Book Holiday Homes in Santiago

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Santiago

Hidden Paradise in La Garita with Private Pool

Hidden Paradise in La Garita with Private Pool

La Garita
The price is NZ$287 per night from 1 Oct to 2 Oct
NZ$287
1 Oct - 2 Oct
includes taxes & fees
Stay at this vacation home in La Garita. Enjoy free WiFi, private pools, and a garden. Popular attractions Botanical Orchid Garden La Garita and Rock Bridge ...
Opens in a new windowHidden Paradise in La Garita with Private Pool
Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi

Casa Dali - Secluded yet 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 laundry facilities. Popular attractions Central Market Alajuela ...
Opens in a new windowCasa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi
Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.

Atenas
Stay at this vacation home in Escobal. Enjoy free WiFi, private pools, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowCool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
Save an average of 15% on thousands of hotels when you're signed in
The Lookout. A nature lovers paradise.

The Lookout. A nature lovers paradise.

Zaragoza
Stay at this vacation home in Zaragoza. Enjoy private pools, a garden, and laundry facilities. Popular attractions San Ramon Museum and San Ramon Municipal Market ...
Opens in a new windowThe Lookout. A nature lovers paradise.
Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool

Escobal
Stay at this vacation home in Escobal. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Minas Del Aguacate and Aguacate Mines are located ...
Opens in a new windowModern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool
Amazing house, near to mountains, beaches and volcanos

Amazing house, near to mountains, beaches and volcanos

San Ramón
Stay at this vacation home in Santiago. Enjoy free WiFi, laundry facilities, and balconies. Popular attraction San Ramon Municipal Market is located nearby.
Opens in a new windowAmazing house, near to mountains, beaches and volcanos
CR Mariposa Gateway

CR Mariposa Gateway

San Ramon
Stay at this vacation home in San Ramon. Enjoy free WiFi, private pools, and a garden. Popular attraction San Ramon Municipal Market is located nearby.
Opens in a new windowCR Mariposa Gateway
Treehouse on a Coffee Farm with Ocean View

Treehouse on a Coffee Farm with Ocean View

Provincia de Alajuela,
The price is NZ$241 per night from 20 Sept to 21 Sept
NZ$241
20 Sept - 21 Sept
includes taxes & fees
Stay at this vacation home in Jesús. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Aguacate Mines and Minas Del Aguacate ...
Opens in a new windowTreehouse on a Coffee Farm with Ocean View
The door to the sea

The door to the sea

2 out of 5
Tivives
Stay at this vacation home in Caldera. Enjoy air conditioning. Popular attractions Caldera Port and Playa Caldera are located nearby.
Opens in a new windowThe door to the sea
Don't see what you're looking for?
See all available properties in Santiago
View all properties
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.

Santiago 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 Santiago vacation homes are the perfect way for you to wing it.

Holiday houses in Santiago 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 Santiago 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 Santiago adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Santiago 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 Santiago 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.

Santiago Holiday Homes essential information

Accommodation
223 Holiday Homes
Lowest Price
NZ$194
Highest Price
NZ$371
Popular accommodation
Hidden Paradise in La Garita with Private Pool, Casa Dali - Secluded yet close to SJO Airport & INCAE - King bed, fast wifi, Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool. , The Lookout. A nature lovers paradise., Modern 2-Bedroom Mountain Retreat, Stunning Views, Saltwater Pool, Amazing house, near to mountains, beaches and volcanos, CR Mariposa Gateway, Treehouse on a Coffee Farm with Ocean View, The door to the sea

Top trending hotels in Santiago

Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich,, Plaza Los Mangos, Alajuela
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 28 Sept to 29 Sept
NZ$194
28 Sept - 29 Sept
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Alajuela. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Opens in a new windowFairfield by Marriott San Jose Airport Alajuela
Courtyard by Marriott San Jose Airport Alajuela

Courtyard by Marriott San Jose Airport Alajuela

3.5 out of 5
Plaza Los Mangos, Radial Francisco J Orlich, Rio Segundo, Alajuela
Fully refundableReserve now, pay when you stay
The price is NZ$204 per night from 27 Sept to 28 Sept
NZ$204
27 Sept - 28 Sept
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Rio Segundo. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and ...
Opens in a new windowCourtyard by Marriott San Jose Airport Alajuela
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$217 per night from 3 Oct to 4 Oct
NZ$217
3 Oct - 4 Oct
includes taxes & fees
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 ...
Opens in a new windowHilton Garden Inn San Jose Airport City Mall
Save an average of 15% on thousands of hotels when you're signed in
Fiesta Resort Central Pacific - All Inclusive

Fiesta Resort Central Pacific - All Inclusive

3.5 out of 5
El Roble 23, El Roble, Puntarenas
Fully refundableReserve now, pay when you stay
The price is NZ$371 per night from 1 Oct to 2 Oct
NZ$371
1 Oct - 2 Oct
includes taxes & fees
Stay at this 3.5-star beach property in El Roble. Enjoy free parking, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowFiesta Resort Central Pacific - All Inclusive
Don't see what you're looking for?
See all available properties in Santiago
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.