San Juan Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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 reviews)
"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$152
includes taxes & fees
9 Mar - 10 Mar
La Finca Azul

Cabin in Vara Blanca

Chalets Vistas del Poas
3.0 star property
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 NZ$154
includes taxes & fees
26 Mar - 27 Mar
Chalets Vistas del Poas

Cabin in Venecia

Las Cabanas
3.0 star property
8.8 out of 10, Excellent, (15 reviews)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is NZ$77
includes taxes & fees
9 Mar - 10 Mar
Las Cabanas

Cabin in Sabana Redonda

Cabañas Lunas del Poas
3.0 star property
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 NZ$162
includes taxes & fees
9 Mar - 10 Mar
Cabañas Lunas del Poas

Villa in Quesada

Villa Azul
3.5 star property
Villa Azul
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! "
Canada
gretty
The price is NZ$116
includes taxes & fees
10 Mar - 11 Mar
Wooden Cabin for 4 people
10.0 out of 10, Exceptional, (2 reviews)
"Clean, safe and good location if you want to be in the city."
United States
Courtney
The price is NZ$214
includes taxes & fees
8 Mar - 9 Mar
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad

Apartment in Rio Segundo

Nina´s - Juan Santamaria
3.0 star property
7.4 out of 10, Good, (60 reviews)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria
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 NZ$360
includes taxes & fees
8 Mar - 9 Mar
Hidden Paradise in La Garita with Private Pool
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 NZ$189
includes taxes & fees
26 Feb - 27 Feb
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
10.0 out of 10, Exceptional, (2 reviews)
"Great communication, easy check-in, excellent value for money, clean, and there was a bath tub - a rare find in Costa Rica."
United States
Lara Y.
The price is NZ$139
includes taxes & fees
9 Mar - 10 Mar
Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.
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 NZ$377
includes taxes & fees
3 Mar - 4 Mar
Casa del Rio, a little oasis 15 minutes from the airport
9.2 out of 10, Wonderful, (5 reviews)
"It was wonderful! The view overlooks the valley and mountains beyond and is amazing! Saw a rainbow every day we were there. The house was perfect! We will definitely book this for our return trip! "
United States
Susan
The price is NZ$272
includes taxes & fees
9 Mar - 10 Mar
Splendid House with Jacuzzi surrounded by nature and incomparable tranquility
10.0 out of 10, Exceptional, (1 review)
"It’s a cozy little place and I would stay again. Super close to the airport which is convenient. It’s clean and they have an A/C and an updated shower that isn’t reflected in the pictures. My only complaint is that the sink was clogged and at night the wind would shake the door even though it was locked. I also had trouble with the remote for the A/C but I think the battery needs to be changed. I would also prefer a sheet and duvet over the blankets they had, but other than that I had a good...
Canada
Morning
The price is NZ$100
includes taxes & fees
26 Feb - 27 Feb
Arrukö: Your Peaceful Hideaway Near the Airport

Villa in Sabana Redonda

Villazul 2
4.0 star property
9.4 out of 10, Exceptional, (14 reviews)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is NZ$170
includes taxes & fees
3 Mar - 4 Mar
Villazul 2
3.0 star property
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 NZ$341
includes taxes & fees
3 Mar - 4 Mar
Hotel Los Sueños de Bajos del Toro
The price is NZ$211
includes taxes & fees
10 Mar - 11 Mar
Cozy Centrally located Condo w/ Mountain view, Pool, & Gym

Holiday Home in Concepción

La Parada House 25
2.0 star property
The price is NZ$1,174
includes taxes & fees
11 Mar - 12 Mar
La Parada House 25
10.0 out of 10, Exceptional, (7 reviews)
"It was clean and easy to check in with the app. "
United States
L G.
The price is NZ$151
includes taxes & fees
3 Mar - 4 Mar
Mountain views and beautiful sunrises 🗻
10.0 out of 10, Exceptional, (1 review)
"Great location, clean"
United States
pstritzke
The price is NZ$181
includes taxes & fees
1 Mar - 2 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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$77 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?

4BR Casa Peces Santa Ana, Private Indoor Pool & Sauna!: This holiday home rental outside of San Juan is located on a river, and has a patio, a garden 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.

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 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.