The Best Hotels in Key West Historic District, Key West - 2026 Updated Prices

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Our top choices for Key West Historic District hotels

A deck with sun loungers and a railing overlooking the sea.

1. Southernmost Beach Resort and Guesthouses

Key West Historic District

Damian

₹31,016 total

includes taxes & fees

22 Nov - 23 Nov

A hotel with a swimming pool, sun loungers, and palm trees.

2. Blue Flamingo Resort Key West

New Town, 4.7 km from Key West Historic District

Sigrid A

₹18,501 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

3. Casa Marina Key West, Curio Collection by Hilton

Key West Historic District

Nguyen

₹30,191 total

includes taxes & fees

23 Nov - 24 Nov

A dining table with plates of food, a drink, and a view of a pool and palm trees.

4. Margaritaville Beach House Key West

2.7 km from Key West Historic District

ANTHONY

₹30,141 total

includes taxes & fees

18 Nov - 19 Nov

A balcony with wicker furniture, a view of the sea, and a spiral staircase.

5. Beachside Resort & Residences

4.9 km from Key West Historic District

Deana

A swimming pool surrounded by palm trees and a natural rock formation.

6. Havana Cabana at Key West

New Town, 4.1 km from Key West Historic District

Stephanie

₹20,862 total

includes taxes & fees

29 Nov - 30 Nov

A hammock in a garden with a wooden pergola, palm trees, and a view of the ocean.

7. Hyatt Vacation Club at Windward Pointe, Key West

4.8 km from Key West Historic District

Frank

₹24,962 total

includes taxes & fees

30 Nov - 1 Dec

A wooden archway leading to a pool area surrounded by lush tropical vegetation.

8. Parrot Key Hotel & Villas

Northside Resort, 2.8 km from Key West Historic District

Chanele

₹19,673 total

includes taxes & fees

29 Nov - 30 Nov

A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

9. Pier House Resort & Spa

Key West Historic District

William N

₹42,392 total

includes taxes & fees

28 Nov - 29 Nov

A beach with a wooden pier, palm trees, and beach umbrellas.

10. The Reach Key West, Curio Collection by Hilton

Key West Historic District

Andrzej

₹29,570 total

includes taxes & fees

30 Nov - 1 Dec

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

11. DoubleTree Resort by Hilton Grand Key - Key West

4.9 km from Key West Historic District

Suset

₹16,612 total

includes taxes & fees

17 Nov - 18 Nov

A two-story building with a covered entrance, palm trees, and a bench outside.

12. Winslow's Bungalows - Key West Historic Inns

Key West Historic District

Matthew

₹23,772 total

includes taxes & fees

18 Nov - 19 Nov

A marina with boats docked, a pool area, and a building with a white facade.

13. Hilton Key West Resort & Marina

Stock Island, 7.1 km from Key West Historic District

Kevin

₹17,974 total

includes taxes & fees

17 Nov - 18 Nov

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

14. Opal Key Resort & Marina, Key West

Key West Historic District

A

₹31,063 total

includes taxes & fees

29 Nov - 30 Nov

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

15. Hampton Inn Key West FL

4.9 km from Key West Historic District

John

₹19,873 total

includes taxes & fees

30 Nov - 1 Dec

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

16. The Perry Hotel & Marina Key West

Stock Island, 6.1 km from Key West Historic District

Dharmesh Raju

₹18,204 total

includes taxes & fees

30 Nov - 1 Dec

Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

17. Hyatt Vacation Club at Beach House, Key West

5.1 km from Key West Historic District

Joshua

₹29,342 total

includes taxes & fees

30 Nov - 1 Dec

A swimming pool with lounge chairs and palm trees.

18. Hilton Garden Inn Key West / The Keys Collection

New Town, 4.8 km from Key West Historic District

Darlene

₹14,695 total

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a bed, a view of the beach, a hammock, and beach chairs.

19. Ibis Bay Beach Resort

Northside Resort, 3.3 km from Key West Historic District

Sebastian

₹18,933 total

includes taxes & fees

11 Nov - 12 Nov

A hotel with a swimming pool, balconies, and a view of the sea.

20. Hyatt Centric Key West Resort and Spa

Key West Historic District

Michael Joseph

₹33,360 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

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 1,007 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 474 reviews	View

Where to stay in Key West Historic District

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

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

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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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

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 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 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

John

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

maria

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

Lisa

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

Lee

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

This property is truly amazing but what adds the extra star are the staff, Shawn made our holiday, could not do enough for us. The house is just beautiful and so much history and extremely central. Just a few things that would advise but doesn’t effect the overall place, 1) the room we were in was opposite checkin so can be a bit noisy at times 2) the light from the outside garden pool area is on all night and keeps the room very light at night. These didn’t bother us but may affect others

shaun

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

Enda

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

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's children , but there were several guests that were very very comfortable in their bodies and were very rude in and around the pool most of the time . We dont consider ourselves prudes at all but the...

Ron

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

David

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

julie

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

We stayed here for a single night, having driven down from Miami on the Overseas Highway. The hotel is in a great quiet area just a couple of blocks' walk from the main part of the old town. There is occasionally on-street parking available outside, you just have to be lucky but we parked overnight in a nearby outdoor car park at an old church for $15 (cash only) The hotel is in great condition, and the rooms were spotlessly clean. We stayed in the Cigar Suite on the first floor with a balcony...

Mark

A pool area with lounge chairs and palm trees.

Santa Maria Suites

Old Town Key West

10/10 Excellent

Tim

A room with a bed, a ceiling fan, and a window with blinds.

The Mermaid & Alligator

Old Town Key West

10/10 Excellent

P

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

This property is a gem. Very friendly and welcoming host who couldn't do enough to ensure we were welcome and enjoyed our staff. The room was spotlessly clean, the free continental breakfast and free water, tea and coffee and sun supplies were the icing on the cake. Within easy walking distance of everything the historic old town has to offer. Cant recommend this highly enough and will definitely recommend to all our friends and family

Andrea

Frequently Asked Questions

What is Key West Historic District like?

Travellers love the Key West Historic District neighbourhood for its bar scene, cycling 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 traveller 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 will I be able to find 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 accommodation options to choose from.

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

Yes! You'll find that most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can use the "fully refundable" filter to view top deals in Key West Historic District.

What is there to do in this Key West neighbourhood?

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 neighbourhood. 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.

Search Hotels in Key West Historic District, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Key West Historic District hotels

1. Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

3. Casa Marina Key West, Curio Collection by Hilton

4. Margaritaville Beach House Key West

5. Beachside Resort & Residences

6. Havana Cabana at Key West

7. Hyatt Vacation Club at Windward Pointe, Key West

8. Parrot Key Hotel & Villas

9. Pier House Resort & Spa

10. The Reach Key West, Curio Collection by Hilton

11. DoubleTree Resort by Hilton Grand Key - Key West

12. Winslow's Bungalows - Key West Historic Inns

13. Hilton Key West Resort & Marina

14. Opal Key Resort & Marina, Key West

15. Hampton Inn Key West FL

16. The Perry Hotel & Marina Key West

17. Hyatt Vacation Club at Beach House, Key West

18. Hilton Garden Inn Key West / The Keys Collection

19. Ibis Bay Beach Resort

20. Hyatt Centric Key West Resort and Spa

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 will I be able to find 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?

What is there to do in this Key West neighbourhood?

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