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Holidaymakers searching for holiday rentals in Castellina in Chianti also enquired about apartments in San Gimignano, villas in Gaiole in Chianti and villas in Castelnuovo Berardenga

Make a holiday home, farm house or villa in Castellina in Chianti, Italy your home away from home

The idyllic little township of Castellina in Chianti is situated in the province of Siena, in the famous wine-producing region of Tuscany, Italy. Many of the picture postcard rural homes here have been converted into luxury holiday accommodation, really increasing the popularity of the area. The fact that the beautiful city of Florence is just 22 miles to the north makes Castellina in Chianti an even more appealing holiday destination, especially for couples and friends.

Things to do on holiday in Castellina in Chianti, Italy

Castellina in Chianti is the atypical image of Italy’s scenic Tuscany region – historic buildings and churches, rolling green hills and countryside, and of course vineyards where all the tasty Chianti wines are produced! Far from being just a small rural ‘comune’, Castellina in Chianti actually has a number of interesting sights to see. Dating back hundreds of years, the township was first inhabited by Etruscans and Romans, though it took on most of its current character during the 14th and 15th centuries when it was fortified. Today you can still visit the large Rocca (castle) and its 14th century tower, plus the small Etruscan museum here. When the town was fortified underground passageways were also built, such as the Via delle Volte which you can visit.

The Church of San Salvatore is another popular attraction. This was constructed in the 15th century and features a fresco from that period of the Madonna with Child. Other picturesque churches can be found in the small villages surrounding the town, as well as evidence of Castellina in Chianti’s earlier history, such as the Etruscan tomb which dates back to the 6th century. Of course one of the big attractions with this region of Italy is the vineyards, where tours and wine tasting are popular.

Places to visit on holiday in Castellina in Chianti, Italy

As if the beautiful surroundings of Castellina in Chianti weren’t enough, holiday makers renting a holiday home here can also benefit from the fact that Florence is easily accessible. Just over 20 miles away, Florence would make an ideal day trip, especially to its UNESCO World Heritage Site listed historic centre.

The city of Siena is even closer, at just 9 miles distant, and this too is listed as a UNESCO World Heritage Site. The architecture here is quite stunning!

The weather in Castellina in Chianti, Italy

Castellina in Chianti is best described as having a Mediterranean climate with hot and somewhat humid summers, with some rainfall. Winters are mild, though the region experiences a little more rainfall during this time. Find some holiday accommodation in Castellina in Chianti which has a swimming pool as this will be great for taking a dip to cool off from the summertime average high temperatures in the low 30’s C!

Flights to Castellina in Chianti, Italy

To reach your Castellina in Chianti holiday home you have several options for flights. The nearest major airport is at Florence, however, Pisa has a much better choice of airlines flying there from the UK that you can choose from. This includes budget airlines such as easyJet, Ryanair and Thomsonfly, as well as some of the world’s major airlines too.

