San Mateo Trips (flight + hotel)

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Where to stay in San Mateo

Find the best San Mateo areas and neighborhoods for the activities you enjoy most. Learn more about San Mateo
Isla Verde Beach featuring boating, sailing and a beach

Isla Verde

1 out of top 10 points of interest in this area

Are you interested in stunning beaches, fantastic nightlife, and first-class casinos? A visit to Isla Verde might be the perfect thing. You can also explore top sights like Carolina Beach and Isla Verde Beach.

Find hotels in Isla Verde

Top hotels in San Mateo

The Looking Glass Hotel
The Looking Glass Hotel
2 out of 5
1661 Av. Juan Ponce de León, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (206 reviews)
"Front desk was just amazing very nice, very helpful, informative, and always available arrived at 2am and still could get ahold of them to change my entrance code to get in and throughout the trip they where giving me info and recommendations so helpful."

Reviewed on Jul 5, 2025

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The Looking Glass Hotel
Fairmont El San Juan Hotel
Fairmont El San Juan Hotel
5 out of 5
6063 Isla Verde Avenue, Carolina
Fully refundableReserve now, pay when you stay
The price is P19,705 per night from Jul 14 to Jul 15
P19,705
P26,465 total
Jul 14 - Jul 15
includes taxes & fees
8.4/10 Very Good! (1,800 reviews)
"The property is located in a central area near the highway, Walgreens and beach. The housekeeping was attentive and serviced each day. Ubers were easily accessible Express entry to Club Brava Direct beach access Impecable property grounds Breakfast was plentiful and reasonably priced Daily Nightly ..."

Reviewed on Jul 8, 2025

Fairmont El San Juan Hotel
Hyatt Regency Grand Reserve Puerto Rico
Hyatt Regency Grand Reserve Puerto Rico
4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is P11,699 per night from Aug 4 to Aug 5
P11,699
P15,047 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (2,322 reviews)
"Loved our stay here! Family friendly with lots of dining options. I was worried after reading negative reviews, but the restaurants had many options, the beach area was really clean with free activities, and the staff was superb overall. Can’t wait to come back soon!!"

Reviewed on Jul 9, 2025

Hyatt Regency Grand Reserve Puerto Rico
See all 3,419 properties in San Mateo
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.

Frequently asked questions

How much does a San Mateo vacation package cost?
Get set to book, because a getaway to San Mateo starts from an affordable . When you combine your hotels, flights and car rentals into a travel package, you'll score the best bargains.
How do I get a cheap travel package to San Mateo?
You'll save big if you combine your flights, hotels and car rentals into a San Mateo vacation package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels across the world, which means you'll always have plenty of options to choose from. Like to save even more? Add some fun activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in San Mateo?
Most visitors to San Mateo include Luquillo Beach and Puerto Rico Convention Center on their itineraries. Why not book a hotel as close as possible to these main attractions?
How far in advance should I book my San Mateo vacation?
The earlier you book, the better. Air carriers generally advertise flights up to 12 months in advance, and this is a fantastic opportunity to land some of the lowest prices. Just been told you need to take all your vacation days next week? No need to worry. Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia San Mateo travel package include?
Much of that depends on you. You can choose from a variety of San Mateo bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your perfect San Mateo vacation looks like, you'll save!
What should I know before booking a San Mateo travel package?
When you book your hotels, flights and car rentals together, you'll be rewarded with great discounts. Whether you're organizing a beach escape in a villa or would rather stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a San Mateo Expedia vacation package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my San Mateo vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your San Mateo vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a charge from your airline, hotel or car rental company. For more information, visit our Customer Service Portal. We're here to help you each step of the way.

Popular places to visit

Luquillo Beach featuring a beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Condado Beach which includes kayaking or canoeing, a coastal town and tropical scenes

Condado Beach

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
El Morro featuring general coastal views and heritage elements

Castillo San Felipe del Morro

This walled fortress was once used to protect Puerto Rico from invading colonies, and today offers visitors a dramatic reminder of that history.

Castillo San Felipe del Morro

Things to do

El Yunque Rainforest Natural Waterslide on a sunny Puerto Rico Day

El Yunque Waterslide and Waterfall Tour with Food and Photos

P3,326
per youth
94% of travellers recommend
El Yunque Waterslide and Waterfall Tour with Food and Photos
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

P3,833
per adult
80% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

Puerto Rico: The Beast Zipline at Toro Verde Adventure Park

P3,665
per adult
90% 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.