Discover a selection of 9,000 vacation rentals in Chianti, 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 kitchens. Prices start at $76 per night, and villas and farmhouses are popular options for a stay in Chianti. Either way, you'll find a rental for everyone's needs.
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 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, IT?

Our 2020 property listings offer a large selection of 9,124 vacation rentals around Chianti. From 1,490 villa rentals to 391 farmhouse rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent a rural property in Chianti?

There's something kind of special about living out in the country. If you're a born-and-bred city dweller longing for a taste of rural living, let us sort you out. Vrbo has 2,368 countryside getaway rentals in this destination. Open to other suggestions? Vrbo is brimming with other property options to search through, including:

  • 1,604 city-center vacation rentals.
  • 949 town vacation rentals.
  • 733 village vacation rentals.

Can I rent an apartment in Chianti?

Experience this destination like a local from the comfort of a cozy apartment. You'll feel like part of the neighborhood in no time at all! Vrbo has 6,761 for you to select from here. If you make your reservation quick, you could spend as little as $22 per night. Or maybe you'd rather one of the area's other rental types, like:

  • Villa: 1,492 vacation homes. Prices start from $44 per night.
  • House: 1,389 vacation homes. Prices start from $22 per night.
  • Hotel: 434 vacation homes. Prices start from $26 per night.

Can I stay in Chianti in a large group?

There's nothing more enjoyable than being somewhere new with extended family and friends. And the good news is Vrbo has some places suitable for big groups. 1,228 apartment vacation homes are ready to be booked. At the moment, they're the preferred choice here for big groups. The lodging options that can provide for large groups in this area include:

  • Are you looking for vacation homes that can fit 6 of you? We have 3,784 that will be perfect. Prices start from $39 per night.
  • Require a vacation rental for 5 people? We have 2,113 that will be ideal. You can get one for as little as $44 a night.
  • Organizing a trip away with 8 guests? We have 1,232 vacation homes that will be perfect. Prices start from $44 a night.

So never fear! When you book with us you can take your uncle, your sister and all your friends to Chianti.

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