on your your pourch watching the world go bye.. like all of key west and you will love your stay .. here .. ❤️. We will definitely be guys ❤️ All the best from your Irish 🇮🇪 visitors ."

Lighthouse Hotel - Key West Historic Inns

10/10 Excellent

"The Lighthouse Hotel is AHmazing. The entire staff provided superb customer service – a special shout-out to Laura, John, and Nura. They were extremely helpful, highly knowledgeable, and efficient. They made sure we were comfortable throughout our stay. I would be remiss not to mention the fabulous Ms. Jennie, Concierge Extraordinaire. I informed Ms. Jennie that my bestie and I were visiting Key West for our birthday vacation. She went above and beyond to ensure our stay was special. We arrived to find fabulous birthday decorations, a delicious charcuterie board, and a beautiful bottle of Prosecco in our upgraded room. It brought tears of joy and gratitude to our eyes. We can’t thank her enough. I wish we'd had the opportunity to meet her in person. We will make a point to do so on our next visit. The only downside of the hotel is the restaurant/bar, Isabel’s. They offer a free continental breakfast each morning that is simple and delicious – A perfect way to start the day. Other than that, the bar was never open during our stay. The hours they advertise for special events were highly inconsistent or nonexistent. One evening, they had musical entertainment: a lone guitar player/singer who was so-so at best. The bar was closed, and no one was poolside except the chickens and us. We stayed poolside because we felt obligated to the entertainer. The experience with Isabel’s was a little disappointing, as it would have been nice to unwind after the day's activities."

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, 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 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 1277 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.

Find hotels in Old Town Key West, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Old Town Key West hotels

1. Opal Key Resort & Marina, Key West

2. Almond Tree Inn Hotel - Adults Only

3. Silver Palms Inn & Historic Homes

4. Key West Villas

5. Paradise Inn Key West - Adults Only

6. The Gardens Hotel

7. Lighthouse Hotel - Key West Historic Inns

8. Orchid Key Inn - Adults Only

9. Casa Marina Key West, Curio Collection by Hilton

10. The Marquesa Hotel

11. Duval House

12. Tropical Inn

13. Douglas House - Adults Only

14. Winslow's Bungalows - Key West Historic Inns

15. The Reach Key West, Curio Collection by Hilton

16. Santa Maria Suites

17. Southernmost Beach Resort and Guesthouses

18. Southwinds Motel

19. Caribbean House

20. Alexander Palms Court

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

Southernmost Beach Resort and Guesthouses

Frequently asked questions