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San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

1. Apart. Valhalla San Ramon

Apart. Valhalla San Ramon
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$105
includes taxes & fees
17 Aug - 18 Aug
Apart. Valhalla San Ramon

2. Mountain views and beautiful sunrises 🗻

Mountain views 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$227
includes taxes & fees
17 Aug - 18 Aug
Mountain views and beautiful sunrises 🗻

3. #4 Boutique Hotel 4 Rooms Room

#4 Boutique Hotel 4 Rooms Room
San Ramón
The price is NZ$195
includes taxes & fees
17 Aug - 18 Aug
#4 Boutique Hotel 4 Rooms Room

4. 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, (11 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$345
includes taxes & fees
17 Aug - 18 Aug
Hotel Los Sueños de Bajos del Toro

5. El Cofre Secure and private gated home

El Cofre Secure and private gated home
Palmares
The price is NZ$341
includes taxes & fees
17 Aug - 18 Aug
El Cofre Secure and private gated home

6. Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (4 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is NZ$160
includes taxes & fees
13 Sept - 14 Sept
Club Heasa - Men Only

7. Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is NZ$172
includes taxes & fees
17 Aug - 18 Aug
Villa garita inn

8. Blübambu Mountain Villas

Blübambu Mountain Villas
Sarchi
9.8 out of 10, Exceptional, (13 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
17 Aug - 18 Aug
Blübambu Mountain Villas

9. Terminal Verde

Terminal Verde
3.5 star property
Concepcion
7.0 out of 10, Good, (9 reviews)
"The bus was perfect, would recommend. "
United States
Jeremiah
The price is NZ$88
includes taxes & fees
17 Aug - 18 Aug
Terminal Verde

10. 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
17 Aug - 18 Aug
Stay at Cargo the coolest containers in Costa Rica

11. Cabañas Lunas del Poas

Cabañas Lunas del Poas
3.0 star property
Sabana Redonda
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$126
includes taxes & fees
17 Aug - 18 Aug
Cabañas Lunas del Poas

12. Valhalla cabin with jacuzzi, fireplace and mountain view

Valhalla cabin with jacuzzi, fireplace and mountain view
Angeles Sur
The price is NZ$176
includes taxes & fees
14 Sept - 15 Sept
Valhalla cabin with jacuzzi, fireplace and mountain view

13. 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$298
includes taxes & fees
17 Aug - 18 Aug
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

14. 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$246
includes taxes & fees
17 Aug - 18 Aug
CARGO - Costa Ricas Coolest Container stay

15. TIAN Cabin - Romantic A-Frame

TIAN Cabin - Romantic A-Frame
Angeles Sur
The price is NZ$104
includes taxes & fees
17 Aug - 18 Aug
TIAN Cabin - Romantic A-Frame

16. Nirvana : A-Frame Cabin with Jacuzzi and view

Nirvana : A-Frame Cabin with Jacuzzi and view
Angeles Sur
The price is NZ$93
includes taxes & fees
17 Aug - 18 Aug
Nirvana : A-Frame Cabin with Jacuzzi and view

17. Hastinapura : Romantic A-Frame Cabin with Jacuzzi

Hastinapura : Romantic A-Frame Cabin with Jacuzzi
Angeles Sur
The price is NZ$87
includes taxes & fees
23 Aug - 24 Aug
Hastinapura : Romantic A-Frame Cabin with Jacuzzi

18. 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$162
includes taxes & fees
17 Aug - 18 Aug
Nido de Montaña

19. Cabina Amani

Cabina Amani
San Ramon
The price is NZ$195
includes taxes & fees
17 Aug - 18 Aug
Cabina Amani

20. #3 Boutique Hotel 4 Rooms Room

#3 Boutique Hotel 4 Rooms Room
San Ramón
The price is NZ$195
includes taxes & fees
17 Aug - 18 Aug
#3 Boutique Hotel 4 Rooms Room
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan. Seeing all the best attractions is bound to make you fall in love with San Juan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan short-term rentals, that won’t be hard to do.

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?

Luxury mansion with volcano view: This holiday home rental outside of San Juan offers an indoor pool, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Iglesia de San Ramón and San Ramon Municipal Market.

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.