San Juan Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

This weekend
Next weekend

Our top choices for San Juan holiday rentals

Los Pinos Cabanas y Jardines

Los Pinos Cabanas y Jardines
3.0 star property
Monteverde
9.6 out of 10, Exceptional, (404)
"Very nice place and quiet. The cabin was well equipped. The team very friendly and cooperative "
United States
Alberto
The price is NZ$256
includes taxes & fees
15 Jan - 16 Jan 2026
Los Pinos Cabanas y Jardines

Cabañas La Pradera

Cabañas La Pradera
2.5 star property
Monteverde
9.0 out of 10, Wonderful, (90)
"Very pleasant stay, beautiful place and wonderful hosts. "
United States
Anonymous traveller
The price is NZ$175
includes taxes & fees
3 Jan - 4 Jan 2026
Cabañas La Pradera

Almore Hotel

Almore Hotel
4.0 star property
Monteverde
8.8 out of 10, Excellent, (12)
"We highly recommend this hotel. It was very modern and clean. Breakfast was delicious and we got a very peaceful rest. "
United States
Virginia
The price is NZ$177
includes taxes & fees
4 Jan - 5 Jan 2026
Almore Hotel

El Tigre Hideaway

El Tigre Hideaway
5.0 star property
Cabeceras
10.0 out of 10, Exceptional, (11)
"Beautiful place in the heart of the rain forest."
United States
Siavash
The price is NZ$1,711
includes taxes & fees
18 Jan - 19 Jan 2026
El Tigre Hideaway

Chira Glamping Resort Monteverde

Chira Glamping Resort Monteverde
3.5 star property
Monteverde
9.8 out of 10, Exceptional, (155)
"Beautiful boutique hotel that is perfectly located. The place is clean and serene. The hot tub is a great touch after a long hiking day. "
United States
Pauline
Chira Glamping Resort Monteverde

Macadamia - Monteverde

Macadamia - Monteverde
3.5 star property
Monteverde
9.6 out of 10, Exceptional, (62)
"We had to change last minute and the Villas Macadamia had a casita. Turned out to be the best place we have stayed. Plenty of space for the whole family, close to town and quiet. "
United States
Laura
Macadamia - Monteverde

Gateway to Paradise

Gateway to Paradise
2.5 star property
Tilarán
10.0 out of 10, Exceptional, (1)
"Beautiful spot with a stunning outlook and viewpoint for watching the sunset. Well-equipped kitchen, washing machine and line. "
Australia
Nastassia
The price is NZ$146
includes taxes & fees
6 Jan - 7 Jan 2026
Gateway to Paradise

Campos de Oro Wilderness Lodge

Campos de Oro Wilderness Lodge
3.0 star property
Sierra
10.0 out of 10, Exceptional, (1)
"Rode horses - fantastic experience. Food was great. Ronnie was very helpful. Views are over the top. "
United States
Derek
The price is NZ$175
includes taxes & fees
2 Jan - 3 Jan 2026
Campos de Oro Wilderness Lodge

Glampling Nubes de Monteverde

Glampling Nubes de Monteverde
3.5 star property
Monteverde
7.0 out of 10, Good, (4)
"Was the most excellent stay! Absolutely loved it!"
United States
Scott
The price is NZ$176
includes taxes & fees
6 Jan - 7 Jan 2026
Glampling Nubes de Monteverde

Green Forest Vacations Homes

Green Forest Vacations Homes
3.0 star property
Monteverde
9.8 out of 10, Exceptional, (50)
"Very quite place and reception staff was very helpful."
United States
Rajesh
The price is NZ$394
includes taxes & fees
23 Jan - 24 Jan 2026
Green Forest Vacations Homes

Biofilia Monteverde

Biofilia Monteverde
4.5 star property
Monteverde
10.0 out of 10, Exceptional, (1)
"Best spot we've stayed at in Costa Rica! The apartment is super modern, great amenities like Hot Tub, fully stacked kitchen, balcony and a great mattress. Christina and Jesse are awesome, super attentive and professional. Location is great too right on the wildlife refuge. Will be back for sure! "
United States
Maks
The price is NZ$251
includes taxes & fees
11 Jan - 12 Jan 2026
Biofilia Monteverde

Volcano and Lake View, Eco Glam #1.

Volcano and Lake View, Eco Glam #1.
La Fortuna
10.0 out of 10, Exceptional, (5)
"Not the easiest road to travel down but very much worth the views!! "
United States
Kaylie F.
The price is NZ$214
includes taxes & fees
29 Dec - 30 Dec
Volcano and Lake View, Eco Glam #1.

Nambi Monteverde

Nambi Monteverde
3.0 star property
Monteverde
10.0 out of 10, Exceptional, (3)
"Great location near Monteverde—close to hiking and nature, yet peaceful and private. One morning we even spotted green parrots from the back of the home, which was a lovely surprise. The property is new and well-maintained, with a smart layout that worked well for our family. We appreciated the 1.5 bathrooms and access to a washer and dryer, which made our stay more convenient. The air conditioning in both rooms worked perfectly, keeping us cool. Inside, the home felt fresh and modern. We...
United States
Josh
Nambi Monteverde

Aparthotel Gonzalez

Aparthotel Gonzalez
2.5 star property
Cañas
The price is NZ$95
includes taxes & fees
24 Dec - 25 Dec
Aparthotel Gonzalez

Adventure and relaxation: Balcony with views of the stunning Volcano and Lake.

Adventure and relaxation: Balcony with views of the stunning Volcano and Lake.
La Fotuna
The price is NZ$249
includes taxes & fees
30 Dec - 31 Dec
Adventure and relaxation: Balcony with views of the stunning Volcano and Lake.

1B/1Den CONDO SUITE with BREATHTAKING LAKE VIEWS

1B/1Den CONDO SUITE with BREATHTAKING LAKE VIEWS
4.0 star property
Tilarán
The price is NZ$227
includes taxes & fees
24 Dec - 25 Dec
1B/1Den CONDO SUITE with BREATHTAKING LAKE VIEWS

Yaloco House Monteverde

Yaloco House Monteverde
3.5 star property
Sierra
9.2 out of 10, Wonderful, (9)
" Owner are very nice and helpful. Beautiful view nice and clean place. Very friendly calm place."
United States
Muhammad
The price is NZ$431
includes taxes & fees
19 Jan - 20 Jan 2026
Yaloco House Monteverde

Nomada Monteverde

Nomada Monteverde
2.0 star property
Monteverde
10.0 out of 10, Exceptional, (3)
"Good room with all the facilities. Fast WiFi. Right in the center of Santa Elena ( great location). There isn’t a reception or a commom area like a tradicional hotel."
Brazil
Anonymous traveller
Nomada Monteverde

A-Frame House - Monteverde

A-Frame House - Monteverde
Sierra
The price is NZ$314
includes taxes & fees
13 Jan - 14 Jan 2026
A-Frame House - Monteverde

Top Rated - Stunning Lake View Arenal Suite

Top Rated - Stunning Lake View Arenal Suite
Tronadora
10.0 out of 10, Exceptional, (6)
"Great owner"
Canada
Guy
The price is NZ$219
includes taxes & fees
22 Jan - 23 Jan 2026
Top Rated - Stunning Lake View Arenal Suite
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.
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$175 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?

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 an electric kettle. 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. Wildlife Refuge Monteverde and Curi-Cancha Reserve 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.