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Our top choices for San Mateo holiday 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 £139
includes taxes & fees
30 Mar - 31 Mar
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
The price is £139
includes taxes & fees
30 Mar - 31 Mar
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

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, (2 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 £144
includes taxes & fees
30 Mar - 31 Mar
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
San Miguel, San Roque de Grecia
9.4 out of 10, Exceptional, (16 reviews)
"Basic & clean home, helpful host, and relaxed neighborhood. It fit our needs perfectly for a business trip :)"
United States
Cassandra B.
The price is £88
includes taxes & fees
30 Mar - 31 Mar
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

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 £105
includes taxes & fees
11 Apr - 12 Apr
Villa garita inn

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 £26
includes taxes & fees
4 Apr - 5 Apr
Cabaña el Ermitaño

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (3 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is £91
includes taxes & fees
27 Apr - 28 Apr
Club Heasa - Men Only

Upendy Casa

Upendy Casa
Tarcoles
The price is £62
includes taxes & fees
30 Mar - 31 Mar
Upendy Casa

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
8.0 out of 10, Very good, (2 reviews)
"Great location, clean"
United States
pstritzke
The price is £84
includes taxes & fees
30 Mar - 31 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse
Atenas
10.0 out of 10, Exceptional, (6 reviews)
"Quiet ,safe, beautiful property "
United States
alex
The price is £114
includes taxes & fees
1 Apr - 2 Apr
Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Garitas House Near SJO Airport Costa Rica Free Shuttle

Garitas House Near SJO Airport Costa Rica Free Shuttle
La Garita
The price is £97
includes taxes & fees
30 Mar - 31 Mar
Garitas House Near SJO Airport Costa Rica Free Shuttle

Nueva Villa Paraiso

Nueva Villa Paraiso
2.0 star property
Lagunillas
The price is £72
includes taxes & fees
6 Apr - 7 Apr
Nueva Villa Paraiso

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 £48
includes taxes & fees
30 Mar - 31 Mar
Apart. Valhalla San Ramon

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (89 reviews)
"Great stay- amazing location after airport and loved getting to hang out in the pool and in the outdoor patio areas in the mornings and see all the birds!"
United States
Hadley M.
The price is £168
includes taxes & fees
11 Apr - 12 Apr
Hidden Paradise in La Garita with Private Pool

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 £79
includes taxes & fees
5 Apr - 6 Apr
Vista Verde

Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall

Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall
Alajuela
10.0 out of 10, Exceptional, (5 reviews)
The price is £98
includes taxes & fees
9 Apr - 10 Apr
Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.4 out of 10, Exceptional, (50 reviews)
"Beautiful property and very well stocked with anything you may need! "
United States
McKayley
The price is £61
includes taxes & fees
28 Apr - 29 Apr
Nomad Living CR

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 £130
includes taxes & fees
6 Apr - 7 Apr
Paradise Found! Character filled close to beach, forest and amenities

Apartamento Acogedor a 20 Metros de la Playa

Apartamento Acogedor a 20 Metros de la Playa
Puntarenas
8.8 out of 10, Excellent, (3 reviews)
"I truly appreciate the communication with the host and their welcoming of us. The property was clean, well lit, and had everything we needed and wanted. "
United States
Akane L.
The price is £58
includes taxes & fees
30 Mar - 31 Mar
Apartamento Acogedor a 20 Metros de la Playa

Casa del Rio, a little oasis 15 minutes from the airport

Casa del Rio, a little oasis 15 minutes from the airport
Alajuela
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is £172
includes taxes & fees
1 Apr - 2 Apr
Casa del Rio, a little oasis 15 minutes from the airport
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, apart-hotels, 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 £26 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?

Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!: This holiday home rental outside of San Mateo is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in San Mateo?

With 4 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 Carara National Park. 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.