Key West Chalets from CA $199

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Recommended hotels in Key West

A two-story yellow house with a porch, white railings, and green shutters.

1. Silver Palms Inn & Historic Homes

Old Town Key West

sam

CA $237 total

includes taxes & fees

Oct 25 - Oct 26

A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.

2. DoubleTree Resort by Hilton Grand Key - Key West

Key West

Danee

CA $237 total

includes taxes & fees

Oct 27 - Oct 28

A balcony with a railing overlooking a lush green landscape and buildings in the background.

3. Blue Flamingo Resort Key West

New Town

Esteban

CA $279 total

includes taxes & fees

Oct 25 - Oct 26

A marina at sunset with boats docked, palm trees, and a pool area.

4. The Perry Hotel & Marina Key West

Stock Island

Jade

CA $241 total

includes taxes & fees

Nov 16 - Nov 17

A porch with wicker furniture, a railing, and a view of the street at night.

5. Duval House

Old Town Key West

Cathrine

CA $299 total

includes taxes & fees

Oct 25 - Oct 26

A building entrance with a sign reading 'RUM ROW' and 'BACKYARD POOL CLUB'.

6. Hilton Garden Inn Key West / The Keys Collection

New Town

Eli

CA $208 total

includes taxes & fees

Oct 28 - Oct 29

A covered outdoor patio with round tables and chairs, a ceiling fan, and a view of greenery.

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

New Town

Brian

CA $253 total

includes taxes & fees

Oct 26 - Oct 27

A pool area with a view of a marina filled with boats, surrounded by palm trees and a white gazebo.

8. Hilton Key West Resort & Marina

Stock Island

Eric A

CA $276 total

includes taxes & fees

Oct 21 - Oct 22

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

9. The Marker Key West Harbor Resort

Key West Historic District

Lynne

CA $389 total

includes taxes & fees

Oct 25 - Oct 26

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

10. The Laureate Key West

New Town

Eileen

CA $293 total

includes taxes & fees

Oct 20 - Oct 21

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

11. Authors of Key West Guest House

Key West Historic District

Robbie

CA $199 total

includes taxes & fees

Oct 27 - Oct 28

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

12. Hampton Inn Key West FL

Key West

Erika

CA $269 total

includes taxes & fees

Oct 25 - Oct 26

A porch with white railings, a rocking chair, and a covered area with a teal awning.

13. Eden House

Key West Historic District

Michelle

CA $272 total

includes taxes & fees

Oct 28 - Oct 29

A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.

14. Tranquility Guest House

Old Town Key West

Sandra

CA $336 total

includes taxes & fees

Oct 20 - Oct 21

A large, two-story building with a symmetrical facade, a central entrance with a double door, and a balcony on the upper floor.

15. Parrot Key Hotel & Villas

Northside Resort

Anthony

CA $323 total

includes taxes & fees

Oct 29 - Oct 30

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

16. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Charlene

CA $337 total

includes taxes & fees

Oct 21 - Oct 22

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

17. The Reach Key West, Curio Collection by Hilton

Old Town Key West

Brett

CA $338 total

includes taxes & fees

Oct 27 - Oct 28

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

18. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Tina

CA $368 total

includes taxes & fees

Oct 29 - Oct 30

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

19. Heron House - Adult Only

Old Town Key West

Lance

CA $302 total

includes taxes & fees

Oct 25 - Oct 26

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

20. Margaritaville Beach House Key West

Key West

Siamak

CA $422 total

includes taxes & fees

Oct 20 - Oct 21

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Top Key West Hotel Reviews

Blue Flamingo Resort Key West

10/10 Excellent

"It was my first time to Key West with friends and we didnt know where to stay but we are glad we choose the Blue Flamingo. We had a late arrival from Miami and checked in about 130am which was quick and easy. Our room was clean, comfy beds, great AC 👌 since we were exhausted from traveling. We stayed 3 nights and enjoyed the pool. This location had security on-site for the parking lot also. We felt safe at night. I liked the scent of the front lobby. We didnt get a chance to enjoy any of the restaurants on property. We have no complaints and I would return."

