Find the best place to stay — Chianti

Where to stay around Chianti?

Our 2018 accommodation listings offer a large selection of 11,462 holiday lettings near Chianti. From 7,121 apartments to 1,744 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: 6,366 holiday homes
  • Siena: 2,908 holiday homes
  • San Gimignano: 5,120 holiday homes
  • Volterra: 5,491 holiday homes
  • Mediterranean Sea: 439,825 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: 6,366 holiday lettings
  • Siena: 2,908 holiday lettings
  • San Gimignano: 5,120 holiday lettings
  • Volterra: 5,491 holiday lettings
  • Greve In Chianti: 2,596 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): 9,243 holiday rentals
  • Piazza San Firenze: 9,288 holiday rentals
  • Mugello Circuit: 5,566 holiday rentals
  • Villa del Poggio Imperiale: 9,492 holiday rentals
  • Royal Apartments: 9,301 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.

Attractions in and around Chianti Region

Have time to spare and looking for things to do around Chianti Region? Don't miss landmarks such as Church of Santa Maria Assunta, Castello d'Albola and Medieval Tower of Barbischio. If some outdoor time is on the agenda, experience the natural beauty of Valdarno and Riserva Naturale Regionale Valle dell'Inferno e Bandella. Plan to attend a game or event? Get tickets for Stadio Artemio Franchi or Stadio Artemio Franchi. Fun activities in the city include Il Molino di Grace Winery, Castello di Radda Winery and Casa Vinicola Luigi Cecchi. You might also want to add other must-see places in the region such as Ponte Vecchio, Cathedral of Saint Mary of the Flower or Civic Museum to your agenda.