Monte Sereno holiday lettings

We found 930 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

August 2025

September 2025

Scroll through and select from holiday rentals in Monte Sereno to find one that's perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as a garden and pool. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Monte Sereno

Showing deals for:21 Nov - 28 Nov

Spa and Pool with Six Inch Deep Wading & Sunbathing Pool

Exceptional

(53 reviews)

Splashpad. Steps from downtown and dining, shops and Starbucks. Walkable

San Jose, CA

8% off

£935 per night

includes taxes & fees

Full Size Heated in-ground Pool (heating is available for an extra daily charge)

Exceptional

(53 reviews)

Luxurious & cozy Large 4 BR 2BA Home with Swimming POOL- San Jose Cambrian area

San Jose, CA

8% off

£267 per night

includes taxes & fees

Library space w/ pull out couch (4th bedroom)

Exceptional

(26 reviews)

Spacious 3bed/3bath w/ Library Served as extra Bedroom Home in Willow Glen!

San Jose, CA

6% off

£314 per night

includes taxes & fees

Exceptional

(98 reviews)

Treehouse in the Los Gatos Mountains, Redwoods, Beaches & Silicon Valley

Los Gatos, CA

9% off

£161 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Monte Sereno

Quiet Private Magical Los Gatos vacation rental

Charming Vacation Rental House Los Gatos-Saratoga-Monte Sereno

Sleeps 4 · 2 bedrooms · 1 bathroom

Private Cozy suite in Los Gatos -Saratoga walking distance to downtown..

Sleeps 2 · 1 bedroom · 0+ bathrooms

Top rated rentals - Monte Sereno

Premier Host

Fantastic comfortable stay

Such a great stay. Perfect location right above a great variety of restaurants & shops. Very central San Jose. All completely modern amenities. Extremely comfortable. Host was amazingly accommodating. Very highly recommend.

Carolyn S.

Stayed Dec 2021

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

Find out more about Monte Sereno

Choose a holiday rental for your Monte Sereno getaway

Learn about the unique charm of Monte Sereno with a stay in a holiday home rental. This city has something for everyone. SAP Center at San Jose and Levi's Stadium are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Monte Sereno

Are you hoping to find attractions to see in the area? Venture out of your cosy holiday rental and experience everything that makes Monte Sereno a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Testarossa Winery (1.7 mi / 2.7 km)
Mountain Winery (4.3 mi / 6.9 km)
Happy Hollow Park and Zoo (9.4 mi / 15.2 km)
California's Great America (11.1 mi / 17.8 km)
Zip Line (11.8 mi / 18.9 km)
Raging Waters (12 mi / 19.4 km)

Exploring the natural landscape of Monte Sereno

Whether you're an active traveller or just want to appreciate the scenery, Monte Sereno is a great spot to appreciate mother nature. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

Vasona Lake County Park (1.5 mi / 2.4 km)
Hakone Gardens (2.9 mi / 4.7 km)
Plaza de Cesar Chavez (8.7 mi / 14 km)
Santa Cruz Mountains (11.9 mi / 19.1 km)
Big Basin Redwoods State Park (14.9 mi / 24 km)
Alum Rock Park (15.4 mi / 24.8 km)

How to get to and around Monte Sereno

Fly into San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.), the closest airport, located 9.9 mi (15.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Watsonville, CA (WVI-Watsonville Municipal), which is 23.7 mi (38.2 km) away.

Frequently asked questions

What is the best area to stay in Monte Sereno when booking a holiday rental?

When considering a holiday rental in Monte Sereno, California, the most appealing area is the vicinity around the charming downtown area. This neighbourhood offers a delightful blend of tranquillity and accessibility, making it a great base for your stay. You'll find a variety of properties ranging from quaint cottages to more luxurious homes, ideal for families or couples seeking a peaceful retreat.

Staying near downtown allows you to enjoy the picturesque surroundings and take advantage of the nearby attractions. One such highlight is the scenic Vasona Lake County Park, which is great for leisurely strolls, picnics, or even kayaking on the serene waters. Additionally, the nearby town of Los Gatos offers a vibrant atmosphere with its lively shops and restaurants, as well as the historic Los Gatos Creek Trail, which is great for walking or cycling.

How much does it cost to rent a holiday home in Monte Sereno?

Prices for holiday rentals in Monte Sereno 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 Monte Sereno 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 Monte Sereno holiday house rentals?

You can find great discounts on house rentals in Monte Sereno 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.

Can I find long-stay holiday rentals in Monte Sereno?

A long-stay holiday rental in Monte Sereno 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.

Are there any Monte Sereno holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Monte Sereno 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.

When is the best time to visit Monte Sereno for a holiday rental?

The best time to visit Monte Sereno for a holiday rental is during the peak season from September to November, with October being particularly popular. This period showcases the stunning natural beauty of the area, as the weather is pleasantly mild, typically hovering around the low 20s Celsius. It's an ideal time for outdoor enthusiasts, with various hiking trails and parks offering breathtaking views and the chance to immerse yourself in nature.

In October, the vibrant autumn foliage adds to the charm, making it superb for scenic walks or leisurely picnics in the local parks. The comfortable climate fosters a friendly space for exploring the quaint streets and enjoying the local dining options.

For those looking to save a bit while still enjoying Monte Sereno's offerings, July is considered a low season. While the weather can be warmer, this quieter month allows for a more relaxed experience, with fewer tourists and a chance to enjoy the local culture at a leisurely pace.

How early should I book a Monte Sereno holiday rental?

Book your Monte Sereno 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.

Can I change or cancel my Monte Sereno home rental booking on Vrbo?

To find Monte Sereno 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Monte Sereno 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.