Deals on vacations and trips to San Jose

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San Jose flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Regency Park Hotel

Regency Park Hotel

4 out of 5
Price was $1,355, price is now $1,068 per person
$1,068
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Montevideo (MVD)
This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free buffet breakfast each morning.
Regency Way Montevideo Hotel

Regency Way Montevideo Hotel

3.5 out of 5
Pocitos
Price was $1,625, price is now $1,288 per person
$1,288
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montevideo (MVD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Regency Golf - Hotel Urbano

Regency Golf - Hotel Urbano

4 out of 5
Punta Carretas
Price was $1,614, price is now $1,282 per person
$1,282
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montevideo (MVD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. There's a sauna on site, and a 24-hour front desk and a coffee shop are also provided.
Own Montevideo

Own Montevideo

4 out of 5
Punta Carretas
Price was $1,698, price is now $1,364 per person
$1,364
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montevideo (MVD)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Relax with a drink at the poolside bar and enjoy the free buffet breakfast each morning.

Opta Coliving

3 out of 5
Punta Carretas
Price was $1,545, price is now $1,249 per person
$1,249
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montevideo (MVD)
A full-service spa and a gym are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a rooftop terrace on site, and a coffee shop and a garden are also provided.

Top San Jose hotels deals

Dazzler by Wyndham Montevideo

Dazzler by Wyndham Montevideo

3.5 out of 5
21 de Setiembre 2752 Montevideo
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $104 total per night
$104 total
Jul 31 - Aug 1
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free buffet breakfast each morning.
Costanero Hotel Montevideo - MGallery Collection

Costanero Hotel Montevideo - MGallery Collection

5 out of 5
Rambla Republica del Peru 1371 Montevideo
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $178 total per night
$178 total
Jul 26 - Jul 27
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Hotel Montevideo - Leading Hotels of the World

Hotel Montevideo - Leading Hotels of the World

5 out of 5
2905 José Benito Lamas Montevideo
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $172 total per night
$172 total
Jul 29 - Jul 30
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
BIT Design Hotel

BIT Design Hotel

3 out of 5
Ramon Fernandez 265 Montevideo
Free Cancellation
Reserve now, pay when you stay
$82 nightly
The price is $84 total per night
$84 total
Aug 17 - Aug 18
An area shuttle is featured at this hotel, along with a gym and a 24-hour front desk. WiFi in public areas is free. Traveling on business? Take advantage of the business center, laundry service, and airport shuttle.
Cala Di Volpe Boutique Hotel

Cala Di Volpe Boutique Hotel

3.5 out of 5
Rbla. Mahatma Gandhi y Parva Domus Montevideo
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $117 total per night
$117 total
Aug 2 - Aug 3
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Enjoy the hot tub and perks like a free theme park shuttle.
Esplendor by Wyndham Montevideo Cervantes

Esplendor by Wyndham Montevideo Cervantes

4 out of 5
Soriano 868 Montevideo
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $79 total per night
$79 total
Aug 7 - Aug 8
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free buffet breakfast each morning.
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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.

Stay near popular San Jose attractions

Bartolome Maccio Theater

You can get tickets for a performance at Bartolome Maccio Theater during your stay in San Jose de Mayo. Take in the theater scene while you're in the area.
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Photos of local treasures

Browse San Jose vacation photos for more inspiration

A courtyard with a pink building, palm trees, and columns.
A road lined with tall palm trees under a clear blue sky.

Frequently asked questions

How much are vacation packages to San Jose?
With vacation packages being sold for just $1,068, it's not necessary to blow out the credit card for your getaway to San Jose. Travelocity can help. Bundle your hotels, flights and tours into a package and walk away with excellent discounts. The more you book, the more you save.
Where can I get the best vacation package deals for San Jose?
Travelocity is the place to go to score an amazing San Jose package deal. Choose from 400 airlines and 1,000,000 properties worldwide and create a vacation package that's perfect for you. With so many options at hand, you'll have plenty of inspiration for your next great escape.
Why should I purchase my San Jose vacation package with Travelocity?
From incredible destinations to fun experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also make sure you're being taken care of while you're on your trip. And don't panic if you spot a lower price on your reservation, we'll match it. That's our Price Match Guarantee.
Will I save money on my San Jose car rental if I bundle it with hotels and flights?
Definitely. And our San Jose vacation packages are the perfect way to do it. In only a few clicks you can save cash and time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Looking for things to do? Add some activities or experiences to your package and save on those too.
Which airport is best for San Jose?
Carrasco Intl. Airport (MVD) is the major hub for vacationers visiting San Jose.
What is there to do in San Jose?
To discover the true heart of San Jose, you really have to plan a trip to Bartolome Maccio Theater. It's among the most well-known attractions in the area.