Puerto Rico Island Romantic Holidays
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Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was €1,506, price is now €842 per person
€842
per person
20 Jan - 26 Jan
found 1 day ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
9/10 Wonderful! (2,764 reviews)
The room is very clean and nice.the staff at the hotel is friendly.
Reviewed on 26 Nov 2025
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was €1,889, price is now €1,216 per person
€1,216
per person
20 Jan - 26 Jan
found 1 day ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
The hotel was under construction.
The casino, the spa, and the adult only pool were all closed. Construction area was loud and dusty with chemical fumes.
If the construction had been complete and we could have enjoy ed the other amenities it would have been a better stay.
Beach area was great and so was customer service in all aspects.
Reviewed on 25 Nov 2025
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View all tripsPrice found within the past 48 hours. Click for updated prices.
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was €1,889, price is now €1,216 per person
€1,216
per person
20 Jan - 26 Jan
found 1 day ago
Return direct flight included
Chicago (ORD) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
The hotel was under construction.
The casino, the spa, and the adult only pool were all closed. Construction area was loud and dusty with chemical fumes.
If the construction had been complete and we could have enjoy ed the other amenities it would have been a better stay.
Beach area was great and so was customer service in all aspects.
Reviewed on 25 Nov 2025
Don't see what you're looking for?
See all available trips from Chicago to Puerto Rico Island
View all trips
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
Stay at this luxury resort in Río Grande. Enjoy 4 outdoor pools, a full-service spa and 5 restaurants. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very Good! (2,213 reviews)
Couples like: full-service spa, couples spa treatments, on the beach, couples dining
Travellers say...
Pool excelente y el cuarto super comodo.
Reviewed on 20 Nov 2025
Condado Vanderbilt Hotel
1055 Ashford Avenue San Juan
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! (1,633 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub
Travellers say...
Great place !!! very clean !! great service !!! going back soon!!!
Reviewed on 22 Nov 2025
Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Aguadilla St. #55 Condado San Juan
Stay at this luxury hotel in San Juan. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular ...
8.8/10 Excellent! (646 reviews)
Couples like: adults-only property, bar, couples dining, picnics
Travellers say...
Room was very clean. The employees were fabulous--they were very friendly and helpful. They will above and beyond to provide assistance.
Reviewed on 16 Nov 2025
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.
