Book Holiday Homes in San José

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Featured Holiday Homes in San José

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

San José
Book a stay at this family-friendly vacation home in San José. Enjoy free WiFi, private pools, and a water park. Popular attractions Sabana Park and National ...
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR
Cielo 3 Apartments, Juan Santamaría Airport

Cielo 3 Apartments, Juan Santamaría Airport

Río Segundo
Stay at this vacation home in Rio Segundo. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Multiplaza Mall Escazu and Avenida ...
Cielo 3 Apartments, Juan Santamaría Airport
Elegant, fully equipped residence with heated pool and great views

Elegant, fully equipped residence with heated pool and great views

San Jose
Book a stay at this family-friendly vacation home in San Rafael. Enjoy free WiFi, private pools, and daily housekeeping. Popular attractions National Stadium ...
Elegant, fully equipped residence with heated pool and great views
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COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY

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

Alajuela
Stay at this vacation home in La Garita. Enjoy private pools, a pool table, and patios. Popular attractions Botanical Orchid Garden La Garita and Zoo Ave are ...
COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi

Alajuela
Book a stay at this family-friendly vacation home in San José. Enjoy free WiFi, a garden, and patios. Popular attractions Central Market Alajuela and Juan Santamaria ...
Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi
Experience the Costa Rican Pura Vida Style in our house👈

Experience the Costa Rican Pura Vida Style in our house👈

Grecia
Stay at this vacation home in Grecia. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Grecia Park and Catedral de la Mercedes are located ...
Experience the Costa Rican Pura Vida Style in our house👈
Elegant 3500sq ft Family Residence

Elegant 3500sq ft Family Residence

Curridabat
Stay at this vacation home in San Pedro. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Sabana Park and National Stadium of Costa ...
Elegant 3500sq ft Family Residence
Casa Delios, Luxury Near the Airport, Private Pool

Casa Delios, Luxury Near the Airport, Private Pool

Río Oro
Stay at this vacation home in Uruca. Popular attractions Multiplaza Mall Escazu and National Stadium of Costa Rica are located nearby.
Casa Delios, Luxury Near the Airport, Private Pool
Casita Jacaranda - Garden view private casita - 15 min from SJO airport

Casita Jacaranda - Garden view private casita - 15 min from SJO airport

Alajuela
The price is NZ$336 per night from 7 Jan to 8 Jan
NZ$336
includes taxes & fees
7 Jan - 8 Jan 2025
Stay at this vacation home in San Isidro. Enjoy patios. Popular attractions Estadio Alejandro Morera Soto and Iglesia La Agonía are located nearby.
Casita Jacaranda - Garden view private casita - 15 min from SJO airport
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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.

San José Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our San José vacation homes are the perfect way for you to wing it.

Holiday houses in San José let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of San José in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local San José adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San José with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of San José vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

San José Holiday Homes essential information

Accommodation
184 Holiday Homes
Lowest Price
NZ$194
Highest Price
NZ$336
Popular accommodation
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR, Cielo 3 Apartments, Juan Santamaría Airport, Elegant, fully equipped residence with heated pool and great views, COZY HOUSE IN LA GARITA. NEAR THE AIRPORT, RURAL AREA, POOL, PRIVACY & SERENITY, Casa Dali - Close to SJO Airport & INCAE - King bed, fast wifi, Experience the Costa Rican Pura Vida Style in our house👈, Elegant 3500sq ft Family Residence, Casa Delios, Luxury Near the Airport, Private Pool, Casita Jacaranda - Garden view private casita - 15 min from SJO airport

Top trending hotels in San José

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica

3.5 out of 5
Sobre Autopista General Cañas, Ulloa, Heredia
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 21 Jan to 22 Jan
NZ$194
includes taxes & fees
21 Jan - 22 Jan 2025
Stay at this 3.5-star family-friendly hotel in Ulloa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd, Rio Segundo
Fully refundableReserve now, pay when you stay
The price is NZ$252 per night from 5 Jan to 6 Jan
NZ$252
includes taxes & fees
5 Jan - 6 Jan 2025
Stay at this 3-star business-friendly hotel in Rio Segundo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton by Hilton San Jose Airport
Hilton Garden Inn San Jose Airport City Mall

Hilton Garden Inn San Jose Airport City Mall

3.5 out of 5
Francisco J. Orlich Road, Alajuela, Alajuela
Fully refundableReserve now, pay when you stay
The price is NZ$228 per night from 6 Jan to 7 Jan
NZ$228
includes taxes & fees
6 Jan - 7 Jan 2025
Stay at this 3.5-star business-friendly hotel in Alajuela. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hilton Garden Inn San Jose Airport City Mall
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Holiday Inn Express San Jose Costa Rica Airport, an IHG Hotel

Holiday Inn Express San Jose Costa Rica Airport, an IHG Hotel

3 out of 5
1 Km E from Juan SantaMaria Airport, Rio Segundo, Alajuela
Fully refundable
The price is NZ$246 per night from 1 Jan to 2 Jan
NZ$246
includes taxes & fees
1 Jan - 2 Jan 2025
Stay at this 3-star business-friendly hotel in Rio Segundo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express San Jose Costa Rica Airport, an IHG Hotel
Don't see what you're looking for?
See all available properties in San José
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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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^Subject to availability and chosen travel dates.