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San Mateo Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for San Mateo vacation rentals

A person seated on a wooden chair overlooking a mountainous landscape with lush greenery.

1. 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
$179 nightly
The price is $179
Aug 24 - Aug 25
Total with taxes and fees
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

2. 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 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.
$191 nightly
The price is $191
Aug 31 - Sep 1
Total with taxes and fees
Luxury Villa Caoba- Private, Serene, Amazing Views with Starlink!
Two wooden chairs and a small table on a wooden deck overlooking a mountainous landscape.

3. Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink
San Mateo
$184 nightly
The price is $184
Aug 24 - Aug 25
Total with taxes and fees
Luxury Villa Ceibo - Exquisite, Private, Serene with Starlink

4. private and pleasant

private and pleasant
zapotal
$48 nightly
The price is $48
Aug 24 - Aug 25
Total with taxes and fees
private and pleasant
A small, triangular-roofed building with a balcony, surrounded by lush greenery and a paved walkway.

5. Cabaña Reserva Ecologica La Mancuerna #3

Cabaña Reserva Ecologica La Mancuerna #3
2.0 star property
La Unión
$110 nightly
The price is $124
Aug 24 - Aug 25
Total with taxes and fees
Cabaña Reserva Ecologica La Mancuerna #3

6. Tranquil Cabin Getaway in San Ramón, Costa Rica

Tranquil Cabin Getaway in San Ramón, Costa Rica
San Ramón
$40 nightly
The price is $40
Aug 24 - Aug 25
Total with taxes and fees
Tranquil Cabin Getaway in San Ramón, Costa Rica

7. C134 MyrllanaFonseca(Co) 50683299890 🪄

C134 MyrllanaFonseca(Co) 50683299890 🪄
Herradura
$164 nightly
The price is $164
Aug 30 - Aug 31
Total with taxes and fees
C134 MyrllanaFonseca(Co) 50683299890 🪄

8. Finca Secreto Sur, A Hidden Paradise in the Jungle

Finca Secreto Sur, A Hidden Paradise in the Jungle
Carara
$138 nightly
The price is $138
Aug 30 - Aug 31
Total with taxes and fees
Finca Secreto Sur, A Hidden Paradise in the Jungle

9. C55 MyrllanaFonseca (Co) 50683299890 🪄

C55 MyrllanaFonseca (Co) 50683299890 🪄
Jacó
$157 nightly
The price is $174
Sep 1 - Sep 2
Total with taxes and fees
C55 MyrllanaFonseca (Co) 50683299890 🪄

10. Panoramic Ocean View 5-Bedroom Villa – A stunning luxury retreat perched above the Pacific, featuring breathtaking ocean views, spacious living areas, private outdoor spaces, and unforgettable sunsets in the heart of Costa Rica.

Panoramic Ocean View 5-Bedroom Villa – A stunning luxury retreat perched above the Pacific, featuring breathtaking ocean views, spacious living areas, private outdoor spaces, and unforgettable sunsets in the heart of Costa Rica.
Jaco
$628 nightly
The price is $700
Aug 24 - Aug 25
Total with taxes and fees
Panoramic Ocean View 5-Bedroom Villa – A stunning luxury retreat perched above the Pacific, featuring breathtaking ocean views, spacious living areas, private outdoor spaces, and unforgettable sunsets in the heart of Costa Rica.
A small, triangular-roofed building with a balcony, surrounded by lush greenery and a paved walkway.

11. Cabaña Reserva Ecologica La Mancuerna #3

Cabaña Reserva Ecologica La Mancuerna #3
San Ramón
$120 nightly
The price is $120
Aug 24 - Aug 25
Total with taxes and fees
Cabaña Reserva Ecologica La Mancuerna #3
A pool with a geometric tile pattern and a stone border.

