
Roosevelt Roads Vacations from $615
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The Latest Roosevelt Roads vacation packages
Price found within the past 48 hours. Click for updated prices.

Isla Verde Beachfront Retreat With Parking
Isla Verde
$615
per person
Nov 8 - Nov 11
found 22 hours ago
Roundtrip flight included
New York (JFK) to San Juan (SJU)
10/10 Exceptional! (4 reviews)
This place is convenient, nice and clean. I will definitely revisit.
Reviewed on Sep 9, 2026


Villa Azure Ocean Suites
Santurce
$3,277
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
10/10 Exceptional! (3 reviews)
We had such an amazing time at Villa Azure! Our group of 16 couldn’t get enough of the gorgeous ocean views, and the fact that the beach was just a short walk away was perfect. The house itself was super cozy and beautifully decorated—plenty of space for everyone but still felt like home. We spent hours relaxing by the pool and enjoying the outdoor area, which was perfect for hanging out together. We can’t wait to come back!
Reviewed on Oct 21, 2024

WALD HAUS by DW
$1,803
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (11 reviews)
The home itself is absolutely stunning but the road to the villa is not just narrow, it's washed out in many places, we struggled to navigate the potholes even with a jeep and an SUV, I would not drive it at night. There are great amenities like the fridge and bathroom downstairs, the coffee / cocktail bar is fabulous.The kitchen was well-stocked with basic spices and supplies but it was crawling with roaches. Wifi is spotty so be sure to have the guidebook downloaded and screenshots of the phone number to call because the phone number posted throughout the villa is not functioning. Even in August the combination of ACs, fans, and breezes kept the temprature very comfortable. Excellent pool, though very little shallow area, if you're traveling with kids or weaker swimmers.
Reviewed on Aug 13, 2026

Don't see what you're looking for?
See all available trips from Columbus to Roosevelt Roads
View all tripsStay near popular Roosevelt Roads attractions
Playa Blanca
6.6/10 (4 reviews)
Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?
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
$310 nightly
$338 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (3,463 reviews)
"I went on a family trip and it was amazing; the hospitality, the food, cleanliness, and I can't forget the views! It was perfect, the room wasn't too far from the pool and the pool was right next to the beach. Definitely would go again!"
Reviewed on Sep 30, 2026

El Conquistador Resort
1000 Conquistador Avenue Fajardo
$361 nightly
$394 total
Oct 6 - Oct 7
Total with taxes and fees

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
$316 nightly
$351 total
Oct 11 - Oct 12
Total with taxes and fees
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.
Find the Best Roosevelt Roads Vacation Packages
Roosevelt Roads Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
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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.



















