San Mateo Holidays from AU$1,734
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Your San Mateo Holiday
Book a San Mateo holiday package and discover the rhythm and vibe of this interesting neighbourhood. With all your travel plans taken care of, the only thing you need to concentrate on here is living your best life. Wondering what to see and do during your trip to San Mateo? Nearby attractions like Jose Miguel Agrelot Coliseum, Hiram Bithorn Stadium and Condado Beach are great places to start. Don't just think about it — turn it into reality! Secure your ultimate San Mateo holiday with Expedia and get to where you're going your way.
Top Holiday Package Deals in San Mateo
Price found within the past 48 hours. Click for updated prices.
Paradise Villas & Vacations
Sabana
AU$2,793
per person
16 Sept - 22 Sept
found 22 hours ago
Return flight included
Dublin (DUB) to San Juan (SJU)
10/10 Exceptional! (14 reviews)
I had an amazing stay at Villa Daria. The Villa was spacious, well equipped and maintained. It had everything my family needed. The location was great. The pools and beach were good. I highly recommend staying here when visiting Puerto Rico.
Reviewed on 2 Aug 2026
Our guide on 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.
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.
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.
Santurce
3 out of top 10 points of interest in this area
While you're in Santurce, take in top sights like Condado Beach 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.
Our pick of the best San Mateo Hotel Deals
The Looking Glass Hotel
1661 Av. Juan Ponce de León San Juan Puerto Rico
Fully refundable
AU$161
11 Aug - 12 Aug
includes taxes & fees
9.2/10 Wonderful! (507 reviews)
"The hotel was well maintained and comfortable"
Reviewed on 9 Aug 2026
Hyatt Regency Grand Reserve Puerto Rico
200 Coco Beach Blvd. Highway 955-I Río Grande
Fully refundableReserve now, pay when you stay
AU$479
10 Sept - 11 Sept
includes taxes & fees
9/10 Wonderful! (3,222 reviews)
"Perfect location and amenities Staff always helpful Good food"
Reviewed on 9 Aug 2026
Fairmont El San Juan Hotel
6063 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
AU$674
1 Sept - 2 Sept
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 AU$1,734. 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.
Activities
El Yunque Rainforest Guided Hiking Tour
AU$126
per traveller
96% of travellers recommend
From Carolina: Horse Riding at a Private Ranch
AU$162
per adult
88% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
AU$64
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.