San Mateo Holidays from AU$686

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest San Mateo Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 8 Jan - 11 Jan

    La Calma Poshtel + Flight

    Santurce
    3 nights
    2.0 star property
    7.2/10 - Good (909 reviews)
    Return • Richmond (RIC) - San Juan (SJU)
    RIC - SJU • 1 stop SJU - RIC • 1 stop
    AU$868
    AU$686
    per traveller
    found 5 hours ago
    La Calma Poshtel
  • 8 Jan - 11 Jan

    Aura House Isla Verde + Flight

    Isla Verde
    3 nights
    3.0 star property
    7.8/10 - Good (418 reviews)
    "The day I got there, there was water on the floor in the bedroom & bathroom area. Also, the AC was set at 77° and it wouldn't turn down. I asked several days in a row for housekeeping, finally Wednesday the room was cleaned. It took them until Thursday to fix the AC. Every day they will tell me it was fixed, until I got back to the room and found out it wasn't. Also, everytime you take a shower, water goes outside the shower, as there is no door, curtain or anything to keep the water from going..."
    Reviewed November 7, 2026
    Return • Richmond (RIC) - San Juan (SJU)
    RIC - SJU • 1 stop SJU - RIC • 1 stop
    AU$1,096
    AU$825
    per traveller
    found 5 hours ago
    Aura House Isla Verde
  • 8 Jan - 11 Jan

    DUNA by DW + Flight

    Santurce
    3 nights
    3.5 star property
    9.4/10 - Exceptional (108 reviews)
    Return • Richmond (RIC) - San Juan (SJU)
    RIC - SJU • 1 stop SJU - RIC • 1 stop
    AU$1,553
    AU$1,224
    per traveller
    found 5 hours ago
    DUNA by DW
  • 8 Jan - 11 Jan

    Fairmont El San Juan Hotel + Flight

    Isla Verde
    3 nights
    5.0 star property
    8.6/10 - Excellent (2,234 reviews)
    Return • Richmond (RIC) - San Juan (SJU)
    RIC - SJU • 1 stop SJU - RIC • 1 stop
    AU$2,364
    AU$1,909
    per traveller
    found 5 hours ago
    Fairmont El San Juan Hotel
  • 8 Jan - 11 Jan

    Hyatt Regency Grand Reserve Puerto Rico + Flight

    Zarzal
    3 nights
    4.0 star property
    9.2/10 - Wonderful (3,529 reviews)
    "Friendly people-clean!"
    Reviewed November 7, 2026
    Return • Richmond (RIC) - San Juan (SJU)
    RIC - SJU • 1 stop SJU - RIC • 1 stop
    AU$1,683
    AU$1,407
    per traveller
    found 5 hours ago
    Hyatt Regency Grand Reserve Puerto Rico

Our guide on where to stay in San Mateo

Find the best San Mateo areas for the activities you enjoy most.

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

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

Isla Verde

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

Santurce

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.

What to do near San Mateo

San Mateo Hotel Deals

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$686. 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.