Caribbean Islands Pet-friendly Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Pet-friendly hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Esmeralda Resort
Aire de O:live
TAN Resorts Marina Cap Cana - All-Inclusive
Condado Vanderbilt Hotel
Amsterdam Manor Beach Resort
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

5* Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Condado Vanderbilt Hotel
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

3 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
TAN Resorts Marina Cap Cana - All-Inclusive
Aire de O:live
Amsterdam Manor Beach Resort
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

4 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn
Aire de O:live
TAN Resorts Marina Cap Cana - All-Inclusive
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

Pet-friendly Hotels in Caribbean Islands

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort

5 out of 5
Boulevard Turístico Del Este Km 28, #74 Punta Cana La Altagracia
  • 13 hours drive from Oyster Bay Marina
Book a stay at this luxury resort in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (2,503 reviews)
The resort was huge! The many workers and staff do an incredible job maintaining such a massive property. The people were all very nice and friendly.

Reviewed on May 1, 2026

Hard Rock Hotel & Casino Punta Cana an All-Inclusive Resort
Margaritaville Beach Resort - Nassau

Margaritaville Beach Resort - Nassau

4 out of 5
2 Bay Street Nassau New Providence
  • 39 hours drive from Oyster Bay Marina
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (2,308 reviews)
Nice room with ocean view, very clean. Nice beach and pool. The only downside is that it gets very crowded from 11 to 3 because of the cruise ships. Overall very good for a few nights

Reviewed on Apr 30, 2026

Margaritaville Beach Resort - Nassau
Serenade Punta Cana Beach & Spa Resort - All Inclusive

Serenade Punta Cana Beach & Spa Resort - All Inclusive

4.5 out of 5
Carretera Cabeza de Toro Punta Cana La Altagracia
  • 12 hours drive from Oyster Bay Marina
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (6,777 reviews)
Pools were clean, gym was clean with good equipment, property was very worn & in need of repair, rooms were in need of major maintenance, restaurants were excellent with amazing staff

Reviewed on May 1, 2026

Serenade Punta Cana Beach & Spa Resort - All Inclusive
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.

More vacations you might like

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