San Juan Holiday Rentals

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Holiday Rentals in San Juan

Nina´s - Juan Santamaria

3.0 star property
Rio Segundo
7.0 out of 10, Good, (45)
"Breakfast was alright. Customer service is HORRIBLE do not stay here. "
United States
Iliana
Nina´s - Juan Santamaria

Aloj Entero 1km Juan Santamaría Airport

3.5 star property
San Antonio
9.2 out of 10, Wonderful, (21)
"It was good enough for an airport stay. For a large group it would be excellent"
United Kingdom
Diane
The price is AU$142
includes taxes & fees
26 Nov - 27 Nov
Aloj Entero 1km Juan Santamaría Airport

Hidden Paradise in La Garita with Private Pool

La Garita
9.8 out of 10, Exceptional, (73)
"Property was clean wonderful! Will book this house again next time we are in CR. "
United States
Jonathan K.
The price is AU$293
includes taxes & fees
26 Nov - 27 Nov
Hidden Paradise in La Garita with Private Pool

Hotel Los Sueños de Bajos del Toro

3.0 star property
Toro Amarillo
10.0 out of 10, Exceptional, (6)
"Excelente recibimiento! Siempre pendientes de nuestra estadia"
Costa Rica
Anonymous traveller
The price is AU$302
includes taxes & fees
14 Nov - 15 Nov
Hotel Los Sueños de Bajos del Toro

Villazul 2

4.0 star property
Sabana Redonda
9.4 out of 10, Exceptional, (14)
"Beautiful tiny home with everything that you need, including jacuzzi and grills and we enjoyed it very much. Thanks to the owners for such a cute modern little place.even electric blankets. Very clean and cozy it fit all my famil"
United States
Nadiezhda
The price is AU$150
includes taxes & fees
14 Nov - 15 Nov
Villazul 2

Golden Loft with AC, Pool, 5 min from the Airport!

Alajuela
7.4 out of 10, Good, (3)
"We stay at this property at least once a month as we travel it’s perfect t "
United States
James G.
The price is AU$149
includes taxes & fees
14 Nov - 15 Nov
Golden Loft with AC, Pool, 5 min from the Airport!

The Lookout. A nature lovers paradise.

Zaragoza
10.0 out of 10, Exceptional, (40)
"Our family group of 8 (2 kids and 6 adults) had a wonderful stay at the lookout. This property is well represented online. The drive up to the lookout can be a bit intimidating but we had no issues. The set up of the home is perfect for couples or people staying in groups of 2. We enjoyed the pool and regular visits with the maintenance team. Piet is a very accommodating host and easy to get in contact with. There were a few small maintenance issues (an issue with the pool filter, and water...
Canada
Brett W.
The Lookout. A nature lovers paradise.

Entire Comfy apartment for your, 5 min SJO airport

Bajo Cornizal
9.8 out of 10, Exceptional, (10)
"Reminded me of college days. Nice breeze, bust neighborhood. Slept gr8. Much nicer than the beach house. Kevin is nice and his his wife and neighbors. Felt right at home."
United States
Carmen R.
The price is AU$129
includes taxes & fees
26 Nov - 27 Nov
Entire Comfy apartment for your, 5 min SJO airport

Buen Camino Hotel, San Mateo

3.0 star property
San Mateo
9.2 out of 10, Wonderful, (39)
"The views were spectacular, and the pools were very pleasant. The restaurant was wonderful. We were there at a hot time of the year and there was no A/C, but plenty of fans and shade. Be aware that the road up is rough. "
United States
David
Buen Camino Hotel, San Mateo

Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

Carmen
8.6 out of 10, Excellent, (7)
"Youre right next to downtown alajuela, so everything is nearby. The cathedral, park, and market are all great places to visit. Great property, lots of light. The kitchen has everything but an oven, so you can bring food from the market and whip something up. It's true it's noisy but you're downtown, what can you expect? Bring noise cancelling headphones and do some people watching from the balcony. It's good."
United States
Jacob
The price is AU$106
includes taxes & fees
26 Nov - 27 Nov
Oasis Loft 5min from SJO airport cozy and comfy fully equipment down town A/C

