Top Old Town Key West Hotels from SAR 452

A large red brick building with arched windows and a prominent entrance.

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Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,000 reviews	View
Douglas House - Adults Only	3.5 star property	9.8 Exceptional 596 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,000 reviews	View
Key West Villas	3.5 star property	9.8 Exceptional 279 reviews	View

Hotels recommended for families in Old Town Key West

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

Silver Palms Inn & Historic Homes

Old Town Key West

SAR 896 total

includes taxes & fees

8 Dec - 9 Dec

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

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

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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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.

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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.

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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

A swimming pool with lounge chairs, surrounded by palm trees and greenery.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

william

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

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...

Courtney

A two-story building with a balcony, white columns, and hanging flower baskets.

Artist House Key West

Key West Historic District

10/10 Excellent

Anonymous traveler

A wooden deck leading to a pool area with a building in the background.

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

Anthony

A white house with blue shutters, a front porch, and potted plants.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

Key West Villas

Old Town Key West

10/10 Excellent

Thys

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

Alexander's Guesthouse - Adult Exclusive

Old Town Key West

10/10 Excellent

Absolutely wonderful destination fir a relaxing stay while in Key West. Can not say enough about the great staff— friendly, helpful, just happy to be working here. They could not be more accommodating!! Add to that complimentary wine in your room, daily happy hours by the pool, and full service cooked breakfasts that easily saves you hundreds of dollars on a 4- day stay. Can not give this place enough praise. We are already planning a return trip.

Dominick

A two-story white house with green shutters, a wooden door, and a white picket fence.

The Conch House Heritage Inn

Old Town Key West

10/10 Excellent

Nicholas

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

H2O Suites - Adults Only

Old Town Key West

10/10 Excellent

My husband and I recently stayed at H2O Suites for 3 nights. The property was immaculate, the staff was extremely friendly and helpful, and our room was large and comfortable. We had a suite that had a plunge pool - this was amazing!! We used it several times daily. The location is perfect - one block from Duval, so everything is easily accessed, but it’s very quiet. We rented bikes from the hotel (easy parking right out back) and truly enjoyed our getaway. Cannot day enough good things about...

Erin

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

The Marquesa Hotel

Old Town Key West

10/10 Excellent

David

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

Duval House

Old Town Key West

10/10 Excellent

The Duval House was absolutely precious. The garden courtyard was beautifully taken care of with plenty of nooks to sit in. The pool is mostly shaded for the hottest part of the day, which seemed especially valuable in comparison to other BnBs. Our room was very comfortable with probably the best bed I’ve been in at a hotel or BnB. And all of the staff was very responsive, friendly, and helpful. Even KissKiss, the property cat, made the rounds to our room to make sure everything was in perfect...

Sarah

A rooftop pool with clear water, surrounded by palm trees and lounge chairs.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

RADANA

An outdoor patio with wooden furniture, a red umbrella, and a wooden sign with directional arrows.

The Grand Guesthouse

Old Town Key West

10/10 Excellent

The Grand Guesthouse is a gem in Key West! The host was outstanding and the facility was lovely. Breakfast was simple but nice, and the Happy Hour was an added bonus. We had a nice suite- a bedroom and a living/kitchen area. The room was nicely appointed and it was straightened by the staff each day. The room was very clean! Overall, my wife and I were impressed! Two small improvements... the mattress was too firm. Also, the wifi was not strong enough in our room to stream anything. ...

Anonymous traveler

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

Keith

A pool area with lounge chairs and palm trees.

Santa Maria Suites

Old Town Key West

10/10 Excellent

We stayed here for one night for my husband's 40th birthday. The hotel was aware we were celebrating an occasion and offered complimentary refreshment's in our room. We were able to check on early, got upgraded to pool view and also checked out late! When we arrived we were amazed with how huge the suite was. It was the same size as a condo. The decor was beautiful and the entire place was immaculate, including the outside. What we liked most was how quiet and relaxing the place was (there...

Val

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Janice

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

Weatherstation Inn

Old Town Key West

10/10 Excellent

Tucked into the very quiet Truman Annex, the Weatherstation Inn was a great find. It is an old house, built in 1911. If you enjoy old, quiet inns with reconfigured spaces, then this is the place for you. If you are looking for uniform, sleek and modern, then head on down the road. The continental breakfast was just right with delicious pastries from local bakery and the bed was comfy. Perhaps the most perfect aspect of the inn is the parking space where we parked our vehicle upon arrival and did...

GaGirlWalking

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 1278 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 from SAR 452

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Our top choices for Old Town Key West hotels

1. Silver Palms Inn & Historic Homes

2. Lighthouse Hotel - Key West Historic Inns

3. Opal Key Resort & Marina, Key West

4. Almond Tree Inn Hotel - Adults Only

5. Orchid Key Inn - Adults Only

6. Southernmost House - Adult Exclusive

7. Ella's Cottages - Key West Historic Inns

8. Southernmost Beach Resort and Guesthouses

9. H2O Suites - Adults Only

10. Alexander Palms Court

11. The Marquesa Hotel

12. The Reach Key West, Curio Collection by Hilton

13. Casa Marina Key West, Curio Collection by Hilton

14. Winslow's Bungalows - Key West Historic Inns

15. The Grand Guesthouse

16. Duval House

17. Ambrosia Key West

18. The Gardens Hotel

19. Paradise Inn Key West - Adults Only

20. Wicker Guesthouse

Compare popular hotels in Old Town Key West

Hotels recommended for families in Old Town Key West

Silver Palms Inn & Historic Homes

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

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

Frequently Asked Questions

What's it like in Old Town Key West?

What's a favorite place to stay in Old Town Key West?

How many hotels will I be able to find in Old Town Key West?

If I need to cancel my hotel reservation in Old Town Key West, will I receive a refund?

Where can I learn more about changing or cancelling my trip to Old Town Key West?

What are the top things to see and do in Old Town Key West?