San Mateo Vacations from $657

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The Latest San Mateo vacation packages

Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

3 out of 5
Manuel Antonio
Save 100% on your flight
Price was $1,221, price is now $657 per person
$657
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
10/10 Exceptional! (12 reviews)
Ronny and his staff were so kind and accommodating and made this stay absolutely worth it. We were welcomed with a cocktail and had a custom ordered tasty breakfast every morning. The room itself is small (and no door to the bathroom) but it is all you really need. The secluded rooftop patio was our favorite place to be during sunsets. The restaurant is bustling but the noise dies down early in the night. The property is on top of a hill (car required) and is about a 10 minute drive to everything. Thank you for hosting us!

Reviewed on Mar 13, 2026

Cielo Lodge

Cielo Lodge

3 out of 5
Save 100% on your flight
Price was $2,791, price is now $1,517 per person
$1,517
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to San José (SJO)
10/10 Exceptional! (5 reviews)
Cielo Lodge was a dream come true. Elegance meets sustainability in an intimate collection of cabinas that are spacious, gorgeous and comfortable. The bathrooms are designed to bring the outside in - even when opting for the indoor shower. Situated up near the canopy of the rainforest the grounds offer tremendous views and vigorous hikes including to a waterfall with a crisp, cool swimming hole. The food was delicious and served with attention and kindness overlooking the pool that mirrored the night sky. The staff were exceptional overall and all bringing coffee to my door at dawn was a personal favorite.

Reviewed on Mar 11, 2026

Si Como No Resort, Spa and Wildlife Refuge

Si Como No Resort, Spa and Wildlife Refuge

3.5 out of 5
Manuel Antonio
Save 100% on your flight
Price was $2,636, price is now $1,533 per person
$1,533
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (782 reviews)
This place was a little piece of paradise. We enjoyed our stay sooo much. Central to everything, staff was amazing and the rooms and food were excellent. Will definitely be back!! Claro Que si!

Reviewed on May 4, 2026

Monte Carlo Luxury Condominiums

Monte Carlo Luxury Condominiums

3.5 out of 5
Save 100% on your flight
Price was $1,852, price is now $1,085 per person
$1,085
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
9.4/10 Exceptional! (103 reviews)
Staff was very attentive and helpful with anything I needed or any questions I had. They helped set up transportation and booked adventures for me. Will be coming back to stay!

Reviewed on Jan 28, 2026

Pacuare Lodge by Böëna

Pacuare Lodge by Böëna

4.5 out of 5
Save 100% on your flight
Price was $5,104, price is now $3,043 per person
$3,043
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
10/10 Exceptional! (15 reviews)
The room with the private pool was awesome. The staff was exceptional, friendly, helpful and polite. The restaurant is great, the menu amazing and the service is word class. We can only recommend all activities they offer. The guides are very knowledgeable and make you feel safe and taken care of.

Reviewed on Sep 7, 2024

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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
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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
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $234 total per night from May 12 to May 13
$234 total
May 12 - May 13
Total with taxes and fees
7.8/10 Good! (1,131 reviews)
The room was implacable and all staff have been extremely friendly, polite and very attentive. The food was varied and very nice every day. Good list of cocktails and the bar staff would also happily give you something that is not on the list or make all the twists you asked for, and they would remember ...

Reviewed on May 3, 2026

Fiesta Resort Central Pacific - All Inclusive
Santa Lucia Jungle Hacienda, Costa Rica, Autograph Collection®

Santa Lucia Jungle Hacienda, Costa Rica, Autograph Collection®

5 out of 5
3 Km South and 600 mts East Carara National Park Tárcoles Puntarenas
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $296 total per night from May 17 to May 18
$296 total
May 17 - May 18
Total with taxes and fees
8.8/10 Excellent! (10 reviews)
Beautiful property integrated into the jungle, friendly and helpful staff.

Reviewed on Apr 7, 2026

Santa Lucia Jungle Hacienda, Costa Rica, Autograph Collection®
See all 697 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 $657 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.