Roosevelt Roads Vacation Packages
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Top Roosevelt Roads vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
EL Colonial Hotel Open Bar Adults Only
Old San Juan
9/10 Wonderful! (1,504 reviews)
Jan 14 - Jan 17
3 night stay
Atlanta (ATL) to San Juan (SJU)
Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,123, price is now $707 per person
$707
per person
found 1 day ago
3.0-star property
Condado Lagoon by Otium
Puerta de Tierra
7.6/10 Good! (59 reviews)
Jan 18 - Jan 23
5 night stay
Boston (BOS) to San Juan (SJU)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $4,298, price is now $2,668 per person
$2,668
per person
found 1 day ago
Overall, this was a perfectly functional room and provided everything we needed. We loved the amount of bathrooms, beach supplies, amenities, balcony, and thoughtful welcome snacks. Our only feedback is that the rooms could have benefited from some upkeep and repair (loose faucets, broken drawers, fridge leaks and freezes, etc). However, these needed repairs did not keep us from enjoying our stay; we had a truly wonderful time and would stay here again!
Reviewed on Oct 15, 2026
3.0-star property
63 Bay View by Otium
Palmas
5/10 (4 reviews)
Jan 13 - Jan 20
7 night stay
Boston (BOS) to San Juan (SJU)
JetBlue Airways • Coach
San Juan (SJU) to Boston (BOS)
Delta • Coach
Save 100% on your flight
Price was $2,693, price is now $1,695 per person
$1,695
per person
found 23 hours ago
The sealant under the shower door was coming off, causing water to leak out. pull out couch was broken and due to it being broken I did not lift it to look for the remote that was stuck underneath. Came back one day and the door was wide open. Horrible communication. Uber and door dash could never find us. Not happy with my stay at ALL
Reviewed on Jun 15, 2026
4.0-star property
Ocean Breeze Villa
Puerta de Tierra
9.2/10 Wonderful! (40 reviews)
Jan 2 - Jan 9
7 night stay
Atlanta (ATL) to San Juan (SJU)
Delta • Coach
San Juan (SJU) to Atlanta (ATL)
Frontier Airlines • Coach
Save 100% on your flight
Price was $2,485, price is now $1,582 per person
$1,582
per person
found 1 day ago
We stayed 6 nights in October. Check-in was easy, they sent a code for the door al. The place was a good base for our trip around San Juan.
Reviewed on Oct 28, 2026
Top rated hotels for your Roosevelt Roads vacation package
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Free Cancellation
Reserve now, pay when you stay
15.63 mi from city center
$332 nightly
The price is $361 total per night
$361 total
Nov 9 - Nov 10
Total with taxes and fees
Hyatt Regency Grand Reserve Puerto Rico features a golf course, a full-service spa, and 3 outdoor pools. Parking is USD 16.73 per night (USD 27.88 per night for valet parking)—but if you prefer not to drive, catch a ride in the airport shuttle (available 24 hours) for USD 96 per person roundtrip. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, luggage storage, and securing valuables. Other amenities at this spa resort include a children's pool, a 24-hour gym, and free WiFi in public areas.
Pool
Spa
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Free Cancellation
Reserve now, pay when you stay
8.5 mi from city center
$388 nightly
The price is $423 total per night
$423 total
Oct 31 - Nov 1
Total with taxes and fees
El Conquistador Resort features a private beach, a golf course, and a marina. Parking is available for USD 15 per day (USD 25 per day for valet parking), and there's also limo/town car service. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Other amenities at this beach hotel include a full-service spa, 4 outdoor pools, and a free water park.
On private beach
Pool
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
6000 Rio Mar Boulevard Río Grande
12.67 mi from city center
$529 nightly
The price is $587 total per night
$587 total
Nov 4 - Nov 5
Total with taxes and fees
Wyndham Grand Rio Mar Rainforest Beach and Golf Resort features a golf course, a full-service spa, and 5 outdoor pools. Parking is USD 20 per night (USD 27 per night for valet parking)—but if you prefer not to drive, catch a ride in the airport shuttle (available 24 hours) for USD 44 per person one-way. Multilingual staff at the 24-hour front desk can assist with access to locker space, luggage storage, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Other amenities at this beach resort include a casino, a free water park, and a children's pool.
Pool
Hot Tub
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View all propertiesLowest 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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