San Juan Holiday Rentals

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Holiday Rentals in San Juan

Apart. Valhalla San Ramon
10.0 out of 10, Exceptional, (3)
"Great thanks"
The price is NZ$106
per night
15 Jun - 16 Jun
Apart. Valhalla San Ramon
The PAD at Buen Camino
2.0 star property
8.4 out of 10, Very good, (13)
"Beautiful little spot on top of a mountain with great views. Cabins hd everything you need "
The price is NZ$149
per night
17 Jun - 18 Jun
The PAD at Buen Camino
Nina´s - Juan Santamaria
2.5 star property
6.6 out of 10, (23)
"Great communication, recommend via WhatsApp and great accommodations "
The price is NZ$129
per night
17 Jun - 18 Jun
Nina´s - Juan Santamaria
Beautiful villa, amazing view, pool, best climate
10.0 out of 10, Exceptional, (21)
"For reference we stayed in Atenas Costa Rica April 14th through April 19th. The house is gorgeous, and the view from the backyard is stunning. On two separate occasions toucans came to the tree in the backyard to feed on the berries. We also had 6 head of cows/ bulls wander up one morning while we enjoyed coffee on the back porch. The late afternoons did get warm, but we just cooled off in the pool. We did not see any rain while we were there. The nights do cool down, but was still a little...
Beautiful villa, amazing view, pool, best climate
Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool.
10.0 out of 10, Exceptional, (196)
"For our second week in Costa Rica, we chose this home in Atenas. The photos do not do it justice- it is such a wonderful and relaxing retreat. The private pool and outdoor shower allowed a connection no nature. Hammock and hanging chairs, lush landscaping, toucans…. Just too much to mention. We will return to this special place. Lizz did massages on the breezeway our last day to the sound of rain and the birds. Communication was excellent."
Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool.
Hidden Paradise in La Garita with Private Pool
9.8 out of 10, Exceptional, (38)
"Stayed at Hidden Paradise 2 nights at the end of our trip. Home as described. Easy check in/responsive host. Even had sleeper sofa that was comfy. Beautiful backyard area with pool/fruit trees/numerous lounge areas/dining table/nice grill."
The price is NZ$396
per night
25 Jun - 26 Jun
Hidden Paradise in La Garita with Private Pool
Aloj Entero 1km Juan Santamaría Airport
2.5 star property
9.6 out of 10, Exceptional, (5)
"Close to airport, sleeps a lot and very nice property manager. "
The price is NZ$169
per night
17 Jun - 18 Jun
Aloj Entero 1km Juan Santamaría Airport
The Lookout. A nature lovers paradise.
10.0 out of 10, Exceptional, (21)
"A great place to relax and enjoy the mountains. Plenty of room to spread out with hammocks out back. Had a BBQ for the family at the pool house and the 3-year-olds really liked the small pool with the fountain. Will stay again on next trip."
The Lookout. A nature lovers paradise.
Hotel Los Sueños de Bajos del Toro
3.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing. The cabana is beautiful! It’s brand new and very comfortable. It has three walk out decks, and a one whole side of the cabana is huge windows that open to make the space open air. The views form the cancan are insane! We booked last minute, and I am sure it will be our favorite all the three paces we stay. The host was amazing! He even took us hiking up the river. The area is outstanding, with very few tourists Beautiful waterfalls, including the largest one is Costa Rica. Lots of great...
The price is NZ$330
per night
28 Jun - 29 Jun
Hotel Los Sueños de Bajos del Toro
Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51
9.8 out of 10, Exceptional, (57)
"This house has abundant charm. The location provided a pleasant, peaceful, quiet getaway. Close enough to town for convenience, but far enough away to feel safe and secure. Six year old grandson loved the pool. Great place to stay for rest and relaxation. We would definitely stay here again."
Magic Mountain Villa Breathtaking Views w/Pool - Vista Atenas Lote 51
Villa Serenidad: secluded home, warm private pool, river walk, amazing 180° view
9.8 out of 10, Exceptional, (60)
"Villa Serenidad exceeded our expectations! It is a beautiful home and the view is wonderful. We really liked watching the cows and calves next door and meeting Iggy the iguana. The people of Atenas and all of Costa Rica are welcoming and so helpful with those who are not at all fluent in Spanish! I don't think we ever had even close to a bad meal either! We took advantage of having a meal cooked and delivered to us and it was delicious. Our friends joined us for a part of our stay and we heard...
Villa Serenidad: secluded home, warm private pool, river walk, amazing 180° view
Selvática del Toro
3.0 star property
9.0 out of 10, Wonderful, (2)
The price is NZ$140
per night
17 Jun - 18 Jun
Selvática del Toro
A beautiful house, great views, pool, close to town. Extra discount in April
9.8 out of 10, Exceptional, (24)
"Lovely spacious home with great views. Good location as it's close to restaurants and shopping yet off the beaten path at the same time."
A beautiful house, great views, pool, close to town. Extra discount in April
Private property with pool and fantastic views
8.6 out of 10, Excellent, (23)
"La casa tiene áreas sociales muy espaciosas, una mesa enorme para compartir al lado de una piscina hermosa. Los encargados fueron amables y nos respondieron ante dificultades. Sin embargo, la limpieza deja mucho que desear. La limpieza y el mantenimiento pueden mejorar para que la casa y apartamento se mantengan en mejores condiciones."
Private property with pool and fantastic views
Villazul 2
4.0 star property
8.0 out of 10, Very good, (2)
"Jolie propriété avec superbe vue! Confortable pour 3 adultes mais a 4 quelqu'un doit dormir sur le sofa lit (qui n'est pas assez long pour un adulte mais parfait pour des enfants). Le jacuzzi est agréable (prévoir plusieurs heures pour le rechauffer) ainsi que le foyer électrique intérieur. Nous avons aimé notre séjour à cette endroit et y retournerons avec plaisir."
The price is NZ$161
per night
17 Jun - 18 Jun
Villazul 2
Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
The price is NZ$140
per night
28 Jun - 29 Jun
Villa garita inn
Pool, Sauna, Hot Tub, Fruit Trees, Lush Gardens
6.8 out of 10, (6)
"I have travelled around the world and I will say that this place was the most disgusting place I ever ever stayed. Nothing was as described. Service was nonexistent garbage was never taken away. Towels were never replaced. Sheets were the same ones for nine days I would not recommend this place to anyone."
Pool, Sauna, Hot Tub, Fruit Trees, Lush Gardens
NEW: Bali style villa, views, nature lovers paradise
10.0 out of 10, Exceptional, (6)
"The first impression of this very unique house was pure excitement. Loved the unusual layout and the perfect views from every angle. Lots of opportunities to see the Flora and Fauna that Costa Rica has to offer. Spent a lot of time on the Casita terrace to watch Motmot, Hummingbirds, Butterflies, and even a white faced monkey. As an alert to future residents: If you are dependent on reliable wi-fi, this is not a good location. Personally, I would also like to see a much more upscale pool,...
NEW: Bali style villa, views, nature lovers paradise
Atenas Magic Mountain - Breathtaking Views Lote 51 very quite and private
9.8 out of 10, Exceptional, (18)
"The location at the top of the hill has amazing views of the Central Valley. The accommodations are basic but a welcome bottle of wine, snacks, butter and milk for coffee are nice touches. However, there is no air conditioning and the windows face due east. In the morning, that means bright sun directly into the sleeping space. There are aluminum blinds which help lessen the sunlight a bit, but unfortunately they rattle loudly if the wind blows and vents are open to let in fresh air. The biggest...
Atenas Magic Mountain - Breathtaking Views Lote 51 very quite and private
Enchanting Villa W/Large Pool, Lush Gardens, Great Views, & Total Privacy
10.0 out of 10, Exceptional, (136)
"It’s true, the pictures do not do this justice! My husband and I spent 14 beautiful days at the Villa along with another couple. We were warmly greeted by the caretaker, Elias. If we needed anything, we communicated with him using WhatsApp. He even arranged for a Taxi to pick us up one evening so we could go out to dinner. (It gets dark at 6pm and we didn't want to drive knowing that we would be having cocktails with dinner). It felt like we were on our own private resort. Waking up to the...
Enchanting Villa W/Large Pool, Lush Gardens, Great Views, & Total Privacy
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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.

