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

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

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, (38)
"Stayed at Hidden Paradise 2 nights at the end of our trip. Home as described. Easy check in/responsive host. Even had sleeper sofa that was comfy. Beautiful backyard area with pool/fruit trees/numerous lounge areas/dining table/nice grill."
The price is AED 616
AED 917 total
includes taxes & fees
30 Jun - 1 Jul
Hidden Paradise in La Garita with Private Pool
The Lookout. A nature lovers paradise.
View from property
The Lookout. A nature lovers paradise.
10.0 out of 10, Exceptional, (21)
"A great place to relax and enjoy the mountains. Plenty of room to spread out with hammocks out back. Had a BBQ for the family at the pool house and the 3-year-olds really liked the small pool with the fountain. Will stay again on next trip."
The Lookout. A nature lovers paradise.
Casa Sammie: True Costa Rica
Pool
Casa Sammie: True Costa Rica
9.4 out of 10, Exceptional, (3)
"The pool is amazing and beach combing relaxing."
Casa Sammie: True Costa Rica
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
A beautiful house, great views, pool, close to town. Extra discount in April
Pool
A beautiful house, great views, pool, close to town. Extra discount in April
9.8 out of 10, Exceptional, (24)
"Lovely spacious home with great views. Good location as it's close to restaurants and shopping yet off the beaten path at the same time."
A beautiful house, great views, pool, close to town. Extra discount in April
Luxurious Castle, Infinity Pool And Jaw Dropping Views!
WOW! WOW! WOW!
Luxurious Castle, Infinity Pool And Jaw Dropping Views!
10.0 out of 10, Exceptional, (83)
"This house was just so amazing with the best view! We loved staying here and hope to stay again one day!"
Luxurious Castle, Infinity Pool And Jaw Dropping Views!
Mango Sunrise Retreat Modern 3-Bedroom House AC Mountain Views Saltwater Pool
Pool
Mango Sunrise Retreat Modern 3-Bedroom House AC Mountain Views Saltwater Pool
9.2 out of 10, Wonderful, (5)
"Nice place to stay. Kitchen has everything you need. Beds are comfy. Only downside is sharing the pool with the other property located next door."
Mango Sunrise Retreat Modern 3-Bedroom House AC Mountain Views Saltwater Pool
Spectacular View 2 Pools Luxury Mountaintop
Pool
Spectacular View 2 Pools Luxury Mountaintop
9.4 out of 10, Exceptional, (8)
"Property was clean and well presented, fabulous hill top location with great views, stunning sunsets and lots of magnificent birds in the trees around the property. Big thanks to our host Cliff who could not have been more responsive in resolving the couple of minor issues we encountered."
Spectacular View 2 Pools Luxury Mountaintop
Discover Tranquility and Adventure at Nativa Resort, Costa Rica's Hidden Gem
Exterior
Discover Tranquility and Adventure at Nativa Resort, Costa Rica's Hidden Gem
10.0 out of 10, Exceptional, (4)
"Owner very friendly and accommodating "
Discover Tranquility and Adventure at Nativa Resort, Costa Rica's Hidden Gem
Playa Mantas Home nearby Jaco Beach
Pool
Playa Mantas Home nearby Jaco Beach
10.0 out of 10, Exceptional, (1)
"Was a great place to stay! Thanks again for the excellent hospitality! We felt very welcomed there!"
Playa Mantas Home nearby Jaco Beach
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."
Ocean View, Infinity Pool, Luxury, Game/ Bar Room & Gym
Oceanfront Home, newly furnished, great for families
Property grounds
Oceanfront Home, newly furnished, great for families
Oceanfront Home, newly furnished, great for families
Tropical luxury home w/ ocean views, emerald pool, deck and fruit trees
Dining
Tropical luxury home w/ ocean views, emerald pool, deck and fruit trees
Tropical luxury home w/ ocean views, emerald pool, deck and fruit trees
Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool.
Breezeway and main house with pool.
Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool.
10.0 out of 10, Exceptional, (196)
"For our second week in Costa Rica, we chose this home in Atenas. The photos do not do it justice- it is such a wonderful and relaxing retreat. The private pool and outdoor shower allowed a connection no nature. Hammock and hanging chairs, lush landscaping, toucans…. Just too much to mention. We will return to this special place. Lizz did massages on the breezeway our last day to the sound of rain and the birds. Communication was excellent."
Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool.
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, (19)
"Host was awesome, fixed a delicious dinner and ceviche, arranged a tour to tortuga island (fun) was so helpful. Pool was great. Alex even brought fishing equipment for us to use. Awesome!"
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!
Casa Amarilla Beach Front - Authentic Costa Rican Rental!
Beach View
Casa Amarilla Beach Front - Authentic Costa Rican Rental!
9.0 out of 10, Wonderful, (62)
"Great property. Pat was great. Very attentive and communicTive"
Casa Amarilla Beach Front - Authentic Costa Rican Rental!
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, (115)
"We really enjoyed our stay at this property. Johan was incredibly helpful when it came to arranging things to do and suggestions for activities. We had the chefs come prepare dinner one night and it was immensely delicious."
Luxury Spectacular views Infinity Pool Sleeps 9 Private Playa Blanca Costa Rica
Wonderful home surrounded by nature with ocean views, private pool, and deck
Wonderful home surrounded by nature with ocean views, private pool, and deck
9.8 out of 10, Exceptional, (57)
"Loved our trip and stay at the house; secluded location was awesome with slow mornings and views of the Pacific with sights of macaws."
Wonderful home surrounded by nature with ocean views, private pool, and deck
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."
CASA FARO
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
9.8 out of 10, Exceptional, (57)
"This house has abundant charm. The location provided a pleasant, peaceful, quiet getaway. Close enough to town for convenience, but far enough away to feel safe and secure. Six year old grandson loved the pool. Great place to stay for rest and relaxation. We would definitely stay here again."
Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51
Private property with pool and fantastic views
Pool
Private property with pool and fantastic views
8.6 out of 10, Excellent, (23)
"La casa tiene áreas sociales muy espaciosas, una mesa enorme para compartir al lado de una piscina hermosa. Los encargados fueron amables y nos respondieron ante dificultades. Sin embargo, la limpieza deja mucho que desear. La limpieza y el mantenimiento pueden mejorar para que la casa y apartamento se mantengan en mejores condiciones."
Private property with pool and fantastic views
Don't see what you're looking for?
See all available properties in San Mateo
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.

