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

Search Casino Hotels in Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Key West Casino Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Key West hotels with a casino

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

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, (1,001 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is ฿10,907
฿12,270 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, (581 reviews)
"Loved our stay! I would definitely stay there again."
United States
Maricela
The price is ฿6,648
฿9,577 total
includes taxes & fees
30 Nov - 1 Dec
Douglas House - Adults Only
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

3. The Gardens Hotel

The Gardens Hotel
4.0 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,000 reviews)
"Best place we have stayed. The staff was amazing location perfect and the room was perfect"
United States
Misty
The price is ฿9,076
฿10,211 total
includes taxes & fees
1 Dec - 2 Dec
The Gardens Hotel
A gated entrance to Villas Key West with a brick pathway leading to the gate.

4. 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 ฿9,084
฿10,220 total
includes taxes & fees
18 Nov - 19 Nov
Key West Villas
A pool area with lounge chairs and a table, surrounded by palm trees.

5. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ฿10,907
฿12,270 total
includes taxes & fees
30 Nov - 1 Dec
Orchid Key Inn - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.

6. H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (673 reviews)
"Amazing stay! Loved the private pool!"
United States
Kimberly
The price is ฿12,104
฿15,893 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.

7. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Key West Historic District
9.8 out of 10, Exceptional, (1,001 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is ฿11,430
฿12,858 total
includes taxes & fees
25 Nov - 26 Nov
Simonton Court Historic Inn & Cottages
A two-story house with a covered porch, a brick pathway, and a large tree.

8. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (1,001 reviews)
"This is my favorite hotel in the world, and Key West"
United States
Josh
The price is ฿13,744
฿17,361 total
includes taxes & fees
29 Nov - 30 Nov
The Marquesa Hotel
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

9. Duval House

Duval House
3.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,128 reviews)
"Great stay!"
United States
Dennis
The price is ฿6,372
฿7,894 total
includes taxes & fees
29 Nov - 30 Nov
Duval House
A porch with a white railing, a bench, and a flag.

10. The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (197 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 ฿11,261
฿12,669 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.

11. Island City House Hotel

Island City House Hotel
3.0 star property
Key West Historic District
9.6 out of 10, Exceptional, (1,004 reviews)
"Great place with lots of character and perfect location."
United States
Elise
The price is ฿9,020
฿10,147 total
includes taxes & fees
15 Nov - 16 Nov
Island City House Hotel
A pool area with lounge chairs and palm trees.

12. Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place for families"
United States
Anthony
The price is ฿12,794
฿16,672 total
includes taxes & fees
2 Dec - 3 Dec
Santa Maria Suites
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

13. Tropical Inn

Tropical Inn
3.5 star property
Old Town Key West
9.6 out of 10, Exceptional, (454 reviews)
"Staff are super friendly and went out of their way to accommodate us"
United States
Kelley
The price is ฿7,877
฿9,705 total
includes taxes & fees
9 Nov - 10 Nov
Tropical Inn
A room with a bed, a ceiling fan, and a window with blinds.

14. 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 ฿10,968
฿12,339 total
includes taxes & fees
22 Nov - 23 Nov
The Mermaid & Alligator
A gated entrance with lush green foliage and a white picket fence.

15. Coco Plum Inn

Coco Plum Inn
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (576 reviews)
"Location was perfect"
United States
August
The price is ฿8,936
฿10,053 total
includes taxes & fees
16 Nov - 17 Nov
Coco Plum Inn
A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

16. Westwinds Inn

Westwinds Inn
3.5 star property
Key West Historic District
9.4 out of 10, Exceptional, (1,005 reviews)
"Breakfast was great . Pools were great and easy walk or bike ride to Duval street"
United States
Shari
The price is ฿7,292
฿8,203 total
includes taxes & fees
30 Nov - 1 Dec
Westwinds Inn
A green house with a white porch, a flag, and a sign advertising a property for sale.

17. 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, (1,001 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 ฿5,584
฿6,282 total
includes taxes & fees
29 Nov - 30 Nov
L'Habitation Guest House - Adults Only
A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

18. Weatherstation Inn

Weatherstation Inn
2.5 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"This was the perfect location for access to Key West by foot!!!! We loved the community the resort is in!"
United States
Jane
The price is ฿7,393
฿8,317 total
includes taxes & fees
11 Nov - 12 Nov
Weatherstation Inn
A poolside area with lounge chairs, umbrellas, and a pergola.

19. 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, (518 reviews)
"Clean room, comfortable bed, friendly staff, good amenities!"
United States
Lisa and David
The price is ฿8,429
฿11,190 total
includes taxes & fees
17 Nov - 18 Nov
Ella's Cottages - Key West Historic Inns
A large, ornate hotel with a pool, palm trees, and a view of the ocean.

20. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1,000 reviews)
"staff was super friendly and accomodating"
United States
Janet
The price is ฿6,585
฿11,675 total
includes taxes & fees
8 Nov - 9 Nov
Southernmost House - Adult Exclusive
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.
View all properties

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.