Roosevelt Roads Holidays

Photo by Shannon Willitts
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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Roosevelt Roads

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
The price is €284 per night from 30 Jun to 1 Jul
€284
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (2,291 reviews)
"Excellent facilities and environment. Definitely, I will come back again."

Reviewed on 28 Jun 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
Fully refundableReserve now, pay when you stay
The price is €264 per night from 30 Jun to 1 Jul
€264
30 Jun - 1 Jul
includes taxes & fees
8.4/10 Very Good! (2,033 reviews)
"My husband and I just returned from a stay for 4 days at this resort for his birthday. We travel quite often, but it was our first time in Puerto Rico. Overall, the resort was great! Food was amazing! Staff was helpful and friendly! There were a couple of issues, but they were quickly rectified! ..."

Reviewed on 25 Jun 2025

Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
El Conquistador Resort
El Conquistador Resort
4 out of 5
1000 Conquistador Avenue, Fajardo
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (2,982 reviews)
"Gorgeous place!! The food is excellent. The staff were nice"

Reviewed on 26 Jun 2025

Get rates
El Conquistador Resort
See all 2,107 properties in Roosevelt Roads
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.

Frequently asked questions

How much does a Roosevelt Roads holiday package cost?
Be ready to book, because a getaway to Roosevelt Roads starts from an affordable . When you bundle your flights, hotels and car rentals into a package, you'll pick up the biggest bargains.
How do I get a cheap travel package to Roosevelt Roads?
Imagine all the wonderful things you could do in Roosevelt Roads with a wad of extra cash in your wallet. Watch your savings stack up when you combine your flights and hotel into a Roosevelt Roads holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options throughout the world. Whether you're taking a holiday with the whole family or travelling with someone special, organising a trip to Roosevelt Roads is better with a package.
What are the top hotels in Roosevelt Roads?
People travelling to Roosevelt Roads often book Vistaazulpenthouse or Cbrava Apartment With Ocean View/ Pool. You'll find them in Machos. Another interesting neighbourhood is Guayacán. Exclusive Villas, Hidden Paradise Near Beaches and Escape Half The World are well-liked options in this part of town.
How far in advance should I book my Roosevelt Roads holiday?
Savvy travellers often book early. You can generally compare international airfares on Expedia up to a year before your intended flight. If you're late to book, there's no need to worry. Discounted prices occasionally occur just weeks before departure.
What does an Expedia Roosevelt Roads travel package include?
It all comes down to what type of trip you're thinking about. Roosevelt Roads holiday deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits you. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Roosevelt Roads travel package?
Locking in all the parts of your holiday together is a simple way to save. Combine your airfares, rental cars and hotels into a tidy little package. But hotels aren't your only option. Expedia has all kinds of properties, including holiday rentals like oceanfront condos and short-term homes. You've got loads of choices!
Can I choose my airline with a Roosevelt Roads Expedia holiday package?
Yes, so take your pick! Expedia has access to more than 550 airlines throughout the world, so you can customize your Roosevelt Roads adventure according to your needs and budget.
If I'm not able to travel, can I cancel my Roosevelt Roads holiday package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Roosevelt Roads holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.