Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled Family icon

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.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Property Type

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Wonderful! 4.8/5
(24 reviews)
avg/night
24
Viewed 12 times in the last 48 hours
  • 5 BR Chateau / Country House
  • 4 BA
  • Separate Toilet
  • 3444 sq. ft.
Wonderful! 4.8/5
(18 reviews)
avg/night
Premier Partner
18
Viewed 6 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • 1022 sq. ft.
Wonderful! 4.9/5
(28 reviews)
avg/night
28
Wonderful! 4.8/5
(9 reviews)
avg/night
9
Viewed 8 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1614 sq. ft.
Exceptional! 5/5
(64 reviews)
avg/night
Premier Partner
64
Viewed 5 times in the last 48 hours
  • 2 BR Farmhouse
  • 2 BA
  • 753 sq. ft.
Exceptional! 5/5
(4 reviews)
avg/night
4
Viewed 16 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
  • 3982 sq. ft.
Exceptional! 5/5
(6 reviews)
avg/night
Premier Partner
6
Viewed 28 times in the last 48 hours
  • 4 BR House
  • 3 BA
  • 2260 sq. ft.
Excellent! 4.6/5
(27 reviews)
avg/night
27
Viewed 37 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 538 sq. ft.
Exceptional! 5/5
(19 reviews)
avg/night
19
Exceptional! 5/5
(63 reviews)
avg/night
Premier Partner
63
Exceptional! 5/5
(53 reviews)
avg/night
Premier Partner
53
Viewed 14 times in the last 48 hours
  • 8 BR Villa
  • 9 BA
  • 4843 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
Premier Partner
10
Viewed 19 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 3 BA
  • 1291 sq. ft.
Wonderful! 4.9/5
(22 reviews)
avg/night
Premier Partner
22
Viewed 18 times in the last 48 hours
  • 5 BR Villa
  • 6 BA
  • 3767 sq. ft.
avg/night
1
Viewed 18 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 1722 sq. ft.
Wonderful! 4.9/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 15 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 2500 sq ft
Wonderful! 4.8/5
(23 reviews)
avg/night
23
Viewed 5 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 2 BA
  • 861 sq. ft.
Wonderful! 4.8/5
(46 reviews)
avg/night
46
Viewed 13 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
Wonderful! 4.8/5
(13 reviews)
avg/night
Premier Partner
13
Viewed 9 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.9/5
(49 reviews)
avg/night
49
Excellent! 4.7/5
(13 reviews)
avg/night
13
Viewed 11 times in the last 48 hours
  • 6 BR Villa
  • 5 BA
  • Separate Toilet
  • 9000 sq ft
Wonderful! 4.9/5
(22 reviews)
avg/night
22
Viewed 20 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 3659 sq. ft.
Excellent! 4.6/5
(19 reviews)
avg/night
Premier Partner
19
Viewed 24 times in the last 48 hours
  • 8 BR Villa
  • 7 BA
  • Separate Toilet
  • 8600 sq ft
Exceptional! 5/5
(11 reviews)
avg/night
11
Viewed 9 times in the last 48 hours
  • 6 BR Estate
  • 5 BA
  • 3767 sq. ft.
avg/night
1
Viewed 8 times in the last 48 hours
  • 2 BR Chateau / Country House
  • 2 BA
  • 861 sq. ft.
Exceptional! 5/5
(23 reviews)
avg/night
Premier Partner
23
Viewed 6 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 592 sq. ft.
Exceptional! 5/5
(15 reviews)
avg/night
15
Viewed 12 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1453 sq. ft.
Excellent! 4.7/5
(48 reviews)
avg/night
Premier Partner
48
Viewed 42 times in the last 48 hours
  • 5 BR Villa
  • 5 BA
Exceptional! 5/5
(43 reviews)
avg/night
Premier Partner
43
Viewed 48 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1400 sq ft
avg/night
2
Viewed 21 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1184 sq. ft.
Exceptional! 5/5
(80 reviews)
avg/night
80
Viewed 17 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 914 sq. ft.
Wonderful! 4.8/5
(41 reviews)
avg/night
Premier Partner
41
Viewed 11 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 473 sq. ft.
Exceptional! 5/5
(27 reviews)
avg/night
Premier Partner
27
Wonderful! 4.9/5
(33 reviews)
avg/night
Premier Partner
33
Viewed 61 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(10 reviews)
avg/night
10
  • 2 BR Apartment
  • 2 BA
  • 914 sq. ft.
Wonderful! 4.9/5
(52 reviews)
avg/night
52
Viewed 9 times in the last 48 hours
  • 9 BR Villa
  • 7 BA
  • Separate Toilet
  • 10000 sq ft
Exceptional! 5/5
(20 reviews)
avg/night
Premier Partner
20
Excellent! 4.6/5
(17 reviews)
avg/night
Premier Partner
17
Viewed 6 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1722 sq. ft.
Wonderful! 4.9/5
(14 reviews)
avg/night
14
Viewed 15 times in the last 48 hours
  • 3 BR Cottage
  • 3 BA
  • 1614 sq. ft.
Wonderful! 4.9/5
(12 reviews)
avg/night
Premier Partner
12
Viewed 15 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 2 BA
  • 1614 sq. ft.
Wonderful! 4.9/5
(32 reviews)
avg/night
Premier Partner
32
Viewed 8 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 753 sq. ft.
avg/night
4
Viewed 17 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • 1291 sq. ft.
Exceptional! 5/5
(7 reviews)
avg/night
7
Excellent! 4.7/5
(9 reviews)
avg/night
Premier Partner
9
Viewed 32 times in the last 48 hours
  • 8 BR Villa
  • 8 BA
  • Separate Toilet
  • 9000 sq ft
Exceptional! 5/5
(27 reviews)
avg/night
Premier Partner
27
Viewed 30 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 968 sq. ft.
avg/night
Viewed 15 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1506 sq. ft.
avg/night
3
Viewed 15 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 1646 sq. ft.
Exceptional! 5/5
(5 reviews)
avg/night
5
Viewed 5 times in the last 48 hours
  • 2 BR Villa
  • 2 BA
  • 2500 sq ft
Exceptional! 5/5
(19 reviews)
avg/night
19
Viewed 5 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • 5381 sq. ft.
avg/night
Premier Partner
4
Viewed 7 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 559 sq. ft.
Wonderful! 4.9/5
(34 reviews)
avg/night
34
 

