Emerald Bay which includes sailing and a beach

Caribbean Casino Hotels

Name: Eagle Aruba Resort
Price range: NZ$597

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Casino Hotels

Casino Hotels in Caribbean

San Juan Marriott Resort and Stellaris Casino

1309 Ashford Avenue San Juan

NZ$890

17 Dec - 18 Dec

includes taxes & fees

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Pool

Hot tub

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina

NZ$463

22 Dec - 23 Dec

includes taxes & fees

Stay at this family-friendly resort in Carolina. Enjoy free breakfast, free Wi-Fi and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Pool

Hot tub

Four Points by Sheraton Caguas Real Hotel & Casino

500 Alhambra En Granada Boulevard Caguas

NZ$523

22 Dec - 23 Dec

includes taxes & fees

Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions Centro Criollo de Ciencia y Tecnología del Caribe and K1 Speed are located nearby.

Pool

Free WiFi

Free cancellation

Reserve now, pay when you stay

Sheraton Puerto Rico Resort & Casino

200 Convention Boulevard San Juan

NZ$669

4 Jan - 5 Jan 2026

includes taxes & fees

Stay at this spa hotel in San Juan. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Pan American Pier and Condado Beach are located nearby.

Pool

Spa

Renaissance Wind Creek Aruba Resort

L G Smith Boulevard 82 Oranjestad

Stay at this luxury resort in Oranjestad. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Eagle Beach and Renaissance Mall Aruba are located nearby.

On private beach

Pool

The Royal at Atlantis

Paradise Beach Drive Paradise Island New Providence

Stay at this beach resort in Paradise Island. Enjoy free Wi-Fi, 14 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Cable Beach and Aquaventure are located nearby.

On private beach

Pool

Hyatt Place Bayamon

Crta. 167, Avenida Ramon Luis Rivera Bayamon

NZ$359

22 Dec - 23 Dec

includes taxes & fees

Stay at this business-friendly hotel in Bayamon. Enjoy free breakfast, free Wi-Fi and a casino. Our guests praise the breakfast and the helpful staff in their reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.

Pool

Breakfast included

Free cancellation

Reserve now, pay when you stay

Barceló Bávaro Palace - All Inclusive

Carretera Bávaro Km. 1 Punta Cana La Altagracia

NZ$982

5 Jan - 6 Jan 2026

includes taxes & fees

Stay at this luxury resort in Punta Cana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Bavaro Beach and Los Corales Beach are located nearby.

On private beach

Pool

Holiday Inn Mayaguez and Tropical Casino by IHG

2701 Highway #2 Hostos Avenue Mayagüez

NZ$259

7 Jan - 8 Jan 2026

includes taxes & fees

Stay at this business-friendly hotel in Mayagüez. Enjoy free Wi-Fi, free parking and a casino. Our guests praise the helpful staff and the clean rooms in their reviews. Popular attractions Playa El Maní and Parque Del Litoral are located nearby.

Pool

Parking included

Free cancellation

Courtyard by Marriott Isla Verde Beach Resort

7012 Boca De Cangrejos Avenue Carolina

NZ$679

17 Dec - 18 Dec

includes taxes & fees

Stay at this beach hotel in Carolina. Enjoy free Wi-Fi, a beach locale and a casino. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Pool

Hot tub

Free cancellation

Reserve now, pay when you stay

La Concha Resort, Puerto Rico, Autograph Collection

1077 Ashford Ave Condado San Juan

NZ$801

17 Dec - 18 Dec

includes taxes & fees

Stay at this beach resort in San Juan. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Pool

Hot tub

Eagle Aruba Resort

J. E. Irausquin Boulevard 248 Oranjestad

NZ$597

17 Dec - 18 Dec

includes taxes & fees

Stay at this beach hotel in Oranjestad. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Eagle Beach and Manchebo Beach are located nearby.

Pool

Hot tub

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Caribbean Casino Accommodation

Ding-ding-ding! Yes! You’ve hit the jackpot! Wait, that’s just your alarm. Well, if you were in Caribbean, it could be the sound of you winning big. That is, if you spend your next holiday at a casino hotel in Caribbean. Don’t fancy yourself a big risk-taker? No worries—these hotels are a sure bet.

Score a great casino hotel with Wotif

Of course, striking it rich would be amazing. But you’ll feel like a winner when you stay in a Caribbean casino accommodation. You’ll find more than just parlour games at these hotels. Stay at a place that boasts:

Gourmet restaurants: You know what works up an appetite? Winning! (So does losing. Really, just about any activity eventually makes you hungry)
On-site spas: Nothing like getting a massage to work out all the kinks, or relaxing in a sauna
Indoor and outdoor pools: Dive in and do a few laps to burn off some of the delicious meals. Plus, poolside cocktails are pretty fabulous

Accommodation for (aspiring) high rollers

Check out 85,064 casino Caribbean accommodations and you’re sure to find the ideal hotel for your trip. And with prices starting at NZ$259 per night, you’ll have more than enough money left over to treat yourself to a fancy dinner or a few drinks after your next effort at the table. Or hey, you can always put it all down on your lucky number. And if that doesn’t work, pick your second luckiest number, or your third, or your fourth, or your…