Caribbean Islands Pet-friendly Vacations

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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
Dogs and cats may join you (for a fee) during your stay at this pet-friendly hotel. Take the opportunity to stretch your legs on the nearby hiking or biking ...
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 our reviews. ...
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
With pet-friendly amenities like food and water bowls, this luxury, oceanfront hotel welcomes dogs (fees apply). Don't forget to check out nearby Parque La Ventana ...
9.2/10 Wonderful! (1,527 reviews)
"Great place!"

Reviewed on Sep 1, 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.