Exceptional! 5/5
(58 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #6235319
58
Viewed 320 times in the last 48 hours
Wonderful! 4.9/5
(27 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Villa #421433
27
Viewed 34 times in the last 48 hours
Excellent! 4.7/5
(12 reviews)
avg/night
  • 3 BR
  • 3 BA
  • Sleeps 6
Farmhouse #8461
12
Viewed 14 times in the last 48 hours
  • 4 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 6
Villa #64607vb
11
Very Good! 4/5
(5 reviews)
avg/night
  • 8 BR
  • 4 BA
  • Sleeps 16
Villa #1934854
5
Viewed 20 times in the last 48 hours
Wonderful! 4.9/5
(73 reviews)
avg/night
  • 2 BR
  • 3 BA
  • Separate Toilet
  • Sleeps 5
Multiple rentals Cottage #6029171
73
Viewed 43 times in the last 48 hours
  • 9 BR
  • 5 BA
  • Sleeps 18
Multiple rentals Villa #1140076
21
Viewed 26 times in the last 48 hours
Exceptional! 5/5
(12 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 8
Multiple rentals Farmhouse #1140076
12
Viewed 20 times in the last 48 hours
Exceptional! 5/5
(60 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #6029171
60
Viewed 32 times in the last 48 hours
Wonderful! 4.9/5
(9 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Multiple rentals Farmhouse #1140076
9
Viewed 7 times in the last 48 hours
Exceptional! 5/5
(17 reviews)
avg/night
  • 7 BR
  • 4 BA
  • Sleeps 14
Multiple rentals Farmhouse #1140076
17
Viewed 9 times in the last 48 hours
Exceptional! 5/5
(10 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Multiple rentals Farmhouse #1140076
10
Viewed 5 times in the last 48 hours
  • 4 BR
  • 4 BA
  • Separate Toilet
  • Sleeps 8
Villa #1845034
Viewed 5 times in the last 48 hours
Exceptional! 5/5
(18 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 11
Villa #607748vb
18
Viewed 53 times in the last 48 hours
Exceptional! 5/5
(15 reviews)
avg/night
  • 6 BR
  • 5 BA
  • Separate Toilet
  • Sleeps 18
Farmhouse #391835vb
15
Viewed 46 times in the last 48 hours
Excellent! 4.7/5
(13 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 6
Farmhouse #89525
13
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(47 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
House #282678vb
47
Viewed 20 times in the last 48 hours
  • 6 BR
  • 5 BA
  • Sleeps 13
Villa #1061581vb
3
Viewed 151 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Farmhouse #53674
12
  • 3 BR
  • 3 BA
  • Sleeps 7
Villa #3917258
2
  • 2 BR
  • 3 BA
  • Sleeps 6
Villa #6847496
Viewed 6 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
Chateau / Country House #864792
9
Viewed 45 times in the last 48 hours
Excellent! 4.7/5
(11 reviews)
avg/night
  • 3 BR
  • 2 BA
  • Sleeps 7
Chateau / Country House #1851746
11
Viewed 13 times in the last 48 hours
Wonderful! 4.8/5
(26 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 6
Apartment #6273570
26
Viewed 9 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Multiple rentals Apartment #6219947
1
Exceptional! 5/5
(11 reviews)
avg/night
  • 6 BR
  • 6 BA
  • Separate Toilet
  • Sleeps 13
Villa #3808832
11
Viewed 42 times in the last 48 hours
Wonderful! 4.8/5
(12 reviews)
avg/night
  • 4 BR
  • 2 BA
  • Sleeps 9
Multiple rentals Farmhouse #53674
12
Viewed 10 times in the last 48 hours
  • 3 BR
  • 2 BA
  • Separate Toilet
  • Sleeps 8
House #2475519
  • 8 BR
  • 7 BA
  • Sleeps 16
Villa #6842529
Viewed 27 times in the last 48 hours
Exceptional! 5/5
(9 reviews)
avg/night
  • 4 BR
  • 3 BA
  • Sleeps 8
Villa #6345041
9
Viewed 23 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Villa #773192vb
Viewed 7 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 6
Multiple rentals Chateau / Country House #6219947
15
  • 2 BR
  • 1 BA
  • Sleeps 6
Multiple rentals Farmhouse #6638853
  • 2 BR
  • 2 BA
  • Sleeps 5
Multiple rentals Apartment #1367770
  • 3 BR
  • 3 BA
  • Sleeps 9
House #2448662
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Cottage #8237432
Viewed 13 times in the last 48 hours
Exceptional! 5/5
(5 reviews)
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Farmhouse #6434039
5
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #3917488
1
  • 3 BR
  • 3 BA
  • Sleeps 6
Apartment #2499178
  • 3 BR
  • 1 BA
  • Sleeps 6
Apartment #1624956
8
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 5
Mill #500232
4
Viewed 5 times in the last 48 hours
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 5
House #6363742
1
Viewed 6 times in the last 48 hours
avg/night
  • 2 BR
  • 2 BA
  • Sleeps 4
Apartment #771890vb
Viewed 5 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #773208vb
2
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #6561871
Viewed 7 times in the last 48 hours
  • 2 BR
  • 1 BA
  • Sleeps 5
Apartment #876923vb
avg/night
  • 2 BR
  • 1 BA
  • Sleeps 4
Apartment #6482419
Viewed 5 times in the last 48 hours
avg/night
  • 4 BR
  • 4 BA
  • Sleeps 8
Villa #6482444
Viewed 9 times in the last 48 hours

Castellina In Chianti Holiday Apartments & Villas (300+)

 

Recent Reviews

Amazing Tuscan Holiday!

