Deals on vacations and trips to San Mateo

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San Mateo flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Villa Marala

Villa Marala

3 out of 5
Save 100% on your flight
Price was $821, price is now $458 per person
$458
per person
Feb 13 - Feb 19
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to San José (SJO)
This resort features 2 outdoor pools and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. Free WiFi in public areas is also provided.
Monte Carlo Luxury Condominiums

Monte Carlo Luxury Condominiums

3.5 out of 5
Price was $1,527, price is now $655 per person
$655
per person
Feb 10 - Feb 15
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
This aparthotel features an outdoor pool and a swim-up bar. Guests will appreciate free perks like free self parking and WiFi in public areas. An area shuttle, a casino shuttle, and laundry facilities are also offered.
Las Marias Monteverde Cottages & Gardens

Las Marias Monteverde Cottages & Gardens

4 out of 5
Price was $1,173, price is now $630 per person
$630
per person
Feb 10 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
A rooftop terrace, free self parking, and barbecue grills are featured at this lodge. WiFi in public areas is free. A garden, a picnic area, and a virtual front desk are also on offer.
Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco

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

4 out of 5
Price was $1,646, price is now $894 per person
$894
per person
Feb 10 - Feb 15
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
A full-service spa and an outdoor pool are featured at this smoke-free aparthotel. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the gym and free perks like cooked-to-order breakfast and free self parking.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
Price was $883, price is now $510 per person
$510
per person
Feb 10 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San José (SJO)
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden and a safe deposit box are also provided.

Top San Mateo hotels deals

Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

3 out of 5
Finca Ecologica del Bosque San Mateo Alajuela Province
Get rates
This cabin features 3 outdoor pools and a poolside bar. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A grocery/convenience store, laundry facilities, and free newspapers are also on offer.
Pool
Breakfast included
Fiesta Resort Central Pacific - All Inclusive

Fiesta Resort Central Pacific - All Inclusive

3.5 out of 5
El Roble 23 El Roble Puntarenas
$204 nightly
The price is $230 total per night
$230 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This smoke-free property features a full-service spa, a nightclub, and 4 restaurants. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 4 outdoor pools and perks like free self parking and free WiFi.
Pool
Hot Tub
Gardens House, Airport Juan Santamaría, Alajuela, San Jose

Gardens House, Airport Juan Santamaría, Alajuela, San Jose

2 out of 5
C. La Haya Alajuela Provincia de Alajuela
Free Cancellation
Reserve now, pay when you stay
$49 nightly
The price is $56 total per night
$56 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
Free WiFi in public areas, a garden, and dry cleaning are available at this bed & breakfast. Enjoy the free continental breakfast each morning. Luggage storage and barbecue grills are also provided.
Breakfast included
Free WiFi
Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito Tárcoles Puntarenas
Free Cancellation
Reserve now, pay when you stay
$177 nightly
The price is $200 total per night
$200 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
A full-service spa, 2 restaurants, and 3 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor tennis court and perks like free self parking and a free beach shuttle.
Pool
Spa
Hotel Villa Caletas

Hotel Villa Caletas

4 out of 5
Central Pacific 5 miles before Jaco Tárcoles Puntarenas
$262 nightly
The price is $297 total per night
$297 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this boutique resort. Take the free beach shuttle and relax with free beach cabanas and sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Hotel Aeropuerto

Hotel Aeropuerto

3 out of 5
4 km west of SJO International Airport San Antonio Alajuela
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
Dec 27 - Dec 28
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free airport drop-off. Free parking, a garden, and a library are also offered.
Pool
Free airport shuttle
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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 are vacation packages to San Mateo?
Splash out on a memorable experience in San Mateo with a vacation package starting at $458. Organizing your flights, tours and hotels with Travelocity is a piece of cake. On top of that, our packages will leave you with more savings for fun activities.
Where can I get the best vacation package deals for San Mateo?
You can't beat Travelocity when it comes to crafting your San Mateo package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to choose from. Book your vacation now and get ready to cross another exciting place off your must-visit list.
Why should I book my San Mateo vacation package via Travelocity?
Travel is all about making cherished memories and leaving all your troubles behind — which is why we have a team of experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of destinations. So what are you waiting for? There's no time like the present to lock in that vacation you've always wanted.
Will I save money on my San Mateo car rental if I bundle it with hotels and flights?
Bundling your hotel, flight and car into a San Mateo vacation package is the best way to land the best deal. Plus, having your own set of wheels gives you freedom to get to all the landmarks you're eager to see. Located 90 mi from San Mateo, Playa Hermosa is one attraction that should be on your can't-miss list. Fill up the tank and make a day trip of it.
Which airport is best for San Mateo?
Juan Santamaria Intl. Airport (SJO), 20 mi east of the city center, is the jumping off point for many San Mateo adventures. That said, Tobias Bolanos Intl. Airport (SYQ) (25 mi away from central San Mateo) could suit you better.
Where should I stay when visiting San Mateo?
Many visitors opt to spend their nights at the Stylish suite in the heart of La Ecovilla - 1 hour from Airport. It's sure to be a great base for your San Mateo escape.

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