San Mateo Holidays

Book a Hotel + Flight or Car together to unlock savings

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
Old San Juan

Old San Juan

4/5(1 area review)

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.

Find hotels in Old San Juan

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
The price is 2.862.259 ₫ per night from 17 May to 18 May
2.862.259 ₫
3.119.854 ₫ total
17 May - 18 May
includes taxes & fees
9.2/10 Wonderful! (424 reviews)
Staff was really nice and was not far from everything

Reviewed on 13 May 2026

The Looking Glass 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 7.746.312 ₫ per night from 26 May to 27 May
7.746.312 ₫
9.963.233 ₫ total
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (2,955 reviews)
Looking forward to visiting again.

Reviewed on 13 May 2026

Hyatt Regency Grand Reserve Puerto Rico
The Royal Sonesta San Juan

The Royal Sonesta San Juan

4 out of 5
5961 Isla Verde Avenue Carolina
Fully refundableReserve now, pay when you stay
The price is 9.722.412 ₫ per night from 17 May to 18 May
9.722.412 ₫
12.928.964 ₫ total
17 May - 18 May
includes taxes & fees
9/10 Wonderful! (2,384 reviews)
The resort is beautiful and clean. The staff is very helpful and friendly. I will stay here again

Reviewed on 14 May 2026

The Royal Sonesta San Juan
See all 3,844 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 1null000null000 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

San Juan Cruise Port, Puerto Rico

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

Luquillo Beach

Nothing says holiday like spending a lazy day at Luquillo Beach, a popular beach in San Juan. Discover the area's countryside and mountain views.

Luquillo Beach
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Dorado Beach

If a restful holiday is part of your travel plans, Dorado Beach might be the perfect place to visit during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach