San Mateo Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for San Mateo holiday rentals

Property grounds

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is HK$1,256
HK$1,420 total
includes taxes & fees
9 Jun - 10 Jun
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
Outdoor dining

Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
San Mateo
10.0 out of 10, Exceptional, (3 reviews)
"This place is amazing and the people who works there are fantastic. John and Yasury took care of us and treated us in a unique way, like family. I recommend Villa Chilanga 100%. It was an unforgettable experience; my daughters and I enjoyed it immensely. Pura Vida!!!!!!"
United States
Rosa W.
The price is HK$1,039
HK$1,197 total
includes taxes & fees
5 Jun - 6 Jun
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
Property grounds

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
The price is HK$1,256
HK$1,432 total
includes taxes & fees
11 Jun - 12 Jun
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
Terrace/patio

Escape to Your Private Costa Rican Jungle Retreat

Escape to Your Private Costa Rican Jungle Retreat
Atenas
The price is HK$776
HK$1,307 total
includes taxes & fees
29 May - 30 May
Escape to Your Private Costa Rican Jungle Retreat
Outdoor pool

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (53 reviews)
"Was a very nice stay the room was good service was exceptional would definitely come back thanks to staff for making us welcome "
Canada
Dallas
The price is HK$487
HK$550 total
includes taxes & fees
27 Jun - 28 Jun
Nomad Living CR
Interior

Modern cabin with private deck close to Zarcero

Modern cabin with private deck close to Zarcero
Naranjo
The price is HK$635
HK$1,187 total
includes taxes & fees
11 Jun - 12 Jun
Modern cabin with private deck close to Zarcero
Outdoor pool

Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is HK$762
HK$1,096 total
includes taxes & fees
29 May - 30 May
Villa garita inn
Outdoor pool

Great Apartment Punta Esmeralda

Great Apartment Punta Esmeralda
Barrio Las Playitas
The price is HK$1,567
HK$2,358 total
includes taxes & fees
29 May - 30 May
Great Apartment Punta Esmeralda
Outdoor dining

Spectacular View 3 bedroom Ocean / Rainforest View Condo Near Los Sueños Resort

Spectacular View 3 bedroom Ocean / Rainforest View Condo Near Los Sueños Resort
Jaco
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful ocean view and a great host."
United States
Maria
The price is HK$1,661
HK$1,872 total
includes taxes & fees
31 May - 1 Jun
Spectacular View 3 bedroom Ocean / Rainforest View Condo Near Los Sueños Resort
Exterior

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (4 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is HK$838
HK$947 total
includes taxes & fees
26 Jun - 27 Jun
Club Heasa - Men Only
Exterior

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
2.0 star property
Tárcoles
10.0 out of 10, Exceptional, (1 review)
"Excelente ubicación "
Costa Rica
Alejandra Martínez
The price is HK$1,027
HK$1,522 total
includes taxes & fees
8 Jun - 9 Jun
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
1 bedroom, bed sheets

Cabaña el Ermitaño

Cabaña el Ermitaño
2.0 star property
Jacó
7.4 out of 10, Good, (3 reviews)
"We paid months ahead as with many other accommodations, which we've never had any issues with. This place was hard to find so we called to clarify directions, and we were told if we didn't have a 4x4 that it wasn't possible to get to (which was NOT mentioned on the booking site on Expedia) We were left to scramble and find a place to stay last minute which was inconvenient and cost a lot more. We were also informed we would be given the money back but months later we still haven't seen it. "
Canada
Ernest
The price is HK$241
HK$273 total
includes taxes & fees
3 Jun - 4 Jun
Cabaña el Ermitaño
Property grounds

Apart. Valhalla San Ramon

Apart. Valhalla San Ramon
Tejar
8.4 out of 10, Very good, (7 reviews)
"Great little apartment with all the necessities and within walking distance to anything downtown"
United States
Steve R.
The price is HK$205
HK$487 total
includes taxes & fees
29 May - 30 May
Apart. Valhalla San Ramon
Smart TV

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Provincia de Alajuela
8.8 out of 10, Excellent, (3 reviews)
"This place is perfect! Like staying at a resort!"
United States
Christine W.
The price is HK$564
HK$1,426 total
includes taxes & fees
8 Jun - 9 Jun
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Outdoor pool

Casa Mercedes - con piscina privada y Aire Acondicionado

Casa Mercedes - con piscina privada y Aire Acondicionado
San Pablo de Turrubares
10.0 out of 10, Exceptional, (3 reviews)
"Small, clean and quaint cottage with a small private pool, surrounded by nature. Well equipped modern kitchen, all around good decor and comfy beds."
United States
Roy F.
The price is HK$979
HK$1,342 total
includes taxes & fees
1 Jun - 2 Jun
Casa Mercedes - con piscina privada y Aire Acondicionado
Pool

Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
The price is HK$423
HK$478 total
includes taxes & fees
31 May - 1 Jun
Macaw Paradise
Beach nearby, sun-loungers, beach towels

Paradise Found! Character filled close to beach, forest and amenities

Paradise Found! Character filled close to beach, forest and amenities
Puntarenas Province
9.6 out of 10, Exceptional, (25 reviews)
"Great quiet location for exploring the area. The condo had everything we needed, and was super clean when we arrived. Both Mary and property manager Chris were responsive and helpful before and during our stay. We'd definitely stay here again! "
United States
Jennifer B.
The price is HK$541
HK$1,065 total
includes taxes & fees
1 Jun - 2 Jun
Paradise Found! Character filled close to beach, forest and amenities
A heated pool

Blübambu Mountain Villas

Blübambu Mountain Villas
Sarchi
9.8 out of 10, Exceptional, (13 reviews)
"The location & property are beautiful & everything was as described. The hosts were wonderful & we would definitely stay here again! "
United States
Mary R.
The price is HK$823
HK$979 total
includes taxes & fees
31 May - 1 Jun
Blübambu Mountain Villas
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 HK$979
HK$1,136 total
includes taxes & fees
30 May - 31 May
CARGO - Costa Ricas Coolest Container stay
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 HK$1,410
HK$1,970 total
includes taxes & fees
29 May - 30 May
Cozy house in condominium near beaches, national parks and adventure parks.
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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Top San Mateo Hotel Reviews

Hotel Punta Leona

Hotel Punta Leona

8/10 Good
"It’s a nice place"
Miguel 1-night trip
Posted 22 hours ago
Hotel Punta Leona

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
  • Use the map to find apartments and other holiday homes in the San Mateo neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Mateo while they last

Look no further and take a look at our great range of rental properties in San Mateo!

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals close to the most popular sights in San Mateo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Mateo has to offer?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This holiday home rental outside of San Mateo is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in San Mateo?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your San Mateo stay.

What can I see and do in San Mateo?

Explore the area and family-friendly sights such as Balneario Las Musas, or get out into nature at a spot like Parque Central. In the wider area, you’ll find San Ramon Nonato Church and San Ramon Municipal Market.

What are holiday rentals like in San Mateo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.