Discover a selection of 9,000 vacation rentals in Chianti Region, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $66 per night, and villas and farmhouses are popular options for a stay in Chianti Region. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Chianti Region
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Destination guide

Why people love visiting rustic Chianti Region

Enjoy the wineries and other features of Chianti Region. This city is relaxing and scenic, recognized for its local tours, sightseeing and restaurants. Take in top local attractions like Stadio Artemio Franchi and Piazza del Campo. A vacation rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities

Activities and attractions in Chianti Region

Do you want to discover attractions to visit during your stay? Venture out of your cozy vacation rental and experience everything that makes Chianti Region a one-of-a-kind vacation spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Il Molino di Grace Winery (2.3 mi / 3.7 km)
  • Castello di Radda Winery (2.6 mi / 4.1 km)
  • Castello d'Albola (2.8 mi / 4.5 km)
  • Buondonno Winery (3.9 mi / 6.2 km)
  • Casa Vinicola Luigi Cecchi (5.3 mi / 8.5 km)
  • Isole e Olena Winery (6 mi / 9.7 km)
Natural features

Exploring the natural features in Chianti Region

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Chianti Region is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Piazzale Michelangelo (16.5 mi / 26.6 km)
  • Boboli Gardens (16.7 mi / 26.9 km)
  • Gianfranco Carla Fineschi Botanical Rose Garden (7.6 mi / 12.2 km)
  • Chianti Sculpture Park (9.6 mi / 15.5 km)
  • The SottoVico Garden (12.7 mi / 20.4 km)
  • Enoteca Italiana (14.5 mi / 23.3 km)
How to get there

Traveling to and around Chianti Region

The nearest airport is in Florence (FLR-Peretola), located 20.1 mi (32.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Pisa (PSA-Galileo Galilei), which is 49 mi (78.8 km) away.

If you prefer to travel by train, Figline Valdarno Station, San Giovanni Valdarno Station and Incisa Station are the main stations that serve the city.

How many vacation rentals are available around Chianti Region, IT?

Our 2021 property listings offer a large selection of 8,808 vacation rentals around Chianti Region. From 1,684 villa rentals to 411 farmhouse rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.