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Compare 200 Vacation Homes in San Mateo with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (23)
"Property is as described. It's dated but well cared for. The caretaker is great. PLEASE note. Last few kilometers of road are not paved...we had 4x4's was fine. Closest supermarket is a 40 minute - hour drive. Beach isn't the best for swimming but totally remote and private. We loved this place. "
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

Luxury Modern House Ocean View Infinity Pool 5-min walk to #1 White Sand Beach

9.4 out of 10, Exceptional, (16)
"We loved your home. It had all of the amenities we wanted -- 5 bedrooms, 4 bathrooms, a beautiful deck with incredible ocean views and a pool! We were very close to the wonderful Playa Blanca, which we spent every day at. My college-age children loved it and so did my wife and I. We ended every day with a movie on the living room's large screen tv. Olga was available whenever we had a question. We highly recommend this house!"
Luxury Modern House Ocean View Infinity Pool 5-min walk to #1 White Sand Beach

Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

9.4 out of 10, Exceptional, (6)
"The property was very secure and peaceful. Plenty of space inside and out for our family including our dogs. Yard was very secure and quiet. "
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

Relax at Pier Sands Casita#1, Min Walk From Beach!

2.0 out of 10, (1)
"Everything was dirty in the property, from the shower curtain full of black mold to coffee maker and fans. Streets are full of garbage outside, smell of sewages and garbage is everywhere. In the shower we found worms and spiders. They even did not have the cutesy of cleaning the dishes, we had to re-wash everything before use. It was horrible. We decided to leave for a hotel the last 5 days of our trip."
The price is SAR 281
SAR 413 total
includes taxes & fees
25 Feb - 26 Feb
Relax at Pier Sands Casita#1, Min Walk From Beach!

Experience the Costa Rican Pura Vida Style in our house👈

7.2 out of 10, Good, (5)
"Property would have been perfect if all the windows have screen to allow fresh air in and to avoid mosquitoes from coming in to enjoy a good night sleep. "
Experience the Costa Rican Pura Vida Style in our house👈

Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

9.8 out of 10, Exceptional, (14)
"This makes my second time traveling to Costa Rica, first time staying in this region. The views are spectacular, enjoyed spending nights out on the patio in the breeze, watching the stars in the twinkling lights across the valley. We explored all over Costa Rica and absolutely enjoyed coming back to this as our homebase at night I would highly recommend staying here the ease to get to everything that you could possibly do is outstanding and the hosts are so helpful with anything that you may...
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

Mountain Estate & 32 miles from beach.

10.0 out of 10, Exceptional, (2)
"We had a great stay. The place was clean, comfortable, and had everything we needed. The host was very gracious in allowing us to hold a small family gathering for a couple of hours in loving memory of my dad, which meant a lot to us. Her kindness and flexibility made our experience even better. I’d definitely stay here again."
Mountain Estate & 32 miles from beach.

The door to the sea

2.0 star property
The door to the sea

Ocean View, Infinity Pool, Luxury, Game/ Bar Room & Gym

10.0 out of 10, Exceptional, (4)
"Jeff was very courteous and responded to my messages pretty quick. Overall very spacious and neat clean. What I liked most was the pool and the view. Game room was pretty cool. The property worth every dollar and more, truly espectacular."
The price is SAR 2,100
SAR 3,106 total
includes taxes & fees
27 Mar - 28 Mar
Ocean View, Infinity Pool, Luxury, Game/ Bar Room & Gym

Casa Sammie: True Costa Rica

9.4 out of 10, Exceptional, (6)
"We had an amazing time at Casa Sammie. Patri was amazing. She communicated ahead of our trip to make sure we had everything we needed to easily find the house and check in. She gave us local recommendations for some groceries to help us throughout. She also would have been a great resource for excursions and adventures, but we had booked some stuff before we arrived. She also gave us awesome little tips along the way which made our vacation seemless. She was very responsive anytime we had a...
Casa Sammie: True Costa Rica

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

10.0 out of 10, Exceptional, (213)
"The house is spectacular, beautifully designed and maintained. All the spaces have a wonderful indoor/outdoor feel. There are flowers and birds everywhere, and there is a very good view of a huge valley and mountain ridge where birds soar and cattle roam in the distance. Highly recommend!"
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Luxury Spectacular views Infinity Pool Sleeps 9 Private Playa Blanca Costa Rica