5 of 5
We stayed in the Main House from May 6 - May 13 (7 bedrooms, 4 baths). We can't imagine a better home base for our Tuscan holiday. Alberto and Camilla were excellent and accommodating hosts from the time we booked until our departure. We were a group of 10 - 6 adults and 4 children. The house was clean and eclectic - and was stocked with everything we needed (including very nice "pack-n-plays" for the two year olds in our group). The view from the upper terrace was absolutely amazing and we spent much of our time there relaxing and enjoying the view of the Tuscan hills. We had arranged the welcome dinner our first night and it was served by Alberto and Camilla - this was one of our best meals in Tuscany - with the highlight being the wild boar pasta (delicious!). We also enjoyed the pizza night prepared in the outdoor wood burning pizza oven. Every pizza that came out was better than the last and ended with a Nutella pizza that was a huge hit with the kids. Both meals included Prosecco and Alberto's Chianti. This is a beautiful region of Tuscany, but more rugged than areas of south of Siena where more rolling hills are the norm. You will often find yourself on gravel roads, but once you embrace this, you come to realize that this is the place to be for a more "authentic" Tuscan experience. Another of our best meals was right down the hill in the town of Vagliagli - La Taverna. While we did day trips to Siena, Florence and San Gimignano, our best days were when we stayed closer to "home" and visited Radda in Chianti and Castellina in Chianti. This was such an enjoyable week and we already miss our "house" in Chianti. For other travelers out there - a few tips or answers to questions we had - use GPS - yes, the house is at the end of a long, gravel road down a hill; there is a European-style wash machine (use YouTube videos to figure out how to operate if you are unfamiliar); plumbing is different - you can't use the shower and tub or wash machine at the same time and expect hot water - this is part of the charm; as with most pools in Europe, they are not heated, so May is a bit chilly for a swim; the home is well equipped with cooking utensils, pots and pans, dishes, wine glasses, etc. There is an American-style coffee maker, but we preferred to use the stovetop Moka pot. There was coffee and sugar in the house, as well as ample spices. We found the best grocery store was the large Coop in Siena, just outside of the city (no gravel road required). Enjoy!
  • Review Submitted: May 27, 2017
  • Date of Stay: May 2017

Amazing Tuscan Holiday!

5 of 5
We stayed in the Main House from May 6 - May 13 (7 bedrooms, 4 baths). We can't imagine a better home base for our Tuscan holiday. Alberto and Camilla were excellent and accommodating hosts from the time we booked until our departure. We were a group of 10 - 6 adults and 4 children. The house was clean and eclectic - and was stocked with everything we needed (including very nice "pack-n-plays" for the two year olds in our group). The view from the upper terrace was absolutely amazing and we spent much of our time there relaxing and enjoying the view of the Tuscan hills. We had arranged the welcome dinner our first night and it was served by Alberto and Camilla - this was one of our best meals in Tuscany - with the highlight being the wild boar pasta (delicious!). We also enjoyed the pizza night prepared in the outdoor wood burning pizza oven. Every pizza that came out was better than the last and ended with a Nutella pizza that was a huge hit with the kids. Both meals included Prosecco and Alberto's Chianti. This is a beautiful region of Tuscany, but more rugged than areas of south of Siena where more rolling hills are the norm. You will often find yourself on gravel roads, but once you embrace this, you come to realize that this is the place to be for a more "authentic" Tuscan experience. Another of our best meals was right down the hill in the town of Vagliagli - La Taverna. While we did day trips to Siena, Florence and San Gimignano, our best days were when we stayed closer to "home" and visited Radda in Chianti and Castellina in Chianti. This was such an enjoyable week and we already miss our "house" in Chianti. For other travelers out there - a few tips or answers to questions we had - use GPS - yes, the house is at the end of a long, gravel road down a hill; there is a European-style wash machine (use YouTube videos to figure out how to operate if you are unfamiliar); plumbing is different - you can't use the shower and tub or wash machine at the same time and expect hot water - this is part of the charm; as with most pools in Europe, they are not heated, so May is a bit chilly for a swim; the home is well equipped with cooking utensils, pots and pans, dishes, wine glasses, etc. There is an American-style coffee maker, but we preferred to use the stovetop Moka pot. There was coffee and sugar in the house, as well as ample spices. We found the best grocery store was the large Coop in Siena, just outside of the city (no gravel road required). Enjoy!
  • Review Submitted: May 27, 2017
  • Date of Stay: May 2017