Holiday Rentals in San Mateo

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Our top choices for San Mateo holiday rentals

Luxury Villa Carao. Jungle Paradise w Great wifi!

Luxury Villa Carao. Jungle Paradise w Great wifi!
San Mateo
10.0 out of 10, Exceptional, (1 review)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is €158
includes taxes & fees
4 Mar - 5 Mar
Luxury Villa Carao. Jungle Paradise w Great wifi!

Luxury Villa Ceibo - Exquisite, Private, Serene

Luxury Villa Ceibo - Exquisite, Private, Serene
San Mateo
The price is €158
includes taxes & fees
2 Mar - 3 Mar
Luxury Villa Ceibo - Exquisite, Private, Serene

Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury Villa Caoba- Private, Serene, Amazing Views
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 €164
includes taxes & fees
3 Mar - 4 Mar
Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury camper with a spectacular view, surrounded by nature.

Luxury camper with a spectacular view, surrounded by nature.
Ciudad Colón
The price is €96
includes taxes & fees
2 Mar - 3 Mar
Luxury camper with a spectacular view, surrounded by nature.

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.4 out of 10, Exceptional, (44 reviews)
"great place, safe, quiet, excellent area"
United States
paul
The price is €73
includes taxes & fees
2 Mar - 3 Mar
Nomad Living CR

Escape to Your Private Costa Rican Jungle Retreat

Escape to Your Private Costa Rican Jungle Retreat
Atenas
The price is €156
includes taxes & fees
31 Mar - 1 Apr
Escape to Your Private Costa Rican Jungle Retreat

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
2.0 star property
Tárcoles
The price is €165
includes taxes & fees
2 Mar - 3 Mar
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

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 €80
includes taxes & fees
2 Mar - 3 Mar
Mountain views and beautiful sunrises 🗻

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (1 review)
"Ganz neues und sehr gut durchdachtes Gay Only Hotel. Toll ausgestattet. Sehr bequeme Matratzen. Ein absoluter Traum und nur zum Empfehlen. "
Germany
Oliver
The price is €102
includes taxes & fees
29 Mar - 30 Mar
Club Heasa - Men Only

Modern cabin with private deck close to Zarcero

Modern cabin with private deck close to Zarcero
Naranjo
The price is €124
includes taxes & fees
2 Mar - 3 Mar
Modern cabin with private deck close to Zarcero

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

3-bedroom condo in lovely Playa Herradura with AC, pools, and much more
Playa Herradura
The price is €219
includes taxes & fees
7 Mar - 8 Mar
3-bedroom condo in lovely Playa Herradura with AC, pools, and much more

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
10.0 out of 10, Exceptional, (1 review)
"Great location, clean"
United States
pstritzke
The price is €95
includes taxes & fees
2 Mar - 3 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

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 €100
includes taxes & fees
2 Mar - 3 Mar
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

Cozy house in condominium near beaches, national parks and adventure parks.

Cozy house in condominium near beaches, national parks and adventure parks.
Proyecto Valle Escondido
10.0 out of 10, Exceptional, (1 review)
"Muy linda casa, bien equipada con todo lo necesario para pasar una bonita estancia! Paulo excelente anfitrión siempre atento a lo que pudiéramos ocupar!"
Mexico
Elizabeth
The price is €191
includes taxes & fees
2 Mar - 3 Mar
Cozy house in condominium near beaches, national parks and adventure parks.

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 €193
includes taxes & fees
2 Mar - 3 Mar
Casa del Rio, a little oasis 15 minutes from the airport

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (84 reviews)
"Pool was fabulous! Nice leather furniture.b Nice water pressure. Nice restaurants close by."
United States
Theresa
The price is €182
includes taxes & fees
8 Mar - 9 Mar
Hidden Paradise in La Garita with Private Pool

Miradora King Villa

Miradora King Villa
Guácima
The price is €1,139
includes taxes & fees
2 Mar - 3 Mar
Miradora King Villa

Nueva Villa Paraiso

Nueva Villa Paraiso
2.0 star property
Lagunillas
Nueva Villa Paraiso

Bella Vista Zen Villa

Bella Vista Zen Villa
Alajuela, San Ramon
10.0 out of 10, Exceptional, (2 reviews)
"Everything was absolutely awesome!! The house, the view, the host - perfect!!!"
United States
Jennifer S.
Bella Vista Zen Villa

Hermosa Casa con vista al bosque

Hermosa Casa con vista al bosque
Orotina
The price is €114
includes taxes & fees
2 Mar - 3 Mar
Hermosa Casa con vista al bosque
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 €29 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 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 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.