Search Vacation Homes in San Mateo

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 201 Vacation Homes in San Mateo with updated reviews, rates, and availability.

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

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
View from BBQ area & infinity pool

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

9.4 out of 10, Exceptional, (15)
"I visited with my husband and 3 friends. The house is located in a community consisting of houses, condos, a hotel and access to private and public beaches. There is about a 10-15 minutes ride from the entrance to the house, and there are some hills. It is best to rent a golf cart while staying at the house - its the best way to get around the property. Olga was very helpful in securing the golf cart. Be advised that certain areas in this complex require wristbands. So, I had trouble getting...
Luxury Modern House Ocean View Infinity Pool 5-min walk to #1 White Sand Beach
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool
Time to Relax

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

9.8 out of 10, Exceptional, (13)
"Highly recommend. Will definitely book again. Clean accommodations, refreshing saltwater pool. Nice porch to spend evenings outdoors. Landscaping was beautiful. Wildlife visitors included iguanas, green parrots, scarlet macaws, many species of birds & butterflies. Definitely need an SUV to manage the roads to the house. All in all great place to stay. Pura Vida"
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE
A slice of Paradise. Secluded pool area just of rear porch.

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

10.0 out of 10, Exceptional, (98)
"Please, don't tell anyone about this place. So quiet and peaceful, our family enjoyed the perfect Costa Rican experience. Property managers answered all our needs and the owner was very nice! We were truly spoiled during our stay with fresh eggs each day! We would be more than happy to return to this place....forever! "
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi
Terrace/patio

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

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 1,861
SAR 2,827 total
includes taxes & fees
4 Feb - 5 Feb
Ocean View, Infinity Pool, Luxury, Game/ Bar Room & Gym
Experience the Costa Rican Pura Vida Style in our house👈
Backyard and Laundry room

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👈
Relax at Pier Sands Casita#1, Min Walk From Beach!
“El Paseo de Los Turistas” boardwalk.

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
26 Jan - 27 Jan
Relax at Pier Sands Casita#1, Min Walk From Beach!
The door to the sea
Exterior

The door to the sea

2.0 star property
The door to the sea
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
Breezeway and main house with pool.

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

10.0 out of 10, Exceptional, (211)
"The property, its upkeep and condition are as good as it gets for VRBOs. We’ve stayed at many over the years and this was definitely the most stylish. Most of the places we wanted to visit we’re farther away than we expected, at least an hour drive, but otherwise everything was great. "
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
Casa Sammie: True Costa Rica
Pool

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
Luxury Spectacular views Infinity Pool Sleeps 9 Private Playa Blanca Costa Rica
Playa Blanca, Pacific Ocean Over view

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
CASA FARO
Pool

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 Jan - 26 Jan
CASA FARO
Hidden Paradise in La Garita with Private Pool
Your own private oasis

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (48)
"This house was great for our 2 night stay after exploring other regions of Costa Rica before we flew home. The host was super communicable and the house was just as described. We enjoyed our relaxing stay!"
The price is SAR 625
SAR 787 total
includes taxes & fees
13 Feb - 14 Feb
Hidden Paradise in La Garita with Private Pool
Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51
infinite solar heated pool with view of St Jose and 4 volcanos

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
CASA OASIS
Exterior

CASA OASIS

3.0 star property
The price is SAR 788
SAR 890 total
includes taxes & fees
27 Jan - 28 Jan
CASA OASIS
The Lookout. A nature lovers paradise.
Terrace/patio

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (26)
"We really enjoyed our stay at the Lookout Casita. The view is superb and we enjoyed the proximity to the jungle and coffee plantation. The balcony, pool area and gazebo are really nice. "
The Lookout. A nature lovers paradise.
Panoramic Ocean views Waterfront Luxury Home
Exterior

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
Stunning contemporary beach front villa
Pool

Stunning contemporary beach front villa

9.0 out of 10, Wonderful, (4)
"good house. Quietgood beach, but lot's of trashNeeds new cooktop and leaking shower"
Stunning contemporary beach front villa
A beautiful house in secure community, great views, pool, close to town.
Pool

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

9.8 out of 10, Exceptional, (28)
"Private location with everything you will need provided. Petr was helpful with an easy check in. Beautiful location with an astonishing view. "
A beautiful house in secure community, great views, pool, close to town.
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.
Don't see what you're looking for?
See all available properties in San Mateo
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in San Mateo

Buen Camino Hotel, San Mateo
Exterior

Buen Camino Hotel, San Mateo

3.0 star property
9.2 out of 10, Wonderful, (27)
"Beautiful outdoor setting at the top of the hill, with beautiful blue pool and string lights. Great views of the surrounding area and nature. The cottages are clean and well done. Surrounded by nature. Good restaurant. We had pesto pasta with shrimps, and garlic shrimp. Strawberry daiquiri was also great. The bike park and high end bike rentals sound awesome. We didn't try them. Friendly service. We also happened to talk to some of the owners. Great to hear what they are trying to do for the...
The price is SAR 292
SAR 330 total
includes taxes & fees
17 Feb - 18 Feb
Buen Camino Hotel, San Mateo
Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica
Entrance to Casita

Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica

10.0 out of 10, Exceptional, (39)
"Our stay at Grace's Guest House could not have been more perfect. Our hosts, Grace and Ivan, are commited to giving their guests the best Costa Rican experience. Graces suggestions from the best beaches and restaurants to where to park was spot on. Not to mention the perfect recipe for making your own American creamer! Our Costa Rican vacation was truly memorable. With out a doubt, the time spent with our hosts and the friendship that developed was the highlight of our trip. The guest house was...
Leave the Cold behind, Winter in the Safe Quiet Paradise of Costa Rica
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH
Property grounds

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.