San Mateo Vacations from $512

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The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
Price was $972, price is now $512 per person
$512
per person
Feb 22 - Feb 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
8.4/10 Very Good! (40 reviews)
This place was unbelievable. The view.....I have no words. Great condo. Good food. (Breakfast) not one bad thing I could say. Only be prepared for the seclusion. Nothing around so bring what you might want to eat and drink besides breakfast

Reviewed on Nov 27, 2025

The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $3,287, price is now $1,621 per person
$1,621
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (1,002 reviews)
Clean, high end, great food, excellent service and so much to do

Reviewed on Jan 17, 2026

Umami Hotel - Adults Only

Umami Hotel - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,378, price is now $754 per person
$754
per person
Mar 25 - Mar 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (461 reviews)
We had an amazing time staying at Umami. The grounds are beautiful and well-kept, the staff was amazing and the location was close to the beach. Also the drinks from the bar, 10/10. I would recommend this hotel to anyone visiting Puerto Viejo!

Reviewed on Dec 11, 2025

Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

4 out of 5
Save 100% on your flight
Price was $1,445, price is now $796 per person
$796
per person
Apr 10 - Apr 15
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
8.2/10 Very Good! (99 reviews)
The property was nice for a large family to stay. It fit our entire family which was nice but it’s not shiny new. Road noise at night is obnoxious but we were near the front. The photos make it look perfect but it’s not. The area around is kinda sketchy but it is Jaco Beach. The hotel is walking distance to the beach and the main strip. The staff was the best part of the property. They were super friendly and the activities director was amazing. I would stay at this property again given the cost we paid vs other name brand hotels / properties. Overall I enjoyed our stay but it was because of the people that worked there.

Reviewed on Dec 1, 2025

Namu Garden Hotel & Spa - Adults Only

Namu Garden Hotel & Spa - Adults Only

4.5 out of 5
Save 100% on your flight
Price was $1,468, price is now $814 per person
$814
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.8/10 Exceptional! (230 reviews)
Such a beautiful property and wonderful hospitality. I would highly recommend!

Reviewed on Dec 27, 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
$195 nightly
The price is $220 total per night from Feb 5 to Feb 6
$220 total
Feb 5 - Feb 6
Total with taxes and fees
7.8/10 Good! (1,126 reviews)
Dar mantenimiento al jacuzzi no funcionaba... no pudimos aprovechar

Reviewed on Jan 16, 2026

Fiesta Resort Central Pacific - All Inclusive
Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito Tárcoles Puntarenas
$165 nightly
The price is $186 total per night from Jan 27 to Jan 28
$186 total
Jan 27 - Jan 28
Total with taxes and fees
8/10 Very Good! (979 reviews)
Yes. Staff was very courteous. Amenities were excellent

Reviewed on Jan 4, 2026

Hotel Punta Leona
See all 682 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 $512 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.