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San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

1. Cabañas La Pradera

Cabañas La Pradera
2.5 star property
Monteverde
9.2 out of 10, Wonderful, (106 reviews)
"Amazing staff, location, property and stay!"
Canada
Laura
The price is NZ$150
includes taxes & fees
17 Aug - 18 Aug
Cabañas La Pradera

2. Los Pinos Cabanas y Jardines

Los Pinos Cabanas y Jardines
3.0 star property
Monteverde
9.6 out of 10, Exceptional, (436 reviews)
"Great location, clean and friendly staff! "
United States
Tsolmon
The price is NZ$201
includes taxes & fees
9 Sept - 10 Sept
Los Pinos Cabanas y Jardines

3. Nambi Monteverde

Nambi Monteverde
3.0 star property
Monteverde
10.0 out of 10, Exceptional, (5 reviews)
"Good place for staying in Monteverde, the owners are really nice, the place is super cool, has an amazing jacuzzi perfect for the weather, and the house is big two rooms with two baths! Don’t hesitate more and rent immediately, you will never regret. Kindly regards. CR"
United States
CARLOS ROBERTO
The price is NZ$200
includes taxes & fees
14 Sept - 15 Sept
Nambi Monteverde

4. Las Marias Monteverde Cottages & Gardens

Las Marias Monteverde Cottages & Gardens
3.0 star property
Monteverde
9.6 out of 10, Exceptional, (50 reviews)
"Fully equipped kitchen, clean spacious room, outside sitting area, huge bathroom, great value "
United States
Biren
The price is NZ$119
includes taxes & fees
1 Sept - 2 Sept
Las Marias Monteverde Cottages & Gardens

5. Monstera Apartments Monteverde

Monstera Apartments Monteverde
3.0 star property
Monteverde
9.8 out of 10, Exceptional, (7 reviews)
"Very clean, organized, helpful host. "
United States
Sarah
The price is NZ$165
includes taxes & fees
9 Sept - 10 Sept
Monstera Apartments Monteverde

6. Campos de Oro Wilderness Lodge

Campos de Oro Wilderness Lodge
3.0 star property
Sierra
8.0 out of 10, Very good, (9 reviews)
"The cabins are quite basic, but the setting more than makes up for it—beautiful views and a peaceful location. Ronny is an excellent host and very welcoming."
United States
Luidmila
The price is NZ$155
includes taxes & fees
17 Aug - 18 Aug
Campos de Oro Wilderness Lodge

7. Biofilia Monteverde

Biofilia Monteverde
5.0 star property
Monteverde
9.6 out of 10, Exceptional, (15 reviews)
"Not only were the accommodations and location as beautiful as pictured but the staff was incredibly kind and helpful! Had a great stay and would recommend for all who come to monteverde!"
United States
Kevin
The price is NZ$171
includes taxes & fees
18 Aug - 19 Aug
Biofilia Monteverde

8. Alma Verde

Alma Verde
2.0 star property
Monteverde
10.0 out of 10, Exceptional, (1 review)
"Excelente hospitalidad, lo recomiendo 100%"
Spain
Guillermo
The price is NZ$60
includes taxes & fees
24 Aug - 25 Aug
Alma Verde

9. Glampling Nubes de Monteverde

Glampling Nubes de Monteverde
3.5 star property
Monteverde
7.6 out of 10, Good, (5 reviews)
"Was the most excellent stay! Absolutely loved it!"
United States
Scott
The price is NZ$191
includes taxes & fees
18 Aug - 19 Aug
Glampling Nubes de Monteverde

10. ÉWA Homes Monteverde

ÉWA Homes Monteverde
3.0 star property
Monteverde
9.8 out of 10, Exceptional, (10 reviews)
"Nice clean, comfortable, modern spot located close to town."
Canada
Steve
The price is NZ$329
includes taxes & fees
17 Aug - 18 Aug
ÉWA Homes Monteverde

11. Casas del Toro Monteverde

Casas del Toro Monteverde
3.5 star property
Monteverde
9.4 out of 10, Exceptional, (156 reviews)
"Full apartment with amenities, beautiful entrance, garden and view. Staff was friendly and always available."
United States
Marjorie
The price is NZ$139
includes taxes & fees
23 Aug - 24 Aug
Casas del Toro Monteverde

