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Compare 248 Vacation Homes in San Mateo with updated reviews, rates, and availability.

THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE

10.0 out of 10, Exceptional, (103)
"We had the good fortune to book 4 nights at this extraordinary property and our only regret is we didn’t stay longer! From communication prior to our arrival to check out process, all was wonderful! The property itself is gorgeous with stunning views, the house has everything one could want or need and then some and the hostess, Tonia, is a gem of a human! Special mention and thanks to Meylin and family who live onsite!! We couldn’t have asked for more and will definitely be back!!"
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE

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

10.0 out of 10, Exceptional, (214)
"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.

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (30)
"House was perfect, wish i could have stayed for 3 months."
The Lookout. A nature lovers paradise.

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (53)
"The property was lovely, well taken care of and any concerns property manager / owner addressed right away. Very relaxing property, with enough privacy for individuals in my group. "
The price is AED 576
AED 714 total
includes taxes & fees
6 Apr - 7 Apr
Hidden Paradise in La Garita with Private Pool

Beautiful house, views, pool, best climate

10.0 out of 10, Exceptional, (1)
"The location is a much sought after gated community with homes that are the most desirable. The mountain views, infinity swimming pools, picturesque winding roads, and the cool breezes are intoxicating. "
Beautiful house, views, pool, best climate

Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

10.0 out of 10, Exceptional, (162)
"We absolutely loved our stay at this house. There is no need for air conditioning being high up. No bugs at all! A lot of folks wrote comments about the steep road up to the house, which almost turned me off from booking it. The driveway is paved and while steep not an issue at all. Not sure why anyone would mention it. Fantastic place to rent. We will definitely be back. There are three rooms, each with their own queen beds and bathrooms. "
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

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

9.6 out of 10, Exceptional, (61)
"Perfect for groupe "
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

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

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

A beautiful house in secure community, great views, pool, close to town.

9.8 out of 10, Exceptional, (29)
"We stayed in Casa Veraneras for one month in February 2025. We enjoyed our stay. The house is comfortable, open and airy inside. It is also very well maintained. The kitchen is well equipped for any cooking needs. Having a gas stove and gas bbq was a bonus. The location is incredible. The vistas are beautiful. Piet, the property manager, made the check-in and check-out process easy and seamless. Thank you for a lovely stay."
A beautiful house in secure community, great views, pool, close to town.

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

9.8 out of 10, Exceptional, (15)
"The property was clean, with great scenery. "
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

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👈

Mountain Estate & 32 miles from beach.

10.0 out of 10, Exceptional, (3)
"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.

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

9.6 out of 10, Exceptional, (8)
"We came for a short 4 day vacation. It was our first time in Costa Rica. The host/homeowners were excellent in describing the property. Communication was good and especially since our flight was delayed. The location was great close to the airport and places to visit. My favorites part was enjoying the patio nightly. We will definitely visit again. "
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

Luxury condominum vacation

10.0 out of 10, Exceptional, (4)
"Our stay at Punta Leona was amazing and we are thankful to have been able to stay at the Casa Blanco condo. The host (Shirleny) was very helpful and quick to respond, the place was clean and had a most perfect view of the sunset each night."
Luxury condominum vacation

Ocean View, Jungle, Jaco Area, Infinity Pool, Luxury, Game 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 AED 1,315
AED 2,117 total
includes taxes & fees
31 Mar - 1 Apr
Ocean View, Jungle, Jaco Area, Infinity Pool, Luxury, Game Room & Gym

The door to the sea

2.0 star property
The door to the sea

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!

Casa Sammie: True Costa Rica

8.6 out of 10, Excellent, (7)
"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

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

10.0 out of 10, Exceptional, (118)
"Our family had a fabulous time staying here. The view was amazing. Had plenty of space. Hosts were so wonderful and helpful!"
Luxury Spectacular views Infinity Pool Sleeps 9 Private Playa Blanca Costa Rica
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
9.2 out of 10, Wonderful, (33)
"Excellent area, and offers bike trails and hiking trails, nice pool "
Buen Camino Hotel, San Mateo

Nomad Living CR

3.5 star property
10.0 out of 10, Exceptional, (14)
"Nice amenities and location. Area isn’t perfect but decent eating options and safe enough if traveling in a group. "
The price is AED 188
AED 213 total
includes taxes & fees
6 Apr - 7 Apr
Nomad Living CR

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

9.8 out of 10, Exceptional, (162)
"We stayed 3 days great place to relax. Great owner/manager - he was very responsive and willing to work with our needs. "
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.