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.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Save 100% on your flight
Price was $1,269, price is now $786 per person
$786
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. 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.
Isla Verde Beachfront Retreat With Parking

Isla Verde Beachfront Retreat With Parking

2 out of 5
Isla Verde
Price was $1,964, price is now $835 per person
$835
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A gym is featured at this apartment, along with free WiFi in public areas.
Hotel Puerto Valdes

Hotel Puerto Valdes

4 out of 5
Puerta de Tierra
Save 100% on your flight
Price was $1,449, price is now $831 per person
$831
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.
OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $2,009, price is now $1,229 per person
$1,229
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
This luxury hotel features 2 restaurants, a bar/lounge, and an outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, limo/town car service, and dry cleaning are also offered.
Mata e' Platano Guesthouse

Mata e' Platano Guesthouse

3.5 out of 5
Mata de Plátano
Save 100% on your flight
Price was $3,101, price is now $1,926 per person
$1,926
per person
Oct 3 - Oct 10
found 2 days ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
An outdoor pool, free self parking, and a virtual front desk are featured at this guesthouse. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area 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
$365 nightly
The price is $397 total per night
$397 total
Aug 30 - Aug 31
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
Spa
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
$496 nightly
The price is $551 total per night
$551 total
Aug 17 - Aug 18
Total with taxes and fees
This smoke-free resort features a golf course, free water park access, and a casino. Relax with beach cabanas and sun loungers, and enjoy a drink at one of the 3 beachside bars. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.
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
$377 nightly
The price is $411 total per night
$411 total
Aug 31 - Sep 1
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
Four Seasons Resort and Residences Puerto Rico

Four Seasons Resort and Residences Puerto Rico

5 out of 5
State Road 187 Kilometer 4.2 Río Grande
$739 nightly
The price is $806 total per night
$806 total
Aug 8 - Aug 9
Total with taxes and fees
This smoke-free resort features a golf course, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a playground, and barbecue grills are available on site.
Pool
Spa
Las Casitas Village at El Conquistador

Las Casitas Village at El Conquistador

4.5 out of 5
1000 Avenida El Conquistador Fajardo
Free Cancellation
Reserve now, pay when you stay
$496 nightly
The price is $541 total per night
$541 total
Aug 5 - Aug 6
Total with taxes and fees
This smoke-free hotel features a golf course, free water park access, and a marina. There's fun for all ages with a lazy river and a waterslide, and families will appreciate the convenience store. Enjoy a meal in one of the 10 restaurants and perks like free WiFi.
Pool
Spa
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
$305 nightly
The price is $332 total per night
$332 total
Aug 16 - Aug 17
Total with taxes and fees
This smoke-free resort features a golf course, a marina, and 5 restaurants. Take the free beach shuttle and relax with beach cabanas and sun loungers. Bring the family and enjoy the children's club, children's pool, and kid-friendly dining.
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.

Stay near popular Roosevelt Roads attractions

Playa Blanca

6.6/10 (4 reviews)
Why not spend a lazy afternoon at Playa Blanca during your trip to Guayacán?
See properties

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 $786. 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

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An aerial view of a tropical island with clear turquoise waters and a sandy beach.
A pier with pelicans perched on posts and a distant island.

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