San Juan Holiday Rentals

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Our top choices for San Juan holiday rentals

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.2 out of 10, Good, (55 reviews)
"A spotless gem minutes from the airport offering incredible value. "
Canada
Richard
Nina´s - Juan Santamaria

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (20 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is NZ$147
includes taxes & fees
2 Mar - 3 Mar
Chalets Vistas del Poas

Apartamentos Cityzen

Apartamentos Cityzen
4.0 star property
La Ribera
9.6 out of 10, Exceptional, (79 reviews)
"Great apartment great building"
United States
Natalia
Apartamentos Cityzen

Las Cabanas

Las Cabanas
3.0 star property
Venecia
9.0 out of 10, Wonderful, (14 reviews)
"Great place, very quiet, clean, oranges right outside the balcony 😁"
Canada
Marc
The price is NZ$76
includes taxes & fees
11 Feb - 12 Feb
Las Cabanas

Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia
3.5 star property
Cacique
10.0 out of 10, Exceptional, (176 reviews)
"Everything was great thanks"
United States
Alexander
Airport SJO Residence 2 Edward & Familia

Aloj Entero 1km Juan Santamaría Airport

Aloj Entero 1km Juan Santamaría Airport
3.5 star property
San Antonio
9.2 out of 10, Wonderful, (28 reviews)
"This is a very spacious accommodation. We only had three adults and only used two beds, but the place could accommodate a group of 8."
United States
Lenard
The price is NZ$166
includes taxes & fees
10 Feb - 11 Feb
Aloj Entero 1km Juan Santamaría Airport

Villa garita inn

Villa garita inn
4.0 star property
La Garita
10.0 out of 10, Exceptional, (1 review)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is NZ$228
includes taxes & fees
10 Feb - 11 Feb
Villa garita inn

Rivera Family Airport Apartments

Rivera Family Airport Apartments
3.0 star property
Rio Segundo
6.4 out of 10, (21 reviews)
"Nice place, great breakfast and friendly staff. "
United States
El
The price is NZ$112
includes taxes & fees
18 Feb - 19 Feb
Rivera Family Airport Apartments

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 NZ$161
includes taxes & fees
10 Feb - 11 Feb
Cabañas Lunas del Poas

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool
La Garita
9.6 out of 10, Exceptional, (84 reviews)
"Pool was fabulous! Nice leather furniture.b Nice water pressure. Nice restaurants close by."
United States
Theresa
The price is NZ$395
includes taxes & fees
1 Mar - 2 Mar
Hidden Paradise in La Garita with Private Pool

Club Heasa - Men Only

Club Heasa - Men Only
3.5 star property
Lagos de El Coyol
10.0 out of 10, Exceptional, (1 review)
"Ganz neues und sehr gut durchdachtes Gay Only Hotel. Toll ausgestattet. Sehr bequeme Matratzen. Ein absoluter Traum und nur zum Empfehlen. "
Germany
Oliver
The price is NZ$192
includes taxes & fees
10 Mar - 11 Mar
Club Heasa - Men Only

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 NZ$374
includes taxes & fees
10 Feb - 11 Feb
Casa del Rio, a little oasis 15 minutes from the airport

Villas Vistas Paraiso

Villas Vistas Paraiso
Venecia
10.0 out of 10, Exceptional, (1 review)
"Logement très calme en pleine nature. Maria et sa maman étaient très acceuillantes. Elles nous on fait découvrir leur région . Balade avec la maman et coco le chien près de la rivière. très très bons échanges. Super petit déjeuner copieux. Très bonne adresse"
France
BENEDITE
The price is NZ$199
includes taxes & fees
10 Feb - 11 Feb
Villas Vistas Paraiso

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, (6 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 NZ$338
includes taxes & fees
10 Feb - 11 Feb
Hotel Los Sueños de Bajos del Toro

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.4 out of 10, Exceptional, (11 reviews)
"I would recommend to anyone who needs a spot near the airport"
United States
Kenny
The price is NZ$203
includes taxes & fees
10 Feb - 11 Feb
Senderos Apartment, Self Check-in, Aeropuerto SJO

Bella Vista Zen Villa

Bella Vista Zen Villa
Alajuela, San Ramon
10.0 out of 10, Exceptional, (1 review)
"Everything was absolutely awesome!! The house, the view, the host - perfect!!!"
United States
Jennifer S.
The price is NZ$293
includes taxes & fees
28 Feb - 1 Mar
Bella Vista Zen Villa

Hotel Boutique CasAguacate

Hotel Boutique CasAguacate
4.0 star property
Ciudad Cariari
10.0 out of 10, Exceptional, (5 reviews)
"Was great "
United States
Daniel
The price is NZ$132
includes taxes & fees
10 Feb - 11 Feb
Hotel Boutique CasAguacate

Wooden Cabin for 4 people

Wooden Cabin for 4 people
Venecia
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! "
Canada
gretty
The price is NZ$115
includes taxes & fees
10 Feb - 11 Feb
Wooden Cabin for 4 people

Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls

Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls
Rio Cuarto
10.0 out of 10, Exceptional, (1 review)
"Excelente punto de referencia para explorar la zona! Segura, limpia, pequeña, tranquila. "
Mexico
Oscar
The price is NZ$116
includes taxes & fees
10 Feb - 11 Feb
Cozy cabin for couples. Close to many attractions as Bajos del Toro Waterfalls

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
10.0 out of 10, Exceptional, (1 review)
"Great location, clean"
United States
pstritzke
The price is NZ$191
includes taxes & fees
4 Mar - 5 Mar
Charming 2-bedroom condo with shared pool, gym, Wi-Fi, one parking space
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 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$76 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

Can I find 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?

While exploring the area, visit family-friendly sights like Ojo de Agua Spa Park, or get outside and enjoy nature at Las Cataratas de Los Chorros. In the wider area, you’ll find San Ramon Nonato Church 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 provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family gatherings.