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

Lazy Parrot Inn
per person
Sep 20 - Sep 27
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9.2/10 Wonderful! (1,001 reviews)
The staff was so nice and friendly. The staff spoke English which helped with my language barrier. Everyone was attentive and willing to help when we needed something.
Reviewed on Aug. 11, 2025


The Oliver Hotel
San Juan Antiguo
per person
Nov 1 - Nov 8
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to San Juan (SJU)
9/10 Wonderful! (32 reviews)
El hotel por dentro es muy bonito, el staff amable. Pero, como es nuevo necesitan estar mas al día con el mantenimiento (aires, inodoros, agua caliente, etc). También mejorar el manejo de los empleados de limpieza (debe hacer menos escándalo) y mejorar la comunicación con las personas de mantenimiento (horarios para hacerlo y si hay huéspedes en la habitación o no).
Reviewed on Aug. 9, 2025


Urbana Hotel
San Juan Antiguo
per person
Nov 1 - Nov 8
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to San Juan (SJU)
8.6/10 Excellent! (317 reviews)
Great little property. They have hotels next door part of the same company, great little store down the street that has everything down the street.
Reviewed on Aug. 10, 2025
Roosevelt Roads Hotel Deals

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 $357 per night from Sep 2 to Sep 3
CA $357
CA $459 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (2,459 reviews)
"Hotel is beautiful, staff excellent"
Reviewed on Aug. 10, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard, Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $357 per night from Sep 2 to Sep 3
CA $357
CA $483 total
Sep 2 - Sep 3
includes taxes & fees
8.6/10 Excellent! (2,117 reviews)
"The facility was absolutely beautiful! Our room was clean and comfortable, food was great, we ate from the tiki bar and the restaurants and we enjoyed everything."
Reviewed on Aug. 11, 2025

El Conquistador Resort
1000 Conquistador Avenue, Fajardo
Fully refundableReserve now, pay when you stay
The price is CA $408 per night from Aug 24 to Aug 25
CA $408
CA $542 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,144 reviews)
"The food was not the best in the Tappas. Bar , had bad rotten lettuce in my $18 salad and told the waitress who did nothing and went back to chatting with her coworkers, service was bad and the place was not busy . Staff standing around chatting , never checked in on us"
Reviewed on Aug. 11, 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.
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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.