Toppole vacation rentals

We found 565 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals in Toppole that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation rentals have the best amenities for spending time at your vacation home, including WiFi and parking. No matter what you're looking for, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Toppole

Remote Toppole will entice you

Enjoy the wineries and other features of Toppole. Travelers to this trendy city praise the horse racing, cheese shops and horseback riding. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Toppole

Do you want to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Toppole has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Tennis Club Castiglionese (11.7 mi / 18.8 km)
  • Ravagni Oil Mill (4.6 mi / 7.4 km)
  • Agricola Buccelletti Winery (10.1 mi / 16.2 km)

Exploring the natural features in Toppole

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Toppole is a great spot to appreciate mother nature. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Piazza Guido Monaco (7.7 mi / 12.3 km)
  • Foreste Casentinesi-Monte Falterona-Campigna National Park (28.4 mi / 45.7 km)
  • Sandro Pertini Park (7.5 mi / 12 km)
  • Ponte a Buriano and Penna Nature Reserve (14.2 mi / 22.8 km)
  • Buriano Bridge and Penna Natural Reserve (14.3 mi / 23 km)
  • Giardino del Prato (7.3 mi / 11.7 km)

Frequently asked questions

What is the best area to stay in Toppole, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Toppole, Tuscany, the surrounding neighborhoods offer a delightful blend of charm and convenience. One of the best areas to stay is near the historic center, where you can immerse yourself in the rich culture and stunning architecture that Tuscany is renowned for. This area is dotted with quaint shops, local eateries, and vibrant markets, making it easy to experience authentic Tuscan life.

Another appealing neighborhood is close to the scenic countryside, where rolling hills and vineyards create a picturesque backdrop. Here, you can enjoy outdoor activities such as hiking and biking, with plenty of opportunities to sample local wines at nearby wineries. The proximity to top attractions, such as ancient castles and beautiful churches, adds to the allure of this area.

In Toppole and its nearby neighborhoods, you can find a variety of vacation rental properties that cater to different preferences, from cozy apartments to charming villas.
How much does it cost to rent a vacation home in Toppole?
Prices for vacation rentals in Toppole 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 Toppole 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 Toppole vacation house rentals?
You can find great discounts on house rentals in Toppole 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 vacation rentals in Toppole?
A long-stay vacation rental in Toppole is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Toppole vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Toppole with parking available—perfect for families or travelers 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 Toppole vacation rental?
Book your Toppole vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Toppole, Tuscany, Italy?
In Toppole, Tuscany, visitors can engage in the region's rich history and stunning landscapes. The village itself offers a charming atmosphere with traditional Tuscan architecture and local eateries serving authentic cuisine. Nearby, the beautiful countryside presents opportunities for hiking and exploring vineyards, making it a great spot for wine lovers.

Just a short drive away, the historic town of Volterra features impressive Etruscan ruins and medieval architecture, including the well-preserved Piazza dei Priori. For those interested in art and history, the city of San Gimignano, known for its iconic towers and UNESCO World Heritage status, is also within reach.

Additionally, the rolling hills of Chianti are not far from Toppole, where visitors can enjoy wine tastings and picturesque landscapes.
Can I change or cancel my Toppole home rental booking on Vrbo?
To find Toppole vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 Toppole vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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 Vacation Ideas