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San Juan Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for San Juan holiday rentals

A balcony with a view of a green landscape and mountains under a partly cloudy sky.

1. Apartment. Valhalla San Ramón

Apartment. Valhalla San Ramón
Tejar
8.4 out of 10, Very good, (7 reviews)
"Great little apartment with all the necessities and within walking distance to anything downtown"
United States
Steve R.
The price is NZ$93
includes taxes & fees
16 Nov - 17 Nov
Apartment. Valhalla San Ramón
A modern kitchen with a central island, dark cabinets, and a wooden ceiling.

2. El Cofre Secure and private gated home

El Cofre Secure and private gated home
Palmares
The price is NZ$387
includes taxes & fees
16 Nov - 17 Nov
El Cofre Secure and private gated home
A hot tub under a covered area with a view of lush greenery.

3. Views of mountains and beautiful sunrises

Views of mountains and beautiful sunrises
San Ramon
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$228
includes taxes & fees
16 Nov - 17 Nov
Views of mountains and beautiful sunrises
Exterior detail

4. Hastinapura: Romantic A-frame cabin with a hot tub

Hastinapura: Romantic A-frame cabin with a hot tub
Angeles Sur
The price is NZ$79
includes taxes & fees
16 Nov - 17 Nov
Hastinapura: Romantic A-frame cabin with a hot tub
A stone-walled room with a fireplace, a television, and a stone pillar.

5. Valhalla Cabin with a Jacuzzi, fireplace, and mountain views

Valhalla Cabin with a Jacuzzi, fireplace, and mountain views
Angeles Sur
The price is NZ$158
includes taxes & fees
16 Nov - 17 Nov
Valhalla Cabin with a Jacuzzi, fireplace, and mountain views
Outdoor spa tub

6. Stay at Cargo the coolest containers in Costa Rica

Stay at Cargo the coolest containers in Costa Rica
Sarchi
The price is NZ$221
includes taxes & fees
12 Dec - 13 Dec
Stay at Cargo the coolest containers in Costa Rica
Exterior detail

7. TIAN Cabin - Romantic A-Frame Cabins

TIAN Cabin - Romantic A-Frame Cabins
Angeles Sur
The price is NZ$96
includes taxes & fees
16 Nov - 17 Nov
TIAN Cabin - Romantic A-Frame Cabins
A spa area with a hot tub, a chandelier, and a view of a parking lot and greenery outside.

8. Cabina Amani

Cabina Amani
San Ramon
The price is NZ$194
includes taxes & fees
16 Nov - 17 Nov
Cabina Amani
A rooftop terrace with a fire pit and an infinity pool, overlooking a cityscape at night.

9. Blübambu Mountain Villas

Blübambu Mountain Villas
Sarchi
9.8 out of 10, Exceptional, (14 reviews)
"The location & property are beautiful & everything was as described. The hosts were wonderful & we would definitely stay here again! "
United States
Mary R.
The price is NZ$212
includes taxes & fees
16 Nov - 17 Nov
Blübambu Mountain Villas
A hot tub with a view of the sunset and mountains.

10. CARGO - Costa Ricas Coolest Container stay

CARGO - Costa Ricas Coolest Container stay
Sarchi
10.0 out of 10, Exceptional, (1 review)
"Host was very responsive. Cool site. "
United States
Margaret L.
The price is NZ$248
includes taxes & fees
16 Nov - 17 Nov
CARGO - Costa Ricas Coolest Container stay
A hot tub with a view of mountains and greenery.

11. Cabaña1 Mirador Jacuzzi Amigos Sarchi

Cabaña1 Mirador Jacuzzi Amigos Sarchi
Provincia de Alajuela
The price is NZ$174
includes taxes & fees
16 Nov - 17 Nov
Cabaña1 Mirador Jacuzzi Amigos Sarchi
A modern interior with a fireplace, a round table with wine glasses and a vase of tulips, and a view through a large window.

12. Spectacular house with jacuzzi, fireplace and BBQ in the mountains of Zarcero

Spectacular house with jacuzzi, fireplace and BBQ in the mountains of Zarcero
Laguna
10.0 out of 10, Exceptional, (1 review)
The price is NZ$293
includes taxes & fees
16 Nov - 17 Nov
Spectacular house with jacuzzi, fireplace and BBQ in the mountains of Zarcero
A hot tub with a view of mountains and a city in the background.

