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Tonight

Nov 9 - Nov 10

Tomorrow

Nov 10 - Nov 11

This weekend

Nov 13 - Nov 15

Next weekend

Nov 20 - Nov 22

Our top choices for Rockland Key hotels

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

1. The Perry Hotel & Marina Key West

Stock Island

Dharmesh Raju

CA $271 total

includes taxes & fees

Nov 30 - Dec 1

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

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Suset

CA $244 total

includes taxes & fees

Nov 15 - Nov 16

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

3. Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town

Sandra

CA $241 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Hilton Key West Resort & Marina

Stock Island

Kevin

CA $270 total

includes taxes & fees

Nov 15 - Nov 16

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

5. Hampton Inn Key West FL

Key West

John

CA $299 total

includes taxes & fees

Nov 30 - Dec 1

A swimming pool with lounge chairs and palm trees.

6. Hilton Garden Inn Key West / The Keys Collection

New Town

Darlene

CA $221 total

includes taxes & fees

Nov 15 - Nov 16

A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

7. Sugar Loaf Lodge

Summerland Key

Mariia

CA $157 total

includes taxes & fees

Nov 30 - Dec 1

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

8. Blue Flamingo Resort Key West

New Town

Sigrid A

CA $278 total

includes taxes & fees

Nov 15 - Nov 16

A wooden boardwalk with a palm tree and lamp post, leading to a waterfront.

9. Courtyard by Marriott Key West Waterfront

Northside Resort

Patrick

CA $291 total

includes taxes & fees

Nov 18 - Nov 19

A poolside lounge area with a wicker chair, a straw hat, and a beach bag.

10. Hyatt Vacation Club at Beach House, Key West

Key West

Rachel

CA $392 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.

11. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Frank

CA $376 total

includes taxes & fees

Nov 30 - Dec 1

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

12. Havana Cabana at Key West

New Town

Stephanie

CA $319 total

includes taxes & fees

Nov 29 - Nov 30

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

13. Margaritaville Beach House Key West

Key West

ANTHONY

CA $453 total

includes taxes & fees

Nov 18 - Nov 19

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

14. Parrot Key Hotel & Villas

Northside Resort

Chanele

CA $296 total

includes taxes & fees

Nov 29 - Nov 30

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

15. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Andrzej

CA $418 total

includes taxes & fees

Nov 30 - Dec 1

A building with a white exterior, a large red awning, and a gated entrance.

16. Authors of Key West Guest House

Key West Historic District

Perry

CA $227 total

includes taxes & fees

Nov 30 - Dec 1

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

17. Ibis Bay Beach Resort

Northside Resort

Sebastian

CA $285 total

includes taxes & fees

Nov 10 - Nov 11

A white decorative sculpture in a garden area with a white fence and a building in the background.

18. Southwinds Motel

Old Town Key West

becky

CA $293 total

includes taxes & fees

Dec 1 - Dec 2

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

19. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Nguyen

CA $453 total

includes taxes & fees

Nov 23 - Nov 24

A pool area with lounge chairs and a cabana.

20. Ocean Key Resort - A Noble House Resort

Key West Historic District

Trevor

CA $518 total

includes taxes & fees

Nov 22 - Nov 23

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Top Rockland Key Hotel Reviews

Margaritaville Beach House Key West

10/10 Excellent

"Awesome"

Blue Flamingo Resort Key West

8/10 Good

"The room was clean & comfortable and had a waterfront view but you had to look past the hustle & bustle of US 1. The room was surprisingly quiet given the road noise. The resort was charming and had 2 pools. Resort could provide some more pool floaties for those that love relax in the pool. Perhaps those with cup holders for the fabulous drinks! There are lots of activities in "The Backyard" like bocce, foosball, shuffleboard, ping pong, giant chess, a putting green and even a converted Airstream trailer for karaoke! Definitely spring for the daily breakfast at the Toasted Coconut! (one of 2 on-site restaurants) They are awesome and filling to the point that you can either skip lunch or go light! Loved the swing inside the lobby and the ones outside. There were 2 bench swings that we loved! Some of the guests were pot smokers and we could have done without that! There was a big boat race happening the weekend we stayed and that brought so many people to Key West that it was a bit overcrowded. The free shuttle was wonderful to get in & out of Old Town Key West. Definitely do the hop on hop off Old Trolley tour to get a good tour of all of Key West Old and new. Also check out the polydactyl cats at the Hemingway House! Staff is great and are eager to make your stay enjoyable! Great stay!"