Book Holiday Homes in San Mateo

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Featured Holiday Homes in San Mateo

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool

La Garita
The price is NZ$334 per night from 9 Nov to 10 Nov
NZ$334
9 Nov - 10 Nov
includes taxes & fees
Stay at this vacation home in La Garita. Enjoy free WiFi, private pools, and a garden. Popular attractions Botanical Orchid Garden La Garita and Rock Bridge ...
Opens in a new windowHidden Paradise in La Garita with Private Pool
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Atenas
Stay at this vacation home in Escobal. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowCool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE

THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE

Atenas
Book a stay at this business-friendly vacation home in Mercedes. Enjoy free WiFi, breakfast (surcharge), and a garden. Our guests praise the property condition ...
Opens in a new windowTHE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE
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Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

Atenas
Stay at this vacation home in Atenas. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Botanical Orchid Garden La Garita and Rock Bridge ...
Opens in a new windowBali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
CR Mariposa Gateway

CR Mariposa Gateway

San Ramon
Stay at this vacation home in San Ramon. Enjoy free WiFi, private pools, and a garden. Popular attraction San Ramon Municipal Market is located nearby.
Opens in a new windowCR Mariposa Gateway
Beachfront dog-friendly home with private pool, grill, hammocks, & beach access

Beachfront dog-friendly home with private pool, grill, hammocks, & beach access

Tivives
Book a stay at this beach vacation home in Caldera. Enjoy a beach locale, a garden, and patios. Popular attractions Caldera Port and Playa Caldera are located ...
Opens in a new windowBeachfront dog-friendly home with private pool, grill, hammocks, & beach access
Treehouse on a Coffee Farm with Ocean View

Treehouse on a Coffee Farm with Ocean View

Provincia de Alajuela,
Stay at this vacation home in Jesús. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Aguacate Mines and Minas Del Aguacate ...
Opens in a new windowTreehouse on a Coffee Farm with Ocean View
Amazing house, near to mountains, beaches and volcanos

Amazing house, near to mountains, beaches and volcanos

San Ramón
Stay at this vacation home in Santiago. Enjoy free WiFi, laundry facilities, and balconies. Popular attraction San Ramon Municipal Market is located nearby.
Opens in a new windowAmazing house, near to mountains, beaches and volcanos
The door to the sea

The door to the sea

2 out of 5
Tivives
Stay at this vacation home in Caldera. Enjoy air conditioning. Popular attractions Caldera Port and Playa Caldera are located nearby.
Opens in a new windowThe door to the sea
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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.

San Mateo Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San Mateo vacation homes are the perfect way for you to wing it.

Holiday houses in San Mateo let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San Mateo in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San Mateo adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Mateo with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San Mateo vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San Mateo Holiday Homes essential information

Accommodation
267 Holiday Homes
Lowest Price
NZ$261
Highest Price
NZ$400
Popular accommodation
Hidden Paradise in La Garita with Private Pool, Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. , THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE, Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining, CR Mariposa Gateway, Beachfront dog-friendly home with private pool, grill, hammocks, & beach access, Treehouse on a Coffee Farm with Ocean View, Amazing house, near to mountains, beaches and volcanos, The door to the sea

Top trending hotels in San Mateo

Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

3 out of 5
Finca Ecologica del Bosque, San Mateo, Alajuela Province
Stay at this 3-star cabin in San Mateo. Enjoy free breakfast, free WiFi, and free parking.
Opens in a new windowBuen 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
The price is NZ$400 per night from 10 Nov to 11 Nov
NZ$400
10 Nov - 11 Nov
includes taxes & fees
Stay at this 3.5-star beach property in El Roble. Enjoy free parking, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowFiesta 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
Stay at this 3.5-star family-friendly hotel in Tambor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Opens in a new windowVilla San Ignacio
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Hotel Punta Leona

Hotel Punta Leona

3 out of 5
Punta Leona Garabito, Tárcoles, Puntarenas
The price is NZ$261 per night from 6 Nov to 7 Nov
NZ$261
6 Nov - 7 Nov
includes taxes & fees
Stay at this 3-star beach resort in Tárcoles. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowHotel Punta Leona
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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.

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^Subject to availability and chosen travel dates.