San Mateo Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for San Mateo vacation rentals

Property grounds

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
$182 nightly
The price is $182
May 18 - May 19
Total with taxes and fees
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
Outdoor dining

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.
$153 nightly
The price is $153
May 18 - May 19
Total with taxes and fees
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
Property grounds

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
$182 nightly
The price is $182
May 18 - May 19
Total with taxes and fees
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
Apartment, Balcony, Sea View | Property grounds

Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
$45 nightly
The price is $50
May 15 - May 16
Total with taxes and fees
Macaw Paradise
Outdoor pool

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
$124 nightly
The price is $140
May 15 - May 16
Total with taxes and fees
Villa garita inn
Beach nearby, sun loungers, beach towels

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.
$129 nightly
The price is $136
May 18 - May 19
Total with taxes and fees
Paradise Found! Character filled close to beach, forest and amenities
Exterior

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
$107 nightly
The price is $121
Jun 13 - Jun 14
Total with taxes and fees
Club Heasa - Men Only
Interior

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
$93 nightly
The price is $102
May 19 - May 20
Total with taxes and fees
Vista Verde
Fridge, microwave, oven, stovetop

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.
$63 nightly
The price is $63
May 15 - May 16
Total with taxes and fees
Apart. Valhalla San Ramon
Pool

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (91 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.
$189 nightly
The price is $189
May 17 - May 18
Total with taxes and fees
Hidden Paradise in La Garita with Private Pool
1 bedroom, free WiFi, bed sheets

Blanc Haus 5 min from the center of Greece

Blanc Haus 5 min from the center of Greece
Grecia
$72 nightly
The price is $72
May 15 - May 16
Total with taxes and fees
Blanc Haus 5 min from the center of Greece
Beach nearby

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.
$74 nightly
The price is $74
May 17 - May 18
Total with taxes and fees
Apartamento Acogedor a 20 Metros de la Playa
Outdoor pool

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (53 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
$66 nightly
The price is $74
May 28 - May 29
Total with taxes and fees
Nomad Living CR
Cabin | 1 bedroom, bed sheets

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
$31 nightly
The price is $35
May 21 - May 22
Total with taxes and fees
Cabaña el Ermitaño
Living room

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
$177 nightly
The price is $194
May 29 - May 30
Total with taxes and fees
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
Pool

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
8.8 out of 10, Excellent, (3 reviews)
"This place is perfect! Like staying at a resort!"
United States
Christine W.
$193 nightly
The price is $193
May 15 - May 16
Total with taxes and fees
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
1 bedroom, WiFi

Garitas House Near SJO Airport Costa Rica Free Shuttle

Garitas House Near SJO Airport Costa Rica Free Shuttle
La Garita
$115 nightly
The price is $127
May 15 - May 16
Total with taxes and fees
Garitas House Near SJO Airport Costa Rica Free Shuttle
Interior

Casa Mirador Jacuzzi Family Friends (pet friendly )

Casa Mirador Jacuzzi Family Friends (pet friendly )
Provincia de Alajuela
$118 nightly
The price is $118
May 17 - May 18
Total with taxes and fees
Casa Mirador Jacuzzi Family Friends (pet friendly )
A heated pool

Blübambu Mountain Villas

Blübambu Mountain Villas
Sarchi
9.8 out of 10, Exceptional, (13 reviews)
"The location & property are beautiful & everything was as described. The hosts were wonderful & we would definitely stay here again! "
United States
Mary R.
$125 nightly
The price is $125
May 15 - May 16
Total with taxes and fees
Blübambu Mountain Villas
Terrace/patio

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.
$225 nightly
The price is $225
May 16 - May 17
Total with taxes and fees
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

Las Carmelas, Airport Juan Santamaría, Alajuela, San José

Las Carmelas, Airport Juan Santamaría, Alajuela, San José

10/10 Excellent
"Was able to help me find my way to Fortuna last minute. Huge help"
Hunter 1-night trip
Posted 4 hours ago
Las Carmelas, Airport Juan Santamaría, Alajuela, San José

Find out more about San Mateo

Everything you need to know about San Mateo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

San Mateo vacation 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 low season months. For more hustle and bustle, you may prefer to visit San Mateo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 Parque Central. In the larger area, you’ll find Palmares Church 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.