Caribbean Pet-friendly Vacations

Book a Pet-friendly Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥109,000 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

Top Pet-friendly Caribbean Hotels

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
The price is ¥45,581 per night from May 9 to May 10
¥45,581
¥62,041 total
May 9 - May 10
includes taxes & fees
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 ...
9/10 Wonderful! (1,004 reviews)
Beautiful clean rooms. Comfy bed. Immaculate bathrooms. Friendly and helpful staff.

Reviewed on Apr 17, 2026

The Sunshine Hotel and Suites
Rincon of the Seas - Grand Caribbean Hotel

Rincon of the Seas - Grand Caribbean Hotel

3 out of 5
Road 115 Km 12.2 Rincon
The price is ¥31,544 per night from May 10 to May 11
¥31,544
¥34,383 total
May 10 - May 11
includes taxes & fees
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! (1,288 reviews)
Very thin walls, could hear everything & unable to sleep, very early staff cleaning around; it felt like a motel, not quite at all.

Reviewed on May 5, 2026

Rincon of the Seas - Grand Caribbean Hotel
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
The price is ¥48,735 per night from May 31 to Jun 1
¥48,735
¥64,916 total
May 31 - Jun 1
includes taxes & fees
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 ...
9.4/10 Exceptional! (1,681 reviews)
Great stay

Reviewed on May 3, 2026

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.