Monsanto holiday lettings

We found 2,048 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Monsanto that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, such as parking and air conditioning. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

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Why people love visiting historical Monsanto

The area's wineries and history are just some of the reasons to come on holiday to Monsanto. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Monsanto

Are you hoping to find things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Monsanto a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Castello di Monsanto (0.2 mi / 0.2 km)
  • Castello della Paneretta (0.4 mi / 0.7 km)
  • Isole e Olena Winery (2.4 mi / 3.8 km)
  • Casa Sola - Chianti Winery (2.7 mi / 4.3 km)
  • Buondonno Winery (4.7 mi / 7.6 km)
  • Tenuta Torciano Winery (5.7 mi / 9.1 km)

Exploring the natural features in Monsanto

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Monsanto is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Sentierelsa Trail (5.8 mi / 9.3 km)
  • Val di Merse (22.1 mi / 35.5 km)
  • Le Caldane Thermal Baths (7.7 mi / 12.4 km)
  • Alta Val d'Elsa River Park (7.9 mi / 12.7 km)
  • Chianti Sculpture Park (11.8 mi / 19 km)
  • The SottoVico Garden (4.8 mi / 7.7 km)

Transport to and around Monsanto

Fly into Peretola Airport (FLR), the closest airport, located 21.3 mi (34.2 km) from the city centre.

Frequently asked questions

What is the best area to stay in Monsanto when booking a holiday rental?
When considering a holiday rental in Monsanto, Tuscany, a popular area to stay is the charming village centre, where you can immerse yourself in the authentic Tuscan experience. This picturesque area boasts narrow cobbled streets, ancient stone houses, and stunning views of the surrounding countryside, making it a delightful place to explore on foot. Staying here puts you within easy reach of local attractions such as the beautiful Church of San Lorenzo, which showcases exquisite Renaissance art, and the nearby vineyards, where you can indulge in wine tastings and learn about the region's viticulture.

Another excellent option is to stay in the outskirts of Monsanto, where you can enjoy a more tranquil setting while still being close to the village centre. This area offers a range of holiday rentals, often featuring spacious gardens and panoramic views. You'll find that it's a great base for hiking and cycling enthusiasts, with numerous trails that lead through the stunning landscapes of the Chianti region. Additionally, being just a short drive away from other popular destinations like San Gimignano and Volterra enhances the allure of this location.
How much does it cost to rent a holiday home in Monsanto?
Prices for holiday rentals in Monsanto 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 Monsanto 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 Monsanto holiday house rentals?
You can find great discounts on house rentals in Monsanto 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 Monsanto?
A long-stay holiday rental in Monsanto 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 Monsanto holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Monsanto 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.
What are popular rental amenities in Monsanto?
In Monsanto, holiday rentals typically offer a range of charming amenities that enhance the rustic Italian experience. Most properties are private homes or villas located in the picturesque countryside, with many featuring traditional Tuscan architecture. Guests can expect well-equipped kitchens for preparing local delicacies, cosy living areas with authentic furnishings, and outdoor spaces such as terraces or gardens, great for soaking in the stunning views of the surrounding hills. Some rentals may even provide amenities like private pools or barbecues, allowing for a leisurely getaway amidst the serene landscape.
How early should I book a Monsanto holiday rental?
Book your Monsanto 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 Monsanto?
Monsanto, a picturesque village in Tuscany, offers visitors a delightful experience steeped in history and natural beauty. The village itself is a top attraction, characterised by its stone houses and narrow, winding streets that reflect traditional Tuscan architecture. Nearby, the stunning landscape of the Chianti region provides ample opportunities for wine tasting and vineyard tours, with several renowned wineries just a short drive away.

In the vicinity, the historic town of Montepulciano is famous for its Renaissance architecture and exceptional wine, particularly the Vino Nobile di Montepulciano. Visitors can explore its charming piazzas and ancient churches while enjoying the stunning views of the surrounding countryside.
Can I change or cancel my Monsanto home rental booking on Vrbo?
To find Monsanto 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 Monsanto 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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