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San Mateo Vacation Rentals

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Our top choices for San Mateo vacation rentals

1. 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
Sep 24 - Sep 25
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

2. 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 $259 total
includes taxes & fees
Sep 24 - Sep 25
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

3. Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
The price is CA $222
CA $250 total
includes taxes & fees
Sep 24 - Sep 25
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

4. 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 $146
CA $165 total
includes taxes & fees
Oct 7 - Oct 8
Tarcoles Birding Lodge

5. Terminal Verde

Terminal Verde
3.5 star property
Concepcion
7.0 out of 10, Good, (9 reviews)
"The bus was perfect, would recommend. "
United States
Jeremiah
The price is CA $65
CA $73 total
includes taxes & fees
Sep 24 - Sep 25
Terminal Verde

6. Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (58 reviews)
"Guests needs had been very well thought through. Lovely place!"
United States
Kath
The price is CA $62
CA $70 total
includes taxes & fees
Oct 23 - Oct 24
Nomad Living CR

7. Wonderful Mountain Views Studio

Wonderful Mountain Views Studio
2.0 star property
Jesús
The price is CA $108
CA $191 total
includes taxes & fees
Sep 24 - Sep 25
Wonderful Mountain Views Studio

8. 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 $112
CA $166 total
includes taxes & fees
Oct 3 - Oct 4
Hermosa Casa con vista al bosque

9. 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 $120
CA $136 total
includes taxes & fees
Oct 22 - Oct 23
Club Heasa - Men Only

10. 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 $140
CA $201 total
includes taxes & fees
Oct 1 - Oct 2
Casa Mercedes - con piscina privada y Aire Acondicionado

11. Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
6.8 out of 10, (5 reviews)
"El lugar está bonito pero todo olía a humedad y la ropa de cama olía a sudor. Tienen mucho para mejorar porque el lugar es bonito pero les falta aseo. En la noche se fue la luz y el calor si estuvo terrible porque no tenían planta."
United States
Ana Betty Peraza
The price is CA $68
CA $76 total
includes taxes & fees
Sep 24 - Sep 25
Macaw Paradise

12. 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
Oct 22 - Oct 23
Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana

13. 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 $136
CA $196 total
includes taxes & fees
Sep 24 - Sep 25
Villa garita inn

14. Wonderful Mountain Views Studio & Private Patio

Wonderful Mountain Views Studio & Private Patio
atenas
9.6 out of 10, Exceptional, (21 reviews)
"What a wonderful property! Guida and John were delightful hosts. I spent time watching the amazing butterflies, enjoying the sunrises, or heading in to Atenas for lunches or ice cream. The views are fabulous. I thoroughly enjoyed my quiet time here."
United States
Peggy L.
The price is CA $127
CA $317 total
includes taxes & fees
Sep 24 - Sep 25
Wonderful Mountain Views Studio & Private Patio

15. El Cofre Secure and private gated home

El Cofre Secure and private gated home
Palmares
The price is CA $111
CA $279 total
includes taxes & fees
Sep 24 - Sep 25
El Cofre Secure and private gated home

16. 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
Sep 24 - Sep 25
Apart. Valhalla San Ramon

17. Private and Pleasant

Private and Pleasant
2.0 star property
La Unión
The price is CA $50
CA $56 total
includes taxes & fees
Sep 28 - Sep 29
Private and Pleasant

18. Mountain views and beautiful sunrises 🗻

Mountain views and beautiful sunrises 🗻
San Roque
10.0 out of 10, Exceptional, (7 reviews)
"It was clean and easy to check in with the app. "
United States
L G.
The price is CA $126
CA $188 total
includes taxes & fees
Sep 24 - Sep 25
Mountain views and beautiful sunrises 🗻

19. #4 Boutique Hotel 4 Rooms Room

#4 Boutique Hotel 4 Rooms Room
San Ramón
The price is CA $133
CA $161 total
includes taxes & fees
Sep 24 - Sep 25
#4 Boutique Hotel 4 Rooms Room

20. Jaco Nativa Garden Suite

Jaco Nativa Garden Suite
Tarcoles
10.0 out of 10, Exceptional, (1 review)
"Excelente Limpieza tranquilidad confort comodidad. Vistas hermosas "
Mexico
Merlin
The price is CA $109
CA $247 total
includes taxes & fees
Sep 28 - Sep 29
Jaco Nativa Garden Suite
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 Balneario Las Musas, or get out into nature at a spot like Parque Central. In the larger area, you’ll find Palmares Church and San Ramon Nonato Church.

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.