Holiday rentals in San Mateo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Mateo

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

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Guest favourite

Apartment in Mata Redonda

4.95 out of 5 average rating, 112 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

EdenRating, 5 stars1 week ago

This place is really nice. It is in an artistic setting with several building amenities. It is a comfortable space with hosts who were responsive to my questions. I enjoyed staying here and can't wait to return.

Guest favourite

Townhouse in CR

4.9 out of 5 average rating, 221 reviews

Modern Family-Friendly Vida Villa 1block to beach

DakshinaRating, 5 stars3 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 favourite

Flat in Santa Ana

4.92 out of 5 average rating, 53 reviews

Tranquil Oasis: 1BR Retreat

KirkRating, 5 stars1 week 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.

Guest favourite

Home in Playa Hermosa

4.97 out of 5 average rating, 116 reviews

Stunning Beachfront Home!

MelanieRating, 5 stars2 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 favourite

Apartment in Jaco

4.96 out of 5 average rating, 129 reviews

Family Beach Private Condo 2BD Gated 4D

CristinaRating, 5 stars1 week ago

A spectacular stay with all the conditions and feel at home. Amy is very friendly and attentive from the time you book until you finish your stay. It is a cozy place, super tidy, for an extraordinary rest. I recommend it 100%

Top guest favourite

Home in Playa Hermosa

4.98 out of 5 average rating, 184 reviews

Romantic Beach House, Private, Safe & Ocean Views

KatelynRating, 5 stars4 weeks 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!

Holiday 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 holiday 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 holiday rentals in San Mateo

Top guest favourite

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

Guest favourite

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 favourite

Villa in Orotina

5 out of 5 average rating, 26 reviews

View of the Coyotes

AdrianaRating, 5 stars1 week 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!

Guest favourite

Flat 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

The apartment is just as described in the listing. Easy to access. It is located on the same level of the lobby, and to go to the pool there is no elevator, it is practically 2 minutes walking. It has a very comfortable bed, and TV both in the room and in the living room. Well-equipped kitchen. When we arrived it was super clean. The amenities are super nice, although the apartment is comfortable, go up to the Azotea and have a coffee and enjoy the views and the different spaces, it is the best that Ncleo has. The hosts were always very attentive and responded very quickly to our queries.

Top guest favourite

Apartment 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.

Superhost

Cabin in San Isidro

4.85 out of 5 average rating, 396 reviews

Mountain View Cabin

LuisRating, 5 stars3 months ago

Great place to stay and look at the city lights

Top guest favourite

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 favourite