Deals on vacations and trips to Roosevelt Roads

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Roosevelt Roads flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Romeo Gay Hotel

Romeo Gay Hotel

4 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $695, price is now $435 per person
$435
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, luggage storage, and concierge services are also on offer.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $1,380, price is now $504 per person
$504
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Juan (SJU)
This luxury hotel features a full-service spa and a restaurant. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Save 100% on your flight
Price was $821, price is now $449 per person
$449
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
This resort features a restaurant, an outdoor pool, and a poolside bar. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free WiFi.
San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,462, price is now $925 per person
$925
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
This apartment features express check-in, laundry facilities, and free self parking. Business travelers can take advantage of the business center. Express check-out and luggage storage are also provided.
Alma San Juan

Alma San Juan

4 out of 5
Old San Juan
Save 100% on your flight
Price was $1,224, price is now $777 per person
$777
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Enjoy the a rooftop terrace and perks like free WiFi. A coffee shop, express check-in, and express check-out are also on offer.

Top Roosevelt Roads hotels deals

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
Free Cancellation
Reserve now, pay when you stay
$306 nightly
The price is $333 total per night
$333 total
Sep 11 - Sep 12
Total with taxes and fees
This Mediterranean resort features a golf course, a full-service spa, and 4 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the 3 outdoor pools and perks like free WiFi.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
$409 nightly
The price is $454 total per night
$454 total
Oct 1 - Oct 2
Total with taxes and fees
This smoke-free resort features a golf course, a casino, and a full-service spa. Relax with beach cabanas and sun loungers, and enjoy a drink at one of the 2 beachside bars. There's fun for all ages with a children's pool and a waterslide.
Pool
Hot Tub
El Conquistador Resort

El Conquistador Resort

4 out of 5
1000 Conquistador Avenue, Fajardo
Free Cancellation
Reserve now, pay when you stay
$384 nightly
The price is $419 total per night
$419 total
Oct 1 - Oct 2
Total with taxes and fees
This Mediterranean hotel features a private beach, a golf course, and free water park access. Relax with free beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Bring the family and enjoy the lazy river, children's pool, and waterslide.
On private beach
Pool
Fajardo Inn

Fajardo Inn

4 out of 5
52 Parcelas Beltran, Puerto Real, Fajardo
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $141 total per night
$141 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features 2 outdoor pools, an outdoor tennis court, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Pool
Parking included
Fairfield by Marriott Luquillo Beach

Fairfield by Marriott Luquillo Beach

3.5 out of 5
3KM 36.0 MATA DE PLATANO, Luquillo
Free Cancellation
Reserve now, pay when you stay
$173 nightly
The price is $192 total per night
$192 total
Sep 21 - Sep 22
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the outdoor pool and free full breakfast each morning.
Pool
Breakfast included
Wyndham Palmas Beach and Golf Boutique Resort

Wyndham Palmas Beach and Golf Boutique Resort

4 out of 5
170 Candelero Drive, Palmas del Mar, Humacao
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $254 total per night
$254 total
Sep 9 - Sep 10
Total with taxes and fees
A marina, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Traveling on business? Take advantage of the 5 conference rooms, free WiFi in public areas, and express check-out. Unwind with drinks at one of the 2 bars/lounges or the poolside bar and make the most of the 15 outdoor tennis courts.
Pool
Hot Tub
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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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Frequently asked questions

How much are vacation packages to Roosevelt Roads?
With Travelocity vacation packages, you can live the high life in Roosevelt Roads for a mere $435. Hotels, adventures and flights — we've got it all. You're bound to save loads just by combining your bookings together. With all of that taken care of before you set off, you won't have to worry about a thing.
Where can I get the best vacation package deals for Roosevelt Roads?
You'll find a terrific selection of Roosevelt Roads package deals on Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, putting together your ideal getaway will be a breeze.
Why should I book my Roosevelt Roads vacation package with Travelocity?
We offer destinations for every kind of traveler, superb service and customer support available 24/7. And the icing on the cake is we'll match any lower price you come across with our Price Match Guarantee.
Can I save money on my Roosevelt Roads car rental if I bundle it with my hotel or flight?
Combining your bookings into a Roosevelt Roads vacation package will save you a tidy sum. You can book a flight and car; a flight, car and hotel; or a car and hotel. There's no better way to discover the greater Roosevelt Roads area than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.

Photos of local treasures

Browse Roosevelt Roads vacation photos for more inspiration

Photo by Shannon Willitts
Photo by Shannon Willitts
Photo by Deborah Nelson
Photo by Deborah Nelson