
Florida Vacations from $498
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Price found within the past 48 hours. Click for updated prices.

Lazy Parrot Inn
Save 100% on your flight
Price was $998, 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)
Super beautiful and relaxing place to stay, only thing I could complain about are having to haul luggage up LOTS of stairs. But everything else made up for it!
Reviewed on Aug 23, 2025

Ola Boutique Hotel
Condado
Price was $1,266, price is now $525 per person
$525
per person
Nov 20 - Nov 25
found 2 days 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 $1,078, price is now $547 per person
$547
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop 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

San Agustin Apartments
San Juan Antiguo
Save 100% on your flight
Price was $1,446, price is now $754 per person
$754
per person
Nov 20 - Nov 25
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (388 reviews)
Great place, fast communication.
Reviewed on Aug 29, 2025

Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $976, price is now $533 per person
$533
per person
Nov 20 - Nov 25
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (337 reviews)
It's really nice since the bus stop is next to it (I rented a car but when I drop it I went back to
The hotel in the bus) was convenient, the staff are super friendly, easy going but the facilities seems not take care of and I request them to clean but they don't change the sheets/blankets and they didn't swip or mop, neither clean the zinc or the shower and also the shower doesn't have hot water
Reviewed on Aug 26, 2025
Florida Hotel Deals

Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
$306 nightly
The price is $333 total per night from Sep 4 to Sep 5
$333 total
Sep 4 - Sep 5
Total with taxes and fees
8.8/10 Excellent! (2,539 reviews)
"Amazing place. Had a great time. Huge room. Nice pools. Great area. Highly recommend."
Reviewed on Aug 26, 2025

Fairmont El San Juan Hotel
6063 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
$378 nightly
The price is $420 total per night from Sep 1 to Sep 2
$420 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,932 reviews)
"Beautiful hotel with tons to do without having to leave ! Safe area to venture out too!"
Reviewed on Aug 27, 2025

Embassy Suites by Hilton San Juan Hotel & Casino
8000 Tartak Street, Carolina
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $226 total per night from Sep 23 to Sep 24
$226 total
Sep 23 - Sep 24
Total with taxes and fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.