San Isidro Vacations from $659

Book a Hotel + Flight or Car together to unlock savings

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.
Ola Boutique Hotel

Ola Boutique Hotel

Condado
$659
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (989 reviews)
Hacienda Elena Paraiso Tropical

Hacienda Elena Paraiso Tropical

Save 100% on your flight
$1,170
per person
Nov 14 - Nov 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.2/10 Very Good! (21 reviews)
This property was absolutely amazing for our family. The pool was a big hit with the kids and the rooms had everything we needed for a comfortable stay. Very peaceful and secluded.

Reviewed on Sep 27, 2026

Hotel Puerto Valdes

Hotel Puerto Valdes

Puerta de Tierra
Save 100% on your flight
$873
per person
Dec 15 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.8/10 Excellent! (748 reviews)
The staff was very friendly and helpful. We enjoyed our stay very much. Thank you!!

Reviewed on Oct 12, 2026

Condado Lagoon by Otium

Condado Lagoon by Otium

Puerta de Tierra
$1,700
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
7.6/10 Good! (59 reviews)
Overall I would stay here again. Good views for morning risers. I got to store luggage until check in which started at 4pm. Hosted communicated well. I got to check in by 3pm because I was early arrival but it depends on the host. The front desk was nice and friendly. I felt safe in this area. There was an issue with the door lock so maintenance came quickly to fix it. Also this apartment is on the 7th floor with amazing views but it is outdated. There is mold in the lights, the countertop in the kitchen was cracked, the door was broken, the rusty light in the corner didn’t work, A/C Unit leaks and it gets slippery on the balcony, and the closet was broken with wires exposed. I tried uploading photos but this option didn’t work for me. We ask to change towels but the host said only 1 towel change midway through the stay and it never came. There is a pool on property but the hot tub did not work, but got both beach towels and bathroom towels. There is blow dryer but it’s old. The convenience of the place next to Old San Juan and Condado Lagoon is the perfect spot to uber everywhere which is why I booked this spot. Also Caribe Hilton is close to rent a day pass for $100 and have 24/7 ice cream shop. There is a local market shop and Piola’s Pizza was good to eat after the beach which is a 10min walk. I would rate a 3/5 because of the location but the host needs to update the apartment with new outlets, new painted walls, and new lights. No parking onsite.

Reviewed on Jul 30, 2026

Ocean Breeze Villa

Ocean Breeze Villa

Puerta de Tierra
Save 100% on your flight
$1,317
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.4/10 Exceptional! (37 reviews)
The room was nice, and view was nice. They also respinds back to you very quickly if you send them a message.

Reviewed on Sep 30, 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
A densely packed urban area with colorful buildings and a clear sky.

Old San Juan

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.

A sandy beach with palm trees, a rocky breakwater, and calm ocean waves.

Condado

1 out of top 10 points of interest in this area

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

A beach with a boat, palm trees, and a city skyline in the background.

Isla Verde

1 out of top 10 points of interest in this area

White-sands, beautifully clear water and excellent water sports make this beach one of the most popular in Puerto Rico.

The Museo de Arte de Puerto Rico with a red-tiled roof, white columns, and palm trees.

Santurce

3 out of top 10 points of interest in this area

Bask in the sun on Atlantic Ocean beaches and experience vibrant nightlife at La Placita de Santurce, while exploring museums like the Museum of Art of Puerto Rico. Enjoy easy access to public transportation via bus lines and the Tren Urbano.

A beach with palm trees and high-rise buildings in the background.

Ocean Park

Upscale beachfront community with trendy beachgoers, Ocean Park offers kitesurfing and windsurfing opportunities. Stroll along Calle Loíza for bars, restaurants, and boutiques or unwind at nearby Parque Barbosa.

San Isidro Hotel Deals

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

8000 Tartak Street Carolina
Fully refundableReserve now, pay when you stay
$217 nightly
$241 total
Nov 10 - Nov 11
Total with taxes and fees
Embassy Suites by Hilton San Juan Hotel & Casino
The Royal Sonesta San Juan

The Royal Sonesta San Juan

5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
$309 nightly
$336 total
Oct 27 - Oct 28
Total with taxes and fees
9/10 Wonderful! (2,837 reviews)
"Todo"

Reviewed on Oct 14, 2026

The Royal Sonesta San Juan
AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

1369 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
$243 nightly
$265 total
Oct 25 - Oct 26
Total with taxes and fees
8.6/10 Excellent! (1,261 reviews)
"Everything was clean"

Reviewed on Oct 15, 2026

AC Hotel by Marriott San Juan Condado
See all 5,279 properties in San Isidro
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.

Stay near popular San Isidro attractions

Hipodromo Camarero

8.0/10 (7 reviews)
You can take time to visit Hipodromo Camarero during your travels to Canóvanas. Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.
See properties

The Outlet Ruta 66

8.2/10 (33 reviews)
You can search for that perfect souvenir at The Outlet Ruta 66 during your stay in Canóvanas. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
See properties

Carribbean Cinemas The Outlet 66

You can take time to visit Carribbean Cinemas The Outlet 66 during your travels to Canóvanas.
See properties

K1 Speed

You can take time to visit K1 Speed during your travels to Canóvanas.
See properties

Things to do

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

$167
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

$88
per traveler
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

$67
per adult
92% of travellers recommend
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.