Recent Reviews

Great Tuscan villa well located once you find it at the end of the track

5 of 5
The villa has everything you would want for a summer holiday - good sized pool and air conditioning in bedrooms to manage the hot times inside a very self contained traditional villa. Comfy beds, good towels for bath and pool and a reasonable set of kitchen equipment. Only complaint was some of the pillows were a bit lumpy. It was a great base for our family holiday with 3 married children and two grandchildren. Yes it is a bit hard to find at first - aim for the American Cemetery and follow instructions carefully! And you are definitely off the beaten track, so beautifully quiet with views across the valley. But only a 20 minute drive into the southern parking areas at Florence or about 50 minutes to Siena with the rest of Tuscany available to explore. We had agreat week and especially enjoyed the support of the host, Marco, who made good use of the wood pizza oven for us!
  • Review Submitted: Jun 03, 2018
  • Date of Stay: May 2018

Incredible location in the heart of Tuscany

5 of 5
We had such a wonderful time. What an amazing setting and such a beautiful property and surroundings. Daniela and Daniele were so friendly and welcoming and always happy to offer advice on the area, places to visit and eat. Highly recommend doing an Italian cookery lesson with Daniela, this was the highlight of our trip. They also make delicious wine and olive oil. Highly recommend this property.
  • Review Submitted: Apr 08, 2018
  • Date of Stay: Mar 2018