Luxury Holidays in Caribbean Islands 2026

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Condado Vanderbilt Hotel

1055 Ashford Avenue San Juan

7 hours drive from Oyster Bay Marina

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

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann

32 hours drive from Oyster Bay Marina

Book a stay at this luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...

8.4/10 Very Good! (2,492 reviews)

"Pro: Beautiful hotel right on the beach. Beautiful pool and grounds. Food was delicious with great variety. My room was clean and spacious. The staff were helpful, friendly and professional. Con: the hotel gift shop charges US$20 for a bottle of 16 ounces GATORADE!!! Even though it is an all inclusive ..."

Reviewed on Sep 14, 2026

Hotel El Convento

100 Cristo St San Juan

7 hours drive from Oyster Bay Marina

Book a stay at this luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...

9.2/10 Wonderful! (1,005 reviews)

"The beautiful building and historic structure"

Reviewed on Sep 13, 2026

See all 88,970 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.