San Jose Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in San Jose

Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Fully refundableReserve now, pay when you stay
The price is S$223 per night from 30 Jun to 1 Jul
S$223
30 Jun - 1 Jul
9.6/10 Exceptional! (429 reviews)
"The staff was very helpful and patient with us despite our lack of Spanish speaking skills. The steak was delicious and the tours were great! Would definitely stay here again."

Reviewed on 20 Jun, 2026

Costanero Hotel Montevideo - MGallery Collection
Balfers Hotel

Balfers Hotel

3 out of 5
1328 Zelmar Michelini Montevideo Departamento de Montevideo
The price is S$56 per night from 30 Jun to 1 Jul
S$56
30 Jun - 1 Jul
8/10 Very good! (143 reviews)
"very noise, 7 dollar for parking, noise in the water of the bathroom, noise on the bed to move... did not have a good rest"

Reviewed on 14 Jun, 2026

Balfers Hotel
Own Montevideo

Own Montevideo

4 out of 5
Zorrilla de San Martín 177 Montevideo
Fully refundableReserve now, pay when you stay
The price is S$155 per night from 30 Jun to 1 Jul
S$155
30 Jun - 1 Jul
8.8/10 Excellent! (581 reviews)
"Excellent"

Reviewed on 1 Jun, 2026

Own Montevideo
See all 265 properties in San Jose
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.

Frequently asked questions

How much does a San Jose holiday package cost?
Tailor make your San Jose package from as little as . Pick from any combination of rental cars, flights and hotels to build the trip you've been dreaming about. Don't forget to add on one or two experiences!
How do I get a cheap travel package to San Jose?
Bundle your flights and hotels with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels around the globe, your San Jose holiday package can be tailored exactly to suit your budget. With all that extra money, why not include one or more awesome tours and activities? It's an easy way to unlock even more savings. That dream holiday to San Jose is much closer than you thought!
How far in advance should I book my San Jose holiday?
Browse Expedia to compare international airfares as soon as possible. You can generally purchase a ticket up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap tickets to San Jose sometimes occur within weeks of departure.
What does an Expedia San Jose travel package include?
With Expedia, you can select any combination of hotels, flights and car rentals to create your ideal San Jose travel package. Once you've made your booking, you can add on fun stuff like day tours and activities. Don't forget — the more you bundle, the more you'll save!
What should I know before booking a San Jose travel package?
A travel package can be customized for your circumstances and is a fantastic way to make your budget go further. What you include is completely up to you. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a San Jose Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You get to choose. We have access to more than 550 airline partners all over the world, so you have lots of choice when creating your San Jose trip.
If I'm not able to travel, can I cancel my San Jose holiday package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it with no penalties. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Stay near popular San Jose attractions

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater on your trip to San Jose de Mayo. Take in the theatre scene while you're in the area.
See properties

What to do in San Jose

Montevideo: La Macarena Wetland Day Trip with Lunch

Montevideo: La Macarena Wetland Day Trip with Lunch

S$93
per adult
Montevideo: La Macarena Wetland Day Trip with Lunch
Traditional and award-winning winery tour in Montevideo

Traditional and award-winning winery tour in Montevideo

S$123
per adult
Traditional and award-winning winery tour in Montevideo
Fortaleza del Cerro Montevideo Private Tour with Tickets

Fortaleza del Cerro Montevideo Private Tour with Tickets

S$257
per adult
Fortaleza del Cerro Montevideo Private Tour with Tickets
See all activities in San Jose

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.