12. El Tigre Hideaway

El Tigre Hideaway
5.0 star property
Cabeceras
10.0 out of 10, Exceptional, (27 reviews)
"Good Stay"
United States
Vijay
The price is NZ$1,657
includes taxes & fees
17 Aug - 18 Aug
El Tigre Hideaway

13. Beautiful Horizon House

Beautiful Horizon House
Abangares, Provincia de Guanacaste
10.0 out of 10, Exceptional, (7 reviews)
"Host was very attentive. The place was clean. The view was amazing. Peaceful stay and enjoyed the howler monkeys!"
United States
Danielle N.
The price is NZ$245
includes taxes & fees
17 Aug - 18 Aug
Beautiful Horizon House

14. Chira Glamping Resort Monteverde

Chira Glamping Resort Monteverde
3.5 star property
Monteverde
9.8 out of 10, Exceptional, (165 reviews)
"The “tents” at Chira glamping are perfect! Our stay was very magical. We loved everything about Chira Glamping from the food, the location, the amenities and especially the people!! ❤️❤️❤️❤️❤️❤️"
United States
Michelle
The price is NZ$721
includes taxes & fees
17 Aug - 18 Aug
Chira Glamping Resort Monteverde

15. Forest Garden House, a Place to Enjoy Nature!

Forest Garden House, a Place to Enjoy Nature!
Monteverde
9.6 out of 10, Exceptional, (63 reviews)
"We enjoyed our stay and enjoyed how close it was to everything"
United States
Chris C.
The price is NZ$425
includes taxes & fees
17 Aug - 18 Aug
Forest Garden House, a Place to Enjoy Nature!

16. Green Forest Vacations Homes

Green Forest Vacations Homes
3.0 star property
Monteverde
9.8 out of 10, Exceptional, (59 reviews)
"Extremely nice accommodations, perfect for family of 5."
Canada
Sergey
The price is NZ$364
includes taxes & fees
23 Aug - 24 Aug
Green Forest Vacations Homes

17. Casa Higueron

Casa Higueron
3.0 star property
Monteverde
9.2 out of 10, Wonderful, (22 reviews)
"Very nice place to stay. Very spacious and private "
United States
Richard
The price is NZ$114
includes taxes & fees
21 Aug - 22 Aug
Casa Higueron

18. Sunset Paradise House Monteverde: Private Hot Tub with Gulf View

Sunset Paradise House Monteverde: Private Hot Tub with Gulf View
Sierra
10.0 out of 10, Exceptional, (31 reviews)
"Everything was beautiful! We love the view."
United States
Kelsey D.
The price is NZ$421
includes taxes & fees
17 Aug - 18 Aug
Sunset Paradise House Monteverde: Private Hot Tub with Gulf View

19. Above the Gulf House: Spectacular Ocean View!

Above the Gulf House: Spectacular Ocean View!
Monteverde
9.8 out of 10, Exceptional, (69 reviews)
"Great spot for our family!"
Canada
Mark S.
The price is NZ$538
includes taxes & fees
17 Aug - 18 Aug
Above the Gulf House: Spectacular Ocean View!

20. Natural Wonders House: Where nature awaits you!

Natural Wonders House: Where nature awaits you!
Monteverde
10.0 out of 10, Exceptional, (11 reviews)
"This place was awesome! It was a perfect location to Monteverde. We definitely recommend doing Abuela’s breakfast in the morning. The host was really responsive and the sunset over the Lou twins was beautiful. My 8 year-old daughter loved the park. It was a perfect place for her to run around, especially after a few hours in the car. The home was beautiful with easy check-in/out instructions. We would 100% stay again. "
United States
Cassie K.
The price is NZ$413
includes taxes & fees
17 Aug - 18 Aug
Natural Wonders House: Where nature awaits you!
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?

Green Forest Vacations Homes: This holiday home rental outside of San Juan offers an indoor pool, a balcony and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and kitchenware. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in San Juan?

While exploring the area, visit family-friendly sights like The Bat Jungle, or get outside and enjoy nature at Monteverde Butterfly Gardens. Monteverde Orchid Garden and Wildlife Refuge Monteverde are a couple of places you'll find in the wider area.

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 like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.