San Mateo Vacations from $544

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The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Martino Spa and Resort

Hotel Martino Spa and Resort

3.5 out of 5
Save 100% on your flight
Price was $969, price is now $544 per person
$544
per person
Nov 20 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to San José (SJO)
8.2/10 Very Good! (457 reviews)
This place is perfectly nice, just dated and not particularly exciting in any way

Reviewed on Aug 20, 2025

Vista Suites at Parador

Vista Suites at Parador

2.5 out of 5
Save 100% on your flight
Price was $1,608, price is now $860 per person
$860
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to San José (SJO)
No reviews
Casa Naranjito

Casa Naranjito

3 out of 5
Save 100% on your flight
Price was $1,939, price is now $1,074 per person
$1,074
per person
Jan 13 - Jan 19
found 4 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
2/10 (1 review)
Casa Amarillo Jaco Costa Rica

Casa Amarillo Jaco Costa Rica

3.5 out of 5
Save 100% on your flight
Price was $3,241, price is now $1,804 per person
$1,804
per person
Jan 11 - Jan 15
found 11 hours ago
Roundtrip non-stop flight included
New York (NYC) to San José (SJO)
No reviews
Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

3 out of 5
Price was $977, price is now $559 per person
$559
per person
Dec 2 - Dec 8
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (6 reviews)
This place is an amazing hidden gem in Manuel Antonio! It is a perfect stay for anyone looking for unique, chic, extremely clean but simple! Wonderful modern amenities including air condition and a TV but with such beautiful scenery you likely won’t even turn it on, all within this quaint B&B! The staff was kind, communicative and extremely helpful. The food at Ronny’s place restaurant was delicious! Highly recommend for a single or couple looking to experience the views and quaintness of Manuel Antonio.

Reviewed on Mar 18, 2025

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San Mateo Hotel Deals

Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

3 out of 5
Finca Ecologica del Bosque, San Mateo, Alajuela Province
9.2/10 Wonderful! (39 reviews)
"Overall this was a great Property for my family. We are a family of 4, we had a cozy 2 bedroom unit, complete with sitting area and backyard. The second bedroom had 2 twin beda which was great for the boys not having to share a bed. Things to note...the hotel is up on a mountain, you need a sturdy ..."

Reviewed on Jul 9, 2025

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Buen Camino Hotel, San Mateo
Fiesta Resort Central Pacific - All Inclusive

Fiesta Resort Central Pacific - All Inclusive

3.5 out of 5
El Roble 23, El Roble, Puntarenas
$181 nightly
The price is $204 total per night from Oct 26 to Oct 27
$204 total
Oct 26 - Oct 27
Total with taxes and fees
7.6/10 Good! (1,127 reviews)
"Renovation on room"

Reviewed on Oct 12, 2025

Fiesta Resort Central Pacific - All Inclusive
Villa San Ignacio

Villa San Ignacio

3.5 out of 5
Route 107, 50 Este del Cruce de Grecia - Poás, Tambor
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from Oct 24 to Oct 25
$69 total
Oct 24 - Oct 25
Total with taxes and fees
9.4/10 Exceptional! (693 reviews)
Best hotel in San Jose!
"I felt so welcome the moment I walked onto the property. It’s a very secure place and I felt very safe, especially as a female, solo traveler. The check in was very easy and the kind security guard helped me to my room. Jennifer (I believe her name is) is extremely sweet and made sure I had everything ..."

Reviewed on Sep 5, 2025

Villa San Ignacio
See all 684 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.

Find the Best San Mateo Vacation Packages

San Mateo Essential Information

Language
Spanish
Currency
Costa Rican colóns
Local Welcome
¡Hola!
Local Goodbye
Adiós
Closest Airport
Juan Santamaria Intl. Airport (SJO)
Max Temp Winter
80ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a San Mateo vacation package cost?
You'll find cheap prices from $544 on Expedia for your San Mateo escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to San Mateo costs.
What are the cheapest months to go to San Mateo?
August, September and December are the best times to look for cheap San Mateo vacation packages. Traveling in less busy periods means you can typically find lower prices on flights and accommodations.
How many days is enough for San Mateo?
With a well-organized itinerary, you can easily hit the top San Mateo sights in a few days. But if you want to discover lesser-known spots or take day trips, consider booking your San Mateo vacation for longer.
How to find the best San Mateo package deals?
Use Expedia's filter tool to help you find some tempting San Mateo package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for San Mateo package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a San Mateo vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a customized San Mateo vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to San Mateo?
Secure incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment San Mateo trip.
How to plan a trip to San Mateo?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to San Mateo.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to San Mateo.
  3. Organize your San Mateo escape with Expedia's trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to San Mateo together.
  4. Decide how long to go away for: Now that you're up to speed on San Mateo, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored San Mateo vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on the highlights of San Mateo. Find all the incredible things to do in San Mateo with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later San Mateo vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your San Mateo trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.