TOP Casino Hotels in Key West, FL for 2026

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

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Recommended hotels in Key West

1. Hyatt Vacation Club at Windward Pointe, Key West

Key West

Mauricio

฿5,899

฿8,117 total

includes taxes & fees

23 Sept - 24 Sept

Room, 2 Queen Beds, Ocean View | Living area

2. Hampton Inn Key West FL

Key West

Melisa

฿4,560

฿5,130 total

includes taxes & fees

22 Sept - 23 Sept

3. Duval House

Old Town Key West

Robert

฿3,258

฿4,372 total

includes taxes & fees

16 Sept - 17 Sept

4. Ibis Bay Beach Resort

Northside Resort

Roland

฿3,336

฿4,815 total

includes taxes & fees

13 Sept - 14 Sept

5. Silver Palms Inn & Historic Homes

Old Town Key West

Shawn

฿2,636

฿5,186 total

includes taxes & fees

13 Sept - 14 Sept

6. The Palms Hotel

Old Town Key West

John

฿3,534

฿4,717 total

includes taxes & fees

27 Sept - 28 Sept

Premium Studio Suite, 1 King Bed, Garden View, Ground Floor

7. Douglas House - Adults Only

Old Town Key West

michael

฿3,877

฿4,798 total

includes taxes & fees

29 Sept - 30 Sept

8. Havana Cabana at Key West

New Town

Silvia

฿3,619

฿6,148 total

includes taxes & fees

24 Sept - 25 Sept

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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 2631 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, We Cycle Key West or Mallory Dock 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.

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