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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.

  • Showing 1-50 of 300+
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Exceptional! 5/5
(54 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Cottage #6049089
54
Viewed 108 times in the last 48 hours
Exceptional! 5/5
(12 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 9
Villa #602659vb
12
Viewed 64 times in the last 48 hours
Excellent! 4.5/5
(11 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Sleeps 12
Villa #721562vb
11
Viewed 105 times in the last 48 hours
Wonderful! 4.9/5
(38 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Apartment #632967a
38
Viewed 48 times in the last 48 hours
Exceptional! 5/5
(26 reviews)
avg/night
  • 5 BR
  • 5 BA
  • Sleeps 10
Villa #21478vb
26
Viewed 85 times in the last 48 hours
Wonderful! 4.8/5
(4 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 3
Multiple rentals Apartment #6622282
4
Viewed 20 times in the last 48 hours
Wonderful! 4.8/5
(9 reviews)
avg/night
  • 5 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 9
Villa #761658vb
9
Viewed 35 times in the last 48 hours
Exceptional! 5/5
(37 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 10
Villa #1137514
37
Viewed 61 times in the last 48 hours
Exceptional! 5/5
(43 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #6055204
43
Viewed 11 times in the last 48 hours
Wonderful! 4.8/5
(27 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Apartment #6574247
27
Viewed 34 times in the last 48 hours
Wonderful! 4.9/5
(30 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Multiple rentals Chateau / Country House #6153067
30
Viewed 67 times in the last 48 hours
Wonderful! 4.9/5
(22 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Apartment #809657
22
Viewed 14 times in the last 48 hours
Exceptional! 5/5
(27 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #3880312
27
Viewed 30 times in the last 48 hours
Excellent! 4.7/5
(9 reviews)
avg/night
  • 5 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 10
Multiple rentals Chateau / Country House #6679140
9
Viewed 41 times in the last 48 hours
Wonderful! 4.8/5
(18 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
Villa #1729396
18
Viewed 21 times in the last 48 hours
Excellent! 4.5/5
(6 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 9
Villa #1920987
6
Viewed 24 times in the last 48 hours
Wonderful! 4.8/5
(11 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Multiple rentals Apartment #809657
11
Viewed 24 times in the last 48 hours
Exceptional! 5/5
(39 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Chateau / Country House #6153067
39
Viewed 38 times in the last 48 hours
Exceptional! 5/5
(20 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 7
House #403492
20
Viewed 31 times in the last 48 hours
Exceptional! 5/5
(19 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 8
Villa #467172vb
19
Viewed 15 times in the last 48 hours
Exceptional! 5/5
(46 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #6196463
46
Viewed 24 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Sleeps 10
House #6042176
14
Viewed 37 times in the last 48 hours
Exceptional! 5/5
(12 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Chateau / Country House #6368329
12
Viewed 29 times in the last 48 hours
Exceptional! 5/5
(13 reviews)
avg/night
  • 8 BR
  • 8 BA
  • Sleeps 16
Villa #748934vb
13
Viewed 51 times in the last 48 hours
Exceptional! 5/5
(28 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Sleeps 11
Villa #999599
28
Viewed 26 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Barn #1697270
7
Viewed 36 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
Multiple rentals Studio #632967a
11
Wonderful! 4.8/5
(20 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 2
Castle #825856
20
Viewed 48 times in the last 48 hours
Exceptional! 5/5
(38 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #6055204
38
Viewed 23 times in the last 48 hours
Excellent! 4.7/5
(7 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 7
Villa #6288732
7
Viewed 23 times in the last 48 hours
  • 1 BR
  • 1 BA
  • Sleeps 2
Multiple rentals Apartment #1672740
2
Viewed 12 times in the last 48 hours
Excellent! 4.5/5
(11 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #70444
11
Viewed 14 times in the last 48 hours
Wonderful! 4.9/5
(23 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
House #1499766
23
Viewed 23 times in the last 48 hours
Wonderful! 4.9/5
(28 reviews)
avg/night
  • 4 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 11
Chateau / Country House #1687872
28
Viewed 27 times in the last 48 hours
Wonderful! 4.9/5
(13 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 8
Chateau / Country House #1662564
13
Viewed 15 times in the last 48 hours
Wonderful! 4.9/5
(29 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Farmhouse #450158
29
Viewed 43 times in the last 48 hours
Wonderful! 4.9/5
(16 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 8
Multiple rentals Chateau / Country House #6368329
16
Viewed 26 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Sleeps 8
Farmhouse #3592356
  • 3 BR
  • 2 BA
  • Sleeps 8
Villa #1834327
22
Viewed 19 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Separate Toilet
  • Sleeps 4
Cottage #1949277
1
Viewed 22 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Multiple rentals Apartment #6622282
4
Viewed 17 times in the last 48 hours
Excellent! 4.6/5
(9 reviews)
avg/night
  • 5 BR
  • 4 BA
  • Sleeps 10
Villa #663793vb
9
Viewed 43 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 8 BR
  • 8 BA
  • Separate Toilets
  • Sleeps 16
Villa #804869vb
5
Viewed 12 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Cottage #1949272
1
Viewed 45 times in the last 48 hours
Exceptional! 5/5
(22 reviews)
avg/night
  • 1 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Chateau / Country House #6368329
22
Viewed 19 times in the last 48 hours
  • 3 BR
  • 3 BA
  • Sleeps 6
Villa #6790450
Viewed 6 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Cottage #602572a
32
Wonderful! 4.8/5
(19 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Apartment #6350241
19
Viewed 40 times in the last 48 hours
Exceptional! 5/5
(4 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 8
Farmhouse #1842956
4
Viewed 78 times in the last 48 hours
Excellent! 4.6/5
(7 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #1888191
7
Viewed 16 times in the last 48 hours
  • 1 - 50 of 300+
 

