Roosevelt Roads Vacation Packages 2026 from $434

Name: RainForest House by Otium
Price range: $146 total

Roosevelt Roads flight + hotel vacation packages

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

Casamares

$434

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to San Juan (SJU)

An attached winery and an outdoor pool are featured at this Colonial guesthouse. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a picnic area, and dry cleaning are also on offer.

Isla Verde Beachfront Retreat With Parking

Isla Verde

$991

per person

May 29 - Jun 3

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

A gym is featured at this apartment, along with free WiFi in public areas.

Aire de O:live

Isla Verde

Save 100% on your flight

$900

per person

May 20 - May 24

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

This smoke-free hotel's 2 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the a rooftop terrace and perks like free WiFi.

Ola Boutique Hotel

Condado

$1,180

per person

May 28 - May 31

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.

Placid Suites

Condado

Save 100% on your flight

$687

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to San Juan (SJU)

A rooftop terrace is featured at this guesthouse, along with free WiFi in public areas and concierge services.

Top Roosevelt Roads hotels deals

El Conquistador Resort

1000 Conquistador Avenue Fajardo

Free Cancellation

Reserve now, pay when you stay

$484 nightly

$528 total

Mar 29 - Mar 30

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

Hyatt Regency Grand Reserve Puerto Rico

200 Coco Beach Blvd. Highway 955-I Río Grande

Free Cancellation

Reserve now, pay when you stay

$427 nightly

$466 total

Apr 12 - Apr 13

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

6000 Rio Mar Boulevard Río Grande

Free Cancellation

Reserve now, pay when you stay

$525 nightly

$582 total

Mar 21 - Mar 22

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

Wyndham Palmas Beach and Golf Boutique Resort

170 Candelero Drive, Palmas del Mar Humacao

Free Cancellation

Reserve now, pay when you stay

$275 nightly

$299 total

Apr 12 - Apr 13

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

Four Seasons Resort and Residence Puerto Rico

State Road 187 Kilometer 4.2 Río Grande

$1,579 nightly

$1,721 total

Mar 21 - Mar 22

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

RainForest House by Otium

133 Cam Rio Abajo Ceiba Ceiba

$136 nightly

$146 total

Mar 16 - Mar 17

Total with taxes and fees

This apartment features a virtual front desk.

Kitchen

Free WiFi

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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 $434. 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.