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San Mateo Holiday Rentals

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Our top choices for San Mateo holiday 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 NZ$296
includes taxes & fees
29 Aug - 30 Aug
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 NZ$315
includes taxes & fees
31 Aug - 1 Sept
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 NZ$303
includes taxes & fees
31 Aug - 1 Sept
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

4. Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (57 reviews)
"Guests needs had been very well thought through. Lovely place!"
United States
Kath
The price is NZ$86
includes taxes & fees
26 Sept - 27 Sept
Nomad Living CR

5. Wonderful Mountain Views Studio

Wonderful Mountain Views Studio
2.0 star property
Jesús
The price is NZ$227
includes taxes & fees
29 Aug - 30 Aug
Wonderful Mountain Views Studio

6. 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 NZ$204
includes taxes & fees
26 Sept - 27 Sept
Hermosa Casa con vista al bosque

7. 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 NZ$169
includes taxes & fees
29 Aug - 30 Aug
Tarcoles Birding Lodge

8. 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 NZ$87
includes taxes & fees
27 Sept - 28 Sept
Terminal Verde

9. 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 NZ$288
includes taxes & fees
31 Aug - 1 Sept
Casa Mercedes - con piscina privada y Aire Acondicionado

10. Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
7.4 out of 10, Good, (3 reviews)
"Un lugar pequeñito, pero con todo lo que se necesita, la pasamos muy bien!"
United States
Rebeca
The price is NZ$89
includes taxes & fees
3 Sept - 4 Sept
Macaw Paradise

11. 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 NZ$162
includes taxes & fees
26 Sept - 27 Sept
Club Heasa - Men Only

12. 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 NZ$171
includes taxes & fees
2 Sept - 3 Sept
Vista Verde

13. Wonderful Mountain Views Studio

Wonderful Mountain Views Studio
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 NZ$465
includes taxes & fees
29 Aug - 30 Aug
Wonderful Mountain Views Studio

14. 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 NZ$235
includes taxes & fees
6 Sept - 7 Sept
Villa garita inn

15. Wonderful Mountain Views Villa & Pool

Wonderful Mountain Views Villa & Pool
2.0 star property
Jesús
The price is NZ$643
includes taxes & fees
3 Sept - 4 Sept
Wonderful Mountain Views Villa & Pool

16. Wonderful Mountain Views Villa & Pool

Wonderful Mountain Views Villa & Pool
atenas
9.6 out of 10, Exceptional, (67 reviews)
"Amazing "
Canada
Renee L.
The price is NZ$677
includes taxes & fees
4 Sept - 5 Sept
Wonderful Mountain Views Villa & Pool

17. 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 NZ$143
includes taxes & fees
23 Sept - 24 Sept
Vista Verde en el Pacífico a 1 Kilómetro de la Carretera Interamericana

18. 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 NZ$105
includes taxes & fees
29 Aug - 30 Aug
Apart. Valhalla San Ramon

19. La Toscana Hills

La Toscana Hills
3.5 star property
Atenas
6.0 out of 10, (2 reviews)
"Everything was unique about the property. The animals, the pool, the rooms and common areas. Absolutely amazing and phenomenal. The drive to get there gets steep but once you have arrived, breathtaking."
United States
Anonymous traveller
The price is NZ$599
includes taxes & fees
25 Sept - 26 Sept
La Toscana Hills

20. Wake Up to the Ocean Exclusive Luxury Escape

Wake Up to the Ocean Exclusive Luxury Escape
3.5 star property
Tárcoles
The price is NZ$548
includes taxes & fees
30 Aug - 31 Aug
Wake Up to the Ocean Exclusive Luxury Escape
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Mateo holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Mateo. 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 San Mateo. 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 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 holiday 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 San Mateo short-term rentals, that won’t be hard to do.

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?

Million dollar view ! On the Beach , Private Tropical Paradise ,Tivives Playa: This holiday home rental outside of San Mateo offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in San Mateo?

With 6 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 Iglesia de San Ramón.

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.