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 ...
8.8/10 Excellent! (1,000 reviews)
Loved the hotel! Great location and it was nice to be able to enjoy all of the Westins amenities. The staff at The Sunshine Hotel and the Westin were amazing.

Reviewed on 2026/1/10

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
Book a stay at this beach hotel in Rincon. Enjoy free parking, a beach locale, and a rooftop terrace. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,104 reviews)
A Beautiful view from the room balcony and the sunset was amazing. The pool staff excellent service and the breakfast very good.

Reviewed on 2026/1/11

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! (1,681 reviews)
Beautiful facility, nice variety of food & beverage outlets, location on the ocean!

Reviewed on 2026/1/12

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.