10.0 out of 10, Exceptional, (117)
"If you want an authentic experience in Costa Rica, don't stay at a resort!! The only way to truly immerse yourself in a country is to stay in a community like this one in Punta Leona. You'll find yourself in a warm, carefree environment where people really do live the Pura Vida life!!! After staying in this home for 10 days, we can't wait to return. The owner, Wade & his entire crew go ABOVE and BEYOND to make sure you and your family have an enjoyable, magical time. Don't hesitate to take any...
Luxury Spectacular views Infinity Pool Sleeps 9 Private Playa Blanca Costa Rica

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (51)
"House was amazing, Jeff was very easy to communicate with and always available. Wish we could have stayed here longer!!!"
The price is SAR 580
SAR 738 total
includes taxes & fees
9 Mar - 10 Mar
Hidden Paradise in La Garita with Private Pool

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (29)
"Great outdoor areas to enjoy perfect weather with nice breezes, the front porch was our favorite!! Beautiful views, many birds and a nature preserve behind the property. We enjoyed the peacefulness and privacy of the property. "
The Lookout. A nature lovers paradise.

Beachfront dog-friendly home with private pool, grill, hammocks, & beach access

8.6 out of 10, Excellent, (9)
"BUYER BEWARE No hot water and beach is dirty. I contacted Vacasa before confirming reservation to verify had hot water due to previous review. I was told I would have hot water but never did. The pool water was warmer than the shower. The company was notified as soon as we knew there was no hot water. Beach is very dirty due to ships waiting to get into port and dumping garbage while waiting. We did see monkeys and birds which were beautiful. Sorry for the bad review I tried to work with you."
Beachfront dog-friendly home with private pool, grill, hammocks, & beach access

CASA FARO

3.0 star property
4.8 out of 10, (3)
"Never again. We had to leave 2 days early and try to find another place on high season for my party of 8 because of over booking. The service was just terrible. To bad, because the area was great. Dont rent from this place."
The price is SAR 788
SAR 890 total
includes taxes & fees
25 Feb - 26 Feb
CASA FARO

CASA OASIS

3.0 star property
The price is SAR 788
SAR 890 total
includes taxes & fees
25 Feb - 26 Feb
CASA OASIS

COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

9.6 out of 10, Exceptional, (58)
"We loved the location of the home and felt safe in the neighborhood. Our kids loved the property and were never bored, due to the amazing pool, pool table, and soccer field. It was a fabulous place and we will definitely recommend it to our friends."
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

Panoramic Ocean views Waterfront Luxury Home

9.4 out of 10, Exceptional, (9)
"Perfect place for a large gathering. Shirleny was very attentive. PURAVIDA!!"
Panoramic Ocean views Waterfront Luxury Home

Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51

9.6 out of 10, Exceptional, (61)
"Great location for simply relaxing. Thank you hosts for allowing us to check-in after hours. Enjoyed the view even though it will get dark after 5:30 pm. Need to wake up at 5:30 am to enjoy the sunrise."
Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51
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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Other property types in San Mateo

Buen Camino Hotel, San Mateo

3.0 star property
9.4 out of 10, Exceptional, (28)
"Property has amazing views of the nature, good breakfast options. Getting uphill was a bit challenging with a small car but views were stunning."
The price is SAR 292
SAR 330 total
includes taxes & fees
16 Mar - 17 Mar
Buen Camino Hotel, San Mateo

Nomad Living CR

3.5 star property
9.8 out of 10, Exceptional, (8)
"It was okay - neighbourhood is gross (like a lot of cities and towns in Costa Rica) it’s filthy with garbage everywhere, broken sidewalks, stray dogs, etc. not really anywhere to eat except little roadside stands. But the hotel itself was good, very clean. Okay for a night if you’re just passing through."
The price is SAR 192
SAR 217 total
includes taxes & fees
9 Mar - 10 Mar
Nomad Living CR

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

9.8 out of 10, Exceptional, (159)
"Great stay. Attentive host. A very nice place sitting on a hillside overlooking the ocean and beautiful Playa Blanca beach at the foot of the hill. Enjoyed hanging out at the large terrace and taking in the amazing view. Saw a good number of scarlet macaws and flocks of pelicans. Down at the beach saw a troop of capuchin monkeys. Would go back in a minute. "
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH
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.