Roosevelt Roads Vacations from $505

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The Latest Roosevelt Roads vacation packages

Price found within the past 48 hours. Click for updated prices.
Sandy Beach Hotel
Ola Boutique Hotel
San Agustin Apartments
The Oliver Hotel
Urbana Hotel
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Roosevelt Roads Hotel Deals

Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $333 total per night from Aug 27 to Aug 28
$333 total
Aug 27 - Aug 28
Total with taxes and fees
8.8/10 Excellent! (2,523 reviews)
"I absolutely loved my stay at this resort! I’ll definitely be booking with them again. The staff is so friendly and attentive, and there are so many fun things to do! Plus, the resort is really huge, which makes exploring it a great adventure!"

Reviewed on Aug 23, 2025

Hyatt Regency Grand Reserve Puerto Rico
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort

5 out of 5
6000 Rio Mar Boulevard, Río Grande
$365 nightly
The price is $405 total per night from Aug 29 to Aug 30
$405 total
Aug 29 - Aug 30
Total with taxes and fees
8.4/10 Very Good! (2,146 reviews)
"Beautiful and the staff went above and beyond to help with everything."

Reviewed on Aug 25, 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue, Fajardo
$344 nightly
The price is $375 total per night from Aug 27 to Aug 28
$375 total
Aug 27 - Aug 28
Total with taxes and fees
9/10 Wonderful! (3,170 reviews)
"Highly recommended"

Reviewed on Aug 25, 2025

El Conquistador Resort
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.