
Puerto Rico Island Romantic Holidays
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Price found within the past 48 hours. Click for updated prices.

The Condado Plaza Hotel
Condado
Price was €1,957, price is now €1,351 per person
€1,351
per person
7 Mar - 14 Mar
found 6 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
There are occasional items that reveal a slightly thread-bare tendency. A dab of paint here, a washed or painted wall, or other minor stuff that could spruce up the place just a tiny bit and make it completely feel like a 4-star establishment. For example our safe was either broken or needed a battery. Not a big deal but letting the small stuff go can lead to bigger issues later
Reviewed on 8 Jan 2026


Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)
Condado
Price was €2,620, price is now €1,591 per person
€1,591
per person
7 Mar - 14 Mar
found 6 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (645 reviews)
We had a great stay at O:live boutique hotel. I’m sorry we didn’t have more time to explore the restaurant, pool, etc but this was a one night stay pre-cruise and we already had dinner reservations off-property. Check in was quick and efficient, the front desk staff was very pleasant. The lobby is cozy and intimate - as is the whole hotel. Our room 203 was a nice surprise - it had a big private courtyard with lounge seating, cafe table and chairs, and a really cool outdoor tub/shower. The bedding was very comfortable, the bathroom clean and modern. I would definitely stay here again and I would set aside some time to experience the pool, restaurant, etc.
Reviewed on 10 Jan 2026

El Conquistador Resort
Cabezas
Price was €2,021, price is now €1,500 per person
€1,500
per person
27 Feb - 6 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
9/10 Wonderful! (3,205 reviews)
I was disappointed with the New Year's Eve event at the hotel because our table did not have a reserved notice, therefore; another family took over our table and party hats and noise makers. We had to tell them to leave very uncomfortable. Party was disappointing. Food was average.
The ferry to palomino Island was easy, convenient and very organized. The island was lots of fun, good shops and very clean bathrooms.
Reviewed on 10 Jan 2026

Condado Vanderbilt Hotel
Condado
Price was €2,410, price is now €1,905 per person
€1,905
per person
7 Mar - 14 Mar
found 6 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Everything the staff clean rooms amenities this will continue to be the hotel I will continue to stay when I all in Puerto Rico !
Reviewed on 11 Jan 2026
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View all tripsPrice found within the past 48 hours. Click for updated prices.

Condado Vanderbilt Hotel
Condado
Price was €2,410, price is now €1,905 per person
€1,905
per person
7 Mar - 14 Mar
found 6 hours ago
Return flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,616 reviews)
Everything the staff clean rooms amenities this will continue to be the hotel I will continue to stay when I all in Puerto Rico !
Reviewed on 11 Jan 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
Mameyes II
Price was €2,497, price is now €2,150 per person
€2,150
per person
27 Feb - 6 Mar
found 1 day ago
Return direct flight included
Dublin (DUB) to San Juan (SJU)
8.6/10 Excellent! (2,206 reviews)
The hotel was very nice. The staff was top notch. The food was a big disappointment. It would have been nice if the pool wasn’t so cold and if they had a couple of activities.
Reviewed on 9 Jan 2026
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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! (2,262 reviews)
Couples like: full-service spa, couples spa treatments, on the beach, couples dining
Travellers say...
Great property that did not feel too crowded. Excellent dining options, very nice beach and multiple pools. Very friendly staff. We definitely would recommend this hotel!
Reviewed on 8 Jan 2026

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! (1,677 reviews)
Couples like: full-service spa, couples spa treatments, beachfront dining, Hot tub
Travellers say...
We stay here all the time. Best place ever!
Reviewed on 8 Jan 2026

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! (652 reviews)
Couples like: adults-only property, bar, couples dining, picnics
Travellers say...
Great room and service
Reviewed on 4 Jan 2026
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.
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