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Top Pet-friendly Caribbean Islands Hotels

Sunshine Suites Resort

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)

Newly renovated. Clean rooms. Pool and restaurant wasn’t open but we had full access to the Westin facilities where we spent the day, which was great!

Reviewed on Dec 8, 2025

Rincon of the Seas - Grand Caribbean Hotel

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! (1,082 reviews)

Beautiful views and clean rooms!

Reviewed on Dec 12, 2025

Condado Vanderbilt Hotel

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! (1,660 reviews)

Room, staff, service, ambiance, location were perfect! I'll be back!

Reviewed on Dec 14, 2025

See all 84,879 properties in Caribbean Islands

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.