Vacation rentals in San Mateo

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Top-rated vacation rentals in San Mateo

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A well-lit living area features a grey sectional sofa adorned with colorful cushions. A round coffee table sits atop a patterned rug. In the background, a modern kitchen with bar seating and stainless steel appliances is visible, complemented by warm wood accents and hanging light fixtures.

Townhouse in CR

4.9 out of 5 average rating, 221 reviews

Modern Family-Friendly Vida Villa 1block to beach

DakshinaRating, 5 stars4 weeks ago

Alex was very communicative and the place is perfect for your stay in Jaco. It's super close to the beach and right on the main street where you can find a variety of restaurants and shops. The place is also very secure.

Guest favorite

A refreshing outdoor pool is surrounded by lounge chairs, offering a relaxing space under the clear blue sky. Tropical plants and trees provide a natural backdrop, while shaded areas feature covered seating for comfort. A nearby building adds to the inviting atmosphere.

Apartment in Santa Ana

4.92 out of 5 average rating, 53 reviews

Tranquil Oasis: 1BR Retreat

KirkRating, 5 stars2 weeks ago

Great place and very comfortable. Good A/C. Great security and it was helpful to have many food options and a Fresh market near by. Nice and quite place and was able to get a lot done. Only complaint, the hot tub in the community area is not warm. Which is not really in the control of the apartment owner. Overall a great place to stay if you need to be in Santa Ana.

Superhost

A well-maintained walkway connects several residences, bordered by potted plants and greenery. The area features textured stone pathways and walls, with modern light fixtures illuminating the space. The entrance doors to individual apartments are visible, adding to the inviting ambiance.

Apartment in Jaco

4.83 out of 5 average rating, 271 reviews

Perfect Vacation 1bed/1ba Studio Apt in Jaco w/AC

LauraRating, 5 stars2 weeks ago

This is a perfect little spot for a weekend beach get away. The rooms are in a gated area that feels secure and safe. The host is responsive and helpful! It was literally a few steps to the beach and the bars! We would definitely stay again!

Guest favorite

A modern entrance features a pair of open gates framed by lush greenery. The pathway leads to a pool area visible beyond, set against a clear blue sky and ocean backdrop. Blue planters with plants are placed along the entrance.

Home in Playa Hermosa

4.97 out of 5 average rating, 116 reviews

Stunning Beachfront Home!

MelanieRating, 5 stars3 weeks ago

We loved staying in this place! It was perfect for the whole family. We spent our days between the beach and the pool and it was perfect. Nothing better than having the beach right in front of the house. Also they had cleaning services every day included in the price which was amazing, we didn’t have to be cleaning the sand of the floors and we had new towels every day. We completely loved our stay totally recommend!

Top guest favorite

A private terrace features a small pool overlooking expansive views of lush greenery and the ocean in the distance. Comfortable lounge chairs are positioned beside the pool, with a white railing providing safety and enhancing the serene atmosphere.

Home in Playa Hermosa

4.98 out of 5 average rating, 184 reviews

Romantic Beach House, Private, Safe & Ocean Views

KatelynRating, 5 stars1 month ago

Kelie’s spot was a perfect peaceful spot just minutes from great restaurants, beaches and activities. The kitchen was very well equipped, so we were able to shop at the local market and prepare fresh meals to enjoy on the awesome deck area. Kelie offered many great local recommendations, was happy to book activities for us, and stayed accessible for any needs. We’d definitely rent again!

Guest favorite

Villa in Jaco

4.93 out of 5 average rating, 68 reviews

Beach House & Resort Amenities at Ciudad del Mar Jaco

JessicaRating, 5 stars5 days ago

This was our favorite stay in Costa Rica. Definitely the most luxury. We appreciated the thoughtful amenities. The little garden seating area was stunning. Pool clean and beautiful. Extremely comfortable beds. We loved the location: close to the beach but quiet. Amazing spot for kids and adults.

