San Juan Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for San Juan holiday rentals

Living area

Cabañas La Montañuela

Cabañas La Montañuela
3.0 star property
Llano Grande
10.0 out of 10, Exceptional, (1 review)
"La Cabaña muy espaciosa, equipada con la necesario para preparar alimentos básicos. El lugar muy tranquilo y seguro. Espectaculares vistas."
Costa Rica
Miguel
The price is HK$690
HK$780 total
includes taxes & fees
22 Apr - 23 Apr
Cabañas La Montañuela
Front of property

Chalets Vistas del Poas

Chalets Vistas del Poas
3.0 star property
Vara Blanca
9.8 out of 10, Exceptional, (22 reviews)
"Family run, amazing staff, adorable A frame cabins in the clouds."
United States
Krista
The price is HK$742
HK$838 total
includes taxes & fees
22 Apr - 23 Apr
Chalets Vistas del Poas
Desk, laptop workspace, free WiFi

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 HK$622
HK$703 total
includes taxes & fees
22 Apr - 23 Apr
Nido de Montaña
Exterior

Millar de Aves

Millar de Aves
3.0 star property
San Isidro
The price is HK$306
HK$346 total
includes taxes & fees
1 May - 2 May
Millar de Aves
Outdoor pool

Villa garita inn

Villa garita inn
3.0 star property
La Garita
10.0 out of 10, Exceptional, (2 reviews)
"The staff was excellent the room was nice good food in the restaurant. "
United States
Dan
The price is HK$761
HK$1,095 total
includes taxes & fees
15 Apr - 16 Apr
Villa garita inn
View from room

Cabañas La Laguna Lodge

Cabañas La Laguna Lodge
3.0 star property
Corralillo
8.0 out of 10, Very good, (6 reviews)
"Excelentes"
Mexico
Andrey
The price is HK$719
HK$812 total
includes taxes & fees
3 May - 4 May
Cabañas La Laguna Lodge
Property entrance

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 HK$663
HK$749 total
includes taxes & fees
21 Apr - 22 Apr
Cabañas Lunas del Poas
Exterior

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 HK$837
HK$946 total
includes taxes & fees
13 May - 14 May
Club Heasa - Men Only
Interior

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 HK$493
HK$963 total
includes taxes & fees
15 Apr - 16 Apr
What A Retreat! In a pleasant neighborhood in the beautiful hills above Grecia.
Terrace/patio

Villazul 2

Villazul 2
4.0 star property
Sabana Redonda
9.2 out of 10, Wonderful, (15 reviews)
"Amazing place! Really enjoyed our stay with the family. Very safe, clean and modern location"
United States
Eli
The price is HK$702
HK$793 total
includes taxes & fees
17 Apr - 18 Apr
Villazul 2
Blackout curtains, free WiFi, bed sheets

Nina´s - Juan Santamaria

Nina´s - Juan Santamaria
3.0 star property
Rio Segundo
7.4 out of 10, Good, (75 reviews)
"Great clean place to stay for the night before a flight."
United States
Ryan
The price is HK$517
HK$584 total
includes taxes & fees
20 Apr - 21 Apr
Nina´s - Juan Santamaria
Living area

Senderos Apartment, Self Check-in, Aeropuerto SJO

Senderos Apartment, Self Check-in, Aeropuerto SJO
3.0 star property
Cacique
9.2 out of 10, Wonderful, (12 reviews)
"We stayed there for a night. It was kind of tiny and the bathroom was especially tiny. I would not recommend a long stay but is a convenient place close to the airport."
United States
Nikolay
The price is HK$740
HK$836 total
includes taxes & fees
1 May - 2 May
Senderos Apartment, Self Check-in, Aeropuerto SJO
Exterior

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 HK$658
HK$782 total
includes taxes & fees
22 Apr - 23 Apr
Aloj Entero 1km Juan Santamaría Airport
Exterior

Glamping de Montaña y Mirador Brisas del Norte

Glamping de Montaña y Mirador Brisas del Norte
Desamparados
The price is HK$367
HK$532 total
includes taxes & fees
15 Apr - 16 Apr
Glamping de Montaña y Mirador Brisas del Norte
Exterior

Cabañas una Mirada al Cielo 4

Cabañas una Mirada al Cielo 4
Cartago
The price is HK$459
HK$670 total
includes taxes & fees
15 Apr - 16 Apr
Cabañas una Mirada al Cielo 4
Property grounds

Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!

Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
Heredia
10.0 out of 10, Exceptional, (78 reviews)
"We loved our stay! The property is beautiful and Eduardo is a very welcoming host. We would definitely stay again!"
United States
Jess L.
The price is HK$861
HK$1,136 total
includes taxes & fees
25 Apr - 26 Apr
Gosen Beautiful & Luxury House in the Mountains, Relax and Enjoy nature!
Flat-screen TV

BEE Suites San José - Santa Ana

BEE Suites San José - Santa Ana
3.5 star property
Santa Ana
9.6 out of 10, Exceptional, (26 reviews)
"Loved the place!! Best value per money in Santa Ana. Will be back"
United States
tamir
The price is HK$568
HK$819 total
includes taxes & fees
20 Apr - 21 Apr
BEE Suites San José - Santa Ana
1 bedroom, desk, free WiFi

Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose

Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose
San Antonio
10.0 out of 10, Exceptional, (1 review)
The price is HK$235
HK$470 total
includes taxes & fees
15 Apr - 16 Apr
Charming Private 1 bedroom Queen Size in San Antonio Escazu San Jose
Exterior

Tranquil 4-bedroom cabin in La Suiza with WiFi

Tranquil 4-bedroom cabin in La Suiza with WiFi
La suiza
The price is HK$1,057
HK$1,433 total
includes taxes & fees
15 Apr - 16 Apr
Tranquil 4-bedroom cabin in La Suiza with WiFi
Terrace/patio

Airport SJO Residence 2 Edward & Familia

Airport SJO Residence 2 Edward & Familia
3.5 star property
Cacique
9.8 out of 10, Exceptional, (186 reviews)
"The apartment suite we stayed in was immaculate and came with many amenities a small kitchen and 2 bedrooms. The owner was very friendly and gave many tips also had car rentals for a great price "
Canada
Charlene
The price is HK$408
HK$461 total
includes taxes & fees
3 May - 4 May
Airport SJO Residence 2 Edward & Familia
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

Irazu Hotel & Studios

Irazu Hotel & Studios

10/10 Excellent
"Muy buena opción la del gimnasio muy buena experiencia, desayuno muy bien. "
Elder 2-night trip
Posted 1 hour ago
Irazu Hotel & Studios

Find out more about San Juan

Search for holiday rentals in San Juan on Expedia! You can easily find your home rentals, villas, holiday apartments in San Juan using one of the methods below:

  • View our selection of featured holiday rentals in San Juan
  • Use the map to find apartments and other holiday homes in the San Juan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in San Juan while they last

Look no further and take a look at our great range of rental properties in San Juan!

Frequently asked questions

Can I find a holiday rental 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?

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR: This holiday home rental outside of San Juan is located in the city centre, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in San Juan?

Explore the area and family-friendly sights such as Spirogyra Butterfly Garden, or get out into nature at a spot like Morazan Park. Other places in town to visit include Saprissa Stadium and Estadio Ricardo Saprissa Ayma.

What’s a holiday rental in San Juan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in San Juan. Holiday rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.