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Top Pet-friendly vacation packages in Greater Antilles

Price found within the past 48 hours. Click for updated prices.

Hotel Rumbao, a Tribute Portfolio Hotel

Old San Juan

￥188,924

per person

Dec 27 - Dec 30

found 17 hours ago

Roundtrip non-stop flight included

Washington (DCA) to San Juan (SJU)

9/10 Wonderful! (1,983 reviews)

Aire de O:live

Isla Verde

￥288,150

per person

Dec 27 - Dec 30

found 17 hours ago

Roundtrip non-stop flight included

Washington (DCA) to San Juan (SJU)

9.4/10 Exceptional! (881 reviews)

Gorgeous boutique hotel with excellent hospitality. The rooms are beautifully decorated are the perfect size. The glass shower in the middle of the room is to die for! The pool area although small is perfection. The rooftop restaurant provides great views. The beach access with complimentary towels, chairs and umbrella was super convenient.

Reviewed on Nov 11, 2026

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3 Night Pet-friendly vacations in Greater Antilles

Price found within the past 48 hours. Click for updated prices.

Hotel Rumbao, a Tribute Portfolio Hotel

Old San Juan

￥188,924

per person

Dec 27 - Dec 30

found 17 hours ago

Roundtrip non-stop flight included

Washington (DCA) to San Juan (SJU)

9/10 Wonderful! (1,983 reviews)

Aire de O:live

Isla Verde

￥288,150

per person

Dec 27 - Dec 30

found 17 hours ago

Roundtrip non-stop flight included

Washington (DCA) to San Juan (SJU)

9.4/10 Exceptional! (881 reviews)

Gorgeous boutique hotel with excellent hospitality. The rooms are beautifully decorated are the perfect size. The glass shower in the middle of the room is to die for! The pool area although small is perfection. The rooftop restaurant provides great views. The beach access with complimentary towels, chairs and umbrella was super convenient.

Reviewed on Nov 11, 2026

Don't see what you're looking for?

See all available trips from Washington to Greater Antilles

View all trips

Top Pet-friendly Greater Antilles Hotels

The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

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! (1,000 reviews)

"This is my second stay with Sunshine Suites and they did not disappoint. We were greeted with a smile and the staff was great. Its centrally located and easy to get around town."

Reviewed on Nov 10, 2026

Rincon of the Seas - Grand Caribbean Hotel

Road 115 Km 12.2 Rincon

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 ...

9.2/10 Wonderful! (1,451 reviews)

"El único problema que tuve fue que mi esposa llegó primero que yo y yo era el titular para hacer el check in y puse a mi esposa como que era la segunda persona que podía hacer el check in y cuando yo llegué al hotel la cual llegué tarde por la noche porque estaba trabajando y que pedí una tarjeta ..."

Reviewed on Nov 12, 2026

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

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 ...

See all 42,315 properties in Greater Antilles

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.