12. Nomad Living CR

Nomad Living CR
3.5 star property
Tárcoles
9.2 out of 10, Wonderful, (57 reviews)
"Guests needs had been very well thought through. Lovely place!"
United States
Kath
$46 nightly
The price is $51
Sep 21 - Sep 22
Total with taxes and fees
Nomad Living CR
A room with large windows, a wooden ceiling, and a small table with a kettle and flowers.

13. Terminal Verde

Terminal Verde
3.5 star property
Concepcion
7.0 out of 10, Good, (9 reviews)
"The bus was perfect, would recommend. "
United States
Jeremiah
$46 nightly
The price is $52
Aug 24 - Aug 25
Total with taxes and fees
Terminal Verde

14. Tarcoles Birding Lodge

Tarcoles Birding Lodge
3.0 star property
Lagunillas
9.4 out of 10, Exceptional, (12 reviews)
"Room was big and clean. Staff was excellent. Was so peaceful we enjoyed our stay "
Canada
Stacey
$89 nightly
The price is $101
Aug 24 - Aug 25
Total with taxes and fees
Tarcoles Birding Lodge

15. Wonderful Mountain Views Studio

Wonderful Mountain Views Studio
2.0 star property
Jesús
$126 nightly
The price is $136
Aug 24 - Aug 25
Total with taxes and fees
Wonderful Mountain Views Studio
A pool area with lounge chairs, a palm tree, and a view of the ocean.

16. Macaw Paradise

Macaw Paradise
3.0 star property
Tarcoles
7.4 out of 10, Good, (3 reviews)
"Un lugar pequeñito, pero con todo lo que se necesita, la pasamos muy bien!"
United States
Rebeca
$44 nightly
The price is $49
Aug 24 - Aug 25
Total with taxes and fees
Macaw Paradise
A swimming pool with a tiled edge, surrounded by lush greenery and palm trees.

17. Hermosa Casa con vista al bosque

Hermosa Casa con vista al bosque
Orotina
4.0 out of 10, (1 review)
"The main bed was small for two adults and the resort itself was a bit run down. The tennis courts and pool were not usable. The kitchen had a good supply of pans, utensils, and kitchen tools. The area itself was super quiet."
United States
Gueorgui
$112 nightly
The price is $121
Aug 25 - Aug 26
Total with taxes and fees
Hermosa Casa con vista al bosque
A modern outdoor pool area with a covered patio, seating, and a car parked nearby.

18. Casa Mercedes - con piscina privada y Aire Acondicionado

Casa Mercedes - con piscina privada y Aire Acondicionado
San Pablo de Turrubares
10.0 out of 10, Exceptional, (3 reviews)
"Small, clean and quaint cottage with a small private pool, surrounded by nature. Well equipped modern kitchen, all around good decor and comfy beds."
United States
Roy F.
$155 nightly
The price is $171
Aug 24 - Aug 25
Total with taxes and fees
Casa Mercedes - con piscina privada y Aire Acondicionado
A rooftop pool area with a hot tub, lounge chairs, and a covered seating area.

19. Escape to Your Private Costa Rican Jungle Retreat

Escape to Your Private Costa Rican Jungle Retreat
Atenas
$154 nightly
The price is $167
Aug 24 - Aug 25
Total with taxes and fees
Escape to Your Private Costa Rican Jungle Retreat
A pathway leading to a building surrounded by lush greenery and palm trees.

20. 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
$86 nightly
The price is $97
Sep 21 - Sep 22
Total with taxes and fees
Club Heasa - Men Only
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

Akua Ocean View Suites

Akua Ocean View Suites

10/10 Excellent
"We had an amazing time. We stayed for four days. The view was beautiful. It was very peaceful and quiet. I would recommend to anyone."
Kim 4-night trip
Posted 1 day ago
Akua Ocean View Suites

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 $49 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.

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?

Million dollar view ! On the Beach , Private Tropical Paradise ,Tivives Playa: This vacation home rental outside of San Mateo offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals are there in San Mateo?

With 6 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 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.