Top Old Town Key West Hotels

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Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,004 reviews	View
The Conch House Heritage Inn	3.5 star property	9.8 Exceptional 175 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,001 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,001 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,000 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.

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.

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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.

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Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

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.

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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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Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"Everything was great and relaxing"

Casa Marina Key West, Curio Collection by Hilton

8/10 Good

"Place was as expected. Nice, clean and front end staff were extremely friendly and pleasant. The only issue I experience was a lack of sufficient staff for pool service. We would arrive at the pool and sit there for at least 30 mins and see 1 person pop in and out but not pass by us, so I went to the bar to order drinks myself. After the we sat down with the 1st drinks, we had the server come up to us about 30 mins later to take an order for a 2nd round but after that round we watched him run around but seemed overwhelmed. We waited to see if we could get his attention and after failing, the 3rd round was on me again. At this point we just decided to leave. Great place but do not expect a well catered to staff outside."

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

"When I say this place is a diamond I mean it !! We stay at easy more expensive “. Resorts “ in the keys but they don’t even compare to almond tree !! The staff the surroundings - the pool !! Even the people staying there make the whole experience- dare I say ? Perfect !!! We will be returning here soon"

Winslow's Bungalows - Key West Historic Inns

6/10 Okay

"Winslow Arrival and grounds-arrived early about 2pm. It appeared based on the luggage in the front office that rooms are not ready prior to 4pm. But to be fair that is when check in is stated to be. We were able to keep our luggage in the lobby and they also gave us two free drink tokens to use at the bar. They texted us when the room was ready at exactly 4:02pm. The property is very beautiful. Lush and well maintained. The bungalows look to be in historic buildings and are charming. There are 2 pools. Small in size. Not many loungers. There is an outdoor bar with ample seating and shaded. There is also a breakfast area right next to the bar that is enclosed and air conditioned that is open at all times. After breakfast you can get ice and cold water as well as some fruit 24/7. We found this out on our own, we didn’t really get a run down of the property from anyone. We were given instructions to our room which was Bungalow 44. It’s was in a building that appeared to be an old historic home which is part of the Key West appeal. We were on the second floor, there is no elevator. They did not offer any bell hop service which was fine and we were able to get our luggage up and down the two times with minimal issues. The room- again we stayed in Bungalow 44. It was on the second floor front of the building facing Truman Street. It was small. It was modern, fresh, and clean. The a/c was excellent, the ceiling fan was also a nice touch. Queen bed, very comfortable, one small side"

Silver Palms Inn & Historic Homes

10/10 Excellent

"Our stay was excellent from the beginning. Simona and Danny were superior at the front desk with check-in and information. Silver Palms Inn is very clean and has an extremely comfortable feel. Breakfast buffet, very good, and the omelet station at pool side also very good and very well operated by Onelia. Even when there was a line she moved along smoothly. There was never a long wait. My wife and I have decided to at least make a yearly trip to Silver Palms Inn in Key West"

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 steps from South Beach, and 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 Opal Key Resort & Marina, Key West.

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 1301 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.

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Our top choices for Old Town Key West hotels

Casa Marina Key West, Curio Collection by Hilton

Duval House

Douglas House - Adults Only

Duval Inn

The Southernmost Inn - Adults Only

The Reach Key West, Curio Collection by Hilton

Heron House - Adult Only

Weatherstation Inn

The Cabana Inn Key West - Adults Only

The Gardens Hotel

Coco Plum Inn

Southernmost House - Adult Exclusive

Wicker Guesthouse

Andrews Inn & Garden Cottages

The Grand Guesthouse

Silver Palms Inn & Historic Homes

The Palms Hotel

The Conch House Heritage Inn

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Caribbean House

Compare popular hotels in Old Town Key West

Where to stay in Old Town Key West

Key West Historic District

Downtown Key West

New Town

Uptown - Upper Duval

Historic Seaport

Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses

Frequently asked questions

Explore a world of travel with Expedia