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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

Uptown - Upper Duval, 0.9 km from Key West Historic District

Damian

CA $448 total

includes taxes & fees

Nov 30 - Dec 1

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

CA $281 total

includes taxes & fees

Nov 15 - Nov 16

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

3. Casa Marina Key West, Curio Collection by Hilton

Casa Marina, 1.2 km from Key West Historic District

Nguyen

CA $461 total

includes taxes & fees

Nov 23 - Nov 24

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

CA $458 total

includes taxes & fees

Nov 29 - Nov 30

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

Robert

CA $283 total

includes taxes & fees

Nov 29 - Nov 30

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

John

CA $317 total

includes taxes & fees

Nov 30 - Dec 1

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

CA $307 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Pier House Resort & Spa

Historic Seaport, 1 km from Key West Historic District

William N

CA $644 total

includes taxes & fees

Nov 29 - Nov 30

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

10. The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval, 1 km from Key West Historic District

Andrzej

CA $463 total

includes taxes & fees

Dec 13 - Dec 14

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

Wendi

CA $265 total

includes taxes & fees

Nov 29 - Nov 30

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

12. Winslow's Bungalows - Key West Historic Inns

Old Town Key West, 0.4 km from Key West Historic District

Matthew

CA $393 total

includes taxes & fees

Nov 17 - Nov 18

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

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

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

Old Town Key West, 0.9 km from Key West Historic District

A

CA $472 total

includes taxes & fees

Dec 1 - Dec 2

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

15. The Perry Hotel & Marina Key West

Stock Island, 6.1 km from Key West Historic District

Dharmesh Raju

CA $275 total

includes taxes & fees

Nov 29 - Nov 30

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

16. Hampton Inn Key West FL

4.9 km from Key West Historic District

John

CA $247 total

includes taxes & fees

Nov 17 - Nov 18

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

CA $363 total

includes taxes & fees

Nov 16 - Nov 17

A hotel room with a bed, a desk, a chair, a sofa, and a balcony with curtains.

18. Hilton Garden Inn Key West / The Keys Collection

New Town, 4.8 km from Key West Historic District

Darlene

CA $251 total

includes taxes & fees

Dec 1 - Dec 2

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

CA $311 total

includes taxes & fees

Nov 16 - Nov 17

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

20. Hyatt Centric Key West Resort and Spa

Historic Seaport, 0.8 km from Key West Historic District

Michael Joseph

CA $492 total

includes taxes & fees

Nov 29 - Nov 30

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