Roosevelt Roads Holidays from AU$1,000
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 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 Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Romeo Gay Hotel
Puerta de Tierra
Save 100% on your flight
Price was AU$1,572, price is now AU$1,000 per person
AU$1,000
per person
23 Apr - 27 Apr
found 23 hours ago
Return direct flight included
Medellín (MDE) to San Juan (SJU)
9/10 Wonderful! (121 reviews)
Friendly staff. Nice big rooms. Expansion construction going on.Property will be adding a bar.
...
I'll return.
Reviewed on 27 Feb 2026
Hotel Puerto Valdes
San Juan Antiguo
Save 100% on your flight
Price was AU$2,071, price is now AU$1,194 per person
AU$1,194
per person
23 Apr - 27 Apr
found 23 hours ago
Return direct flight included
Medellín (MDE) to San Juan (SJU)
9/10 Wonderful! (500 reviews)
Felt like we were in NY with the upscale and fancy setup of the rooms and the whole hotel. Very chic and modern. Parking was easy too. Service is outstanding
Reviewed on 1 Mar 2026
Aire de O:live
Isla Verde
Save 100% on your flight
Price was AU$2,460, price is now AU$1,650 per person
AU$1,650
per person
23 Apr - 27 Apr
found 23 hours ago
Return direct flight included
Medellín (MDE) to San Juan (SJU)
9/10 Wonderful! (328 reviews)
Everything about this Hotel is amazing!
Reviewed on 26 Feb 2026
Fortaleza Suites
Old San Juan
Save 100% on your flight
Price was AU$1,512, price is now AU$1,015 per person
AU$1,015
per person
23 Apr - 27 Apr
found 23 hours ago
Return direct flight included
Medellín (MDE) to San Juan (SJU)
9/10 Wonderful! (1,175 reviews)
Clean and very professional staff
Reviewed on 27 Feb 2026
Roosevelt Roads Holiday
Roosevelt Roads Essential Information
Language | Spanish |
|---|---|
Currency | U.S dollars |
Local Welcome | ¡Hola! |
Local Goodbye | Adiós |
Closest Airport | Luis Munoz Marin Intl. Airport (SJU) |
Top Sights | Playa Blanca, Playa Los Machos and Playa Medio Mundo |
Our pick of the best Roosevelt Roads Hotel Deals
El Conquistador Resort
1000 Conquistador Avenue Fajardo
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (3,243 reviews)
The amenities were great! Our room was right by the water park, which was great for us, although I would have felt safer in a room that didn’t have a glass door on the ground floor. And if it has it, might asw well open from the outside with your room key. The room was spotless when we arrived and ...
Reviewed on 1 Mar 2026
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 AU$958 per night from 4 Mar to 5 Mar
AU$958
4 Mar - 5 Mar
includes taxes & fees
9/10 Wonderful! (2,942 reviews)
Gorgeous!
Reviewed on 28 Feb 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 AU$1,044 per night from 15 Mar to 16 Mar
AU$1,044
15 Mar - 16 Mar
includes taxes & fees
8.6/10 Excellent! (2,222 reviews)
Staff was nice, the place is nice, the food is terrible here. Ordered a $65 steak at Roots Kitchen down stairs, and it was overcooked. The tacos are bland and the shells are stale. Also the adult pool closes at 6 and the swim up bar closes at 6. They start removing chairs and umbrellas around 5 at ...
Reviewed on 1 Mar 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.
Explore a world of travel with Expedia
- Aguas Claras Hotels
- Hotels near Black Sand Beach
- Ceiba Hotels
- Hotels near El Conquistador Golf Course
- Hotels near El Yunque National Forest
- Hotels near Esperanza Malecon
- Esperanza Hotels
- Fajardo Hotels
- Flamenco Hotels
- Florencio Hotels
- Lgbt Welcoming Hotels in Florida
- Florida Hotels
- Resort in Florida
- Humacao Hotels
- Isabel II Hotels
- Luxury Hotels in Juncos
- Las Piedras Hotels
- Loiza Hotels
- Inns in Loiza
- Resort in Loiza
- Apartments in Luquillo
- Luxury Hotels in Luquillo
- Luquillo Hotels
- B&B in Mabu
- Mabu Hotels
- Resort in Mabu
- Villas in Mabu
- Mata de Plátano Hotels
- Naguabo Hotels
- Hotels near Palmas del Mar Beach
- Lgbt Welcoming Hotels in Puerto Diablo
- Lgbt Welcoming Hotels in Puerto Ferro
- Lgbt Welcoming Hotels in Puerto Real
- Puerto Real Hotels
- All Inclusive Hotels in Punta Santiago
- Resort in Quebrada Fajardo
- Río Grande Hotels
- Cheap Hotels in San Lorenzo
- San Lorenzo Hotels
- Luxury Hotels in Santillana del Mar
- Sector Los Ramos Hotels
- Hotels near Sun Bay
- B&B in Vieques
- Hostels in Vieques
- Vieques Hotels
- Holiday Homes in Vieques Island
- Vieques Island Hotels
- Hotels near Wyndham Rio Mar Casino
- Flights to Ceiba
- Flights to Florida
- Flights to Humacao
- Flights to Juan Martín
- Flights to Mabu
- Flights to Playa
- Flights to Punta Arenas
- Flights to Punta Santiago
- Flights to Río Grande
- Flights to Río
- Flights to Santa Cruz
- Flights to Santiago y Lima
- Flights to Vieques Island
- Flights to Vieques
- Flights from Ceiba
- Flights from San Lorenzo
- Bioluminescent Bay
- Caracas Beach
- Castillo San Felipe del Morro
- Coco Beach Golf and Country Club
- Condado Beach
- El Yunque National Forest
- Escambron Beach
- Esperanza Holidays
- Fajardo Holidays
- Florida Holidays
- La Coca Falls
- La Fortaleza
- La Mina Falls
- Las Cabezas de San Juan Nature Reserve
- Las Paylas
- Luquillo Beach
- Pan American Pier
- Plaza de Armas
- Puerto Rico Island Holidays
- Puerto Rico Holidays
- Visit Río Grande
- San Juan Holidays
- Sea Glass Beach
- Visit Yabucoa
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
