A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

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Check availability on Key West Casino Hotels

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Key West hotels with a casino

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

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Old Town Key West
10.0 out of 10, Exceptional, (1,006 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is Rp5.258.472
Rp5.915.781 total
includes taxes & fees
30 Nov - 1 Dec
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (585 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is Rp3.514.956
Rp5.073.138 total
includes taxes & fees
17 Nov - 18 Nov
Douglas House - Adults Only
A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

3. Key West Villas

Key West Villas
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (279 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is Rp4.867.750
Rp5.476.445 total
includes taxes & fees
18 Nov - 19 Nov
Key West Villas
An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

4. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (674 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is Rp6.493.951
Rp8.526.703 total
includes taxes & fees
30 Nov - 1 Dec
H2O Suites - Adults Only
A modern interior with a staircase, a sofa set, a wooden table, and a television.

5. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,000 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is Rp6.132.171
Rp6.898.693 total
includes taxes & fees
25 Nov - 26 Nov
Simonton Court Historic Inn & Cottages
A pool area with lounge chairs and a table, surrounded by palm trees.

6. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,006 reviews)
"Fantastic property. Love staying here 💗"
United States
Jessica
The price is Rp5.258.472
Rp5.915.781 total
includes taxes & fees
30 Nov - 1 Dec
Orchid Key Inn - Adults Only
A two-story house with a covered porch, a brick pathway, and a large tree.

7. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,002 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is Rp7.364.936
Rp9.303.173 total
includes taxes & fees
29 Nov - 30 Nov
The Marquesa Hotel
A porch with a white railing, a bench, and a flag.

8. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (198 reviews)
"We really enjoyed getting to know the staff. The breakfast was excellent and everything was in walking distance."
United States
Jennifer
The price is Rp6.034.490
Rp6.788.802 total
includes taxes & fees
24 Nov - 25 Nov
The Conch House Heritage Inn
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

9. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is Rp3.629.377
Rp4.083.048 total
includes taxes & fees
2 Dec - 3 Dec
Island City House Hotel
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

10. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,138 reviews)
"Great stay!"
United States
Dennis
The price is Rp3.219.842
Rp4.011.236 total
includes taxes & fees
18 Nov - 19 Nov
Duval House
A pool area with lounge chairs and palm trees.

11. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,003 reviews)
"Great place for families"
United States
Anthony
The price is Rp6.855.731
Rp8.933.705 total
includes taxes & fees
2 Dec - 3 Dec
Santa Maria Suites
A room with a bed, a ceiling fan, and a window with blinds.

12. The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (331 reviews)
"such a lovely location. nice and quiet for a restful stay. staff was attentive to all our needs. would definitely return"
United States
christine
The price is Rp5.722.455
Rp6.437.762 total
includes taxes & fees
29 Nov - 30 Nov
The Mermaid & Alligator
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

13. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,003 reviews)
"Such a wonderful peaceful place to stay! Great food close by and Duval Street"
United States
Edward Lance
The price is Rp3.786.028
Rp6.548.673 total
includes taxes & fees
16 Nov - 17 Nov
Southernmost House - Adult Exclusive
A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

14. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,006 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is Rp3.907.224
Rp4.395.627 total
includes taxes & fees
29 Nov - 30 Nov
Westwinds Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

15. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,003 reviews)
"A very cute, cozy and comfortable place to stay especially for old Key West charm. Will definitely stay here again."
United States
Callie
The price is Rp3.076.939
Rp3.461.692 total
includes taxes & fees
1 Dec - 2 Dec
L'Habitation Guest House - Adults Only
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

16. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,002 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is Rp4.450.798
Rp5.007.148 total
includes taxes & fees
30 Nov - 1 Dec
Ambrosia Key West
A poolside area with lounge chairs, umbrellas, and a pergola.

17. Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (520 reviews)
"Clean room, comfortable bed, friendly staff, good amenities!"
United States
Lisa and David
The price is Rp3.979.580
Rp5.392.874 total
includes taxes & fees
30 Nov - 1 Dec
Ella's Cottages - Key West Historic Inns
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

18. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (578 reviews)
"Location was perfect"
United States
August
The price is Rp4.794.489
Rp5.393.778 total
includes taxes & fees
16 Nov - 17 Nov
Coco Plum Inn
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

19. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,036 reviews)
"Great location Beautiful property very clean and quiet. Great omelet station w breakfast."
United States
Carleen
The price is Rp2.751.337
Rp4.316.397 total
includes taxes & fees
1 Dec - 2 Dec
Silver Palms Inn & Historic Homes
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

20. Alexander Palms Court

Alexander Palms Court
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,006 reviews)
"We love staying at Alexander’s!!!"
United States
Brenda
The price is Rp3.581.622
Rp4.029.325 total
includes taxes & fees
9 Dec - 10 Dec
Alexander Palms Court
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Frequently asked questions

Searching for casino hotels in Key West?
Tourists speak highly of the live music scene, entertainment venues and lively festivals. You might want to visit top attractions such as Duval Street and Florida Keys Beaches.
How many hotels that are good for gaming should I expect to find in Key West?
Hit the casinos and have a good night's sleep at one of Expedia's 2618 hotels in Key West.
When should I take my casino trip to Key West?
You'll likely spend much of your trip indoors, but if you want to see more of the area, taking a look at local weather data can help you. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.
What is there to do in Key West?
You can head to Duval Street, Mallory Dock or We Cycle Key West to shop for the perfect souvenir. Key West is known for its live music and entertainment venues, and you can visit cultural spots such as Key West Lighthouse and Keeper's Quarters Museum, Harry S. Truman Little White House and Mel Fisher Maritime Museum. Additionally, you might want to add Florida Keys Beaches and Ernest Hemingway Home and Museum to your itinerary.
What are my transportation options for my casino getaway to Key West?
Here are some transportation options in Key West: You can fly into the closest airport, which is Key West, FL (EYW-Key West Intl.), located 3 mi (4.8 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.