San Isidro Vacations from $382
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Your San Isidro Vacation
With plenty of highlights as well as some hidden gems, this city is best experienced with a San Isidro vacation package. Look for places to stay in Jaguas, which is good for nature, watersports and hiking. Ready for a bit of sightseeing? A trip to San Isidro isn't complete without checking out The Outlet Ruta 66, Hipodromo Camarero and other top attractions. Expedia has what you need to escape your daily routine. Tailor your vacation to San Isidro to suit your style of travel, whatever that may be.
The Latest San Isidro Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn
Save 100% on your flight
Price was $802, price is now $382 per person
$382
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,000 reviews)
The room balcony was filled with peace and I got the chance to sit and meditate just love it
Reviewed on Feb 2, 2026
Ola Boutique Hotel
Condado
Price was $3,650, price is now $964 per person
$964
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (589 reviews)
There were many good things. Carlos, night security, billiard table, clean rooms, nice lobby, decent location, super market across the street, nice breakfast place nearby, bars/food 5 min walk, a place to secure luggage prior to check in. Here is my beef, although check in is 3pm we had asked about early check in before booking. The answer was "maybe". We arrive at 10 am went out for 3 hours and then we waited in the lobby for 2 hours with two other groups. It turns out there were only 3 check ins that day. I can't understand why the cleaning crew wasn't told to prioritize the new check ins. Check out is noon! It took 3 hours to prepare 3 rooms? Awful management of house keeping personnel. All the new check ins could have settled in before 1pm. Could have been a 5 star review.
Reviewed on Feb 2, 2026
The Oliver Hotel
San Juan Antiguo
Save 100% on your flight
Price was $1,184, price is now $593 per person
$593
per person
Mar 10 - Mar 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (50 reviews)
Great location to San Juan Old town. Hotel staff very helpful and room a nice size and clean.
Had 2 night here before a cruise and would certainly recommend it.
Reviewed on Feb 2, 2026
Casa Toñita
Levittown
Save 100% on your flight
Price was $841, price is now $433 per person
$433
per person
Apr 6 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (35 reviews)
Clean room! The lady working there was so polite and helpful!
Reviewed on Jan 30, 2026
Urbana Hotel
San Juan Antiguo
Save 100% on your flight
Price was $897, price is now $466 per person
$466
per person
Apr 25 - Apr 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (389 reviews)
The hotel is overpriced in our opinion. No elevator and basic services only. It shares reception with a hostel and has a bit of a hostel feel. The double bed was fairly small for two adults. For the same price, which was over $200 for a night, we generally get a better quality hotel.
Reviewed on Feb 1, 2026
Where to stay in San Isidro
Find the best San Isidro areas and neighborhoods for the activities you enjoy most. Learn more about San Isidro
Old San Juan
4.5/5(354 area reviews)
The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.
San Isidro Hotel Deals
La Concha Resort, Puerto Rico, Autograph Collection
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
$528 nightly
The price is $586 total per night from Feb 4 to Feb 5
$586 total
Feb 4 - Feb 5
Total with taxes and fees
9/10 Wonderful! (2,391 reviews)
Yes
Reviewed on Jan 29, 2026
Costa Bahia Hotel Paseo Caribe
1 Calle San Gerónimo San Juan San Juan
$132 nightly
The price is $144 total per night from Feb 24 to Feb 25
$144 total
Feb 24 - Feb 25
Total with taxes and fees
7.4/10 Good! (3,853 reviews)
We liked the place, room are big. But carpet was wet.
Reviewed on Feb 1, 2026
The Royal Sonesta San Juan
5961 Isla Verde Avenue Carolina
$560 nightly
The price is $610 total per night from Feb 9 to Feb 10
$610 total
Feb 9 - Feb 10
Total with taxes and fees
9/10 Wonderful! (2,246 reviews)
Exceptional staff
Reviewed on Jan 28, 2026
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.
Discover the most popular places to visit in San Isidro
Port of San Juan
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
Luquillo Beach
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
Condado Beach
This beach within the bustling city of San Juan is the perfect place to relax for a few hours.
Things to do
Puerto Rico: UTV and Can-Am Sightseeing Tours
$68
per adult
78% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
$88
per traveler
96% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
$162
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.