San Mateo Vacation Rentals

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Vacation Rentals in San Mateo

Our top choices for San Mateo vacation rentals

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, (67)
"I wish we could have stayed longer to enjoy this beautiful home! Jeff was an amazing host! "
The price is CA $230
CA $287 total
includes taxes & fees
Sep 7 - Sep 8
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 CA $86
CA $97 total
includes taxes & fees
Sep 26 - Sep 27
Nomad Living CR

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (38)
"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.

Tarcoles Birding Lodge

3.0 star property
9.2 out of 10, Wonderful, (10)
"Great property, friendly proprietor and staff. Highly recommended. "
The price is CA $110
CA $124 total
includes taxes & fees
Aug 29 - Aug 30
Tarcoles Birding Lodge

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!

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

Nueva Villa Paraiso

2.0 star property
The price is CA $105
CA $140 total
includes taxes & fees
Sep 2 - Sep 3
Nueva Villa Paraiso

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

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

9.0 out of 10, Wonderful, (83)
"Amazing place:) safe and gorgeous. "
Luxurious Family-Friendly, 3BR Condo With Pool Less Than 5 Min Walk To The Beach

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

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

Villa Punta Leona - Beautiful Family Villa - Gated Community next to Punta Leona

Villa Punta Leona - Beautiful Family Villa - Gated Community next to Punta Leona

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

Costa Rican Beach House Rental in Puntarenas

9.8 out of 10, Exceptional, (65)
"It was very quiet and peaceful, we enjoyed it!"
Costa Rican Beach House Rental in Puntarenas

Paradise Found! Character filled close to beach, forest and amenities

9.6 out of 10, Exceptional, (21)
"This home was on a gated lot, jungle all around , needs some new pots & pans but stocked well. Mgnt. Was helpful."
The price is CA $136
CA $233 total
includes taxes & fees
Sep 2 - Sep 3
Paradise Found! Character filled close to beach, forest and amenities

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
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

Find out more about San Mateo

Find out more about San Mateo

Everything you need to know about San Mateo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the San Mateo vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Mateo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Mateo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Mateo. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Mateo vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Mateo vacation rentals we have selected for you start as low as CA $86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Mateo rentals

At Expedia, we put the best San Mateo vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Mateo rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Mateo vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Mateo. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in San Mateo?

Yes, there are vacation rentals near top attractions in San Mateo, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in San Mateo?

Hidden Paradise in La Garita with Private Pool: This vacation home rental outside of San Mateo is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals are there in San Mateo?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Palmares Church and San Ramon Nonato Church.

What are vacation rentals like in San Mateo?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in San Mateo. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for families.