San Mateo Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for San Mateo vacation rentals

Property grounds
Luxury Villa Carao. Jungle Paradise w Great wifi!

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)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
$187 nightly
The price is $187
Jan 10 - Jan 11
Total with taxes and fees
Luxury Villa Carao. Jungle Paradise w Great wifi!
Outdoor dining
Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury Villa Caoba- Private, Serene, Amazing Views

Luxury Villa Caoba- Private, Serene, Amazing Views
San Mateo
10.0 out of 10, Exceptional, (1)
"This was only a one night stay, but we would have been happy to stay longer. The property is lovely. We enjoyed dinner and breakfast. We slept well after a long day of travel to Costa Rica. The room and shower were clean and the view was spectacular. "
United States
Jillian S.
$187 nightly
The price is $187
Jan 10 - Jan 11
Total with taxes and fees
Luxury Villa Caoba- Private, Serene, Amazing Views
Property grounds
Luxury Villa Ceibo - Exquisite, Private, Serene

Luxury Villa Ceibo - Exquisite, Private, Serene

Luxury Villa Ceibo - Exquisite, Private, Serene
San Mateo
$187 nightly
The price is $187
Jan 10 - Jan 11
Total with taxes and fees
Luxury Villa Ceibo - Exquisite, Private, Serene
3 bedrooms, iron/ironing board, free WiFi
Entire Comfy apartment for your, 5 min SJO airport

Entire Comfy apartment for your, 5 min SJO airport

Entire Comfy apartment for your, 5 min SJO airport
Bajo Cornizal
9.6 out of 10, Exceptional, (12)
"The apartment was close to the airport and comfortably slept 5 and the host was friendly."
United States
Patrick
$75 nightly
The price is $82
Jan 10 - Jan 11
Total with taxes and fees
Entire Comfy apartment for your, 5 min SJO airport
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

Paradise Found! Character filled close to beach, forest and amenities
Puntarenas Province
9.6 out of 10, Exceptional, (23)
"Great place to stay!! If I come back to the area, I’ll definitely stay here again!!"
United States
Lisa D.
$159 nightly
The price is $169
Jan 12 - Jan 13
Total with taxes and fees
Paradise Found! Character filled close to beach, forest and amenities
32-cm flat-screen TV with cable channels
Villa garita inn

Villa garita inn

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
$121 nightly
The price is $137
Jan 16 - Jan 17
Total with taxes and fees
Villa garita inn
Interior
Vista Verde

Vista Verde

Vista Verde
Espíritu Santo
10.0 out of 10, Exceptional, (2)
"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
$89 nightly
The price is $98
Jan 17 - Jan 18
Total with taxes and fees
Vista Verde
Exterior
Club Heasa - Men Only

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
La Garita
10.0 out of 10, Exceptional, (1)
"Ganz neues und sehr gut durchdachtes Gay Only Hotel. Toll ausgestattet. Sehr bequeme Matratzen. Ein absoluter Traum und nur zum Empfehlen. "
Germany
Oliver
$102 nightly
The price is $116
Feb 7 - Feb 8
Total with taxes and fees
Club Heasa - Men Only
Exterior detail
Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas

Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas

Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas
2.0 star property
Provincia de Puntarenas
10.0 out of 10, Exceptional, (1)
"The property is exactly as listed! It’s in a very safe area we stayed 5 days. Perfect distance from the beach. The host was very communicative. At the time the washer was out of service and they offered to wash my clothes/fold at 0 extra charge. I had money in one of my pockets that I completely forgot the lady was honest and gave it to me. Really great people."
United States
Crystal G.
$70 nightly
The price is $77
Jan 12 - Jan 13
Total with taxes and fees
Casa Cerca de Playas/montañas. Ideal Para Familias y Apta Para Mascotas
Beach nearby
Apartamento Acogedor a 20 Metros de la Playa

