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Top Holiday Rentals in San Mateo

Buen Camino Hotel, San Mateo

3.0 star property
9.2 out of 10, Wonderful, (38)
"Very beautiful, quiet, friendly employees, kid friendly Upna steep hill but its BEAUTIFUL and feels very jungle like logive them 10 stars "
Buen Camino Hotel, San Mateo

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (66)
"Property was clean wonderful! Will book this house again next time we are in CR. "
The price is £159
includes taxes & fees
7 Sept - 8 Sept
Hidden Paradise in La Garita with Private Pool

Nomad Living CR

3.5 star property
9.8 out of 10, Exceptional, (23)
"Great stop after a long flight, highly recommend to those passing thru"
The price is £51
includes taxes & fees
17 Aug - 18 Aug
Nomad Living CR

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (37)
"We loved hearing the birds early in the morning and the monkeys put on a show the last morning we were there. Very peaceful"
The Lookout. A nature lovers paradise.

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

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

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

10.0 out of 10, Exceptional, (222)
"Lovely in every way! I didn’t come to be a tourist, but to spend time in nature in comfort. I stayed on the property most of the time and enjoyed the flora and fauna immensely. Thank you for opening your home to guests!"
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

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

10.0 out of 10, Exceptional, (169)
"TThis vacation has become a top favorite for our family, and we will definitely be back. Words can't express our gratitude for all the staff involved in this experience. We would like to thank you for sharing your beautiful home with us. "
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

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

9.6 out of 10, Exceptional, (23)
"I love the house. The beds are super comfortable. House was equipped with everything you need. Pool always warm. AC available 24/7. Loved that we had a chef on site and transportation was available. Alex was great. I was able to communicate with Rolando.Great service"
Beautiful Home With a Private Beach and Pool - Connect w/ Nature & Relax!

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

9.4 out of 10, Exceptional, (63)
"Perfect for groupe "
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

Tarcoles Birding Lodge

3.0 star property
9.0 out of 10, Wonderful, (8)
"Great property, friendly proprietor and staff. Highly recommended. "
Tarcoles Birding Lodge

New listing! Stunning views. Fifth floor apartment

10.0 out of 10, Exceptional, (36)
"Wonderful place with elevator and great pools and close to the beach"
New listing! Stunning views. Fifth floor apartment

Nueva Villa Paraiso

2.0 star property
Nueva Villa Paraiso

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

9.0 out of 10, Wonderful, (83)
"Had a great time staying here with my wife and our family.There was a small on site pool with a slide and some reduced common equipment ( pool, ping pong and two weight machines in the gym), 10 minute walk downhill to a beautiful beach that never got too busy and an amazing view."
Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

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

9.8 out of 10, Exceptional, (14)
"We have stayed at Ursula’s place before and enjoyed the spacious comfortable layout. The back yard is enclosed and very safe for the dog. "
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

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

10.0 out of 10, Exceptional, (125)
"Our family, six adults and three children. From the time we arrived until we tearfully left, it was pure heaven. Property is gorgeous, Debbie, Jairo and crew made all our requests a reality from scheduling tours, airport shuttle and numerous other requests. We spent the majority of time relaxing by the pool. Carols, Gina and Tatianna were the absolute best. A few tears were shed when we left"
Ocean view, full time staff, concierge services. Winner 2013 - 2023 top rental

Cabaña el Ermitaño

2.0 star property
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. "
Cabaña el Ermitaño

Casa Mango Puntarenas, Costa Rica

9.6 out of 10, Exceptional, (31)
"it was a very private relaxing place to stay. We loved watching the birds and boats go by. The weather was great! It was so lovely to have a pool to bask next to.Josh was really friendly and hepful. He is what made our stay feel like home!"
Casa Mango Puntarenas, Costa Rica

2-floor, 3-bedroom house/AC/ WiFI/10 mins from SJO and 15 mins from Parque Viva.

The price is £89
includes taxes & fees
16 Aug - 17 Aug
2-floor, 3-bedroom house/AC/ WiFI/10 mins from SJO and 15 mins from Parque Viva.

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

10.0 out of 10, Exceptional, (120)
"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

Beautiful house, views, pool, best climate

9.8 out of 10, Exceptional, (7)
"Beautiful views. Amazing place."
Beautiful house, views, pool, best climate
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

Frequently asked questions

Can I find a holiday rental in San Mateo?

Yes, there are holiday rentals close to the most popular sights in San Mateo, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that San Mateo has to offer?

Hidden Paradise in La Garita with Private Pool: This holiday home rental outside of San Mateo is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in San Mateo?

With 4 Expedia holiday rentals, you're guaranteed 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 Balneario Las Musas, or get out into nature at a spot like Carara National Park. In the wider area, you’ll find Palmares Church and San Ramon Nonato Church.

What are holiday rentals like in San Mateo?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Mateo. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a small group gathering.