San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Cabin in Venecia

Las Cabanas
3.0 star property
9.0 out of 10, Wonderful, (14 reviews)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is AU$68
includes taxes & fees
19 Jan - 20 Jan
Las Cabanas

Apartment in La Ribera

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

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.2 out of 10, Good, (50 reviews)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria

Aparthotel in Ciudad Cariari

Hotel Boutique CasAguacate
4.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Was great "
United States
Daniel
The price is AU$118
includes taxes & fees
19 Jan - 20 Jan
Hotel Boutique CasAguacate
3.5 star property
10.0 out of 10, Exceptional, (175 reviews)
"Everything was great thanks"
United States
Alexander
Airport SJO Residence 2 Edward & Familia

Cabin in Sabana Redonda

Cabañas Lunas del Poas
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Amables, tranquilidad"
Mexico
Lalo
The price is AU$145
includes taxes & fees
19 Jan - 20 Jan
Cabañas Lunas del Poas

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
9.8 out of 10, Exceptional, (18 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is AU$153
includes taxes & fees
18 Jan - 19 Jan
Chalets Vistas del Poas
10.0 out of 10, Exceptional, (12 reviews)
"Nice modern two bedroom apartment , very close to airport , clean convenient location. "
United States
xingning
The price is AU$171
includes taxes & fees
18 Jan - 19 Jan
Stand out apartment -SJO Airport - Air Cond
3.5 star property
9.2 out of 10, Wonderful, (27 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 AU$149
includes taxes & fees
22 Jan - 23 Jan
Aloj Entero 1km Juan Santamaría Airport

Villa in La Garita

Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is AU$204
includes taxes & fees
22 Jan - 23 Jan
Villa garita inn
10.0 out of 10, Exceptional, (3 reviews)
"Great stay for a night near a hotel, uber eats is your friend, not the greatest neighborhood "
United States
Ryan
The price is AU$145
includes taxes & fees
3 Feb - 4 Feb
Brand new Lovely Loft, at 3 Minutes From San Jose Airport
3.0 star property
9.4 out of 10, Exceptional, (11 reviews)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is AU$172
includes taxes & fees
22 Jan - 23 Jan
Senderos Apartment, Self Check-in, Aeropuerto SJO

Apartment in Pozos

Corporate stays Urban flats
3.5 star property
8.0 out of 10, Very good, (14 reviews)
"impressive facility "
United States
Brian
The price is AU$124
includes taxes & fees
31 Jan - 1 Feb
Corporate stays Urban flats
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! "
Canada
gretty
The price is AU$106
includes taxes & fees
26 Jan - 27 Jan
Wooden Cabin for 4 people
3.0 star property
10.0 out of 10, Exceptional, (6 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 AU$304
includes taxes & fees
19 Jan - 20 Jan
Hotel Los Sueños de Bajos del Toro
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
James G.
The price is AU$206
includes taxes & fees
25 Jan - 26 Jan
The comfort and exclusive rest you deserve, SJO

Apartment in La Garita

Club Heasa - Men Only
3.5 star property
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 AU$173
includes taxes & fees
16 Feb - 17 Feb
Club Heasa - Men Only
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 AU$108
includes taxes & fees
19 Jan - 20 Jan
Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was close to the airport and comfortably slept 5 and the host was friendly."
United States
Patrick
The price is AU$126
includes taxes & fees
26 Jan - 27 Jan
Entire Comfy apartment for your, 5 min SJO airport
9.0 out of 10, Wonderful, (15 reviews)
"Wonderful. I would stay here again and recommend it to others. "
United States
Brian C.
The price is AU$108
includes taxes & fees
25 Jan - 26 Jan
Valka Loft 10 minutes from the 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.
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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 favourite 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 depend 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 AU$68 per night. Entering your travel dates in the search wizard might find you 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 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?

Hidden Paradise in La Garita with Private Pool: This holiday home rental outside of San Juan is located in the mountains, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What can I see and do in San Juan?

While exploring the area, visit family-friendly sights like Doka Estate, or get outside and enjoy nature at Parque Central. In the wider area, you’ll find San Ramon Municipal Market and Juan Castro Blanco National Park.

What are holiday rentals like in San Juan?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in San Juan. Holiday rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.