San Juan Holiday Rentals

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Holiday Rentals in San Juan

Our top choices for San Juan holiday rentals

Nina´s - Juan Santamaria

3.0 star property
7.2 out of 10, Good, (41)
"VERY Clean and helpful, I arrived an hour before check-in and was able to get my room right away. City Mall, Wal-Mart, and restaurants are within walking distance. "
Nina´s - Juan Santamaria

Hidden Paradise in La Garita with Private Pool

9.8 out of 10, Exceptional, (67)
"I wish we could have stayed longer to enjoy this beautiful home! Jeff was an amazing host! "
The price is NZ$354
includes taxes & fees
9 Sept - 10 Sept
Hidden Paradise in La Garita with Private Pool

Villazul 2

4.0 star property
9.6 out of 10, Exceptional, (12)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
The price is NZ$173
includes taxes & fees
9 Sept - 10 Sept
Villazul 2

The Lookout. A nature lovers paradise.

10.0 out of 10, Exceptional, (38)
"We loved hearing the birds early in the morning and the monkeys put on a show the last morning we were there. Very peaceful"
The Lookout. A nature lovers paradise.

Aloj Entero 1km Juan Santamaría Airport

3.5 star property
9.2 out of 10, Wonderful, (21)
"Nice, clean space, with everything we needed. Recommend"
The price is NZ$170
includes taxes & fees
9 Sept - 10 Sept
Aloj Entero 1km Juan Santamaría Airport

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

10.0 out of 10, Exceptional, (222)
"Lovely in every way! I didn’t come to be a tourist, but to spend time in nature in comfort. I stayed on the property most of the time and enjoyed the flora and fauna immensely. Thank you for opening your home to guests!"
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

TIPS Vacation

3.0 star property
TIPS Vacation

Cabañas Lunas del Poas

3.0 star property
The price is NZ$156
includes taxes & fees
1 Sept - 2 Sept
Cabañas Lunas del Poas

Entire Comfy apartment for your, 5 min SJO airport

9.8 out of 10, Exceptional, (10)
"The apartment was close to the airport and comfortably slept 5 and the host was friendly."
The price is NZ$140
includes taxes & fees
28 Aug - 29 Aug
Entire Comfy apartment for your, 5 min SJO airport

Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

9.8 out of 10, Exceptional, (14)
"We have stayed at Ursula’s place before and enjoyed the spacious comfortable layout. The back yard is enclosed and very safe for the dog. "
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Hotel Los Sueños de Bajos del Toro

3.0 star property
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!"
The price is NZ$347
includes taxes & fees
9 Sept - 10 Sept
Hotel Los Sueños de Bajos del Toro

Luxury home close to La Fortuna Arenal Volcano

10.0 out of 10, Exceptional, (3)
"Very beautiful house and good area!"
Luxury home close to La Fortuna Arenal Volcano

Buen Camino Hotel, San Mateo

3.0 star property
9.2 out of 10, Wonderful, (38)
"Very beautiful, quiet, friendly employees, kid friendly Upna steep hill but its BEAUTIFUL and feels very jungle like logive them 10 stars "
Buen Camino Hotel, San Mateo

Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

10.0 out of 10, Exceptional, (169)
"TThis vacation has become a top favorite for our family, and we will definitely be back. Words can't express our gratitude for all the staff involved in this experience. We would like to thank you for sharing your beautiful home with us. "
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining

Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

9.8 out of 10, Exceptional, (17)
"The property was clean, with great scenery. "
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

Amazing house, near to mountains, beaches and volcanos

Amazing house, near to mountains, beaches and volcanos

Beautiful house, views, pool, best climate

9.8 out of 10, Exceptional, (7)
"Beautiful views. Amazing place."
Beautiful house, views, pool, best climate

COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

9.4 out of 10, Exceptional, (63)
"Perfect for groupe "
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

Stand out apartment -SJO Airport - Air Cond

10.0 out of 10, Exceptional, (12)
"Nice modern two bedroom apartment , very close to airport , clean convenient location. "
The price is NZ$203
includes taxes & fees
31 Aug - 1 Sept
Stand out apartment -SJO Airport - Air Cond

The comfort and exclusive rest you deserve, SJO

10.0 out of 10, Exceptional, (2)
"Nice place "
The price is NZ$198
includes taxes & fees
28 Aug - 29 Aug
The comfort and exclusive rest you deserve, SJO
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

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$140 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?

TIPS Vacation: This holiday home rental outside San Juan is located on the riverwalk, and has a garden, a BBQ and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and kitchenware.

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 Las Cataratas de Los Chorros. 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.