San Mateo Vacation Rentals

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Nov 15 - Nov 16
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Nov 16 - Nov 17
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in San Mateo

Exterior
Buen Camino Hotel, San Mateo

Buen Camino Hotel, San Mateo

3.0 star property
San Mateo
9.2 out of 10, Wonderful, (39)
"The views were spectacular, and the pools were very pleasant. The restaurant was wonderful. We were there at a hot time of the year and there was no A/C, but plenty of fans and shade. Be aware that the road up is rough. "
United States
David
Buen Camino Hotel, San Mateo
Premium bedding, in-room safe, desk, laptop workspace
Nomad Living CR

Nomad Living CR

3.5 star property
Tárcoles
9.8 out of 10, Exceptional, (26)
"Nice amenities and location. Area isn’t perfect but decent eating options and safe enough if traveling in a group. "
United States
Abbas
The price is ￥9,867
￥11,150 total
includes taxes & fees
Nov 16 - Nov 17
Nomad Living CR
Pool
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH

Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH

Garabito
9.8 out of 10, Exceptional, (173)
"We stayed 3 days great place to relax. Great owner/manager - he was very responsive and willing to work with our needs. "
United States
Cha G.
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH
Pool
Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool

La Garita
9.8 out of 10, Exceptional, (73)
"Property was clean wonderful! Will book this house again next time we are in CR. "
United States
Jonathan K.
The price is ￥19,287
￥28,324 total
includes taxes & fees
Nov 17 - Nov 18
Hidden Paradise in La Garita with Private Pool
Pool
Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

Puntarenas
9.0 out of 10, Wonderful, (84)
"Close to the beach, lovely pool, safe and comfortable house for all ages"
United States
Carol B.
Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach
Exterior
Nueva Villa Paraiso

Nueva Villa Paraiso

2.0 star property
Lagunillas
Nueva Villa Paraiso
On the beach, sun loungers, beach towels
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

Bajamar
9.6 out of 10, Exceptional, (24)
"Thoroughly enjoyed the property, a little out of the way, plenty of room for the twelve of us. Alex took good care of us. Would recommend to others wanting adventurous vacation stay."
United States
Dave V.
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!
Terrace/patio
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Alajuela
9.8 out of 10, Exceptional, (16)
"The perfect setting for a relaxing and enjoyable vacation. The charm and comfort of the home is captivating. Our stay was incredibly pleasant. Our hosts Ursula and Erick were very responsive and accommodating. "
United States
Isabel Q.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
Outdoor pool, an infinity pool
Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Punta Leona
10.0 out of 10, Exceptional, (125)
"Highlight is Gina and Carlos !! They do everything for you at the house while never being noticed . House is well situated to take full advantage of the view. Playa Blanco is down the hill and a great beach ."
United States
Mark S.
Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental
Fridge, microwave, oven, stovetop
Entire Comfy apartment for your, 5 min SJO airport

Entire Comfy apartment for your, 5 min SJO airport

Bajo Cornizal
9.8 out of 10, Exceptional, (10)
"Reminded me of college days. Nice breeze, bust neighborhood. Slept gr8. Much nicer than the beach house. Kevin is nice and his his wife and neighbors. Felt right at home."
United States
Carmen R.
The price is ￥6,955
￥12,695 total
includes taxes & fees
Nov 25 - Nov 26
Entire Comfy apartment for your, 5 min SJO airport
Outdoor pool
Costa Rican Beach House Rental in Puntarenas

Costa Rican Beach House Rental in Puntarenas

Puntarenas
9.8 out of 10, Exceptional, (65)
"This was an awesome property. I went with my spouse and adult children(17-22) and their friends. Total of 8 people. The house was very clean and open. The pool was exceptional. The sunsets on the beach were beautiful. The best part was the caretakers(Arturo and Maribel). Arturo was up early to get the pool and backyard set up for us to enjoy for the day. Maribel cooked us an awesome dinner our last night there. They were so nice and helpful the entire time we were there. They almost felt like...
United States
nicole a.
Costa Rican Beach House Rental in Puntarenas
Front of property
CASA OASIS

CASA OASIS

3.0 star property
Tárcoles
CASA OASIS
Pool
Cozy Beach Getaway! – Punta Leona Paradise

Cozy Beach Getaway! – Punta Leona Paradise

2.0 star property
Provincia de Puntarenas
The price is ￥18,082
￥30,910 total
includes taxes & fees
Nov 20 - Nov 21
Cozy Beach Getaway! – Punta Leona Paradise
Outdoor pool, a heated pool
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Atenas
10.0 out of 10, Exceptional, (224)
"everything about the stay was wonderful thank you Judd and Lizz"
United States
Jared H.
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
On the beach, beach towels
New listing! Stunning views. Fifth floor apartment

New listing! Stunning views. Fifth floor apartment

Punta Leona
10.0 out of 10, Exceptional, (36)
"Very beautiful place. Highly recommended!"
United States
Jorge R.
New listing! Stunning views. Fifth floor apartment
32-cm flat-screen TV with cable channels
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
Villa garita inn
Cabin | 1 bedroom, bed sheets
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
Cabaña el Ermitaño
Interior
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 ￥12,364
￥21,328 total
includes taxes & fees
Dec 16 - Dec 17
3-bedroom condo in lovely Playa Herradura with AC, pools, and much more
Outdoor pool
Atenas Villa Serenidad Private Home With Own Pool. Amazing 180° View River Walk

Atenas Villa Serenidad Private Home With Own Pool. Amazing 180° View River Walk

Atenas
9.8 out of 10, Exceptional, (67)
"A truly gorgeous property with amazing views. The night sky was incredible!"
United States
Javier S.
The price is ￥38,483
￥65,993 total
includes taxes & fees
Nov 25 - Nov 26
Atenas Villa Serenidad Private Home With Own Pool. Amazing 180° View River Walk
Terrace/patio
The Lookout. A nature lovers paradise.

The Lookout. A nature lovers paradise.

Zaragoza
10.0 out of 10, Exceptional, (40)
"Our family group of 8 (2 kids and 6 adults) had a wonderful stay at the lookout. This property is well represented online. The drive up to the lookout can be a bit intimidating but we had no issues. The set up of the home is perfect for couples or people staying in groups of 2. We enjoyed the pool and regular visits with the maintenance team. Piet is a very accommodating host and easy to get in contact with. There were a few small maintenance issues (an issue with the pool filter, and water...
Canada
Brett W.
The Lookout. A nature lovers paradise.
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

Villa San Ignacio

Villa San Ignacio

10/10 Excellent
"Perfect stay. "
Brian 2-night trip
Posted 14 hours ago
Villa San Ignacio

Find out more about San Mateo

Search for holiday rentals in San Mateo on Expedia! You can easily find your home rentals, villas, holiday apartments in San Mateo using one of the methods below:

  • View our selection of featured holiday rentals in San Mateo
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Look no further and take a look at our great range of rental properties in San Mateo!

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 free 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.