Apartamento Acogedor a 20 Metros de la Playa

Apartamento Acogedor a 20 Metros de la Playa
Puntarenas
8.8 out of 10, Excellent, (3)
"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.
$79 nightly
The price is $79
Jan 12 - Jan 13
Total with taxes and fees
Apartamento Acogedor a 20 Metros de la Playa
Property grounds
Apart. Valhalla San Ramon

Apart. Valhalla San Ramon

Apart. Valhalla San Ramon
Tejar
8.4 out of 10, Very Good, (7)
"Very quiet and isolated, hard to locate at night, "
United States
Fernando
$64 nightly
The price is $64
Jan 10 - Jan 11
Total with taxes and fees
Apart. Valhalla San Ramon
Interior
Mountain views and beautiful sunrises 🗻

Mountain views and beautiful sunrises 🗻

Mountain views and beautiful sunrises 🗻
San Roque
10.0 out of 10, Exceptional, (7)
"It was clean and easy to check in with the app. "
United States
L G.
$86 nightly
The price is $90
Jan 11 - Jan 12
Total with taxes and fees
Mountain views and beautiful sunrises 🗻
Pool
Hidden Paradise in La Garita with Private 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, (80)
"Very well set up inside and outside with every comfort for the whole family. The whole neigborhood is really beautiful."
United States
Colin M.
$210 nightly
The price is $210
Jan 12 - Jan 13
Total with taxes and fees
Hidden Paradise in La Garita with Private Pool
A heated pool
Blübambu Mountain Villas

Blübambu Mountain Villas

Blübambu Mountain Villas
Sarchi
9.8 out of 10, Exceptional, (13)
"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
Jan 10 - Jan 11
Total with taxes and fees
Blübambu Mountain Villas
Cabin | 1 bedroom, bed sheets
Cabaña el Ermitaño

Cabaña el Ermitaño

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
$31 nightly
The price is $35
Jan 15 - Jan 16
Total with taxes and fees
Cabaña el Ermitaño
Apartment, 2 Bedrooms, Accessible, Balcony | Exterior
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica

Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
2.0 star property
Tárcoles
$198 nightly
The price is $218
Feb 3 - Feb 4
Total with taxes and fees
Stunning 2 Bedroom Apartment in Punta Esmeralda , Costa Rica
Smart TV
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

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Provincia de Alajuela
10.0 out of 10, Exceptional, (1)
"Great location, clean"
United States
pstritzke
$108 nightly
The price is $108
Jan 11 - Jan 12
Total with taxes and fees
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Dining
Comfortable Casa De Ensueño + Internet Fibra + Close To Colón Town

Comfortable Casa De Ensueño + Internet Fibra + Close To Colón Town

Comfortable Casa De Ensueño + Internet Fibra + Close To Colón Town
Ciudad Colón
9.2 out of 10, Wonderful, (5)
"Nice place"
Canada
Ross L.
$230 nightly
The price is $230
Jan 10 - Jan 11
Total with taxes and fees
Comfortable Casa De Ensueño + Internet Fibra + Close To Colón Town
Outdoor pool
Nomad Living CR

Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.6 out of 10, Exceptional, (34)
"great place, safe, quiet, excellent area"
United States
paul
$72 nightly
The price is $81
Feb 7 - Feb 8
Total with taxes and fees
Nomad Living CR
Outdoor spa tub
Monkey Cabins near Beach with Mountain Views and Heart Shaped dipping pool

Monkey Cabins near Beach with Mountain Views and Heart Shaped dipping pool

Monkey Cabins near Beach with Mountain Views and Heart Shaped dipping pool
Bajamar
$100 nightly
The price is $100
Jan 10 - Jan 11
Total with taxes and fees
Monkey Cabins near Beach with Mountain Views and Heart Shaped dipping pool
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

Hotel Villa Caletas

Hotel Villa Caletas

10/10 Excellent
"I cannot say enough great things about this hotel. The staff the views the food, everything is five star in first class and I highly recommend it!"
Nicola 1-night trip
Posted 3 days ago
Hotel Villa Caletas

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 $42 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?

CASA OASIS : This vacation home rental outside San Mateo offers a barbecue grill and 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 you can cook with friends or family.

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

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.