Havana Cabana at Key West

10/10 Excellent

"My boyfriend and I went to this resort as part of his birthday plans and we had a great time. The resort’s theme was nice, music was a vibe (Latin), and everything was very clean. The food truck they have by the pool was a great spot to hit for breakfast and lunch as for convenience (can be a pricey, like the bars). We went to Duval street at night and got practically the same drinks (margs) for literally half the price. We had a great time during the day lounging by the pool - the water can be cold, but there’s a steamy hot tub too. It wasn’t too packed (could be because it was October). We had parking right in front of our room where we stayed. A fire alarm did go off at 3 am and woke us up out of our sleep and dragged us outside. I overhead a man saying this happens almost nightly, but we did not have it happen to us on night 2/2 of our stay. Hotel is at a great spot, next to Publix and some other stores, and across the water which has a great view and boardwalk. The free shuttle to and from the city was amazing, but it does end at 10:30 pm, so if you like to party late you’ll probably have to catch a paid driver back. Pet friendly and they had treats for the doggie in the lobby! Overall, we had a great stay and I’d come back!"

The Southernmost Inn - Adults Only

10/10 Excellent

"We had an amazing stay. Check in was easy and everyone on the property was helpful and friendly. Our room was clean and comfortable and loved the updated bathroom. Loved the private pool and happy hour complete with visits from wildlife. It was in a wonderful location but far enough away from any loud craziness. Overall no complaints"

Find out more about Key West

Key West Chalets information

Number of reviews	16,890
Accommodation	0 Chalets
Lowest Price	CA $199
Highest Price	CA $422

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Recommended hotels in Key West

1. Silver Palms Inn & Historic Homes

2. DoubleTree Resort by Hilton Grand Key - Key West

3. Blue Flamingo Resort Key West

4. The Perry Hotel & Marina Key West

5. Duval House

6. Hilton Garden Inn Key West / The Keys Collection

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

8. Hilton Key West Resort & Marina

9. The Marker Key West Harbor Resort

10. The Laureate Key West

11. Authors of Key West Guest House

12. Hampton Inn Key West FL

13. Eden House

14. Tranquility Guest House

15. Parrot Key Hotel & Villas

16. Casa Marina Key West, Curio Collection by Hilton

17. The Reach Key West, Curio Collection by Hilton

18. Hyatt Vacation Club at Windward Pointe, Key West

19. Heron House - Adult Only

20. Margaritaville Beach House Key West

Find vacation rentals that suit your style

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Havana Cabana at Key West

The Southernmost Inn - Adults Only

Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

Pier House Resort & Spa

Opal Key Resort & Marina, Key West

Beachside Resort & Residences

Margaritaville Beach House Key West

Find out more about Key West

Key West Chalets information

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Search Chalets in Key West from CA $199

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Key West

1. Silver Palms Inn & Historic Homes

2. DoubleTree Resort by Hilton Grand Key - Key West

3. Blue Flamingo Resort Key West

4. The Perry Hotel & Marina Key West

5. Duval House

6. Hilton Garden Inn Key West / The Keys Collection

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

8. Hilton Key West Resort & Marina

9. The Marker Key West Harbor Resort

10. The Laureate Key West

11. Authors of Key West Guest House

12. Hampton Inn Key West FL

13. Eden House

14. Tranquility Guest House

15. Parrot Key Hotel & Villas

16. Casa Marina Key West, Curio Collection by Hilton

17. The Reach Key West, Curio Collection by Hilton

18. Hyatt Vacation Club at Windward Pointe, Key West

19. Heron House - Adult Only

20. Margaritaville Beach House Key West

Find vacation rentals that suit your style

Top Key West Hotel Reviews

Blue Flamingo Resort Key West

Find out more about Key West

Key West Chalets information

Explore a world of travel with Expedia