
Roosevelt Roads Vacation Packages
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Top Roosevelt Roads Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Ola Boutique Hotel
Condado
Price was CA $3,123, price is now CA $1,776 per person
CA $1,776
per person
May 8 - May 15
found 3 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (731 reviews)
The staff was very friendly. Hotel was trendy and clean. The coffee location in front is EXCELLENT! They had basic amenities needed. Rooms are very small if you don’t book the double beds. Very comfy stay!
Reviewed on Mar 2, 2026

LoveSoulBeautiful
Barrio Pueblo
Price was CA $2,598, price is now CA $1,617 per person
CA $1,617
per person
May 6 - May 13
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
8/10 Very Good! (1 review)
We absolutely loved staying at LoveSoulBeautiful in Luquillo. The area is very easy to walk around and find restaurants and shops. You can be at the beach in 30 seconds. It looked exactly like the pictures. Molly and Pedro are incredibly kind and had our unit stocked with coffee, teas, shampoo, conditioner, body wash, sugar scrub etc. I don't think I've ever enjoyed a place I've stayed more.
Reviewed on Mar 3, 2026

OLV Fifty Five - Adults Only
Condado
Price was CA $2,758, price is now CA $1,743 per person
CA $1,743
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Juan (SJU)
8.8/10 Excellent! (611 reviews)
I had a high expectation for this hotel, as it is extremely beautiful online. The lobby and staff were exceptional. I gave this review 3 stars because of the lack of attention to the room. Our exterior door in the bathroom (only source of fresh air) was broken and unable to open. We called about it but nothing was done. Also, the room felt a little dirty - some shelves and walls looked dirty. Additionally, on 2 days, our room was not serviced and we needed to make a call to remedy.
The hotel roof turns into a nightclub at night. We were there on opening night for dinner and the bar and ambiance were amazing. However, don't try to fall asleep any time before 2am on Friday or Saturday - the club music is so loud. And the hotel and bar are not owned by the same people so the hotel doesn't have any control over the volume.
The hottub was out of commission for 2 days - kind of a bummer.
Overall - this hotel has promise - but needs more attention to detail.
Reviewed on Feb 23, 2026
Roosevelt Roads Hotel Deals

El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
The price is CA $454 per night from Mar 12 to Mar 13
CA $454
CA $592 total
Mar 12 - Mar 13
includes taxes & fees
9/10 Wonderful! (3,251 reviews)
Ocean pool is ok, P island sucked, waterpark was amazing and great but room was so dirty, hair in showers, no water in room, bed was wet when I git into the room. Staff was slightly nice. Like nice we need your money but we hate you. Very rude! And manager was an ABSOLUTELY TERRIBLE! I saw the warnings ...
Reviewed on Mar 4, 2026

Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $591 per night from Mar 17 to Mar 18
CA $591
CA $760 total
Mar 17 - Mar 18
includes taxes & fees
9/10 Wonderful! (2,943 reviews)
Gorgeous!
Reviewed on Feb 28, 2026

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
The price is CA $738 per night from Mar 28 to Mar 29
CA $738
CA $1,016 total
Mar 28 - Mar 29
includes taxes & fees
8.6/10 Excellent! (2,226 reviews)
Nice room facing the rain forest. Ocean was rough, but a good selection of pools. Tried most of the restaurants - food and drinks were all good. Only snag was outside at Caicos - waited so long that we cancelled our order.
Reviewed on Mar 3, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








