San Mateo Vacation Rentals

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Our top choices for San Mateo vacation 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 CA $222
CA $253 total
includes taxes & fees
Apr 20 - Apr 21
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

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 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 CA $231
CA $263 total
includes taxes & fees
Apr 20 - Apr 21
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
The price is CA $222
CA $253 total
includes taxes & fees
Apr 21 - Apr 22
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

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 $133
CA $191 total
includes taxes & fees
Apr 20 - Apr 21
Villa garita inn

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 CA $246
CA $344 total
includes taxes & fees
Apr 19 - Apr 20
Cozy house in condominium near beaches, national parks and adventure parks.

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.4 out of 10, Exceptional, (51 reviews)
"Was a very nice stay the room was good service was exceptional would definitely come back thanks to staff for making us welcome "
Canada
Dallas
The price is CA $91
CA $103 total
includes taxes & fees
May 19 - May 20
Nomad Living CR

Miradora King Villa

Miradora King Villa
Guácima
The price is CA $615
CA $1,056 total
includes taxes & fees
Apr 19 - Apr 20
Miradora King Villa

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 CA $146
CA $165 total
includes taxes & fees
May 17 - May 18
Club Heasa - Men Only

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 CA $246
CA $352 total
includes taxes & fees
Apr 25 - Apr 26
3-bedroom condo in lovely Playa Herradura with AC, pools, and much more

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

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 CA $274
CA $312 total
includes taxes & fees
Apr 19 - Apr 20
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, (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 CA $195
CA $280 total
includes taxes & fees
Apr 21 - Apr 22
Hidden Paradise in La Garita with Private Pool

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 CA $107
CA $202 total
includes taxes & fees
Apr 20 - Apr 21
Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

3 B. Apartment close to everything! Volcano, beach and waterfall, and more

3 B. Apartment close to everything! Volcano, beach and waterfall, and more
San Ramon
10.0 out of 10, Exceptional, (1 review)
"This place is perfectly located as you can walk to everything in the heart of San Ramon."
United States
Nick H.
The price is CA $89
CA $335 total
includes taxes & fees
Apr 20 - Apr 21
3 B. Apartment close to everything! Volcano, beach and waterfall, and more

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
2.0 star property
Tárcoles
10.0 out of 10, Exceptional, (1 review)
"Excelente ubicación "
Costa Rica
Alejandra Martínez
The price is CA $179
CA $266 total
includes taxes & fees
Apr 19 - Apr 20
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

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 CA $42
CA $48 total
includes taxes & fees
Apr 24 - Apr 25
Cabaña el Ermitaño

Garitas House Near SJO Airport Costa Rica Free Shuttle

Garitas House Near SJO Airport Costa Rica Free Shuttle
La Garita
The price is CA $129
CA $175 total
includes taxes & fees
Apr 19 - Apr 20
Garitas House Near SJO Airport Costa Rica Free Shuttle

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 CA $111
CA $266 total
includes taxes & fees
Apr 20 - Apr 21
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
Provincia de Puntarenas
The price is CA $221
CA $313 total
includes taxes & fees
Apr 19 - Apr 20
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

CASA OASIS

CASA OASIS
3.0 star property
Tárcoles
7.4 out of 10, Good, (3 reviews)
"Mal"
Mexico
Joselyn
The price is CA $259
CA $292 total
includes taxes & fees
Apr 19 - Apr 20
CASA OASIS
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 Carara National Park. In the larger area, you’ll find San Ramon Museum and San Ramon Municipal Market.

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.