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.
Ronny's Flat Manuel Antonio

Ronny's Flat Manuel Antonio

3 out of 5
Save 100% on your flight
Price was $808, price is now $416 per person
$416
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San José (SJO)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a snack bar/deli are also provided.
Arenal Roca Suites

Arenal Roca Suites

3 out of 5
Price was $1,069, price is now $465 per person
$465
per person
Jan 22 - Jan 28
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Springs Resort and Spa at Arenal

The Springs Resort and Spa at Arenal

5 out of 5
Price was $4,996, price is now $2,292 per person
$2,292
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
This luxury resort features a full-service spa, hot springs, and 5 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the 15 outdoor pools and get free valet parking.
Casa Amarillo Jaco Costa Rica

Casa Amarillo Jaco Costa Rica

3.5 out of 5
Price was $5,869, price is now $2,718 per person
$2,718
per person
Feb 2 - Feb 8
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
An outdoor pool, free self parking, and laundry facilities are featured at this villa. WiFi in public areas is free. Express check-in, express check-out, and dry cleaning are also on offer.
Monte Carlo Luxury Condominiums

Monte Carlo Luxury Condominiums

3.5 out of 5
Price was $1,194, price is now $582 per person
$582
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

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
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $187 total per night
$187 total
Dec 8 - Dec 9
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
Villa San Ignacio

Villa San Ignacio

3.5 out of 5
Route 107, 50 Este del Cruce de Grecia - Poás, Tambor
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking.
Pool
Breakfast included
Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito, Tárcoles, Puntarenas
Free Cancellation
Reserve now, pay when you stay
$132 nightly
The price is $149 total per night
$149 total
Nov 11 - Nov 12
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 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
$85 nightly
The price is $97 total per night
$97 total
Dec 1 - Dec 2
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
Hotel Villa Caletas

Hotel Villa Caletas

4 out of 5
Central Pacific 5 miles before Jaco, Tárcoles, Puntarenas
Get rates
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 perks like free self parking and a free beach shuttle.
Pool
Spa
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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 $416. 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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