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

In two weeks
In one month
In two months
In three months

Holiday Rentals in San Juan

Nina´s - Juan Santamaria
3.0 star property
7.2 out of 10, Good, (44)
"Shopping near by"
Nina´s - Juan Santamaria
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$175
includes taxes & fees
14 Oct - 15 Oct
Aloj Entero 1km Juan Santamaría Airport
Hidden Paradise in La Garita with Private Pool
9.8 out of 10, Exceptional, (72)
"Property was clean wonderful! Will book this house again next time we are in CR. "
The price is NZ$316
includes taxes & fees
26 Oct - 27 Oct
Hidden Paradise in La Garita with Private Pool
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
10.0 out of 10, Exceptional, (223)
"First and foremost, this was my first VRBO experience - and I’m so happy we chose this property with such kind and attentive owners who have picked an incredible property manager. The place is stunning, the beds are comfortable (a key factor for us), and the home is stocked with everything you need. Extra points for the welcome to the home to show us around as well as a call from one of the owners. We appreciated the warmness from everyone. Everything was clean and above expectations. We hope...
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
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$355
includes taxes & fees
14 Oct - 15 Oct
Hotel Los Sueños de Bajos del Toro
Villazul 2
4.0 star property
9.4 out of 10, Exceptional, (13)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
The price is NZ$177
includes taxes & fees
14 Oct - 15 Oct
Villazul 2
The Lookout. A nature lovers paradise.
10.0 out of 10, Exceptional, (39)
"I have stayed here twice and would highly reccomend this place to anyone!"
The Lookout. A nature lovers paradise.
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE
10.0 out of 10, Exceptional, (104)
"Amazing stay, truly the Gem of Atenas. This will be our favorite place that we have stayed in Costa Rica after dozens of rental properties while traveling in CR. Hope everyone gets to experience this most wonderful house!"
THE GEM OF ATENAS: EXQUISITE HOME on 18 acres of TROPICAL PARADISE
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
10.0 out of 10, Exceptional, (171)
"We thoroughly enjoyed Diana's Atenas home. Leticia and Darwin were wonderful resources and became friends. It was such a joy to sit on the verandas, enjoy a cool drink and soak in the fabulous views. Leticia was welcoming and a source for all things wonderful. Darwin was very attentive and made sure everything was always right with the home and surrounding areas. "
Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
Cabañas Lunas del Poas
3.0 star property
The price is NZ$169
includes taxes & fees
16 Oct - 17 Oct
Cabañas Lunas del Poas
Villazul 1
4.0 star property
9.0 out of 10, Wonderful, (2)
"Great view and beautiful property, including outdoor dining area with heaters. The jacuzzi took a long time to heat up, so we couldn't use it until the second day we were there. "
The price is NZ$168
includes taxes & fees
14 Oct - 15 Oct
Villazul 1
Golden Loft with AC, Pool, 5 min from the Airport!
9.0 out of 10, Wonderful, (2)
"We stay at this property at least once a month as we travel it’s perfect t "
The price is NZ$166
includes taxes & fees
12 Nov - 13 Nov
Golden Loft with AC, Pool, 5 min from the Airport!
Valka Loft 10 minutes from the Airport
9.0 out of 10, Wonderful, (14)
"Wonderful. I would stay here again and recommend it to others. "
The price is NZ$122
includes taxes & fees
18 Oct - 19 Oct
Valka Loft 10 minutes from the Airport
Buen Camino Hotel, San Mateo
3.0 star property
9.2 out of 10, Wonderful, (39)
"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
CR Mariposa Gateway
9.4 out of 10, Exceptional, (3)
"Great house, beautiful views and good location"
CR Mariposa Gateway
The comfort and exclusive rest you deserve, SJO
10.0 out of 10, Exceptional, (2)
"Nice place "
The price is NZ$183
includes taxes & fees
14 Oct - 15 Oct
The comfort and exclusive rest you deserve, SJO
Villa garita inn
4.0 star property
10.0 out of 10, Exceptional, (1)
"The staff was excellent the room was nice good food in the restaurant. "
Villa garita inn
Treehouse on a Coffee Farm with Ocean View
10.0 out of 10, Exceptional, (1)
"If I could give more than 5 stars I would. What an amazing magical place! The hosts are the sweetest in the world and made us feel like family. I got a tour of their garden and it was magical! I learned so much and I would come back here any time I could. Honestly, the best Vrbo/host etc experience I’ve ever had and I am so glad to have met them. Also the best sunsets you’ll ever see, and please check out the La casita restaurant it’s close and to die for!"
The price is NZ$248
includes taxes & fees
27 Oct - 28 Oct
Treehouse on a Coffee Farm with Ocean View
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
9.8 out of 10, Exceptional, (14)
"The perfect setting for a relaxing and enjoyable vacation. The charm and comfort of the home is captivating. Our stay was incredibly pleasant. Our hosts Ursula and Erick were very responsive and accommodating. "
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
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. "
Stand out apartment -SJO Airport - Air Cond
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$122 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?

Hidden Paradise in La Garita with Private Pool: This holiday home rental outside of San Juan is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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 Palmares 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.