13. Cabin 2: Beautiful panoramic view and a hot tub on the terrace

Cabin 2: Beautiful panoramic view and a hot tub on the terrace
Provincia de Alajuela
The price is NZ$174
includes taxes & fees
17 Nov - 18 Nov
Cabin 2: Beautiful panoramic view and a hot tub on the terrace
A pathway leading to a building surrounded by lush greenery and palm trees.

14. Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (5 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is NZ$169
includes taxes & fees
16 Dec - 17 Dec
Club Heasa - Men Only
A balcony with a glass door, two chairs, and a view of a cityscape with buildings and greenery.

15. Costa Rica explorer

Costa Rica explorer
3.5 star property
Grecia
The price is NZ$104
includes taxes & fees
23 Nov - 24 Nov
Costa Rica explorer
A multi-level wooden structure with a balcony, surrounded by vegetation.

16. 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, (12 reviews)
"Best place we stayed in Costa Rica Beautiful Chalet mountains and Gardens on property on a road with the 10 best blue water waterfalls in Costa Rica located between to mountain volcanoes"
United States
Tom
The price is NZ$368
includes taxes & fees
16 Nov - 17 Nov
Hotel Los Sueños de Bajos del Toro
A cozy room with a fireplace, a television mounted on the wall, and a large sliding glass door leading to an outdoor deck.

17. Nido de Montaña

Nido de Montaña
3.0 star property
Sabanilla
10.0 out of 10, Exceptional, (3 reviews)
"Excelente lugar para un escapada a la montaña, la cabaña es acogedora y hermosa, la cama super comoda y calida, la cocina está equipada con lo que se necesite para cocinar, el baño tiene agua caliente, shampoo, acondicionador y jabon de alta calidad. Puedes ver colibries de dia, escuchar el rio,ranas en la noche. Hay supermercado, restaurantes muy cerca Ya tengo un lugar favorito para relajarnos fuera de la ciudad en fraijanes! Muchas gracias por el gran servicio y calidad! Totalmente...
Costa Rica
Leonardo
The price is NZ$174
includes taxes & fees
16 Nov - 17 Nov
Nido de Montaña
A person seated on a wooden chair overlooking a mountainous landscape with lush greenery.

18. Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
San Mateo
10.0 out of 10, Exceptional, (2 reviews)
"Amazing! Incredible, stunning views. Lovely and well designed bungalow. Super responsive host. "
United States
Maria
The price is NZ$300
includes taxes & fees
27 Nov - 28 Nov
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!
A wooden deck with a metal railing overlooking a lush, green landscape.

19. Tropical Forest Experience with Hot Tub, AC & Terrace

Tropical Forest Experience with Hot Tub, AC & Terrace
Atenas
The price is NZ$229
includes taxes & fees
22 Nov - 23 Nov
Tropical Forest Experience with Hot Tub, AC & Terrace
A paved pathway flanked by dense tropical foliage, leading to a structure with a green roof.

20. Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
8.8 out of 10, Excellent, (5 reviews)
"It was a beautiful place, the whole property is so very pretty, loved the stay, the staff is very welcoming, friendly and nice. It’s paradise. The chimney is a huge plus for the cold nights!"
United States
Nancy janet
The price is NZ$123
includes taxes & fees
16 Dec - 17 Dec
Cabañas Lunas del Poas
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

Alajuela City Hotel & Guest House

Alajuela City Hotel & Guest House

10/10 Excellent
"Cleanliness was great! Host was informative and very helpful. Late check in for us at 1130 pm. But fairly easy. Maybe some notes in booking about just walking up to the dark front door and that they would see you on camera and let you in. Other than that, super friendly, breakfast was a treat, try the coffee, and enjoy. Property is historic with a great job of modernizing without loosing its heritage! Well done."
Michael 1-night trip
Posted 3 hours ago
Alajuela City Hotel & Guest House

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$93 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

Are there 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?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in San Juan?

Explore the area and family-friendly sights such as Balneario Las Musas, or get out into nature at a spot like Parque Central. In the wider area, you’ll find San Ramon Municipal Market and San Ramon Nonato 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 offer extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.