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?

Our 2019 vacation rental listings offer a large selection of 9,823 house rentals around Chianti. From 1,461 Villas to 1,374 Houses, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Chianti is on HomeAway.

What are the most popular destinations to visit in Chianti?

There are many lovely places to stay for a holiday trip or just for a weekend in Chianti. From HomeAway travelers, the most popular destinations to visit are:

  • Florence: 5,561 vacation rentals
  • Siena: 2,674 vacation rentals
  • San Gimignano: 4,164 vacation rentals
  • Oltrarno: 1,320 vacation rentals
  • Greve In Chianti: 4,405 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Chianti! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Chianti?

Whether you're travelling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Chianti:

  • Florence: 5,561 rentals
  • Siena: 2,674 rentals
  • San Gimignano: 4,164 rentals
  • Greve In Chianti: 4,405 rentals
  • Scandicci: 2,015 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holiday in Chianti?

HomeAway offers a large selection of lodging choices near lovely places in Chianti. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Florence (ZMS-Santa Maria Novella Train Station): 8,132 vacation homes
  • Monteroni D'Arbia Station: 4,211 vacation homes
  • The Mall Luxury Outlet: 8,227 vacation homes
  • Laurentian Library (Biblioteca Medicea Laurenziana): 8,111 vacation homes
  • Chianti Observatory: 10,901 vacation homes

But there are many other points of interest around Chianti listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Chianti

Florence
5,561 vacation rentals
Siena
2,674 vacation rentals
San Gimignano
4,164 vacation rentals
Greve In Chianti
4,405 vacation rentals
Scandicci
2,015 vacation rentals
Sinalunga
2,820 vacation rentals
Volterra
6,405 vacation rentals
Panzano In Chianti
2,540 vacation rentals
Certaldo
2,128 vacation rentals
Cavriglia
2,797 vacation rentals
Radicondoli
1,303 vacation rentals
Montespertoli
1,824 vacation rentals
Fiesole
4,257 vacation rentals
Asciano
2,972 vacation rentals
Impruneta
3,948 vacation rentals
Chiusdino
1,575 vacation rentals
Colle di Val d'Elsa
3,878 vacation rentals
San Casciano In Val di Pesa
984 vacation rentals
Bucine
2,564 vacation rentals
Castelnuovo Berardenga
3,717 vacation rentals