San Jose Holiday Rentals

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Holiday Rentals in San Jose

BEE Suites Escalante
3.5 star property
9.4 out of 10, Exceptional, 118 reviews
"Great place for long term stays and kitchen availability. Although the pillows need to be replaced but aside from that everything was fantastic! Highly recommended."
The price is NZ$180
per night
29 Jun - 30 Jun
BEE Suites Escalante
Apartotel & Suites Villas del Rio
3.5 star property
9.0 out of 10, Wonderful, 716 reviews
"We love Villas Del Rio and have returned 8 . It’s a safe and well cared for Oasis in the middle of Escazú. Convenient to restaurants, shopping and Dental offices across the street. A great place to stay while in San Jose. They provide transportation to and from SJO and free breakfast daily. The staff are friendly and helpful and they make your stay as enjoyable as possible. Mauricio is wonderful and has helped us a great deal with transportation and other services to enhance our visit. ...
The price is NZ$166
per night
23 Jun - 24 Jun
Apartotel & Suites Villas del Rio
Casa Conde Hotel & Suites
3.5 star property
8.2 out of 10, Very good, 772 reviews
"Very nice, but no services on property. Have to leave for anything you need except for food delivery is available. "
The price is NZ$153
per night
23 Jun - 24 Jun
Casa Conde Hotel & Suites
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Hotel Residence Inn Suites Cristina
3.5 star property
9.0 out of 10, Wonderful, 632 reviews
"Good breakfast "
The price is NZ$224
per night
23 Jun - 24 Jun
Hotel Residence Inn Suites Cristina
Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, 76 reviews
"Excellent place to stay overnight before we headed over to La Fortuna next morning. Edward picked us up from the airport, we used his rental car service and dropped us off to the airport. Breakfast was yummy and we can't thank Edward and Familia enough for their hospitality."
The price is NZ$127
per night
26 Jun - 27 Jun
Airport SJO Residence 2 Edward & Familia
Apartamentos Cityzen
4.0 star property
9.4 out of 10, Exceptional, 33 reviews
"Nice apartment"
The price is NZ$297
per night
23 Jun - 24 Jun
Apartamentos Cityzen
Beautiful villa, amazing view, pool, best climate
10.0 out of 10, Exceptional, 21 reviews
"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 reviews
"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.
Apartotel Tairona
3.0 star property
8.8 out of 10, Excellent, 86 reviews
"This hotel seemed to be mostly well kept. They did not have AC which was a bit of a downside. The staff at the desk does not often speak English, although the manager/owner does, so be prepared to use your Spanish! Getting Uber is convenient and easy to do from the hotel. I had a shuttle that left to my next destination at 2:00pm on check out day, but the hotel did not allow for late checkouts. They were willing to keep my luggage though while I waited. They allowed me to wait at the property....
The price is NZ$138
per night
23 Jun - 24 Jun
Apartotel Tairona
The PAD at Buen Camino
2.0 star property
8.8 out of 10, Excellent, 16 reviews
"Tranquility and overall ambiance was beyond expectations, convenient yet minimalist! Host Danny’s helpfulness was way above par. Would certainly love to come back with family. "
The price is NZ$160
per night
7 Jul - 8 Jul
The PAD at Buen Camino
Nina´s - Juan Santamaria
2.5 star property
6.6 out of 10, 23 reviews
"Great communication, recommend via WhatsApp and great accommodations "
The price is NZ$130
per night
23 Jun - 24 Jun
Nina´s - Juan Santamaria
Modern Skyline Rohmoser
3.0 star property
10.0 out of 10, Exceptional, 1 review
"Perfect convenient location "
The price is NZ$161
per night
23 Jun - 24 Jun
Modern Skyline Rohmoser
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
10.0 out of 10, Exceptional, 22 reviews
"The place was absolutely amazing and we definitely recommend you check out this property"
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, 62 reviews
"People are very friendly and the place was very welcoming & there are no dislikes at all."
The price is NZ$93
per night
27 Jun - 28 Jun
Apartotel Don Francisco
Hidden Paradise in La Garita with Private Pool
9.8 out of 10, Exceptional, 38 reviews
"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$401
per night
23 Jun - 24 Jun
Hidden Paradise in La Garita with Private Pool
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
10.0 out of 10, Exceptional, 57 reviews
"Eduardo and Betty made our stay a great experience! Taught us about the culture and the communities. Share their home with us and made us feel like family!!!"
The price is NZ$212
per night
23 Jun - 24 Jun
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
9.2 out of 10, Wonderful, 35 reviews
"This was a perfect escape from the city. Felt like a mini oasis. We ubered it to shops and restaurants and enjoyed the pool in between. Good communication with property manager. Would rent again."
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
Aloj Entero 1km Juan Santamaría Airport
2.5 star property
9.6 out of 10, Exceptional, 5 reviews
"Close to airport, sleeps a lot and very nice property manager. "
The price is NZ$170
per night
23 Jun - 24 Jun
Aloj Entero 1km Juan Santamaría Airport
Amazing Views of Central Valley & Mountains - Top Security - Completely Equipped
9.6 out of 10, Exceptional, 10 reviews
"The property was a condo near San Jose with beautiful views. It was very clean , we enjoyed our stay. It was a bit of a ride to natural parks and tourist attractions. Overall we had a good time Don Fluture"
Amazing Views of Central Valley & Mountains - Top Security - Completely Equipped
Sabana Studios
4.0 star property
6.4 out of 10, 7 reviews
"Muy bien ubicada, sector agradable, solo hace falta que tenga aire acondicionado"
The price is NZ$78
per night
3 Jul - 4 Jul
Sabana Studios
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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 Jose you may be interested in

Hilton Garden Inn San Jose Airport City Mall
3.5 star property
8.8 out of 10, Excellent, 499 reviews
"Great place to stay near the San Jose airport with reliable shuttle service "
The price is NZ$211
per night
21 Jul - 22 Jul
Hilton Garden Inn San Jose Airport City Mall
Costa Rica Marriott Hotel Hacienda Belen
4.5 star property
9.2 out of 10, Wonderful, 1,003 reviews
"Hotel was just gorgeous! Restaurants were amazing, the staff was great and very nice! Front desk was very helpful and very accommodating will definitely return. "
The price is NZ$351
per night
12 Jul - 13 Jul
Costa Rica Marriott Hotel Hacienda Belen
Barceló San José
4.0 star property
8.8 out of 10, Excellent, 1,517 reviews
"Amazing stay! The hotel is very beautiful!"
The price is NZ$153
per night
7 Jul - 8 Jul
Barceló San José
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 Jose 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 Jose. 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 Jose. Seeing all the best attractions is bound to make you fall in love with San Jose. 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 Jose short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in San Jose?

Yes, there are holiday rentals close to the most popular sights in San Jose, or you can select a more secluded option if you're looking for a relaxing stay. San Jose is known for its churches and gardens. Make sure you have time to check out the golf courses and coffee shops during your trip.

What are some of the best holiday rentals that San Jose has to offer?

Cool Bali Style Villa, w/stunning views, High Speed Wifi., 3Brs. & heated pool. : This holiday home rental outside of San Jose 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 Jose?

Cultural attractions include Arte Latino, whereas Los Chorros Municipal Recreative Park is a spot to enjoy nature. While here, Tropical Bungee and Ruinas de Ujarras are other places worth a visit.

What are holiday rentals like in San Jose?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Jose. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip or a small group gathering.

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