Caribbean Islands Pet-friendly Holidays

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Top flight + Pet-friendly hotel deals in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
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3 Night Pet-friendly holidays in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Sports Illustrated Resorts Marina & Villas Cap Cana - All-Inclusive
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips

Top Pet-friendly Caribbean Islands Hotels

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
  • 44 hours drive from Windward Islands
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on 5 Jul 2025

Sunshine Suites Resort
Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel

3 out of 5
Road 115 Km 12.2, Rincon
  • 18 hours drive from Windward Islands
Stay at this 3-star beach hotel in Rincon. Enjoy free parking, a beach locale and a rooftop terrace. Our guests praise the pool and the bar in their reviews. ...
8.8/10 Excellent! (1,011 reviews)
"Excellent. Very well recommended."

Reviewed on 21 Jul 2025

Rincon of the Seas - Grand Caribbean Hotel
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue, San Juan
  • 17 hours drive from Windward Islands
Stay at this 5-star luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,511 reviews)
"Beautiful property. Central to the area. A few hiccups with checking in late and not being contacted by the butler when I upgraded to a room with butler service. However, the staff was accommodating and gave a room credit for the inconvenience. Food was excellent. Overall, an amazing experience."

Reviewed on 21 Jul 2025

Condado Vanderbilt Hotel
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.