Where to stay around Chianti, IT?

Our 2018 property listings offer a large selection of 10,898 vacation rentals near Chianti. From 7,079 Studios to 7,074 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Chianti for a holiday or a weekend are on VRBO.

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 VRBO travelers, the top most popular destinations to visit are:

  • Florence: 6,216 vacation rentals
  • Siena: 2,764 vacation rentals
  • San Gimignano: 4,612 vacation rentals
  • Duomo: 3,133 vacation rentals
  • Piazza San Firenze: 8,984 vacation rentals

And VRBO 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 traveling 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: 6,216 rentals
  • Siena: 2,764 rentals
  • San Gimignano: 4,612 rentals
  • Castellina In Chianti: 4,282 rentals
  • Greve In Chianti: 2,458 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 holidays in Chianti?

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

  • Piazza San Firenze: 8,984 rentals
  • Florence (ZMS-Santa Maria Novella Train Station): 8,943 rentals
  • Meleto Castle: 6,656 rentals
  • Monteriggioni Castle: 6,914 rentals
  • Monash University - Prato: 7,302 rentals

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

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)

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)