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Roosevelt Roads Vacation Packages

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Roosevelt Roads
Puerto Rico
Caribbean
Hotwire.com

Roosevelt Roads Flight + Hotel Packages

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

Dorado Beach 5 Bedroom Villa

3.5 out of 5

Price was $2,054, price is now $683 per person

$683

per person

Dec 12 - Dec 16

found 19 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

Stay at this 3.5-star beach villa in Dorado. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Dorado Beach and Dorado Del Mar Golf Course are located nearby.

VILLA JOYUDA

3 out of 5

Price was $5,180, price is now $2,798 per person

$2,798

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip flight included

New York (JFK) to San Juan (SJU)

Stay at this 3-star villa in Cabo Rojo. Enjoy free WiFi, laundry facilities, and a picnic area. Popular attractions Buye Beach and Isla de Ratones are located nearby.

Ola Boutique Hotel

4.5 out of 5

Price was $1,985, price is now $1,216 per person

$1,216

per person

Dec 24 - Dec 28

found 1 day ago

Roundtrip flight included

Albany (ALB) to San Juan (SJU)

Stay at this 4.5-star luxury hotel in San Juan. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

The Oliver Hotel

3 out of 5

Price was $2,875, price is now $1,802 per person

$1,802

per person

Dec 26 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) to San Juan (SJU)

Stay at this 3-star hotel in San Juan. Enjoy free WiFi, a 24-hour front desk, and premium bedding. Popular attractions Pan American Pier and Port of San Juan are located nearby.

OLV Fifty Five - Adults Only

4.5 out of 5

Save 100% on your flight

Price was $1,645, price is now $1,046 per person

$1,046

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Albany (ALB) to San Juan (SJU)

Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Fairmont El San Juan Hotel

5 out of 5

Save 100% on your flight

Price was $1,266, price is now $823 per person

$823

per person

Nov 14 - Nov 17

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to San Juan (SJU)

Book a stay at this beach resort in Carolina. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Olive Boutique Hotel, A Small Luxury Hotel of the World (Adults Only)

4 out of 5

Save 100% on your flight

Price was $1,690, price is now $1,123 per person

$1,123

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

Stay at this 4-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Condado Beach and Pan American Pier are located nearby.

Villa Tropicana

3.5 out of 5

Save 100% on your flight

Price was $1,926, price is now $1,292 per person

$1,292

per person

Dec 12 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to San Juan (SJU)

Stay at this 3.5-star beach vacation home in Carolina. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Condado Beach and Isla Verde Beach are located nearby.