Pet-friendly Holidays in Caribbean Islands 2026

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The Sunshine Hotel and Suites

1465 Esterley Tibbetts Seven Mile Beach Grand Cayman

40 hours drive from Oyster Bay Marina

Stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service and beach cabanas (surcharge). Our guests praise the restaurant and the ...

9/10 Wonderful! (1,001 reviews)

"We loved our clean, comfortable and modern room. It had all the amenities we needed. We pared directly in front of our room. Staff were amazing and helpful."

Reviewed on 23 Oct 2026

Rincon of the Seas - Grand Caribbean Hotel

Road 115 Km 12.2 Rincon

9 hours drive from Oyster Bay Marina

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 their reviews. ...

9.2/10 Wonderful! (1,449 reviews)

"Fun place to stay. Would go back in a heart beat. Beach at the hotel is smaller but perfect and clean."

Reviewed on 13 Oct 2026

Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

7 hours drive from Oyster Bay Marina

Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, 4 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...

9.4/10 Exceptional! (1,862 reviews)

"Based on all of the reviews, this hotel was supposed to be nice. The facilities are slightly dated, but still a decent option. That said, we checked in, showered and went to dinner. When we came back to the room there was a giant roach in the bathroom. I’ve never seen a bug that big. They did the ..."

Reviewed on 24 Oct 2026

See all 89,521 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.