
Roosevelt Roads Trip
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Top Roosevelt Roads Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

The Tryst Beachfront Hotel
Condado
Price was ₹133,423, price is now ₹107,964 per person
₹107,964
per person
14 Feb - 17 Feb
found 1 day ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
8.2/10 Very Good! (581 reviews)
The man checking us in was really rude. Gave us no information, wasn’t friendly, and had an attitude when I asked which way to get to our room. The room itself was small but the bed was comfortable. Location was great.
Reviewed on 8 Jan 2026

Aire de O:live
Isla Verde
Save 100% on your flight
Price was ₹230,063, price is now ₹157,319 per person
₹157,319
per person
14 Feb - 17 Feb
found 1 day ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Entire stay was 10/10. Highly recommend!
Reviewed on 8 Jan 2026


Las Casitas Village at El Conquistador
Cabezas
Price was ₹200,573, price is now ₹153,423 per person
₹153,423
per person
14 Feb - 17 Feb
found 1 day ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (126 reviews)
clean room, scenic balcony, infinity outdoor pool awesome,
Reviewed on 6 Jan 2026

The Condado Plaza Hotel
Condado
Price was ₹138,695, price is now ₹109,727 per person
₹109,727
per person
14 Feb - 17 Feb
found 1 day ago
Return direct flight included
Toronto (YYZ) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
There are occasional items that reveal a slightly thread-bare tendency. A dab of paint here, a washed or painted wall, or other minor stuff that could spruce up the place just a tiny bit and make it completely feel like a 4-star establishment. For example our safe was either broken or needed a battery. Not a big deal but letting the small stuff go can lead to bigger issues later
Reviewed on 8 Jan 2026
Top hotels in Roosevelt Roads

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 ₹41,323 per night from 10 Jan to 11 Jan
₹41,323
₹53,150 total
10 Jan - 11 Jan
includes taxes & fees
9/10 Wonderful! (2,864 reviews)
This was our first time in Puerto Rico and we loved our stay here. We stayed for a week for our honeymoon and it was great! Everything was clean and beautiful! The pool and the wet bar were great. There were a bunch of restaurants on the resort and all of them were very tasty. We will definitely ...
Reviewed on 8 Jan 2026

El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,203 reviews)
A lot of amenities, golf, tennis, pickle ball, ferry to private beach with restrooms/restaurant/beach volleyball and more. Live music every night we were here. Many restaurants, which were about average. Close to El Yunque rainforest and other marinas from which to launch snorkeling trips.
Reviewed on 8 Jan 2026

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 ₹56,717 per night from 7 Feb to 8 Feb
₹56,717
₹76,807 total
7 Feb - 8 Feb
includes taxes & fees
8.4/10 Very Good! (2,267 reviews)
Fully renovated property with beautiful beachfront.
Reviewed on 3 Jan 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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