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
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.
Condado
1 out of top 10 points of interest in this area
Experience San Juan at its most modern in a chic neighborhood packed with high-end fashion shops, elegant casinos and popular restaurants.
Old San Juan
The interesting museums and 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.
Santurce
2 out of top 10 points of interest in this area
While you're in Santurce, take in top sights like Casino del Mar at La Concha Resort and jump on the metro at Sacred Heart Station to see more of the city.
Ocean Park
This cosmopolitan area of San Juan is a great place to experience the relaxed, contemporary culture of Puerto Rico.
Top hotels in San Mateo
The Looking Glass Hotel
1661 Av. Juan Ponce de León San Juan Puerto Rico
Fully refundable
Rp1.922.184
Rp2.095.180 total
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (516 reviews)
"The hotel is very pleasant and comfortable. Keep in mind that it is located in the city, so there can be some noise at night. The hotel provides earplugs to help guests sleep more comfortably. The staff is very friendly and helpful, the property is very clean, and the temperature throughout the hotel ..."
Reviewed on 17 Aug 2026
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
Rp4.697.706
Rp6.042.179 total
10 Sept - 11 Sept
includes taxes & fees
9.2/10 Wonderful! (3,302 reviews)
"Great time! The pools were great! Staff was nice. The floors in the room were really slippery."
Reviewed on 19 Aug 2026
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
Rp6.211.502
Rp8.870.345 total
30 Aug - 31 Aug
includes taxes & 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.
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.
Things to do
From Carolina: Horse Riding at a Private Ranch
Rp2.018.293
per adult
88% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
Rp1.593.201
per adult
94% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
Rp1.109.168
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.