Other types of properties in San Juan you may be interested in

Casa Amanecer Bed & Breakfast
3.0 star property
9.8 out of 10, Exceptional, (152)
"This is a beautiful place. After a week of travelling around Costa Rica, this was a quiet and restful place to prepare for our trip home. The birds and butterflies were very busy in the morning, and the view is very beautiful. It is located less than one hour from the San Jose airport, and the town of San Ramon has many options for dining. The hosts were excellent, and a delicious typical Costa Rican breakfast was provided, including perfect gallo pinto. I highly recommend Casa Amanecer."
The price is NZ$180
per night
15 Jun - 16 Jun
Casa Amanecer Bed & Breakfast
Hilton Garden Inn San Jose Airport City Mall
3.5 star property
8.8 out of 10, Excellent, (491)
"Very convenient, nice new property."
The price is NZ$229
per night
1 Jul - 2 Jul
Hilton Garden Inn San Jose Airport City Mall
Courtyard by Marriott San Jose Airport Alajuela
3.5 star property
9.2 out of 10, Wonderful, (1003)
"Wonderful,so clean,comfortable,staff is nice and professional,would definitely recommend "
The price is NZ$229
per night
3 Jul - 4 Jul
Courtyard by Marriott San Jose Airport Alajuela
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan. Seeing all the best attractions is bound to make you fall in love with San Juan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan short-term rentals, that won’t be hard to do.

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?

Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool. : This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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.

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