San Juan Holiday Rentals

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Holiday Rentals in San Juan

Nina´s - Juan Santamaria

3.0 star property
Rio Segundo
7.0 out of 10, Good, (46)
"Shopping near by"
United States
Scott
Nina´s - Juan Santamaria

Las Cabanas

3.0 star property
Venecia
9.0 out of 10, Wonderful, (12)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is AU$70
includes taxes & fees
13 Dec - 14 Dec
Las Cabanas

Airport SJO Residence 2 Edward & Familia

3.5 star property
Cacique
10.0 out of 10, Exceptional, (167)
"Host was excellent, property was very clean, and located very close to the airport, but you can hear other guests in other rooms very easily, privacy is limited. "
United States
Brock
Airport SJO Residence 2 Edward & Familia

Aloj Entero 1km Juan Santamaría Airport

3.5 star property
San Antonio
9.2 out of 10, Wonderful, (22)
"Nice, clean space, with everything we needed. Recommend"
United States
Yuri
The price is AU$120
includes taxes & fees
9 Dec - 10 Dec
Aloj Entero 1km Juan Santamaría Airport

Chalets Vistas del Poas

3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (16)
"Excellent property and amazing hosts!!"
United States
pilar
The price is AU$154
includes taxes & fees
7 Dec - 8 Dec
Chalets Vistas del Poas

Hotel Los Sueños de Bajos del Toro

3.0 star property
Toro Amarillo
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 AU$309
includes taxes & fees
9 Dec - 10 Dec
Hotel Los Sueños de Bajos del Toro

Rivera Family Airport Apartments

3.0 star property
Rio Segundo
6.2 out of 10, (17)
"Nice place, great breakfast and friendly staff. "
United States
El
Rivera Family Airport Apartments

Mountain views and beautiful sunrises 🗻

San Ramon
10.0 out of 10, Exceptional, (7)
"It was clean and easy to check in with the app. "
United States
L G.
The price is AU$140
includes taxes & fees
7 Dec - 8 Dec
Mountain views and beautiful sunrises 🗻

Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.

Bajos del Toro
10.0 out of 10, Exceptional, (1)
"Great stay, super quaint cabin. Very quiet and peaceful stay. Would reccomend. the host was great and very responsive. Great view to wake up to."
United States
Gavin T.
The price is AU$129
includes taxes & fees
7 Dec - 8 Dec
Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.

Cabañas Lunas del Poas

3.0 star property
Sabana Redonda
The price is AU$147
includes taxes & fees
9 Dec - 10 Dec
Cabañas Lunas del Poas

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

Rio Cuarto
10.0 out of 10, Exceptional, (1)
"Excelente punto de referencia para explorar la zona! Segura, limpia, pequeña, tranquila. "
Mexico
Oscar
The price is AU$110
includes taxes & fees
15 Dec - 16 Dec
Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls

Villas Vistas Paraiso

2.0 star property
Venecia
10.0 out of 10, Exceptional, (1)
"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 AU$186
includes taxes & fees
8 Dec - 9 Dec
Villas Vistas Paraiso

Chalet-style cabin

Venecia
The price is AU$111
includes taxes & fees
8 Dec - 9 Dec
Chalet-style cabin

Hotel Boutique CasAguacate

3.5 star property
Ciudad Cariari
10.0 out of 10, Exceptional, (4)
"Was great "
United States
Daniel
The price is AU$78
includes taxes & fees
1 Jan - 2 Jan 2026
Hotel Boutique CasAguacate

Club Heasa - Men Only

3.5 star property
Lagos de El Coyol
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 AU$196
includes taxes & fees
5 Dec - 6 Dec
Club Heasa - Men Only

Apartamentos Cityzen

4.0 star property
La Ribera
9.6 out of 10, Exceptional, (75)
"Excellent place… will stay there again "
United States
Laura
Apartamentos Cityzen

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

Alajuela
The price is AU$344
includes taxes & fees
12 Dec - 13 Dec
Casa del Rio, a little oasis 15 minutes from the airport

Casa Mercedes con piscina privada

San Pablo de Turrubares
10.0 out of 10, Exceptional, (3)
"Small, clean and quaint cottage with a small private pool, surrounded by nature. Well equipped modern kitchen, all around good decor and comfy beds."
United States
Roy F.
The price is AU$255
includes taxes & fees
7 Dec - 8 Dec
Casa Mercedes con piscina privada

Hidden Paradise in La Garita with Private Pool

La Garita
9.8 out of 10, Exceptional, (74)
"Very easy to communicate with the host. Gave us some great advice on where to go for a great restaurant. "
United States
Rebecca C.
The price is AU$314
includes taxes & fees
9 Dec - 10 Dec
Hidden Paradise in La Garita with Private Pool

Villazul 2

4.0 star property
Sabana Redonda
9.4 out of 10, Exceptional, (14)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is AU$154
includes taxes & fees
5 Dec - 6 Dec
Villazul 2
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$70 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?

Las Yagrumas Condo Escazu: This holiday home rental outside San Juan offers a terrace, a private garden and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a full-sized fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Juan Castro Blanco National Park. In the wider area, you’ll find San Ramon Municipal Market and Palmares Church.

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.