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San Mateo Vacation Rentals

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Our top choices for San Mateo vacation rentals

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 CA $216
CA $244 total
includes taxes & fees
Jul 24 - Jul 25
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

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 was only a one night stay, but we would have been happy to stay longer. The property is lovely. We enjoyed dinner and breakfast. We slept well after a long day of travel to Costa Rica. The room and shower were clean and the view was spectacular. "
United States
Jillian S.
The price is CA $231
CA $261 total
includes taxes & fees
Jul 22 - Jul 23
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
The price is CA $222
CA $251 total
includes taxes & fees
Jul 23 - Jul 24
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Tarcoles Birding Lodge

Tarcoles Birding Lodge
3.0 star property
Lagunillas
9.4 out of 10, Exceptional, (12 reviews)
"Room was big and clean. Staff was excellent. Was so peaceful we enjoyed our stay "
Canada
Stacey
The price is CA $125
CA $141 total
includes taxes & fees
Jul 23 - Jul 24
Tarcoles Birding Lodge

Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
2.0 out of 10, (1 review)
The price is CA $67
CA $76 total
includes taxes & fees
Jul 27 - Jul 28
Macaw Paradise

Terminal Verde

Terminal Verde
3.5 star property
Concepcion
6.6 out of 10, (8 reviews)
"The bus was perfect, would recommend. "
United States
Jeremiah
The price is CA $64
CA $73 total
includes taxes & fees
Aug 2 - Aug 3
Terminal Verde

Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana

Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana
Macacona
9.4 out of 10, Exceptional, (3 reviews)
"Clean rooms and a nice view of the mountains."
United States
Mikel-Ange L.
The price is CA $88
CA $117 total
includes taxes & fees
Aug 5 - Aug 6
Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (56 reviews)
"The check in process was so easy and the location was perfect. The room was very modern and clean."
Canada
Beverly Lynn
The price is CA $84
CA $95 total
includes taxes & fees
Aug 21 - Aug 22
Nomad Living CR

Hermosa Casa con vista al bosque

Hermosa Casa con vista al bosque
Orotina
4.0 out of 10, (1 review)
"The main bed was small for two adults and the resort itself was a bit run down. The tennis courts and pool were not usable. The kitchen had a good supply of pans, utensils, and kitchen tools. The area itself was super quiet."
United States
Gueorgui
The price is CA $101
CA $170 total
includes taxes & fees
Jul 26 - Jul 27
Hermosa Casa con vista al bosque

Escape to Your Private Costa Rican Jungle Retreat

Escape to Your Private Costa Rican Jungle Retreat
Atenas
The price is CA $139
CA $234 total
includes taxes & fees
Jul 23 - Jul 24
Escape to Your Private Costa Rican Jungle Retreat

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 CA $175
CA $240 total
includes taxes & fees
Jul 23 - Jul 24
Casa Mercedes - con piscina privada y Aire Acondicionado

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 CA $98
CA $140 total
includes taxes & fees
Jul 23 - Jul 24
Vista Verde

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 CA $134
CA $151 total
includes taxes & fees
Aug 19 - Aug 20
Club Heasa - Men Only

¡Casa Pura Vida! Summ

¡Casa Pura Vida! Summ
Orotina
4.0 out of 10, (1 review)
"Stephen and his team were great at check in, the property did not really meet our needs as a family. "
United States
Brenna S.
The price is CA $202
CA $384 total
includes taxes & fees
Jul 23 - Jul 24
¡Casa Pura Vida! Summ

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 CA $88
CA $142 total
includes taxes & fees
Aug 4 - Aug 5
Villa garita inn

El Cofre Secure and private gated home

El Cofre Secure and private gated home
Palmares
The price is CA $111
CA $283 total
includes taxes & fees
Jul 23 - Jul 24
El Cofre Secure and private gated home

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 CA $36
CA $86 total
includes taxes & fees
Jul 22 - Jul 23
Apart. Valhalla San Ramon

#3 Boutique Hotel 4 Rooms Room

#3 Boutique Hotel 4 Rooms Room
San Ramón
The price is CA $133
CA $161 total
includes taxes & fees
Jul 23 - Jul 24
#3 Boutique Hotel 4 Rooms Room

Modern cabin with private deck close to Zarcero

Modern cabin with private deck close to Zarcero
Naranjo
The price is CA $114
CA $212 total
includes taxes & fees
Jul 22 - Jul 23
Modern cabin with private deck close to Zarcero

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 place to stay!! If I come back to the area, I’ll definitely stay here again!!"
United States
Lisa D.
The price is CA $125
CA $221 total
includes taxes & fees
Jul 23 - Jul 24
Paradise Found! Character filled close to beach, forest and amenities
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

Find out more about San Mateo

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with San Mateo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in San Mateo?

Yes, there are vacation rentals near top attractions in San Mateo, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in San Mateo?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This vacation home rental outside of San Mateo is located in the city center and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in San Mateo?

With 5 Expedia vacation rentals, you're sure 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 Hacienda las Agujas, or get out into nature at a spot like Parque Central. In the larger area, you’ll find San Ramon Nonato Church and San Ramon Museum.

What are vacation rentals like in San Mateo?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for families.