Other property types in San Mateo

The PAD at Buen Camino
Exterior
The PAD at Buen Camino
2.0 star property
8.8 out of 10, Excellent, (16)
"Tranquility and overall ambiance was beyond expectations, convenient yet minimalist! Host Danny’s helpfulness was way above par. Would certainly love to come back with family. "
The price is AED 292
AED 325 total
includes taxes & fees
29 Jun - 30 Jun
The PAD at Buen Camino
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, (37)
"We can't say enough about our great stay in Grace & Ivan's Casita! Their home is in a quiet, peaceful, gorgeous location. All amenities needed are already in the home, beautiful pool & comfortable king size bed. Both Grace and Ivan went above and beyond and also helped us with our car repair problems-THANK YOU so much again! We take away from this nice stay a bonus of having two additional great people we call friends, Always Pamela and Josef"
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
Balcony
Large 3 BR Condo, Incredible Views, Families, 5 Min Walk to SPECTACULAR BEACH
9.8 out of 10, Exceptional, (153)
"Incredible views. Lovely place. Only downside is it’s a little bit of a hike to the beach and the dirt road to get to the condo take about 20 minutes"
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.

Recent reviews of San Mateo hotels
Expedia verified reviews

Hotel Punta Leona

Hotel Punta Leona

5/5 Excellent
"The best "
A verified traveler stayed at Hotel Punta Leona
Posted 1 day ago
Hotel Punta Leona