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

Find hotels in Key West Historic District, Key West from ₩207,661

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November 2026

December 2026

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Compare popular hotels in Key West Historic District

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,006 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,002 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,006 reviews	View
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 1,000 reviews	View
Artist House Key West	3.5 star property	9.8 Exceptional 473 reviews	View

Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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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 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 Key West Historic District Hotel Reviews

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

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

william

A two-story house with a covered porch, a brick pathway, and a large tree.

The Marquesa Hotel

Old Town Key West

10/10 Excellent

David

A modern interior with a staircase, a sofa set, a wooden table, and a television.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

RADANA

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

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 front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

Artist House Key West

Key West Historic District

10/10 Excellent

Anonymous traveler

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

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

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

Anthony

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

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 porch with a white railing, a bench, and a flag.

The Conch House Heritage Inn

Old Town Key West

10/10 Excellent

Nicholas

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 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 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 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

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

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

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Janice

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

Ella's Cottages - Key West Historic Inns

Old Town Key West

10/10 Excellent

Cara

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

Westwinds Inn

Key West Historic District

10/10 Excellent

The grounds of the property are absolutely beautiful. The gardens are well-maintained and we loved perusing them. Both pool areas are wonderful, and the amenities such as the bathhouse, lounge, library, and BBQ area are first rate. The room was to our liking and matched the aesthetic of Key West. Walking distance to nearby attractions was approximately 10 minutes and very easy, and the bakery just down the street was wonderful for breakfast, lunch, or a quick snack. We will absolutely stay again...

Daniel

Frequently Asked Questions

What is Key West Historic District like?

Travelers love the Key West Historic District neighborhood for its bar scene, biking, and great live music scene. Experience the best of Key West Historic District with a visit to Duval Street and Florida Keys Beaches during your trip.

Where is the best hotel for a stay in Key West Historic District?

Based on our traveler data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Key West Historic District. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the area include Pier House Resort & Spa and Casa Marina Key West, Curio Collection by Hilton.

How many hotels are there in the Key West Historic District area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 1637 Key West Historic District hotels and other accommodations to choose from.

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

Yes! The majority of room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the top deals on offer in Key West Historic District.

Where can I learn more about changing or cancelling my trip to Key West Historic District?

For additional details about changing or cancelling your trip to Key West Historic District, head over to our customer service page.

What is there to do in this Key West neighborhood?

Sights like Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Harry S. Truman Little White House can be part of your cultural tour of Key West Historic District. Duval Street and Florida Keys Beaches are also a couple of places to visit in the neighborhood. The Kite House, Key West Cemetery, and Donkey Milk House are just a few of the places to visit in and around Key West Historic District. While you're out sightseeing, San Carlos Institute - Casa Cuba and Saint Mary Star of the Sea are a couple of additional sights to visit in Key West.

Find hotels in Key West Historic District, Key West from ₩207,661

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Our top choices for Key West Historic District hotels

1. Opal Key Resort & Marina, Key West

2. Hyatt Centric Key West Resort and Spa

3. Southernmost Beach Resort and Guesthouses

4. Ocean Key Resort - A Noble House Resort

5. Almond Tree Inn Hotel - Adults Only

6. The Marker Key West Harbor Resort

7. Lighthouse Hotel - Key West Historic Inns

8. Silver Palms Inn & Historic Homes

9. The Reach Key West, Curio Collection by Hilton

10. Winslow's Bungalows - Key West Historic Inns

11. Artist House Key West

12. Orchid Key Inn - Adults Only

13. H2O Suites - Adults Only

14. Duval House

15. La Concha Key West, Autograph Collection

16. Heron House - Adult Only

17. Ridley House - Key West Historic Inns

18. Ella's Cottages - Key West Historic Inns

19. The Marquesa Hotel

20. The Gardens Hotel

Compare popular hotels in Key West Historic District

Where to stay in Key West Historic District

Old Town Key West

Stock Island

Downtown Key West

New Town

Uptown - Upper Duval

Top Key West Historic District Hotel Reviews

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

Frequently Asked Questions

What is Key West Historic District like?

Where is the best hotel for a stay in Key West Historic District?

How many hotels are there in the Key West Historic District area?

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

Where can I learn more about changing or cancelling my trip to Key West Historic District?

What is there to do in this Key West neighborhood?