
Descalabrado Vacations from $504
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Your Descalabrado Vacation
Say bye-bye to the worries of planning and hello to a Descalabrado vacation package. With everything organized before you go, you can focus on discovering every inch of this city, starting with Caonillas Abajo, which is great for camping, families and views. Want some sightseeing inspiration for your trip to Descalabrado? Coamo Springs and Playa La Ochenta are two top attractions here. Expedia will help you escape your routine. Tailor your vacation to Descalabrado to suit your style of travel, whatever that may look like.
The Latest Descalabrado vacation packages
Price found within the past 48 hours. Click for updated prices.

Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $941, price is now $504 per person
$504
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (328 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

Lazy Parrot Inn
Price was $1,743, price is now $743 per person
$743
per person
Nov 17 - Nov 24
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,003 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

San Agustin Apartments
San Juan Antiguo
Save 100% on your flight
Price was $1,410, price is now $718 per person
$718
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (382 reviews)
Excellent property and close to everything
Reviewed on Aug 27, 2025

The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was $994, price is now $524 per person
$524
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (33 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

Bali Posh Hotel PR, Adults Only -Isla Verde
Isla Verde
Save 100% on your flight
Price was $1,574, price is now $870 per person
$870
per person
Nov 4 - Nov 11
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (723 reviews)
Hotel is fairly new and very cute. Pool is small, Breakfast was a nice touch but the same every day. For a new hotel the room had a faint mildew smell.
Reviewed on Aug 27, 2025
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View all tripsDescalabrado Hotel Deals

Hacienda del Sur
Carr 545 KM 1.5, Sector Gabia, Santa Isabel
$140 nightly
The price is $153 total per night from Sep 1 to Sep 2
$153 total
Sep 1 - Sep 2
Total with taxes and fees

Hilton Ponce Golf & Casino Resort
1150 Caribe Avenue, Ponce
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $175 total per night from Sep 21 to Sep 22
$175 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,009 reviews)
"Bar staff a big guy, can be more polite"
Reviewed on Aug 24, 2025

Caribe Hotel Ponce
103 Turpo Industrial Park, Ponce
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Sep 1 to Sep 2
$162 total
Sep 1 - Sep 2
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.