Recent Reviews

Perfect rural retreat

5 of 5
Our stay here couldn't have been better . If you want to get away from the husle and busle this is the place . Picturesque peaceful charming and the owners Adela and Mario were lovely hard working people . We wish them all the best for the future and the dogs Nelson and bounty very cheeky but well behaved . Regards David and Elaine
  • Review Submitted: 22-Sep-2016
  • Date of Stay: Sep 2016

Amazing host, amazing property

5 of 5
We stayed in cottage Murlo for 10 days, me my husband my mum and Auntie. From before we arrived Adela the lady who owns the property was absolutley amazing, from her directions to her property to telling us where the nearest supermarket was was just spot on. When we arrived we were greeted by Adela who showed us to our spotless accommodation which had everyting you would want. The pool was spotless and was cleaned every morning and most days we had the pool to oursevles which was great. During our stay we visited Florence, Siena, Pisa, & San Gimignano Adela told us the best places to park in each of these places which really helped alot. A Car is definitley needed if staying here but not too far to the local village to pick up your essentials or have morning coffee and a pastry which we did most mornings when not out sightseeing. Whilst you may find that owners staying onsite with you whilst on holiday a little off putting haveing Adela and her husband on site was great and really helped us thoroughly enjoy our stay. will definitley recommend staying here and will be returning at some point in the future. Thanks for a wonderful stay Adela.
  • Review Submitted: 25-Jul-2016
  • Date of Stay: Jul 2016

Great country retreat

4 of 5
We stayed here for seven weeks and enjoyed seeing the seasons change in Tuscany and the weather go from rain and more rain to lovely bright sunny days in the last couple of weeks. The house is part of an old mill and is very rustic - Watching the waterfall under the house during the flooding rains was very interesting. It's in a great position to drive around Tuscany and further afield if you have the time. A fifteen minute drive down to the station at Figline Valdarno allows you to catch the train into Florence (thirty minutes) or other destinations in Tuscany and throughout Italy. Ponte Agli Stolli is a friendly little village and we enjoyed meeting the locals and practising our Italian. A couple of things to be aware of if you're booking this property - the wifi connection is very poor and we found we needed to drive to Figline to use emails and Internet. Another shock was the cost of the gas when calculated at the end of our stay. This wouldn't be a problem in summer, but it's a significant expense in cold weather. Also, there is a small shop in the village for daily essentials at reasonable prices but at Figline there's an excellent supermarket. On Saturdays and Sundays there's a pizza restaurant in the village which is fun to go to. We enjoyed our seven weeks in Tuscany and Ponte agli Stolli was a good base for us
  • Review Submitted: 19-Mar-2016
  • Date of Stay: Jan 2016