South San Jose holiday lettings
We found 149 holiday rentals — enter your dates for availability
Discover a selection of 80 homes, 13 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
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South San Jose

Amazing Hillside Retreat 6 bedrooms, 7.5 baths
Sleeps 13 · 6 bedrooms · 7+ bathrooms

4BR3.5BA w/Epic SJ Valley Views!
Sleeps 8 · 4 bedrooms · 3+ bathrooms

Spacious 3BR/2BA home in the Heart of SJ. Free wifi/washer/ dryer/AC/parking
Sleeps 11 · 3 bedrooms · 2 bathrooms

Two Bedroom One Bath Condo ~ "Home Away From Home"
Sleeps 4 · 2 bedrooms · 1 bathroom

Grand Villa Castle in San Jose
Sleeps 12 · 6 bedrooms · 5 bathrooms

Charming 4-bedroom house with WiFi, AC in delightful San Jose
Sleeps 8 · 4 bedrooms · 2+ bathrooms
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore 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.
More holiday ideas
- Ebay Inc. Headquarters Holiday Rentals
- Martial Cottle Park Holiday Rentals
- Japanese Friendship Garden Holiday Rentals
- Almaden Valley Holiday Rentals
- Willow Glen Holiday Rentals
- Silicon Valley Holiday Rentals
- Communications Hill Holiday Rentals
- Good Samaritan Hospital - Mission Oaks Campus Holiday Rentals
- Cambrian Community Holiday Rentals
- Edenvale Holiday Rentals
- Rancho Santa Teresa Holiday Rentals
- San Jose Holiday Rentals
- Washington - Guadalupe Holiday Rentals
- Silver Creek Holiday Rentals
- East San Jose Holiday Rentals
- Willow Glen South - Lincoln Glen Holiday Rentals
- Spartan Stadium Holiday Rentals
- Evergreen Holiday Rentals
- Happy Hollow Park and Zoo Holiday Rentals
- Good Samaritan Hospital - San Jose Holiday Rentals
- Cambrian Holiday Rentals
- English Town Holiday Rentals
- Little Saigon Holiday Rentals
- New Almaden Holiday Rentals
- Kaiser Permanente Emergency Care San Jose Holiday Rentals
- The Pruneyard Shopping Center Holiday Rentals
- Almaden Plaza Holiday Rentals
- Apartments in Livermore
- Houses in Livermore
- Cabins in Henry Cowell Redwoods State Park
- Bed and breakfasts in Ano Nuevo State Park
- Lake rentals near Beer Can Beach
- Longstay Hotels in Capitola
- Apartments in Milpitas
- Houses in Milpitas
- Longstay Hotels in Milpitas
- Pet-Friendly rentals near Half Moon Bay State Beach
- Beach rentals in Watsonville
- Houses in Watsonville
- Bed and breakfasts in Blue Oak Ranch Reserve
- Apartments in Los Gatos
- Cottages in Los Gatos
- Houses in Los Gatos
- Townhouses in Los Gatos
- Apartments in Gilroy
- Houses in Gilroy
- Bed and breakfasts in Butano State Park
- Apartments in Palo Alto
- Cottages in Palo Alto
- Houses in Palo Alto
- Villas in Palo Alto
- Bed and breakfasts in La Selva Beach
- Apartments in Aptos
- Beach rentals in Aptos
- Pet-Friendly rentals in Aptos
- Houses in Aptos
- Bed and breakfasts in Fremont Older Preserve
- Apartments in San Bruno
- Houses in San Bruno
- Longstay Hotels in San Mateo
- Rentals with pool in San Jose
- Cottages in Half Moon Bay
- Pet-Friendly rentals in Half Moon Bay
- Houses in Half Moon Bay
- Cabins in Half Moon Bay
- Oceanfront rentals near Davenport Landing Beach
- Apartments in Millbrae
- Houses in Millbrae
- Apartments in Burlingame
- Houses in Burlingame
- Apartments in Menlo Park
- Houses in Menlo Park
- Rentals with pool near Elkhorn Slough National Estuarine Research Reserve
- Apartments in Cupertino
- Houses in Cupertino
- Townhouses in Cupertino
- Villas in Cupertino
- Apartments in Pleasanton
- Cottages in Pleasanton
- Houses in Pleasanton
- Rentals with pool near Monte Bello Open Space Preserve
- Pet-Friendly rentals near Seacliff State Beach
- Apartments in Sunnyvale
- Rentals with pool in Sunnyvale
- Cottages in Pacific Grove
- Pet-Friendly rentals in Pacific Grove
- Apartments in Redwood City
- Houses in Redwood City
- Townhouses in Redwood City
- Longstay Hotels in Redwood City
- Resorts in Rockaway Beach
- Cabins in Three Mile Beach
- Apartments in Foster City
- Houses in Foster City
- Ski-In/Ski-Out rentals near Purisima Creek Redwoods
- Houses in Stanford University
- Ski-In/Ski-Out rentals near Edgewood Park & Natural Preserve
