Caribbean Pet-friendly Vacations
Book a Pet-friendly Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
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Top Pet-friendly vacation packages in Caribbean
Price found within the past 48 hours. Click for updated prices.
Aire de O:live
Isla Verde
Price was ￥519,242, price is now ￥453,186 per person
￥453,186
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9.2/10 Wonderful! (656 reviews)
Wonderful beachfront location, rooms are very clean, staff always ready to assist. Highly recommend
Reviewed on Jul 4, 2026
Condado Vanderbilt Hotel
Condado
Price was ￥502,536, price is now ￥456,966 per person
￥456,966
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9.4/10 Exceptional! (1,730 reviews)
Staff was amazing! Housekeeping was top tier and the property is just gorgeous. We enjoyed every minute
Reviewed on Jul 6, 2026
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥431,263, price is now ￥431,263 per person
￥431,263
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,168 reviews)
Clean nice people very spacious and everything was there on tho property beach clean
Reviewed on Jul 5, 2026
5* Pet-friendly vacations in Caribbean
Price found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was ￥431,263, price is now ￥431,263 per person
￥431,263
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,168 reviews)
Clean nice people very spacious and everything was there on tho property beach clean
Reviewed on Jul 5, 2026
Condado Vanderbilt Hotel
Condado
Price was ￥502,536, price is now ￥456,966 per person
￥456,966
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Juan (SJU)
9.4/10 Exceptional! (1,730 reviews)
Staff was amazing! Housekeeping was top tier and the property is just gorgeous. We enjoyed every minute
Reviewed on Jul 6, 2026
Top Pet-friendly Caribbean Hotels
The Sunshine Hotel and Suites
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
The price is ￥33,720 per night from Jul 8 to Jul 9
￥33,720
￥50,687 total
Jul 8 - Jul 9
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)
"This is a gem on seven mile beach. While you are not directly on the beach, they are the sister property to the Westin. You have full access to everything the Westin offers at half the cost. Rooms were comfortable, had good size fridge and the restaurant was delicious. Really easy. I personally preferred ..."
Reviewed on Jul 5, 2026
Rincon of the Seas - Grand Caribbean Hotel
Road 115 Km 12.2 Rincon
The price is ￥32,268 per night from Jul 12 to Jul 13
￥32,268
￥35,172 total
Jul 12 - Jul 13
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 ...
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
The price is ￥55,745 per night from Jul 8 to Jul 9
￥55,745
￥74,252 total
Jul 8 - Jul 9
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! (1,743 reviews)
"Staff was amazing! Housekeeping was top tier and the property is just gorgeous. We enjoyed every minute"
Reviewed on Jul 6, 2026
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.
