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

Hotel Puerto Valdes
Puerta de Tierra
¥364,124
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.8/10 Excellent! (710 reviews)
Our stay there was great! It was walking distance to old San Juan. The hotel was beautiful and the staff was friendly. The only downside was, the hot tub didn’t work and there was no warm water. I would stay here again.
Reviewed on Aug 5, 2026


OLV Fifty Five - Adults Only
Condado
¥397,780
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.8/10 Excellent! (727 reviews)
Our stay at OLV Fifty Five was overall enjoyable!
Upon arrival, we were warmly greeted by the valet team, who assisted us with our luggage. Check-in was welcoming, and the front desk offered us a glass of Prosecco, which was a nice touch. Our room was comfortable, but we noticed three maintenance issues: a dirty pillowcase, a crack in the sink, and the bathroom door was not properly aligned with the frame. We reported these to the team, and the pillowcase was replaced immediately. I assume the remaining maintenance items will be addressed.
We spent a day enjoying the pool and Jacuzzi. One suggestion would be to add a few more small tables around the pool area for guests to place their towels and personal belongings. There were only two available for everyone using the space, so we ended up placing our towels on the floor.
We tried a few cocktails and small bites at the bar, which were enjoyable. We didn’t dine at the hotel’s restaurants because friends had recommended local restaurants, and we rented a car to explore the area. For our anniversary dinner, we were looking for something more upscale and chose Marmalade, which was a wonderful experience.
One thing we noticed was that there wasn’t much on their packages at the hotel for our anniversary, and no offerings or recommendations were made.
Housekeeping did an excellent job keeping our room refreshed each day with clean towels and complimentary water. Overall, we spent most of our vacation exploring PR on our own🇵🇷
Reviewed on Aug 6, 2026

Aire de O:live
Isla Verde
¥405,526
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
9.2/10 Wonderful! (725 reviews)
Great hotel and a very enjoyable stay. The room was clean and comfortable, the staff was friendly and helpful, and everything was well maintained. Great location and overall experience. I would definitely stay here again!
Reviewed on Aug 7, 2026

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Fairmont El San Juan Hotel
Isla Verde
¥377,498
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Juan (SJU)
8.6/10 Excellent! (2,152 reviews)
Great location with plenty to do within walking distance. The pool and beach areas were excellent, and we always found chairs available. The lobby has an amazing atmosphere and is arguably the liveliest spot in all of San Juan. We’d definitely stay here again!
Reviewed on Aug 7, 2026


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