San Mateo Holidays

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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
Condado

Condado

1 out of top 10 points of interest in this area
4.5/5(3 area reviews)

Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.

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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! (209 reviews)
Nice Hotel Near El Choli
"Stayed for a concert room and location of hotel were great. The only thing was the parking it’s limited so keep that in mind."

Reviewed on 19 Jul 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 Rp5.695.680 per night from 29 Jul to 30 Jul
Rp5.695.680
Rp7.649.836 total
29 Jul - 30 Jul
includes taxes & fees
8.4/10 Very Good! (1,869 reviews)
"Our 2nd time staying at the property, did not disappoint. The lobby is stunning, with old world glam & charm. Lots of dining options, entertainment, and amazing outdoor spaces. Beach is gorgeous, with chairs and umbrellas. Multiple pools with lots of chairs and umbrellas. Would stay again!"

Reviewed on 27 Jul 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 Rp3.381.504 per night from 6 Aug to 7 Aug
Rp3.381.504
Rp4.349.410 total
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (2,397 reviews)
"2nd stay here & I’ll be back. Family vacation destination forever!"

Reviewed on 25 Jul 2025

Hyatt Regency Grand Reserve Puerto Rico
See all 3,551 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 holiday 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 holiday 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 Centre 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 holiday?
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 holiday 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 holiday 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 organising 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 holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday 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 holiday package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your San Mateo holiday 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

Pan American Pier

Explore the waterfront in San Juan with a trip to Pan American Pier. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.

Pan American Pier

Things to do

El Yunque Rainforest Natural Waterslide on a sunny Puerto Rico Day

El Yunque Waterslide and Waterfall Tour with Food and Photos

Rp1.126.080
per adult
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

Rp1.109.597
per adult
78% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

Rp1.224.000
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
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.