Find the best place to stay — Chianti

Where to stay around Chianti?

Our 2018 accommodation listings offer a large selection of 11,379 holiday lettings near Chianti. From 7,112 apartments to 1,659 villas, find unique self catering accommodation 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: 6,459 holiday homes
  • Siena: 2,846 holiday homes
  • San Gimignano: 4,902 holiday homes
  • Volterra: 5,295 holiday homes
  • Mediterranean Sea: 437,457 holiday homes

HomeAway offers you the possibility to discover many other popular destinations in Chianti! Please use our search bar to access the selection of self catering accommodations 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 lettings for a perfect city break:

  • Florence: 6,459 holiday lettings
  • Siena: 2,846 holiday lettings
  • San Gimignano: 4,902 holiday lettings
  • Volterra: 5,295 holiday lettings
  • Greve In Chianti: 2,537 holiday lettings

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

What are the most popular points of interest and landmarks to stay near in Chianti?

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

  • Florence (ZMS-Santa Maria Novella Train Station): 9,305 holiday rentals
  • Piazza San Firenze: 9,276 holiday rentals
  • Mugello Circuit: 5,699 holiday rentals
  • Villa del Poggio Imperiale: 9,397 holiday rentals
  • Royal Apartments: 9,304 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 accommodations.

Holidaymakers searching for holiday rentals in Chianti also enquired about villas in Cortona, villas in Macerata and apartments in San Gimignano

Make a holiday rental apartment or villa in Chianti, Tuscany, Italy your home away from home

An area of rolling hills and vineyard laden valleys, Chianti is a world famous section of the beautiful Province of Tuscany, Italy, famous for its wines. Situated between Florence and Siena, taking a Chianti villa rental not only puts you amongst the stunning rural scenery, surrounded by a selection of the best wines produced anywhere in the world, but also gives you access to some of the richest artistic heritage too. Self catering villas in Chianti, Tuscany, are a dream for wine connoisseurs everywhere.

Things to do in Chianti, Tuscany

The Tuscan countryside is ideal for exploration, by foot, on bicycle or, for those with a little less time or less energy, by car. Walking and cycling holidays using a Chianti rental villa are ideal, not only due to the idyllic setting and freedom provided, but also for the fact that there is very little that compares to the experience of sitting outside a self catering villa in Chianti, watching the sun set over the hills with a glass of local Chianti wine.

One of the nicest places to walk, relax and absorb the natural environment from a Chianti apartment rental or self catering villa is the Monte San Michele National Park, which lets you walk the hills to spectacular view points over hilltop towns and small vineyards bordered by woodland, well off the usual tourist trails.

Places to go on holiday in Chianti, Tuscany

Wine connoisseurs taking a villa in Chianti, Tuscany, will love Greve in September. Greve is the setting for the largest wine festival in Chianti, providing you the chance to sample, purchase and enjoy the huge variety of Chianti wines produced in the region.

San Casciano in the Val di Pesa is just 15km from Florence. San Casciano was a Roman outpost, and many of the old Roman villas, medieval fortresses and monasteries have now been turned into dramatic, luxury Chianti villas, overlooking the beautiful Val di Greve on one side and Val di Pesa to the other.

Impruneta is a rich, stately town bounded by the Florentine Hills and the rivers of both the Greve and Ema, with beautiful views and some magnificent restaurants and craft shops.

Weather in Chianti, Tuscany

Summers in Chianti are gloriously warm, with average daily temperatures from June until August of over 30°C, an average of 10°C higher than temperatures in the UK. Even during the winter, temperatures are over 10°C.

Travel to Chianti, Tuscany

Being ideally situated between Siena (SAY) and Florence (FLR) Airports, finding cheap flights to Chianti is easy, and reaching your self catering Chianti holiday villa is painless.

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)