
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.



OLV Fifty Five - Adults Only
Condado
Price was ¥224,819, price is now ¥172,186 per person
¥172,186
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (707 reviews)
I found intimate and very intimate stuff inside the shower,what made our night very uncomfortable ,knowing that we paid so much money for one night,
Reviewed on Jul 14, 2026


Aire de O:live
Isla Verde
Price was ¥199,220, price is now ¥162,088 per person
¥162,088
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.2/10 Wonderful! (668 reviews)
Bracelet for the key for the room was excellent. Towels, chairs, and umbrella for the beach during certain hours was very convenient. We felt like royalty.
Reviewed on Jul 17, 2026
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View all trips5* Luxury vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.

Fairmont El San Juan Hotel
Isla Verde
Price was ¥154,622, price is now ¥127,690 per person
¥127,690
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.6/10 Excellent! (2,132 reviews)
We had an amazing stay at the Fairmont El San Juan Hotel! The hotel is beautiful, the beach is gorgeous, and the pools were clean and relaxing. The staff was friendly, welcoming, and always willing to help.
The restaurants and bars offered delicious food and drinks, and the location was perfect—close to the airport and just a short ride to Old San Juan. Our room was comfortable, clean, and made our stay even more enjoyable.
Thank you to everyone at the Fairmont for making our vacation so special. We look forward to coming back and would definitely recommend this hotel to anyone visiting Puerto Rico!
Reviewed on Jul 17, 2026

Condado Vanderbilt Hotel
Condado
Price was ¥169,364, price is now ¥143,834 per person
¥143,834
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
9.4/10 Exceptional! (1,730 reviews)
The Condado Vanderbilt is a beautiful property, and our suite was stunning. Having a butler was a nice touch, but unfortunately, the service throughout our stay did not match the luxury experience we expected.
Housekeeping was consistently disappointing. We often had to call multiple times just to have our room cleaned, and there were occasions when no one showed up after our request. Even when the room was serviced, towels would be replenished while washcloths were removed or not replaced, forcing us to call housekeeping repeatedly for basic necessities.
The most concerning part of our stay occurred during breakfast. My fiancée often dined alone and experienced what we perceived to be noticeably less attentive service. When I arrived, as a lighter-skinned guest, the staff suddenly became much more attentive. While I can’t know the reason, the difference in treatment was significant enough that it left us questioning whether colorism or racial bias played a role.
I appreciate the front desk staff for adjusting our final bill after hearing our concerns, but that did not make up for the repeated service issues we experienced. A luxury hotel should provide consistent, attentive service to every guest. Sadly, despite the beautiful accommodations, I don’t see myself staying at the Condado Vanderbilt again.
Reviewed on Jul 16, 2026

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View all trips3 Night Luxury vacations in Roosevelt Roads
Price found within the past 48 hours. Click for updated prices.


OLV Fifty Five - Adults Only
Condado
Price was ¥224,819, price is now ¥172,186 per person
¥172,186
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to San Juan (SJU)
8.8/10 Excellent! (707 reviews)
I found intimate and very intimate stuff inside the shower,what made our night very uncomfortable ,knowing that we paid so much money for one night,
Reviewed on Jul 14, 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.
