Caribbean Casino Holidays

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Top flight + Casino hotel deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Sonesta Ocean Point All Inclusive, Adults Only Resort
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5* Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
View all trips

3 Night Casino holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Sonesta Ocean Point All Inclusive, Adults Only Resort
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
View all trips

Top Casino Caribbean Hotels

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

3.5 out of 5
8000 Tartak Street, Carolina
The price is NZ$366 per night from 2 Sept to 3 Sept
NZ$366
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3.5-star family-friendly resort in Carolina. Enjoy free breakfast, free WiFi, and a casino. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (3,847 reviews)
"1. Would like fresh coffee stand 2. Options for vegetarian food 3. Some refreshments available throughout the day 4. One lift was not working properly 5. Shuttle service from airport 6. Fresh waffle could be made available for breakfast"

Reviewed on 15 Aug. 2025

Embassy Suites by Hilton San Juan Hotel & Casino
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard, Caguas
The price is NZ$432 per night from 26 Aug to 27 Aug
NZ$432
26 Aug - 27 Aug
includes taxes & fees
Stay at this 3.5-star golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (1,004 reviews)
"Great bar and food. Room was clean and modern."

Reviewed on 11 Aug. 2025

Four Points by Sheraton Caguas Real Hotel & Casino
Renaissance Wind Creek Aruba Resort

Renaissance Wind Creek Aruba Resort

4.5 out of 5
L G Smith Boulevard 82, Oranjestad
Book a stay at this luxury resort in Oranjestad. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,285 reviews)
"This was my first time to Aruba and I loved it and I will definitely stay here again"

Reviewed on 15 Aug. 2025

Renaissance Wind Creek Aruba Resort
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.