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San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Cabin in La Virgen

La Finca Azul
3.0 star property
10.0 out of 10, Exceptional, (5)
"La Finca Azul is a really nice place to stay. We only stayed for one night, but we wish we could have stayed longer. It's surrounded by beautiful nature, with a river nearby. The food was good, and the owner's daughters were really sweet to our two-year-old. If you want a peaceful getaway with nature and friendly people, this is a great place to go."
United States
Hélène
The price is NZ$156
includes taxes & fees
9 Jan - 10 Jan
La Finca Azul

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.2 out of 10, Good, (50)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
3.5 star property
9.2 out of 10, Wonderful, (27)
"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 NZ$173
includes taxes & fees
10 Jan - 11 Jan
Aloj Entero 1km Juan Santamaría Airport
3.5 star property
9.0 out of 10, Wonderful, (727)
"Great place! The breakfast was amazing and the rooms were spacious and clean."
United States
Erin
The price is NZ$178
includes taxes & fees
17 Jan - 18 Jan
Hotel Residence Inn Suites Cristina

Apartment in La Ribera

Apartamentos Cityzen
4.0 star property
9.6 out of 10, Exceptional, (77)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen

Aparthotel in San Rafael

Apartotel & Suites Villas del Rio
3.5 star property
9.2 out of 10, Wonderful, (943)
"Great location, courteous staff"
Canada
Yves Frantz Junior Jean
The price is NZ$239
includes taxes & fees
3 Feb - 4 Feb
Apartotel & Suites Villas del Rio

Aparthotel in San Sebastian

Casa Conde Apartamentos
3.5 star property
8.2 out of 10, Very good, (874)
"Convenient location close to everything, nice staff "
United States
Alejandra
The price is NZ$157
includes taxes & fees
9 Jan - 10 Jan
Casa Conde Apartamentos
3.0 star property
10.0 out of 10, Exceptional, (6)
"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 NZ$352
includes taxes & fees
9 Jan - 10 Jan
Hotel Los Sueños de Bajos del Toro

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (17)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is NZ$173
includes taxes & fees
11 Jan - 12 Jan
Chalets Vistas del Poas

Camping in San Antonio

ALMA Glamping
2.0 star property
9.6 out of 10, Exceptional, (10)
"It is just perfect😍"
United States
Jeniree
The price is NZ$551
includes taxes & fees
11 Jan - 12 Jan
ALMA Glamping

Cabin in Venecia

Las Cabanas
3.0 star property
9.0 out of 10, Wonderful, (14)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is NZ$79
includes taxes & fees
9 Jan - 10 Jan
Las Cabanas

Apartment in Barrio Escalante

BEE Suites San Jose - Escalante
3.5 star property
9.2 out of 10, Wonderful, (232)
"Great accommodations!"
United States
James
BEE Suites San Jose - Escalante

Villa in La Garita

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. "
United States
Dan
The price is NZ$237
includes taxes & fees
23 Jan - 24 Jan
Villa garita inn

Aparthotel in San Pedro

Apartotel Tairona
3.0 star property
9.0 out of 10, Wonderful, (124)
"Hotel is good, but old, staffs are nice and friendly."
Canada
Weijun
Apartotel Tairona

Aparthotel in San Rafael

Apartotel Don Francisco
3.0 star property
9.0 out of 10, Wonderful, (97)
"We love this small hotel, quiet clean centrally located in the heart of escazu, CR. We have stayed here many times. "
United States
Debra
Apartotel Don Francisco
10.0 out of 10, Exceptional, (1)
"Amazing stay! "
Canada
gretty
The price is NZ$119
includes taxes & fees
9 Jan - 10 Jan
Wooden Cabin for 4 people
10.0 out of 10, Exceptional, (3)
"Great stay for a night near a hotel, uber eats is your friend, not the greatest neighborhood "
United States
Ryan
The price is NZ$166
includes taxes & fees
3 Feb - 4 Feb
Brand new Lovely Loft, at 3 Minutes From San Jose Airport

Apartment in La Garita

Club Heasa - Men Only
3.5 star property
10.0 out of 10, Exceptional, (1)
"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 NZ$201
includes taxes & fees
6 Feb - 7 Feb
Club Heasa - Men Only
9.6 out of 10, Exceptional, (80)
"Very well set up inside and outside with every comfort for the whole family. The whole neigborhood is really beautiful."
United States
Colin M.
The price is NZ$361
includes taxes & fees
13 Jan - 14 Jan
Hidden Paradise in La Garita with Private Pool

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is NZ$130
includes taxes & fees
11 Jan - 12 Jan
Hotel Boutique CasAguacate
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

Everything you need to know about San Juan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

San Juan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of San Juan holiday rentals we have selected for you start as low as NZ$96 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on San Juan rentals

At Expedia, we put the best San Juan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental 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?

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR: This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in San Juan?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Poás Volcano National Park. In the wider area, you’ll find Hacienda Alsacia and Poas Volcano.

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 offer extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips or small group gatherings.