
Roosevelt Roads Vacations from NT$24,270
Book a Hotel + Flight or Car together to unlock savings
Photo by Shannon Willitts
- Plan, book, travel with confidence
- Better togetherSave up to NT$5,067 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Roosevelt Roads Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hotel Puerto Valdes
San Juan Antiguo
Price was NT$33,335, price is now NT$24,270 per person
NT$24,270
per person
Mar 15 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
Good location but it was quite an old building. We had no hot water and they offered to refund a night but only refunded 50% of a night. Restaurant was nice and not crowded. Close to old San Juan
Reviewed on 2026/1/5

OLV Fifty Five - Adults Only
Condado
Price was NT$47,533, price is now NT$32,496 per person
NT$32,496
per person
Mar 15 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Juan (SJU)
8.6/10 Excellent! (577 reviews)
This place is beautiful a must stay
Reviewed on 2025/12/25

Aire de O:live
Isla Verde
Price was NT$48,299, price is now NT$33,305 per person
NT$33,305
per person
Mar 15 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
There was an issue with my room for the first couple nights, but they remedied it and also gave me something that was really thoughtful in the new room. In addition to switching my room they also offered me a free breakfast while they try to fix the problem the first day that I stayed. I didn’t get to go to the second restaurant, but I did have food from there on the beach, which was a nice touch. Overall, I think I would come back and I would suggest this property to friends, family, and loved ones.
Reviewed on 2026/1/7

Ola Boutique Hotel
Condado
Price was NT$35,516, price is now NT$26,624 per person
NT$26,624
per person
Mar 15 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
Staff was awesome, room was clean. Breakfast was the same every day, omelette, sausage/hot dogs, yogurt, strong coffee, and juice. Outside of the building didn’t match photos on website or Expedia. There were no amenities, rooftop was closed, no spa, no hot tub. Great access to everything in San Juan. No restaurant on site, no laundry, not in a nature reserve it’s in the middle of San Juan. No sauna, no banquet hall, elevator was questionable. For the price it was a great stay, but if you need a hot tub or spa you’ll have to drive. Check in wasn’t on time, but we got a similar room after waiting a few hours. No golf course nearby!
We really enjoyed our stay water pressure and temperature was awesome!
Reviewed on 2026/1/3

The Condado Plaza Hotel
Condado
Price was NT$34,761, price is now NT$26,625 per person
NT$26,625
per person
Mar 15 - Mar 18
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Juan (SJU)
8/10 Very Good! (1,814 reviews)
Great amenities. Basic hotel room but beautiful view(had ocean view). Great customer service.
One strange thing is the coffee maker is stationed in the bathroom
Reviewed on 2026/1/5
Find the Best Roosevelt Roads Vacation Packages
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
The price is NT$13,886 per night from Jan 20 to Jan 21
NT$13,886
NT$17,860 total
Jan 20 - Jan 21
includes taxes & fees
8.8/10 Excellent! (2,859 reviews)
Everything was excellent
Reviewed on 2026/1/5

El Conquistador Resort
1000 Conquistador Avenue Fajardo
9/10 Wonderful! (3,225 reviews)
We had a wonderful time. Great New Year's Eve party!
Reviewed on 2026/1/5

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 NT$22,042 per night from Feb 5 to Feb 6
NT$22,042
NT$29,849 total
Feb 5 - Feb 6
includes taxes & fees
8.4/10 Very Good! (2,272 reviews)
Clean room, good service
Reviewed on 2026/1/5
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.
Explore a world of travel with Expedia
- Vega Baja Hotels
- Gay friendly Hotels in Vieques
- Cottages in Puerto Rico
- Patillas Hotels
- Cayey Hotels
- Cabin Rentals in Puerto Rico
- Levittown Hotels
- Ceiba Hotels
- Culebra Hotels
- Condado Hotels
- San Juan Hotels
- Gurabo Hotels
- Esperanza Hotels
- All-Inclusive Hotel Hotels in Maunabo
- Gay friendly Hotels in Hato Rey Norte
- Las Piedras Hotels
- Cidra Hotels
- Casino Hotels in Puerto Rico
- Hotels near Caracas Beach
- Hostels in Puerto Rico
- Condo Rentals in Puerto Rico
- Romantic Hotels in San Juan
- Yabucoa Hotels
- Cupey Hotels
- Apartments in Santa Isabel
- Puerto Rico Hotels
- Casino Hotels in Vega Alta
- Guayama Hotels
- Caguas Hotels
- Luxury Hotels in Ocean Park
- Hato Tejas Hotels
- Gay friendly Hotels in Puerto Rico
- Comerio Hotels
- Manati Hotels
- Maunabo Hotels
- Hotels near Bosque Estatal De Carite
- Hotels near El Yunque National Forest
- Santa Isabel Hotels
- Gay friendly Hotels in San Juan Antiguo
- 3 Star Hotels in Puerto Rico Island
- Rv Parks in Vieques Island
- Isla Verde Hotels
- Coamo Hotels
- Gay friendly Hotels in Isla Verde
- Villas in Puerto Rico
- Hotels near Luis Munoz Marin Intl.
- Barranquitas Hotels
- Zarzal Hotels
- Flights from Los Angeles (LAX) to San Juan (SJU)
- Flights from Houston (IAH) to San Juan (SJU)
- Flights from Gurabo
- Flights from Taipei (TPE) to San Juan (SIG)
- Flights to Puerto Rico Island
- Flights from Ciales
- Flights from Ceiba
- Flights from Coamo
- Flights from Chipata (CIP) to San Juan (SJU)
- Flights from Philadelphia (PHL) to San Juan (SJU)
- Flights from Taipei (TPE) to San Juan (SJU)
- Flights to Puerto Rico
- Balneario de Carolina
- Plaza de Armas
- Visit Luquillo
- All inclusive Vacation Packages Puerto Rico
- Parque Nacional Balenario Cerro Gordo
- San Jose Church
- Cemi Museum
- Visit Celada
- Visit La Puntilla
- Mirador Orocovis - Villalba
- Pavia Santurce Hospital
- Visit Juana Diaz
- Visit Río Grande
- Puerto Rico Vacations
- Playa de los Tocones
- Visit Puerto Rico
- Visit Vieques Island
- Culebra Ferry Terminal
- Museum of the Americas
- Visit Sector Los Ramos
- Museo de Arte de Puerto Rico
- Condado Beach
- Visit Aguas Buenas
- Visit San Juan
- Visit Levittown
- Visit Old San Juan
- Sea Glass Beach
- Castillo San Felipe del Morro
- Visit Vieques
- Castillo de San Cristobal
- Scuba Diving Vacation Packages Puerto Rico
- Visit Puerto Rico Island
- Visit Fajardo
- San Juan Vacations
- Visit Almirante Sur
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
