Playa La Ruina Tours
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Lazy Parrot Inn
Save 100% on your flight
Price was $999, price is now $498 per person
$498
per person
Nov 17 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,004 reviews)
No elevator to go to the rooms upstairs. The reception is hard to find, you will need to be in good shape to get around the hotel a lot of stairs
Reviewed on Aug 31, 2025

Ola Boutique Hotel
Condado
Price was $1,298, price is now $522 per person
$522
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (475 reviews)
Our stay was great!! From the staff to the room to the breakfast! It was a trendy and chic boutique hotel with spacious and very clean rooms. Comfy beds and pillows. The only small issue we had was the shower set up…water splatters a little out of the shower, but it did dry up pretty quick, definitely not something that would deter us from coming back. 24 hour market, cute shops and great places to eat!! Breakfast was just enough to fuel you up for the day and was always hot and fresh!!! Francisco and Marco were awesome and had great recommendations!! Beach a block and a half away!! Absolutely loved this place and where we will book next time we come to La isla del encato!!!
Reviewed on Aug 30, 2025

The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,292, price is now $651 per person
$651
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (34 reviews)
I booked this place thinking it was in the heart of Old San Juan based on reviews about the “great location,” but it actually wasn’t close to much — about a 20-minute walk to the main attractions.
The front desk is technically available 24/7, but only through a messaging system, and someone comes over if there’s an issue. They do respond quickly. One girl that came over at one point was not friendly whatsoever as if I was inconveniencing her:
That setup made me feel a bit uneasy since there’s no on-site security, and the building felt empty even though other guests were staying there. Entry is by keypad into an empty lobby.
The elevator didn’t work, and the next day we didn’t have hot water (though it was eventually fixed, the water pressure stayed low). The shower had a modern design with only half a wall and no door, which caused the bathroom floor to flood.
On the positive side, the king bed room was spacious. However, overall, I wouldn’t recommend this place if you’re looking to really experience Old San Juan.
Reviewed on Aug 25, 2025
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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.