Book Holiday Homes in San Jose

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 San Jose

Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms

Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms

Montevideo
Located in Montevideo (Carrasco), this vacation home is within a 5-minute drive of Science and Space Museum and Rambla of Montevideo.
Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms
Spacious illuminated and unique apartment

Spacious illuminated and unique apartment

Montevideo
A stay at this vacation home places you in the heart of Montevideo, within a 5-minute walk of Independence Plaza and Puerta de la Ciudadela.
Spacious illuminated and unique apartment
Casa Quinta en Montevideo, Melilla

Casa Quinta en Montevideo, Melilla

Montevideo
The price is AU$539 per night from 5 Apr to 6 Apr
AU$539
includes taxes & fees
5 Apr - 6 Apr
With a stay at this vacation home in Montevideo, you'll be 9 mi (14.5 km) from Plaza Constitución and 10.2 mi (16.4 km) from Pizzorno Winery.
Casa Quinta en Montevideo, Melilla
Save an average of 15% on thousands of hotels when you're signed in
Hermosa Casona Central

Hermosa Casona Central

Montevideo
With a stay at this vacation home in Montevideo (Barrio Sur), you'll be within a 5-minute walk of Sala Verdi Theater and Rambla of Montevideo.
Hermosa Casona Central
Large 2 floors at Beach in best location Carrasco 4-bedroom house  with AC, WiFi

Large 2 floors at Beach in best location Carrasco 4-bedroom house with AC, WiFi

Montevideo
The price is AU$3,132 per night from 14 Apr to 15 Apr
AU$3,132
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Montevideo (Punta Gorda), you'll be steps from Rambla of Montevideo and 12 minutes by foot from Carrasco Beach.
Large 2 floors at Beach in best location Carrasco 4-bedroom house with AC, WiFi
Holiday house Montevideo for 2 persons with 1 bedroom - Holiday house

Holiday house Montevideo for 2 persons with 1 bedroom - Holiday house

Montevideo
Located in Montevideo (Carrasco), this vacation home is within a 5-minute drive of Science and Space Museum and Carrasco Beach.
Holiday house Montevideo for 2 persons with 1 bedroom - Holiday house
Farm house with private beach between Colonia and Montevideo.

Farm house with private beach between Colonia and Montevideo.

San José de Mayo
The price is AU$369 per night from 20 Apr to 21 Apr
AU$369
includes taxes & fees
20 Apr - 21 Apr
When you stay at this vacation home in San Jose de Mayo, you'll be steps from Bartolome Maccio Theater.
Farm house with private beach between Colonia and Montevideo.
La Perla

La Perla

3 out of 5
971 25 de Agosto, Nueva Helvecia, Departamento de Colonia
The price is AU$206 per night from 5 Apr to 6 Apr
AU$206
includes taxes & fees
5 Apr - 6 Apr
With a stay at La Perla in Nueva Helvecia, you'll be 19.2 mi (30.9 km) from Playa Verde and 19.7 mi (31.7 km) from Port of Juan Lacaze.
La Perla
Santa Virginia

Santa Virginia

3 out of 5
54 Ituzaingo, Rosario, Departamento de Colonia
Fully refundableReserve now, pay when you stay
The price is AU$870 per night from 5 Apr to 6 Apr
AU$870
includes taxes & fees
5 Apr - 6 Apr
With a stay at Santa Virginia in Rosario, you'll be 13 mi (20.9 km) from Playa Verde and 13.5 mi (21.8 km) from Port of Juan Lacaze.
Santa Virginia
Don't see what you're looking for?
See all available properties in San Jose
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.

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

Holiday houses in San Jose 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 Jose 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 Jose adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in San Jose 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 Jose 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 Jose Holiday Homes essential information

Accommodation
14 Holiday Homes
Lowest Price
AU$147
Highest Price
AU$3,132
Popular accommodation
Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms, Spacious illuminated and unique apartment, Casa Quinta en Montevideo, Melilla, Hermosa Casona Central, Large 2 floors at Beach in best location Carrasco 4-bedroom house with AC, WiFi, Holiday house Montevideo for 2 persons with 1 bedroom - Holiday house, Farm house with private beach between Colonia and Montevideo., La Perla, Santa Virginia

Top trending hotels in San Jose

Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752, Pocitos, Montevideo
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 7 Apr to 8 Apr
AU$147
includes taxes & fees
7 Apr - 8 Apr
A stay at Dazzler by Wyndham Montevideo places you in the heart of Montevideo, within a 5-minute drive of Castillo Pittamiglio and World Trade Center.
Dazzler by Wyndham Montevideo
Hotel Costanero Montevideo- MGallery

Hotel Costanero Montevideo- MGallery

5 out of 5
Rambla Republica del Peru 1371, Montevideo
Fully refundableReserve now, pay when you stay
The price is AU$256 per night from 11 Apr to 12 Apr
AU$256
includes taxes & fees
11 Apr - 12 Apr
With a stay at Hotel Costanero Montevideo- MGallery in Montevideo (Pocitos), you'll be steps from Rambla of Montevideo and Pocitos Beach.
Hotel Costanero Montevideo- MGallery
Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
2905 José Benito Lamas, Montevideo
Fully refundableReserve now, pay when you stay
The price is AU$282 per night from 10 Apr to 11 Apr
AU$282
includes taxes & fees
10 Apr - 11 Apr
With a stay at Hotel Montevideo - Leading Hotels of the World, you'll be centrally located in Montevideo, just a 4-minute walk from Ombu Tree and 6 minutes by ...
Hotel Montevideo - Leading Hotels of the World
Save an average of 15% on thousands of hotels when you're signed in
Sofitel Montevideo Casino Carrasco and Spa

Sofitel Montevideo Casino Carrasco and Spa

5 out of 5
Rambla Republica de Mexico sn, Montevideo
Fully refundableReserve now, pay when you stay
The price is AU$342 per night from 18 Apr to 19 Apr
AU$342
includes taxes & fees
18 Apr - 19 Apr
With a stay at Sofitel Montevideo Casino Carrasco and Spa in Montevideo (Carrasco), you'll be a 1-minute drive from Carrasco Beach and 5 minutes from ...
Sofitel Montevideo Casino Carrasco and Spa
Don't see what you're looking for?
See all available properties in San Jose
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.

More ways to explore San Jose

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