Where to stay near Chianti?

Our 2019 accommodation listings offer a large selection of 10,536 holiday rentals near Chianti. From 6,503 Studios to 6,491 Condos/Apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Chianti 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: 6,035 holiday rentals
  • Siena: 2,708 holiday rentals
  • San Gimignano: 4,516 holiday rentals
  • Santo Spirito: 2,371 holiday rentals
  • Castellina In Chianti: 3,816 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: 6,035 holiday homes
  • Siena: 2,708 holiday homes
  • San Gimignano: 4,516 holiday homes
  • Castellina In Chianti: 3,816 holiday homes
  • Radda In Chianti: 3,752 holiday homes

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

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)

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)