South San Jose holiday lettings

We found 147 holiday rentals — enter your dates for availability

Discover a selection of 81 homes, 16 apartments and other holiday rentals in South San Jose that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a garden. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in South San Jose?
Prices for holiday rentals in South San Jose vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in South San Jose to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for South San Jose holiday house rentals?
You can find great discounts on house rentals in South San Jose on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any South San Jose holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in South San Jose with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in South San Jose?
A long-stay holiday rental in South San Jose is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit South San Jose for a holiday rental?
The best time to visit South San Jose for a holiday rental is during the peak season from May to July. This period is particularly popular among families and adventure seekers, as the warm weather creates ideal conditions for exploring the region's parks, hiking trails, and attractions. July, in particular, is a lively month, with plenty of outdoor activities to enjoy, from picnicking in local parks to attending community events.

During this peak season, temperatures typically range from the mid-teens to mid-twenties Celsius, making it comfortable for sightseeing and outdoor adventures. You'll find a vibrant setting, with a variety of options for dining, shopping, and entertainment just a short drive away.

If you're looking for a quieter, more budget-friendly experience, consider visiting in September. This month offers pleasant weather and fewer crowds, allowing for a more relaxed exploration of South San Jose's cultural and natural offerings. The mild temperatures, usually hovering around the low twenties Celsius, still provide great conditions for enjoying the outdoors without the summer rush.

Ultimately, your choice of travel time will depend on whether you prefer the bustling energy of peak season or the tranquillity of a shoulder month.
How early should I book a South San Jose holiday rental?
Book your South San Jose holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in South San Jose, California, United States of America?
In South San Jose, visitors can discover a variety of attractions that reflect the area's blend of culture and outdoor activities. The Almaden Quicksilver County Park offers numerous hiking trails where guests can explore the scenic beauty of the region, including historical mining sites and expansive vistas. Additionally, the nearby Oakridge Mall provides shopping and dining options, making it a convenient stop for leisure and entertainment.

For those interested in the arts, the nearby San Jose Museum of Art showcases a diverse collection of contemporary works, while the historic district of Naglee Park features charming architecture and local eateries. Nature enthusiasts can also visit the beautiful Japanese Friendship Garden in Kelley Park, which offers a serene setting for relaxation and strolls.
Can I change or cancel my South San Jose home rental booking on Vrbo?
To find South San Jose holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the South San Jose holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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