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 lightweight beach tent is set up on a sandy shoreline, offering shade under a clear sky. Palm trees are visible in the background, complementing the serene coastal environment. The tent features a bright blue and white design, with mesh panels for ventilation.

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 spacious outdoor area is presented, featuring a sparkling pool surrounded by lounge chairs. Natural light fills the space, with greenery visible in the background. The design incorporates wood elements and a shaded seating area, creating an inviting environment for relaxation.

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 spacious balcony offers sweeping views of the beach and ocean, framed by lush palm trees. The transparent railing enhances the unobstructed sight of the water and sky, creating a serene outdoor space for relaxation.

Condo in Jaco

4.98 out of 5 average rating, 110 reviews

Stunning Ocean Views Diamante Del Sol Unit 401N

KayRating, 5 stars2 days ago

Great location. Photos don’t do it justice. Amazing swimming pool looking over the ocean. Clean, spacious rooms. The view from the condo patio is great. Great to hear/ see the ocean. Right on the beach for easy morning walks. We had massages in the condo and it was so easy to arrange with Kenia at home spa and we all gave 5 stars for our massage. Wonderful restaurants within walking distance.

Top guest favorite

A private staircase, surrounded by lush tropical plants and greenery, leads to the entrance of the apartment. Ceiling fans are visible above on the upper balcony. The setting reflects a serene and inviting environment, enhancing the overall ambiance of the property.

Condo in Jaco

4.96 out of 5 average rating, 130 reviews

Family Beach Private Condo 2BD Gated 4D

CristinaRating, 5 stars1 week ago

Una estadía espectacular con todas las condiciones y como en casa. Amy es muy amable y atenta desde que realizas la reservación hasta que finalizas tu estadía. Es un lugar acogedor, super ordenado, para un descanso extraordinario. Lo recomiendo 100%

Top guest favorite

A private terrace features a small, inviting pool surrounded by a smooth stone deck. Comfortable lounge chairs are positioned beside the pool, with a dining table and chairs nearby. Lush greenery and stunning ocean views stretch into the distance under a blue sky.

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!

Vacation rentals for every style

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Hotels

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Unique stays

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Homes

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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

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

Nuestra experiencia fue muy agradable, el lugar tal y como se describe en el anuncio y el trato de Don Juan Carlos excelente, un anfitrión agradable, muy amable y siempre atento sobre nuestra estadía.

Guest favorite

A unique building is softly lit at night, showcasing a modern design. Strings of lights are suspended above a green lawn, while a small seating area with a stone table invites relaxation. The view beyond reveals a distant city skyline, adding to the serene ambiance.

Cabin in Sabana Redonda

5 out of 5 average rating, 18 reviews

Villazul2 lugar de descanso

Jose DanielRating, 5 stars1 month ago

Un lugar muy acogedor, seguro, muy bien equipado, accesible para cualquier vehículo, instrucciones muy claras para el ingreso

Top guest favorite

Villa in Orotina

5 out of 5 average rating, 26 reviews

Vista los Coyotes

AdrianaRating, 5 stars2 weeks ago

Un lugar hermoso!. Privado, rodeado de naturaleza, perfecto para pasar un tiempo con familia y amigos. Instalaciones muy bien equipadas! Y los anfitriones muy atentos! 100% recomendada!

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!

Guest favorite

An indoor firepit is centrally located on a glass table, with flames gently rising. Nearby, a bottle of wine and two glasses are placed alongside a small plate of marshmallows, all set against a backdrop of large windows that open to a vibrant outdoor space.

Apartment in La Uruca

4.93 out of 5 average rating, 14 reviews

Unique Industrial Apt Near Airport in La Sabana

SofiaRating, 5 stars1 week ago

El apartamento es tal y como está descrito en el anuncio. El acceso fue muy fácil. Está ubicado en el mismo nivel del lobby, y para ir a la piscina no hay que tomar ascensor, está prácticamente a 2 minutos caminando. Tiene una cama muy cómoda, y TV tanto en la habitación como en la sala. Cocina bien equipada. Cuando llegamos estaba super limpio. Las amenidades son super lindas, aunque el apartamento es confortable, subir a la Azotea y tomarte un café y disfrutar las vistas y los distintos espacios, es de lo mejor que tiene Núcleo. Los host siempre muy atentos y respondieron muy rápido a nuestras consultas.

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 - Casa Tejon

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