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San Juan Vacation Rentals

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Our top choices for San Juan vacation rentals

3 bed 2 bath 15 min from airport

3 bed 2 bath 15 min from airport
Heredia
10.0 out of 10, Exceptional, (1 review)
"Very nice place conveniently located in the San Jose area."
United States
Marc
The price is CA $178
CA $178 total
includes taxes & fees
Jul 2 - Jul 3
3 bed 2 bath 15 min from airport

Furnished Apt. A/C 5min from SJO Airpt Wifi 50Mb

Furnished Apt. A/C 5min from SJO Airpt Wifi 50Mb
San Juan de Santa Barbara
8.0 out of 10, Very good, (1 review)
"Fair"
United States
Judith W.
The price is CA $78
CA $106 total
includes taxes & fees
Jul 4 - Jul 5
Furnished Apt. A/C 5min from SJO Airpt Wifi 50Mb

3 bed 2 Bath 15 min From Airport

3 bed 2 Bath 15 min From Airport
2.0 star property
San Juan
The price is CA $128
CA $145 total
includes taxes & fees
Jul 2 - Jul 3
3 bed 2 Bath 15 min From Airport

Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
10.0 out of 10, Exceptional, (1 review)
"La Cabaña muy espaciosa, equipada con la necesario para preparar alimentos básicos. El lugar muy tranquilo y seguro. Espectaculares vistas."
Costa Rica
Miguel
The price is CA $108
CA $122 total
includes taxes & fees
Jul 6 - Jul 7
Cabañas La Montañuela

Tranquil 4-bedroom cabin in La Suiza with WiFi

Tranquil 4-bedroom cabin in La Suiza with WiFi
La suiza
The price is CA $192
CA $268 total
includes taxes & fees
Jul 2 - Jul 3
Tranquil 4-bedroom cabin in La Suiza with WiFi

Apartment khaya curridabat

Apartment khaya curridabat
Granadilla
The price is CA $121
CA $166 total
includes taxes & fees
Jul 2 - Jul 3
Apartment khaya curridabat

Modern Escalante Studio w/ Pool + Rooftop Terrace

Modern Escalante Studio w/ Pool + Rooftop Terrace
San Pedro
The price is CA $78
CA $128 total
includes taxes & fees
Jul 1 - Jul 2
Modern Escalante Studio w/ Pool + Rooftop Terrace

NEST suite 22nd floor

NEST suite 22nd floor
Curridabat
10.0 out of 10, Exceptional, (7 reviews)
"Great location great condo right next to one of the best brunch spots in the city"
United States
James F.
The price is CA $185
CA $264 total
includes taxes & fees
Jul 2 - Jul 3
NEST suite 22nd floor

Digital Nomads Dream + Sauna

Digital Nomads Dream + Sauna
Curridabat
7.0 out of 10, Good, (2 reviews)
"This apartment was exactly as listed. The host Gabe was very personable and was avaiable any time I had a question. Centrally located. Very clean. Well supplied. I would recommend this apartment to anyone."
United States
Kenny T.
The price is CA $99
CA $142 total
includes taxes & fees
Jul 2 - Jul 3
Digital Nomads Dream + Sauna

Relaxing Apartment Ifreses! 17th Floor view!!!

Relaxing Apartment Ifreses! 17th Floor view!!!
Curridabat
9.4 out of 10, Exceptional, (11 reviews)
"Very Great place to stay, near everything. "
United States
Jerry
The price is CA $77
CA $122 total
includes taxes & fees
Jul 2 - Jul 3
Relaxing Apartment Ifreses! 17th Floor view!!!

Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.0 out of 10, Very good, (6 reviews)
"Excelentes"
Mexico
Andrey
The price is CA $127
CA $144 total
includes taxes & fees
Jul 5 - Jul 6
Cabañas La Laguna Lodge

Apartotel Tairona

Apartotel Tairona
3.0 star property
San Pedro
9.0 out of 10, Wonderful, (144 reviews)
"Friendly staff, clean rooms, good location "
United States
Miguel
The price is CA $91
CA $102 total
includes taxes & fees
Jul 1 - Jul 2
Apartotel Tairona

AO Buena Vista Private Mountain Retreat

AO Buena Vista Private Mountain Retreat
2.0 star property
Sector Central
The price is CA $282
CA $402 total
includes taxes & fees
Jul 16 - Jul 17
AO Buena Vista Private Mountain Retreat

SPECTACULAR APARTMENT IN THE CENTER OF COSTA RICA

SPECTACULAR APARTMENT IN THE CENTER OF COSTA RICA
Carmen
8.8 out of 10, Excellent, (11 reviews)
"Great location easy living"
United States
Clifton P.
The price is CA $127
CA $219 total
includes taxes & fees
Jul 10 - Jul 11
SPECTACULAR APARTMENT IN THE CENTER OF COSTA RICA

Quiet Gorgeous Queen Bed Studio + Jacuzzi

Quiet Gorgeous Queen Bed Studio + Jacuzzi
Barrio Escalante
10.0 out of 10, Exceptional, (7 reviews)
"Apartment was as advertised walking distance to barrio Escalante"
United States
andrew
The price is CA $99
CA $156 total
includes taxes & fees
Jul 2 - Jul 3
Quiet Gorgeous Queen Bed Studio + Jacuzzi

BEE Suites San Jose - Escalante

BEE Suites San Jose - Escalante
3.5 star property
Barrio Escalante
9.2 out of 10, Wonderful, (255 reviews)
"I had a great stay"
United States
Christloudjy
The price is CA $144
CA $194 total
includes taxes & fees
Jul 6 - Jul 7
BEE Suites San Jose - Escalante

Luxury apartment full equip. in San Jose with balcony city views & top amenities

Luxury apartment full equip. in San Jose with balcony city views & top amenities
Barrio Escalante
8.0 out of 10, Very good, (1 review)
The price is CA $126
CA $171 total
includes taxes & fees
Jul 20 - Jul 21
Luxury apartment full equip. in San Jose with balcony city views & top amenities

Cozy, comfy and clean loft in Escalante

Cozy, comfy and clean loft in Escalante
Barrio Escalante
9.0 out of 10, Wonderful, (4 reviews)
"The room was decent. Staff was very kind. I didnt have time to use the amenities because there was so much to see and do out of the building, but other than that… everything was awesome!! "
United States
Emmanuel
The price is CA $84
CA $119 total
includes taxes & fees
Jul 11 - Jul 12
Cozy, comfy and clean loft in Escalante

Charming 1-bedroom apartment in San José with fitness room, WiFi

Charming 1-bedroom apartment in San José with fitness room, WiFi
La California
10.0 out of 10, Exceptional, (2 reviews)
"The place was great, with beautiful views. Is close to a lot of restaurants."
Mexico
Fernando
The price is CA $127
CA $217 total
includes taxes & fees
Jul 2 - Jul 3
Charming 1-bedroom apartment in San José with fitness room, WiFi

Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad

Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad
San Rafael Abajo
10.0 out of 10, Exceptional, (3 reviews)
"Clean, safe and good location if you want to be in the city."
United States
Courtney
The price is CA $110
CA $181 total
includes taxes & fees
Jul 2 - Jul 3
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in San Juan?

Yes, we have vacation rentals close to popular local attractions in San Juan, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that San Juan has to offer?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This vacation home rental near San Juan is located in the city center and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Juan Santamaría Park. Plaza Real Cariari and Palace of Sports are a couple of places you'll find in the larger area.

What’s a vacation rental in San Juan like?

Vacation rentals are private properties you can book for several days or more in San Juan. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.