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

Atenas
10.0 out of 10, Exceptional, (224)
"everything about the stay was wonderful thank you Judd and Lizz"
United States
Jared H.
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Valka Loft 10 minutes from the Airport

Cristo Rey
9.0 out of 10, Wonderful, (14)
"The staff is very nice to work with."
United States
Carleton
The price is AU$110
includes taxes & fees
20 Nov - 21 Nov
Valka Loft 10 minutes from the Airport

Cabañas Lunas del Poas

3.0 star property
Sabana Redonda
The price is AU$148
includes taxes & fees
11 Dec - 12 Dec
Cabañas Lunas del Poas

Plunge Pool Villa | Coffee Views & Adventure

Carmen
10.0 out of 10, Exceptional, (27)
"Breathtaking views at the amazing property! Perfect for group travel. Felipe was wonderful to work with!"
United States
Cathy M.
The price is AU$1,204
includes taxes & fees
9 Dec - 10 Dec
Plunge Pool Villa | Coffee Views & Adventure

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

Alajuela
9.8 out of 10, Exceptional, (16)
"The perfect setting for a relaxing and enjoyable vacation. The charm and comfort of the home is captivating. Our stay was incredibly pleasant. Our hosts Ursula and Erick were very responsive and accommodating. "
United States
Isabel Q.
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

The comfort and exclusive rest you deserve, SJO

Alajuela
10.0 out of 10, Exceptional, (2)
"Nice place "
United States
James G.
The price is AU$193
includes taxes & fees
23 Nov - 24 Nov
The comfort and exclusive rest you deserve, SJO

Villazul 1

4.0 star property
Sabana Redonda
9.0 out of 10, Wonderful, (2)
"Great view and beautiful property, including outdoor dining area with heaters. The jacuzzi took a long time to heat up, so we couldn't use it until the second day we were there. "
United States
Robyn
The price is AU$143
includes taxes & fees
14 Nov - 15 Nov
Villazul 1

Atenas Villa Serenidad: private home private pool, river walk, amazing 180° view

Atenas
9.8 out of 10, Exceptional, (67)
"A truly gorgeous property with amazing views. The night sky was incredible!"
United States
Javier S.
The price is AU$539
includes taxes & fees
30 Nov - 1 Dec
Atenas Villa Serenidad: private home private pool, river walk, amazing 180° view

Villa garita inn

4.0 star property
La Garita
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
Villa garita inn

CR Mariposa Gateway

San Ramon
9.4 out of 10, Exceptional, (3)
"Stunning views, a beautiful home, safe and perfect for a peaceful stay. The property owner was very gracious to make coffee and invited us over. Carlos the property manager is an amazing person. He made sure we were safe and had an amazing experience!!!! Consider this home!!!! "
United States
Fiona B.
CR Mariposa Gateway
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 Juan Hotel Reviews

Find out more about San Juan

Everything you need to know about San Juan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan holiday rental for you. At Expedia, you can take your pick from private holiday 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 Juan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Juan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan holiday rentals we have selected for you start as low as AU$106 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan holiday 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 Juan 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 Juan holiday.

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 Juan. 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

Are there holiday rentals in San Juan?

Yes, there are holiday rentals close to the most popular sights in San Juan, 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 Juan has to offer?

Hidden Paradise in La Garita with Private Pool: This holiday home rental outside of San Juan 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.

What can I see and do in San Juan?

Explore the area and family-friendly sights such as Balneario Las Musas, or get out into nature at a spot like Las Cataratas de Los Chorros. In the wider area, you’ll find San Ramon Municipal Market and San Ramon Nonato Church.

What are holiday rentals like in San Juan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.