Caribbean Islands Luxury Holidays

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Condado Vanderbilt Hotel
Condado Vanderbilt Hotel
5 out of 5
1055 Ashford Avenue, San Juan
  • 17 hours drive from Windward Islands
Stay at this 5-star 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 ...
9/10 Wonderful! (1,506 reviews)
"If you're looking for a luxurious vacation look no further than the Condado Vanderbilt! The entrance is grand with doormen that greet you, as you enter the lobby you're transported back in time to glamour and excellence! The property has connected to the beach and walkable. As a first time solo traveler ..."

Reviewed on 11 Jun, 2025

Condado Vanderbilt Hotel
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
4.5 out of 5
Salt Coppers, Runaway Bay, Saint Ann
  • 36 hours drive from Windward Islands
Stay at this 4.5-star luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in ...
8.2/10 Very Good! (2,483 reviews)
"Nice property with lots of activities, many restaurants and wonderful pools. Staff was very friendly and helpful. Facility could use an upgrade, but we enjoyed our time nonetheless."

Reviewed on 11 Jun, 2025

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
Majestic Elegance Punta Cana - All Inclusive
4.5 out of 5
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
  • 21 hours drive from Windward Islands
Stay at this 4.5-star luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (4,141 reviews)
"The hotel is great, quiet and very peaceful. Not crowded. the staff is amazing, specially Gabriel he was the nicest person and always ready to aid us. The only thing I believe it could improve is the food. It’s good, but it could be better, specially meat options and the buffet closest to the ocean. ..."

Reviewed on 11 Jun, 2025

Majestic Elegance Punta Cana - All Inclusive
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.