San Mateo Holiday Rentals

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Holiday Rentals in San Mateo

Buen Camino Hotel, San Mateo

3.0 star property
San Mateo
9.2 out of 10, Wonderful, (39)
"The views were spectacular, and the pools were very pleasant. The restaurant was wonderful. We were there at a hot time of the year and there was no A/C, but plenty of fans and shade. Be aware that the road up is rough. "
United States
David
Buen Camino Hotel, San Mateo

Nomad Living CR

3.5 star property
Tárcoles
9.8 out of 10, Exceptional, (26)
"Nice amenities and location. Area isn’t perfect but decent eating options and safe enough if traveling in a group. "
United States
Abbas
The price is NZ$127
includes taxes & fees
17 Nov - 18 Nov
Nomad Living CR

Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH

Garabito
9.8 out of 10, Exceptional, (173)
"We stayed 3 days great place to relax. Great owner/manager - he was very responsive and willing to work with our needs. "
United States
Cha G.
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH

Hidden Paradise in La Garita with Private Pool

La Garita
9.8 out of 10, Exceptional, (73)
"Property was clean wonderful! Will book this house again next time we are in CR. "
United States
Jonathan K.
The price is NZ$323
includes taxes & fees
17 Nov - 18 Nov
Hidden Paradise in La Garita with Private Pool

Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

Puntarenas
9.0 out of 10, Wonderful, (84)
"Close to the beach, lovely pool, safe and comfortable house for all ages"
United States
Carol B.
Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

Nueva Villa Paraiso

2.0 star property
Lagunillas
Nueva Villa Paraiso

Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

Bajamar
9.6 out of 10, Exceptional, (24)
"Thoroughly enjoyed the property, a little out of the way, plenty of room for the twelve of us. Alex took good care of us. Would recommend to others wanting adventurous vacation stay."
United States
Dave V.
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Alajuela
9.8 out of 10, Exceptional, (16)
"The perfect setting for a relaxing and enjoyable vacation. The charm and comfort of the home is captivating. Our stay was incredibly pleasant. Our hosts Ursula and Erick were very responsive and accommodating. "
United States
Isabel Q.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Punta Leona
10.0 out of 10, Exceptional, (125)
"Highlight is Gina and Carlos !! They do everything for you at the house while never being noticed . House is well situated to take full advantage of the view. Playa Blanco is down the hill and a great beach ."
United States
Mark S.
Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Entire Comfy apartment for your, 5 min SJO airport

Bajo Cornizal
9.8 out of 10, Exceptional, (10)
"Reminded me of college days. Nice breeze, bust neighborhood. Slept gr8. Much nicer than the beach house. Kevin is nice and his his wife and neighbors. Felt right at home."
United States
Carmen R.
The price is NZ$145
includes taxes & fees
25 Nov - 26 Nov
Entire Comfy apartment for your, 5 min SJO airport

Costa Rican Beach House Rental in Puntarenas

Puntarenas
9.8 out of 10, Exceptional, (65)
"This was an awesome property. I went with my spouse and adult children(17-22) and their friends. Total of 8 people. The house was very clean and open. The pool was exceptional. The sunsets on the beach were beautiful. The best part was the caretakers(Arturo and Maribel). Arturo was up early to get the pool and backyard set up for us to enjoy for the day. Maribel cooked us an awesome dinner our last night there. They were so nice and helpful the entire time we were there. They almost felt like...
United States
nicole a.
Costa Rican Beach House Rental in Puntarenas

CASA OASIS

3.0 star property
Tárcoles
CASA OASIS

Cozy Beach Getaway! – Punta Leona Paradise

2.0 star property
Provincia de Puntarenas
The price is NZ$352
includes taxes & fees
17 Nov - 18 Nov
Cozy Beach Getaway! – Punta Leona Paradise

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Atenas
10.0 out of 10, Exceptional, (224)
"everything about the stay was wonderful thank you Judd and Lizz"
United States
Jared H.
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

New listing! Stunning views. Fifth floor apartment

Punta Leona
10.0 out of 10, Exceptional, (36)
"Very beautiful place. Highly recommended!"
United States
Jorge R.
New listing! Stunning views. Fifth floor apartment

Villa garita inn

4.0 star property
La Garita
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
Villa garita inn

Cabaña el Ermitaño

2.0 star property
Jacó
7.4 out of 10, Good, (3)
"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
Cabaña el Ermitaño

3-bedroom condo in lovely Playa Herradura with AC, pools, and much more

Playa Herradura
The price is NZ$243
includes taxes & fees
16 Dec - 17 Dec
3-bedroom condo in lovely Playa Herradura with AC, pools, and much more

Atenas Villa Serenidad: private home private pool, river walk, amazing 180° view

Atenas
9.8 out of 10, Exceptional, (68)
"A truly gorgeous property with amazing views. The night sky was incredible!"
United States
Javier S.
The price is NZ$653
includes taxes & fees
30 Nov - 1 Dec
Atenas Villa Serenidad: private home private pool, river walk, amazing 180° view

The Lookout. A nature lovers paradise.

Zaragoza
10.0 out of 10, Exceptional, (40)
"Our family group of 8 (2 kids and 6 adults) had a wonderful stay at the lookout. This property is well represented online. The drive up to the lookout can be a bit intimidating but we had no issues. The set up of the home is perfect for couples or people staying in groups of 2. We enjoyed the pool and regular visits with the maintenance team. Piet is a very accommodating host and easy to get in contact with. There were a few small maintenance issues (an issue with the pool filter, and water...
Canada
Brett W.
The Lookout. A nature lovers paradise.
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

Everything you need to know about San Mateo holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo holiday rentals we have selected for you start as low as NZ$127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Mateo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

CASA OASIS : This holiday home rental outside San Mateo offers a BBQ and free WiFi to help you feel comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a microwave and kitchenware, so that you can cook with friends or family.

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 Hacienda las Agujas, or get out into nature at a spot like Parque Central. In the wider area, you’ll find Palmares Church and San Ramon Nonato Church.

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.