Destination guide

Why people love visiting rustic Chianti Region

Enjoy the wineries and other features of Chianti Region. This city is relaxing and scenic, recognised for its local tours, sightseeing and restaurants. Take in top local attractions such as Stadio Artemio Franchi and Piazza del Campo. A holiday 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 cosy holiday rental and experience everything that makes Chianti Region a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 highlights

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 centre:

  • 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

Travelling to and around Chianti Region

The nearest airport is in Florence (FLR-Peretola), located 20.1 mi (32.4 km) from the city centre. 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.

Where to stay near Chianti?

Our 2019 accommodation listings offer a large selection of 9,928 holiday rentals near Chianti. From 1,374 Villas to 1,439 Houses, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Chianti for a long holiday or a weekend break is on HomeAway.

What are the most popular destinations to visit in Chianti?

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

  • Florence: 5,697 holiday rentals
  • Santo Spirito: 1,384 holiday rentals
  • Radda In Chianti: 3,703 holiday rentals
  • Siena: 2,568 holiday rentals
  • San Gimignano: 4,149 holiday rentals

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

What are the main cities to discover in Chianti?

Whether you are travelling solo or with family and friends, here are the cities in Chianti with the largest selection of holiday rentals for a perfect city break:

  • Florence: 5,697 holiday homes
  • Radda In Chianti: 3,703 holiday homes
  • Siena: 2,568 holiday homes
  • San Gimignano: 4,149 holiday homes
  • Barberino Val D'elsa: 2,670 holiday homes

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

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

HomeAway offers a large selection of holiday homes near great places to visit in Chianti. From HomeAway travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • Mugello Circuit: 4,999 holiday rentals
  • Florence (ZMS-Santa Maria Novella Train Station): 8,205 holiday rentals
  • Monash University - Prato: 6,694 holiday rentals
  • Hidron: 7,411 holiday rentals
  • Ponte Vecchio: 2,165 holiday rentals

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 of holiday homes.

Explore destinations around Chianti

5,697 holiday rentals
Radda In Chianti
3,703 holiday rentals
2,568 holiday rentals
San Gimignano
4,149 holiday rentals
Barberino Val D'elsa
2,670 holiday rentals
Tavarnelle Val di Pesa
2,246 holiday rentals
San Casciano In Val di Pesa
986 holiday rentals
3,260 holiday rentals
4,347 holiday rentals
6,262 holiday rentals
San Rocco A Pilli
1,021 holiday rentals
Castelfranco Piandiscò
1,921 holiday rentals
4,371 holiday rentals
Panzano In Chianti
2,532 holiday rentals
1,255 holiday rentals
Castellina In Chianti
3,004 holiday rentals
2,204 holiday rentals
2,057 holiday rentals
San Miniato
2,826 holiday rentals
3,525 holiday rentals