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Top Pet-friendly Caribbean Islands Hotels

Sunshine Suites Resort

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 ...

8.8/10 Excellent! (1,009 reviews)

The updates were very nice!

Reviewed on 5 Feb 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. ...

9/10 Wonderful! (1,128 reviews)

Staff was very friendly. Front desk rep, Sonia provided us with excellent customer service. This is the 3rd time we’ve stayed here. Rooms have a beautiful views and very clean.

Reviewed on 6 Feb 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 ...

9.2/10 Wonderful! (1,685 reviews)

The stay there was magical, staff was wonderful.

Reviewed on 1 Feb 2026

See all 85,104 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.