San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

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 AU$90
includes taxes & fees
30 Mar - 31 Mar
Apart. Valhalla San Ramon

Nido de Montaña

Nido de Montaña
3.0 star property
Sabanilla
10.0 out of 10, Exceptional, (2 reviews)
"Habitación impecable y equipada con todo lo necesario incluso para preparar alimentos. Fabuloso restaurante dentro de las instalaciones. "
Mexico
Antonio
The price is AU$129
includes taxes & fees
30 Mar - 31 Mar
Nido de Montaña

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
San Miguel, San Roque de Grecia
9.4 out of 10, Exceptional, (16 reviews)
"Basic & clean home, helpful host, and relaxed neighborhood. It fit our needs perfectly for a business trip :)"
United States
Cassandra B.
The price is AU$167
includes taxes & fees
30 Mar - 31 Mar
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse
Atenas
10.0 out of 10, Exceptional, (6 reviews)
"Quiet ,safe, beautiful property "
United States
alex
The price is AU$218
includes taxes & fees
1 Apr - 2 Apr
Experience "La Buena Vida" Peace, beauty, comfort in our private guesthouse

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.6 out of 10, Good, (73 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
The price is AU$108
includes taxes & fees
30 Mar - 31 Mar
Nina´s - Juan Santamaria

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 AU$141
includes taxes & fees
5 Apr - 6 Apr
Cabañas Lunas del Poas

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (32 reviews)
"Great place to stay for a late arrival or catch a very early flight.. Spaces and clean... Will stay again next time if we arrived late or catch an early flight "
United States
Lam
The price is AU$145
includes taxes & fees
30 Mar - 31 Mar
Aloj Entero 1km Juan Santamaría Airport

Splendid House with Jacuzzi surrounded by nature and incomparable tranquility

Splendid House with Jacuzzi surrounded by nature and incomparable tranquility
Ciudad Quesada
9.2 out of 10, Wonderful, (5 reviews)
"Loved the vibe of this place at night!! We got there late afternoon, nice and cool on the mountain side, chilled outside while it was raining and enjoyed the sunset and atmosphere of the place! I'd definitely stay here again!"
United States
Shane R.
The price is AU$234
includes taxes & fees
30 Mar - 31 Mar
Splendid House with Jacuzzi surrounded by nature and incomparable tranquility

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
Provincia de Alajuela
8.0 out of 10, Very good, (2 reviews)
"Great location, clean"
United States
pstritzke
The price is AU$160
includes taxes & fees
30 Mar - 31 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space

Experiencia Única en Montaña, a tan Solo 8 Minutos de la Ciudad: Natural Glamcr

Experiencia Única en Montaña, a tan Solo 8 Minutos de la Ciudad: Natural Glamcr
Ciudad Quesada
10.0 out of 10, Exceptional, (1 review)
"Our drive there took longer than expected so we were exhausted when we arrived! It was so clean and had all that we needed to relax. The hot tub was a bonus as we were sore and tired and the view is beautiful! I definitely recommend this place!"
United States
Kevin M.
The price is AU$192
includes taxes & fees
6 Apr - 7 Apr
Experiencia Única en Montaña, a tan Solo 8 Minutos de la Ciudad: Natural Glamcr

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, (7 reviews)
"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!"
United States
Susan
The price is AU$296
includes taxes & fees
30 Mar - 31 Mar
Hotel Los Sueños de Bajos del Toro

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (89 reviews)
"Great stay- amazing location after airport and loved getting to hang out in the pool and in the outdoor patio areas in the mornings and see all the birds!"
United States
Hadley M.
The price is AU$320
includes taxes & fees
11 Apr - 12 Apr
Hidden Paradise in La Garita with Private Pool

Casa del Rio, a little oasis 15 minutes from the airport

Casa del Rio, a little oasis 15 minutes from the airport
Alajuela
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful VRBO and a perfect way to end our vacation in CR before heading to the nearby airport in the am- so easy. Communication via text with owner and next door neighbor Julian made finding the VRBO a bit easier in the somewhat gated community...We ended up ordering Uber Eats and that worked great cause we just wanted to chill and relax - GREAT bed and wonderful VRBO. More texting and Julian again in the morning and it was easy to head out again. Thank you so much for great last...
United States
Amanda L.
The price is AU$331
includes taxes & fees
1 Apr - 2 Apr
Casa del Rio, a little oasis 15 minutes from the airport

Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff were amazing, very helpful and caring. The dinner I had there was very good as well "
United States
Sarah
The price is AU$203
includes taxes & fees
11 Apr - 12 Apr
Villa garita inn

Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.

Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.
Bajos del Toro
7.4 out of 10, Good, (3 reviews)
"Great communication, easy check-in, excellent value for money, clean, and there was a bath tub - a rare find in Costa Rica."
United States
Lara Y.
The price is AU$124
includes taxes & fees
30 Mar - 31 Mar
Calas Lodge: Quiet cabin, surrounded by nature and beautiful landscapes.

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 AU$265
includes taxes & fees
30 Mar - 31 Mar
Luxury Villa Carao. Jungle Paradise with Starlink WiFi!

Inspire Costa Rica

Inspire Costa Rica
Alajuela
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful property in a rural community"
United States
Jose
The price is AU$214
includes taxes & fees
31 Mar - 1 Apr
Inspire Costa Rica

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (3 reviews)
"Nice poroperty. New,modern and chique"
United States
Brian
The price is AU$176
includes taxes & fees
27 Apr - 28 Apr
Club Heasa - Men Only

Finca el Refugio de Papito

Finca el Refugio de Papito
El Molino
10.0 out of 10, Exceptional, (12 reviews)
"Great stay"
Canada
Catherine W.
The price is AU$156
includes taxes & fees
30 Mar - 31 Mar
Finca el Refugio de Papito

Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall

Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall
Alajuela
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$187
includes taxes & fees
31 Mar - 1 Apr
Modern 3-BR Condo • AC • Minutes from Airport SJO & City Mall
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

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 favourite 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 depend 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 AU$79 per night. Entering your travel dates in the search wizard might find you 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?

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. : This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.