San Juan Vacation Rentals

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Our top choices for San Juan vacation rentals

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (20 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is CA $109
CA $123 total
includes taxes & fees
Mar 2 - Mar 3
Chalets Vistas del Poas

Las Cabanas

Las Cabanas
3.0 star property
Venecia
9.0 out of 10, Wonderful, (14 reviews)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is CA $55
CA $62 total
includes taxes & fees
Feb 17 - Feb 18
Las Cabanas

Hotel Los Sueños de Bajos del Toro

Hotel Los Sueños de Bajos del Toro
3.0 star property
Toro Amarillo
10.0 out of 10, Exceptional, (7 reviews)
"This was a wonderful first stop on our vacation as is it was midway betweeen San Jose and La Fortuna. We stayed in the family villa for 2 nights and found it to be spacious with beautifully landscaped grounds. The local waterfalls were easily accessible and we could walk to local restaurants. It was a highlight of our trip!"
United States
Susan
The price is CA $245
CA $277 total
includes taxes & fees
Feb 19 - Feb 20
Hotel Los Sueños de Bajos del Toro

Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
7.0 out of 10, Good, (2 reviews)
"Très rustique beau jardin mais propreté laisse a désirer. N arriver pas avent 3 heures vous aurez droit a des gros soupir surtout si votre espagnol laisse a désirer. Lit et oreiller moyennement confortable. "
Canada
Christine
The price is CA $105
CA $118 total
includes taxes & fees
Mar 15 - Mar 16
Cabañas Lunas del Poas

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (1 review)
"Ganz neues und sehr gut durchdachtes Gay Only Hotel. Toll ausgestattet. Sehr bequeme Matratzen. Ein absoluter Traum und nur zum Empfehlen. "
Germany
Oliver
The price is CA $140
CA $158 total
includes taxes & fees
Mar 17 - Mar 18
Club Heasa - Men Only

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (84 reviews)
"Pool was fabulous! Nice leather furniture.b Nice water pressure. Nice restaurants close by."
United States
Theresa
The price is CA $240
CA $332 total
includes taxes & fees
Mar 2 - Mar 3
Hidden Paradise in La Garita with Private Pool

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.2 out of 10, Good, (58 reviews)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria

Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls

Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls
Rio Cuarto
10.0 out of 10, Exceptional, (1 review)
"Excelente punto de referencia para explorar la zona! Segura, limpia, pequeña, tranquila. "
Mexico
Oscar
The price is CA $68
CA $95 total
includes taxes & fees
Feb 17 - Feb 18
Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls

Apartamentos Cityzen

Apartamentos Cityzen
4.0 star property
La Ribera
9.6 out of 10, Exceptional, (81 reviews)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen

Villa garita inn

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

Villas Vistas Paraiso

Villas Vistas Paraiso
Venecia
10.0 out of 10, Exceptional, (1 review)
"Logement très calme en pleine nature. Maria et sa maman étaient très acceuillantes. Elles nous on fait découvrir leur région . Balade avec la maman et coco le chien près de la rivière. très très bons échanges. Super petit déjeuner copieux. Très bonne adresse"
France
BENEDITE
The price is CA $129
CA $163 total
includes taxes & fees
Feb 17 - Feb 18
Villas Vistas Paraiso

Wooden Cabin for 4 people

Wooden Cabin for 4 people
Venecia
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! "
Canada
gretty
The price is CA $61
CA $94 total
includes taxes & fees
Feb 17 - Feb 18
Wooden Cabin for 4 people

Villa Azul

Villa Azul
3.5 star property
Quesada
The price is CA $158
CA $212 total
includes taxes & fees
Feb 17 - Feb 18
Villa Azul

Casa del Rio, a little oasis 15 minutes from the airport

Casa del Rio, a little oasis 15 minutes from the airport
Alajuela
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is CA $272
CA $310 total
includes taxes & fees
Feb 17 - Feb 18
Casa del Rio, a little oasis 15 minutes from the airport

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (29 reviews)
"This is a very spacious accommodation. We only had three adults and only used two beds, but the place could accommodate a group of 8."
United States
Lenard
The price is CA $114
CA $136 total
includes taxes & fees
Feb 18 - Feb 19
Aloj Entero 1km Juan Santamaría Airport

Luxury Villa Carao. Jungle Paradise w Great wifi!

Luxury Villa Carao. Jungle Paradise w Great wifi!
San Mateo
10.0 out of 10, Exceptional, (1 review)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is CA $222
CA $251 total
includes taxes & fees
Feb 17 - Feb 18
Luxury Villa Carao. Jungle Paradise w Great wifi!

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Provincia de Alajuela
10.0 out of 10, Exceptional, (1 review)
"Great location, clean"
United States
pstritzke
The price is CA $86
CA $147 total
includes taxes & fees
Mar 1 - Mar 2
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Miradora King Villa

Miradora King Villa
Guácima
The price is CA $1,224
CA $1,827 total
includes taxes & fees
Feb 17 - Feb 18
Miradora King Villa

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
San Miguel, San Roque de Grecia
9.4 out of 10, Exceptional, (16 reviews)
"Basic & clean home, helpful host, and relaxed neighborhood. It fit our needs perfectly for a business trip :)"
United States
Cassandra B.
The price is CA $86
CA $154 total
includes taxes & fees
Feb 17 - Feb 18
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

Whispering Pine Cabin with Arenal Volcano view

Whispering Pine Cabin with Arenal Volcano view
Bajo de la Vieja
The price is CA $202
CA $231 total
includes taxes & fees
Feb 23 - Feb 24
Whispering Pine Cabin with Arenal Volcano view
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, there are vacation rentals near top attractions in San Juan, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in San Juan?

Hidden Paradise in La Garita with Private Pool: This vacation home rental near San Juan is located in the mountains and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

What can I 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 Parque Central. In the larger area, you’ll find Iglesia de San Ramón and Las Cataratas de Los Chorros.

What are vacation rentals like in San Juan?

Vacation rentals are privately owned properties you can stay in for a short or long stay in San Juan. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family trips.