Vacation rentals for every style

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Popular amenities for San Mateo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near San Mateo's top sights

Villas Fantasy Water Park14 locals recommend

Rio Machuca10 locals recommend

La Granjita4 locals recommend

Other great vacation rentals in San Mateo

Guest favorite

A bright bedroom features a spacious bed with light bedding, positioned near large glass windows framing views of palm trees and the ocean. Soft natural light filters into the room, creating a serene beachfront atmosphere.

Apartment in Jaco

5 out of 5 average rating, 9 reviews

2 bdrm Oceanfront w/ Rooftop, 1min walk to main st

MattRating, 5 stars2 weeks ago

great new condo in a very nice and new building. the condo has a great view of the pool and ocean. very clean unit and building with nice gym, pool and rooftop terrace. we had a fantastic stay.

Top guest favorite

A narrow swimming pool lies adjacent to a two-story building, reflecting the blue sky and white clouds above. A shaded outdoor seating area can be seen in the background, framed by greenery and the structure's modern architecture.

Home in Playa Agujas

4.97 out of 5 average rating, 74 reviews

Playa Agujas Beach House!!

PedroRating, 5 stars2 weeks ago

Our experience was very pleasant, the place is as described in the listing and the treatment of Don Juan Carlos was excellent, a pleasant host, very friendly and always attentive about our stay.

Guest favorite

Cabin in Sabana Redonda

5 out of 5 average rating, 18 reviews

Villazul2 resting place

Jose DanielRating, 5 stars1 month ago

A very cozy place, safe, very well equipped, accessible for any vehicle, very clear instructions for entry

Top guest favorite

Villa in Orotina

5 out of 5 average rating, 26 reviews

View of the Coyotes

AdrianaRating, 5 stars2 weeks ago

A beautiful place!. Private, surrounded by nature, perfect for spending time with family and friends. Very well equipped facilities! And very attentive hosts! 100% recommended!

Top guest favorite

A peaceful pool area is framed by vibrant flowers in the foreground, showcasing a tranquil blue pool. In the background, rolling hills and mountains are visible under a sky adorned with soft clouds, suggesting a serene outdoor atmosphere.

Home in Poás

5 out of 5 average rating, 44 reviews

Beautiful home, great views, pool, near to airport

IngridRating, 5 stars1 month ago

Jorge is incredible, our flight from Panama to Costa Rica had mechanical difficulties so we didn't get to Costa Rico until 10:30 p.m. After picking up a rental (which I highly recommend if you are staying here) it was after midnight. We had some difficulty finding the house Jorge came out to meet us rather than just do directions. The house was very comfortable and the bathroom including the amenities were fabulous!

Top guest favorite

A wide view of the condo complex is captured, featuring modern two-story units arranged along a paved pathway. Lush greenery and neatly trimmed shrubs border the walkways, while distant mountains rise under a partly cloudy sky.

Condo in Jaco

5 out of 5 average rating, 24 reviews

Gringo Getaway - Tejon House

ValerieRating, 5 stars3 weeks ago

This is one of the nicest Airbnbs I have stayed in. Immaculately maintained gated community with very friendly staff. The host was very responsive, helpful and courteous. The condo is located about a 10 minute walk from a lovely local restaurant called Sabor Jacó, convenience store and fruit and vegetable market. 10 minutes further you arrive in downtown Jacó where there is everything you need. Groceries, restaurants, bars, retail stores and the beach. Downtown is a $3.00 CAD Uber ride. Everything worked perfectly in the condo. Great internet, air conditioning and lots of hot water. Bed was very comfortable and bedroom had blackout blinds. The salt water pool is 25 metres long. Great for laps. Just an overall great place to stay. I highly recommend it.

Top guest favorite

Home in Jaco

4.94 out of 5 average rating, 18 reviews

Lapa House 4 ( Cozy pool-3 bedrooms)

ZoyaRating, 5 stars4 months ago

We had an incredible stay here! The house is spacious and a short 10min walk from the beach, with lots to do in the surrounding area. The hosts were proactive, friendly and went out of their way to make us feel at home. Highly recommend!

Top guest favorite