Holiday Homes in San Mateo

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 June - 28 June

Our top choices for San Mateo holiday homes

Pool

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (85 reviews)
"Pool was fabulous! Nice leather furniture.b Nice water pressure. Nice restaurants close by."
United States
Theresa
The price is AU$308
includes taxes & fees
8 Mar - 9 Mar
Hidden Paradise in La Garita with Private Pool
Interior

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
San Miguel, San Roque de Grecia
9.4 out of 10, Exceptional, (16 reviews)
"Basic & clean home, helpful host, and relaxed neighborhood. It fit our needs perfectly for a business trip :)"
United States
Cassandra B.
The price is AU$163
includes taxes & fees
5 Mar - 6 Mar
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
Property grounds

Upendy Casa

Upendy Casa
Tarcoles
The price is AU$115
includes taxes & fees
5 Mar - 6 Mar
Upendy Casa
Outdoor pool

Cozy house in condominium near beaches, national parks and adventure parks.

Cozy house in condominium near beaches, national parks and adventure parks.
Proyecto Valle Escondido
10.0 out of 10, Exceptional, (1 review)
"Muy linda casa, bien equipada con todo lo necesario para pasar una bonita estancia! Paulo excelente anfitrión siempre atento a lo que pudiéramos ocupar!"
Mexico
Elizabeth
The price is AU$356
includes taxes & fees
5 Mar - 6 Mar
Cozy house in condominium near beaches, national parks and adventure parks.
Interior

Vista Verde

Vista Verde
Espíritu Santo
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property. Host was attentive. My only concern was all the ants, but that's what happens when you live surrounded by nature :)"
United States
Raquel
The price is AU$143
includes taxes & fees
5 Mar - 6 Mar
Vista Verde
Terrace/patio

Escape to Your Private Costa Rican Jungle Retreat

Escape to Your Private Costa Rican Jungle Retreat
Atenas
The price is AU$222
includes taxes & fees
5 Mar - 6 Mar
Escape to Your Private Costa Rican Jungle Retreat
Outdoor dining

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse
Atenas
10.0 out of 10, Exceptional, (5 reviews)
"Great location! Beautiful property. Very friendly hosts. The you tube is a nice bonus."
United States
Josh J.
The price is AU$192
includes taxes & fees
6 Mar - 7 Mar
Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse
Outdoor spa tub

CARGO - Costa Ricas Coolest Container stay

CARGO - Costa Ricas Coolest Container stay
Sarchi
10.0 out of 10, Exceptional, (1 review)
"Host was very responsive. Cool site. "
United States
Margaret L.
The price is AU$209
includes taxes & fees
5 Mar - 6 Mar
CARGO - Costa Ricas Coolest Container stay
Exterior detail

Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas

Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas
Provincia de Puntarenas
10.0 out of 10, Exceptional, (1 review)
"The property is exactly as listed! It’s in a very safe area we stayed 5 days. Perfect distance from the beach. The host was very communicative. At the time the washer was out of service and they offered to wash my clothes/fold at 0 extra charge. I had money in one of my pockets that I completely forgot the lady was honest and gave it to me. Really great people."
United States
Crystal G.
The price is AU$109
includes taxes & fees
9 Mar - 10 Mar
Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas
Property grounds

Adela's Lodge

Adela's Lodge
Provincia de Alajuela
The price is AU$123
includes taxes & fees
7 Mar - 8 Mar
Adela's Lodge
Marina

Relax at Pier Sands Casita#1, Min Walk From Beach!

Relax at Pier Sands Casita#1, Min Walk From Beach!
Barrio Las Playitas
6.0 out of 10, (2 reviews)
"The Check in was described in a very detailed description received before the stay . Everything was fine and good organised. "
Germany
Nina Susanne R.
The price is AU$138
includes taxes & fees
5 Mar - 6 Mar
Relax at Pier Sands Casita#1, Min Walk From Beach!
Outdoor dining

Suite Cala - Mountain retreat with sea view and terrace

Suite Cala - Mountain retreat with sea view and terrace
Unknown
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful location and area. "
United States
Corinne G.
The price is AU$172
includes taxes & fees
11 Mar - 12 Mar
Suite Cala - Mountain retreat with sea view and terrace
Dining

Comfortable Casa De Ensueño + Internet Fibra + Close to Colón Town

Comfortable Casa De Ensueño + Internet Fibra + Close to Colón Town
Ciudad Colón
9.2 out of 10, Wonderful, (5 reviews)
"Nice place"
Canada
Ross L.
The price is AU$332
includes taxes & fees
11 Mar - 12 Mar
Comfortable Casa De Ensueño + Internet Fibra + Close to Colón Town
Beach

Holiday Beach House In Punta Leona - wprivate Pool

Holiday Beach House In Punta Leona - wprivate Pool
Garabito
10.0 out of 10, Exceptional, (1 review)
"Very clean and nice , great host "
United States
todd w.
The price is AU$409
includes taxes & fees
9 Mar - 10 Mar
Holiday Beach House In Punta Leona - wprivate Pool
On the beach, sun-loungers, beach towels

Beach front property

Beach front property
Playa Herradura Jaco
The price is AU$977
includes taxes & fees
22 Mar - 23 Mar
Beach front property
TV

Quiet, Comfortable, Private, 15 minutes from the airport (SJO).

Quiet, Comfortable, Private, 15 minutes from the airport (SJO).
Tambor
The price is AU$145
includes taxes & fees
5 Mar - 6 Mar
Quiet, Comfortable, Private, 15 minutes from the airport (SJO).
Outdoor pool

Romantic villa Puriscal, Nature and Peace 1 hour from San José

Romantic villa Puriscal, Nature and Peace 1 hour from San José
San José
The price is AU$209
includes taxes & fees
5 Mar - 6 Mar
Romantic villa Puriscal, Nature and Peace 1 hour from San José
Outdoor dining

Quinta el zable

Quinta el zable
Zaragoza
The price is AU$1,101
includes taxes & fees
5 Mar - 6 Mar
Quinta el zable
Indoor spa tub

Cabina Amani

Cabina Amani
San Ramon
The price is AU$149
includes taxes & fees
9 Mar - 10 Mar
Cabina Amani
Property grounds

Little house among trees with a beautiful view. Very private and comfortable.

Little house among trees with a beautiful view. Very private and comfortable.
Atenas
10.0 out of 10, Exceptional, (1 review)
"It was a little difficult to find with my WAZE App. Rosangel was very responsive and the accommodations were just what I was looking for."
United States
Barbara S.
The price is AU$168
includes taxes & fees
27 Mar - 28 Mar
Little house among trees with a beautiful view. Very private and comfortable.
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top San Mateo Hotel Reviews

Hotel Punta Leona

Hotel Punta Leona

10/10 Excellent
"Very nice, very extensive facilities. Highly recom.e rd."
Sean 1-night trip
Posted 21 hours ago
Hotel Punta Leona

Find out more about San Mateo

San Mateo Holiday Homes information

Number of reviews
123
Accommodation
259 Holiday Homes
Lowest Price
AU$109
Highest Price
AU$977