San Juan Holiday Rentals

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Holiday Rentals in San Juan

BEE Suites Escalante
3.5 star property
9.4 out of 10, Exceptional, (120)
"I recommend this property! Friendly staff "
The price is NZ$201
includes taxes & fees
3 July - 4 July
BEE Suites Escalante
Apartotel & Suites Villas del Rio
3.5 star property
9.0 out of 10, Wonderful, (718)
"Secure, polite security guard and cleaning personnel. Front desk (night shift) lacked customer service common knowledge and courtesy."
The price is NZ$180
includes taxes & fees
28 June - 29 June
Apartotel & Suites Villas del Rio
Casa Conde Hotel & Suites
3.5 star property
8.2 out of 10, Very good, (773)
"Lovely"
The price is NZ$154
includes taxes & fees
28 June - 29 June
Casa Conde Hotel & Suites
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Hotel Residence Inn Suites Cristina
3.5 star property
9.0 out of 10, Wonderful, (632)
"Good breakfast "
The price is NZ$226
includes taxes & fees
28 June - 29 June
Hotel Residence Inn Suites Cristina
Airport SJO Residence 2 Edward & Familia
3.5 star property
10.0 out of 10, Exceptional, (79)
"Edward was incredible! He was a pleasure to communicate with and he really went above and beyond for our family including helping us return our Rental Vehicle and coordinating a lift to the airport for our early departure. 100% recommend staying here and we will make this our go to destination for when we arrive and depart Costa Rica"
The price is NZ$127
includes taxes & fees
24 July - 25 July
Airport SJO Residence 2 Edward & Familia
Apartamentos Cityzen
4.0 star property
9.4 out of 10, Exceptional, (33)
"Nice apartment"
The price is NZ$439
includes taxes & fees
29 June - 30 June
Apartamentos Cityzen
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.
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
Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, (62)
"People are very friendly and the place was very welcoming & there are no dislikes at all."
The price is NZ$93
includes taxes & fees
3 July - 4 July
Apartotel Don Francisco
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
10.0 out of 10, Exceptional, (22)
"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
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
10.0 out of 10, Exceptional, (57)
"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$214
includes taxes & fees
28 June - 29 June
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
Sabana Studios
4.0 star property
6.4 out of 10, (7)
"Muy bien ubicada, sector agradable, solo hace falta que tenga aire acondicionado"
The price is NZ$76
includes taxes & fees
11 July - 12 July
Sabana Studios
Apartotel Tairona
3.0 star property
8.8 out of 10, Excellent, (86)
"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
includes taxes & fees
3 July - 4 July
Apartotel Tairona
Modern Skyline Rohmoser
3.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect convenient location "
The price is NZ$203
includes taxes & fees
28 June - 29 June
Modern Skyline Rohmoser
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$408
includes taxes & fees
1 July - 2 July
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$171
includes taxes & fees
1 July - 2 July
Aloj Entero 1km Juan Santamaría Airport
BEE Suites Santa Ana
4.0 star property
9.2 out of 10, Wonderful, (61)
"Tercera vez que me hospedo en estos apartamentos. De hecho, tercer apartamento distinto. En general muy conforme con el apartamento y sus servicios. Las almohadas y sábanas me gustaron, no tanto el colchón, demasiado suave para mi gusto. Incluye implementos de cocina y cocina completa, lavadora y secadora. El complejo cuenta con piscina y gimnasio. Volveré seguramente en más de una ocasión. "
BEE Suites Santa Ana
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$162
includes taxes & fees
1 July - 2 July
Villazul 2
Elegant, fully equipped residence with heated pool and great views
10.0 out of 10, Exceptional, (39)
"One word: Christina... She is GOLD"
Elegant, fully equipped residence with heated pool and great views
4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!
9.2 out of 10, Wonderful, (35)
"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!
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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

Hilton Garden Inn San Jose Airport City Mall
3.5 star property
8.8 out of 10, Excellent, (517)
"Very convenient to the airport in San Jose. Rooms were larger than expected and very clean. "
The price is NZ$204
includes taxes & fees
21 July - 22 July
Hilton Garden Inn San Jose Airport City Mall
Costa Rica Marriott Hotel Hacienda Belen
4.5 star property
9.2 out of 10, Wonderful, (1003)
"This property has several restaurants on site, and while the food options are great, the quality and taste could be improved. "
The price is NZ$314
includes taxes & fees
26 July - 27 July
Costa Rica Marriott Hotel Hacienda Belen
Hampton by Hilton San Jose Airport
3.0 star property
9.2 out of 10, Wonderful, (2114)
"Just easy, comfortable and convenient. "
The price is NZ$227
includes taxes & fees
3 July - 4 July
Hampton by Hilton San Jose Airport
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

Can I find 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’s there to see and do in San Juan?

While exploring the area, visit family-friendly sights like Ojo de Agua Spa Park, or get outside and enjoy nature at Sabana Park. Oxígeno Human Playground and Plaza Real Cariari are a couple of places you'll find in the wider area.

What’s a holiday rental in San Juan like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.

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