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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.

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Chianti Holiday Apartments & Rentals(775)

775 Results
From £6,139
per week
7 night minimum stay
  • 6 Bedrooms,
  • 6 Bathrooms,
  • 2 Separate Toilets,
  • Sleeps 12
7 night minimum stay
(6)
  • 2 Bedrooms,
  • 2 Bathrooms,
  • 1 Separate Toilet,
  • Sleeps 6
7 night minimum stay
From £297
per night
4 - 7 night minimum stay
  • 5 Bedrooms,
  • 4 Bathrooms,
  • Sleeps 11
4 - 7 night minimum stay
(15)
  • 9 Bedrooms,
  • 7 Bathrooms,
  • 1 Separate Toilet,
  • Sleeps 18
  • 18 Bedrooms,
  • 22 Bathrooms,
  • Sleeps 35
7 night minimum stay
(3)
  • 5 Bedrooms,
  • 5 Bathrooms,
  • 1 Separate Toilet,
  • Sleeps 10
7 night minimum stay
  • 4 Bedrooms,
  • 4 Bathrooms,
  • Sleeps 8
7 night minimum stay
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 7
(31)
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 5
2 - 3 night minimum stay
(8)
From £1,545
per week
7 night minimum stay
  • 7 Bedrooms,
  • 6 Bathrooms,
  • Sleeps 13
7 night minimum stay
2 Reviews
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 4
From £56
per night
3 night minimum stay
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 4
3 night minimum stay
(19)
  • 5 Bedrooms,
  • 3 Bathrooms,
  • Sleeps 10
6 - 7 night minimum stay
1 Review
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 5
5 - 6 night minimum stay
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 2
7 night minimum stay
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 4
7 night minimum stay
  • 3 Bedrooms,
  • 1 Bathroom,
  • Sleeps 5
7 night minimum stay
From £63
per night
3 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
3 night minimum stay
2 Reviews
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
1 - 7 night minimum stay
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
1 - 7 night minimum stay
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 6
1 - 7 night minimum stay
From £792
per night
5 night minimum stay
  • 8 Bedrooms,
  • 8 Bathrooms,
  • Sleeps 24
5 night minimum stay
  • 3 Bedrooms,
  • 2 Bathrooms,
  • Sleeps 6
1 Review
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 2
  • 2 Bedrooms,
  • 1 Bathroom,
  • Sleeps 4
From £354
per night
3 - 7 night minimum stay
  • 5 Bedrooms,
  • 5 Bathrooms,
  • Sleeps 12
3 - 7 night minimum stay
  • 8 Bedrooms,
  • 7 Bathrooms,
  • Sleeps 19
From £61
per night
1 - 2 night minimum stay
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
1 - 2 night minimum stay
From £55
per night
1 - 2 night minimum stay
  • 1 Bedroom,
  • 1 Bathroom,
  • Sleeps 3
1 - 2 night minimum stay