San Mateo Holidays

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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.

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
Condado

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.

Find hotels in Condado

Our pick of the best San Mateo Hotel Deals

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
The price is AU$209 per night from 1 Sept to 2 Sept
AU$209
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (214 reviews)
"Beautiful property. Immaculately clean. Xavier at front desk was friendly and helpful. A must stay is you're visiting PR."

Reviewed on 10 Aug. 2025

The Looking Glass Hotel
Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
The price is AU$370 per night from 26 Aug to 27 Aug
AU$370
26 Aug - 27 Aug
includes taxes & fees
8.4/10 Very Good! (2,132 reviews)
"Everything was beautiful and comfortable"

Reviewed on 12 Aug. 2025

Caribe Hilton
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 AU$509 per night from 4 Sept to 5 Sept
AU$509
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (2,460 reviews)
"Great Property."

Reviewed on 11 Aug. 2025

Hyatt Regency Grand Reserve Puerto Rico
See all 3,599 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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.

Discover the most popular places to visit in San Mateo

Port of San Juan

Port of San Juan

Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art galleries.

Port of San Juan
Luquillo Beach featuring a sandy 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, tropical scenes and a beach

Condado Beach

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

Condado Beach

Activities

El Yunque Rainforest Natural Waterslide on a sunny Puerto Rico Day

El Yunque Waterslide and Waterfall Tour with Food and Photos

AU$105
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

AU$104
per adult
74% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

AU$114
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.