Santo holiday lettings

We found 373 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Santo to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, including Wi-Fi and parking. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Choose a holiday rental for your Santo getaway

Learn about the unique charm of Santo with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Santo

Do you want to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that Santo has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Terme Petriolo (1.5 mi / 2.5 km)
  • Castiglion del Bosco Winery (5.1 mi / 8.2 km)
  • Castello Banfi (8.8 mi / 14.1 km)
  • Tenuta Greppo Franco Biondi Santi (9.9 mi / 15.9 km)
  • Podere Ristella Vineyards and Winery (15.3 mi / 24.6 km)
  • Capanna of Cencioni (8.5 mi / 13.7 km)

Exploring the natural features in Santo

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Santo is a great place to spend some time outside. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • I Canaloni del Torrente Farma (7 mi / 11.2 km)
  • Val di Merse (7.4 mi / 11.9 km)
  • Horti Leonini (14.7 mi / 23.6 km)
  • Val di Chiana (25.4 mi / 40.8 km)
  • Bosco della Ragnaia (14.3 mi / 23 km)
  • Orto Botanico dell'Universita di Siena (15.3 mi / 24.7 km)

Frequently asked questions

What is the best area to stay in Santo when booking a holiday rental?
When looking for the best area to stay in Santo, Tuscany, you might consider the charming neighbourhoods that offer both beauty and convenience. One of the most appealing areas is the historic centre, where you can immerse yourself in the rich culture and fascinating architecture. This area is home to stunning medieval buildings and quaint cobbled streets, making it great for leisurely strolls. Nearby, you can explore the stunning local church, which showcases exquisite art and offers a glimpse into the region's history.

Another fantastic option is the picturesque countryside surrounding Santo. This area is known for its breathtaking landscapes and vineyards, where you can enjoy wine tasting tours and indulge in local culinary delights. It's also close to walking trails that lead you through the rolling hills, providing a chance to experience the natural beauty of Tuscany firsthand.

In terms of holiday rentals, Santo offers a variety of properties, from cosy cottages to elegant villas, suiting different tastes and budgets. Whether you prefer the vibrancy of the town centre or the tranquillity of the countryside, you'll find plenty of options to make your stay enjoyable.
How much does it cost to rent a holiday home in Santo?
Prices for holiday rentals in Santo 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 Santo 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 Santo holiday house rentals?
You can find great discounts on house rentals in Santo 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 Santo?
A long-stay holiday rental in Santo 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 Santo holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Santo 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.
How early should I book a Santo holiday rental?
Book your Santo 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 Santo?
In Santo, Tuscany, visitors can immerse themselves in picturesque landscapes and rich cultural heritage. The charming village is surrounded by rolling hills and vineyards, making it an ideal spot for wine enthusiasts looking to explore local wineries and enjoy wine tastings. The nearby historic towns of Montepulciano and Pienza are also easily accessible, each offering stunning architecture and renowned local cheeses.

For those interested in art and history, the area boasts several ancient churches and rustic farmhouses that showcase traditional Tuscan architecture. Outdoor enthusiasts can explore the scenic walking trails that wind through the countryside, providing breathtaking views of the landscape. Additionally, the local markets offer a taste of authentic Tuscan cuisine, where visitors can sample fresh produce and regional delicacies.
Can I change or cancel my Santo home rental booking on Vrbo?
To find Santo 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 Santo 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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