
Roosevelt Roads Luxury Vacations
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Top Luxury vacation packages in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Ola Boutique Hotel
Condado
Price was ¥377,391, price is now ¥316,578 per person
¥316,578
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
9/10 Wonderful! (1,019 reviews)
This was my first time staying at the Ola Hotel for the SOMOS Conference. I didn't want to stay at the host hotel which is big and overcrowded so this was perfect for me. My room was much bigger than expected and was comfortable. Alphonso greeted me by name upon arrival and was very accommodating throughout my stay. The location was conveniently located near the airport and the host hotel so was great from that standpoint too. Last thing was I loved the water pressure in the shower, was better than what I have at home in New York! Lol.
Reviewed on Nov 8, 2026

Ocean Breeze Villa
Puerta de Tierra
Price was ¥390,390, price is now ¥317,686 per person
¥317,686
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
9.2/10 Wonderful! (40 reviews)
Room was very clean and accessible to major parts I wanted to see in the city. No food or drink available and no conditioner in the shower. I didn't access the pool but the staff was kind.
Reviewed on Nov 10, 2026


Hyatt Regency Grand Reserve Puerto Rico
Zarzal
Price was ¥451,368, price is now ¥385,692 per person
¥385,692
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
9.2/10 Wonderful! (3,497 reviews)
The different bar and restaurant areas were very accommodating and accessible
Reviewed on Nov 10, 2026

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View all trips5* Luxury vacations in Roosevelt Roads
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View all trips4 Night Luxury vacations in Roosevelt Roads
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Hacienda Bello Sitio
Mameyes I
Price was ¥255,564, price is now ¥208,692 per person
¥208,692
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
10/10 Exceptional! (4 reviews)
Such a nice and relaxing place to stay.
Off the beaten path but not too far from Luquillo
Reviewed on Mar 6, 2026


Ocean Breeze Villa
Puerta de Tierra
Price was ¥390,390, price is now ¥317,686 per person
¥317,686
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San Juan (SJU)
9.2/10 Wonderful! (40 reviews)
Room was very clean and accessible to major parts I wanted to see in the city. No food or drink available and no conditioner in the shower. I didn't access the pool but the staff was kind.
Reviewed on Nov 10, 2026
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View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
