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.

Self-catering holiday homes in Castellina in Chianti

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Spectacular Apartments on 16th Century Tuscan Estate between Siena & Florence - Casa Pineta

— Property 97038
Castellina in Chianti farmhouse rental - total
4 Bedrooms, Sleeps 12,
Farmhouse, 4 Bathrooms, rural, village, pool
Rates - per property (GBP)
£1,577/week
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Spectacular Apartments on 16th Century Tuscan Estate between Siena & Florence - Cosy studio 'Il Rifugio'

— Property 97038
Castellina in Chianti apartment rental - rifugio
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£68/night
£423/week
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Two apartments in the heart of Tuscany, in the heart of culture - Leccio

— Property 9457
Castellina in Chianti apartment rental - Leccio - View from the garden
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, rural, tennis court
Rates - per property (GBP)
£315 - £523/week
Calendar Updated 6 Nov 2009

Property Review

My husband and I were looking for a relaxed holiday to unwind and we got it. We stayed in the one bed roomed Leccio apartment, set up on top of a hill top overlooking a valley full of vines. It...
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Two apartments in the heart of Tuscany, in the heart of culture - Susino

— Property 9457
Castellina in Chianti apartment rental - Leccio - View from the garden
2 Bedrooms, Sleeps 4,
Apartment, 1 Bathroom, rural, tennis court
Rates - per property (GBP)
£324 - £703/week
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Apartment PIAZZALE 1 - ITC754

— Property 407412
Castellina in Chianti apartment rental
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, pool
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Apartment SODI1- ITC774

— Property 407403
Castellina in Chianti apartment rental
3 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, rural, pool
Rates - per property (GBP)
£915 - £1,238/week
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CAGGIO 5M - ITC425

— Property 407384
Castellina in Chianti apartment rental
3 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, rural, village, garden
Rates - per property (GBP)
£584 - £858/week
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House LILLIANO C8 -ITC801

— Property 407397
Castellina in Chianti house rental
4 Bedrooms, Sleeps 7,
House, 3 Bathrooms, rural, village, terrace
Rates - per property (GBP)
£743 - £1,220/week
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IL GIUGGIOLO - Charming cottage in the heart of Chianti

— Property 50909
Castellina in Chianti cottage rental - Property
2 Bedrooms, Sleeps 4,
Cottage, 2 Bathrooms, rural, garden
Rates - per property (GBP)
£1,036 - £1,126/week
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Beautiful house on Chianti hilltop with exceptional views.

— Property 13754
Castellina in Chianti farmhouse rental - Terrace with shaded dining area
4 Bedrooms, Sleeps 8,
Farmhouse, 4 Bathrooms, 1 Separate Toilet, rural, tennis court
Rates - per property (GBP)
£750/week
Calendar Updated 3 Nov 2009

Property Review

The Villa actually exceeded expectations from the photos and website description. It is more beautiful then the photos show. The vistas are spectacular and the house fit me and my guests...
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Beautiful secluded villa high in the Chianti Hills, Tuscany - La Tinaia

— Property 19800
Castellina in Chianti apartment rental - Wild flowers in the olive groves in April and May
1 Bedroom, Sleeps 2,
Apartment, 2 Bathrooms, mountain, rural, garden
Rates - per property (GBP)
£108 - £153/night
£716 - £824/week
Calendar Updated 1 Nov 2009

Property Review

This is my 8th visit to Italy, but I saw it through new eyes. This note is just to say how much we loved our stay in Villa Patrignone. Thank you! [Jessi, UK 2007]....Villa Patrignone was the...
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Beautiful secluded villa high in the Chianti Hills, Tuscany - La Terrazza

— Property 19800
Castellina in Chianti apartment rental - Sunset from the terracotta terrace
2 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, mountain, rural, garden
Rates - per property (GBP)
£162 - £225/night
£1,077 - £1,239/week
Calendar Updated 1 Nov 2009

Property Review

Patrignone is a place to rest, relax, and explore. We stayed two weeks and had a wonderful time. The location is in the heart of Chianti Classico on a hill over looking many great vineyards with...
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Villa Pomona, traditional charming farmhouse in the heart of Chianti - La Limonaia

— Property 53674
Castellina in Chianti farmhouse rental - Pomona viewed from the garden
2 Bedrooms, Sleeps 5,
Farmhouse, 1 Bathroom, rural, pool
Rates - per property (GBP)
£586/week
Calendar Updated 29 Oct 2009

Property Review

I come from Czech Republik and I was with my 12 friends in Villa Pomona in Italy. Villa is a very nice place to stay. Villa Pomona produce their own wine and olive oil, which is very tasty. Owners...
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Villa Pomona, traditional charming farmhouse in the heart of Chianti - La Villa

— Property 53674
Castellina in Chianti farmhouse rental - Pomona viewed from the garden
4 Bedrooms, Sleeps 10,
Farmhouse, 2 Bathrooms, rural, pool
Calendar Updated 29 Oct 2009

Property Review

Charming guests. Landscape is just marvelous. Very close to Sienna. The garden and swimming pool are great. The house is large but kitchen and bathrooms need to be renewed. Perfect for families...
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Beautiful secluded villa high in the Chianti Hills, Tuscany - Villa Patrignone

— Property 19800
Castellina in Chianti villa rental - Villa Patrignone
7 Bedrooms, Sleeps 14,
Villa, 7 Bathrooms, mountain, rural, pool
Rates - per property (GBP)
£541 - £761/night
£3,604 - £4,144/week
Calendar Updated 29 Oct 2009

Property Review

This is my 8th visit to Italy, but I saw it through new eyes. This note is just to say how much we loved our stay in Villa Patrignone. Thank you! [Jessi, UK 2007]....Villa Patrignone was the...
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Beautiful secluded villa high in the Chianti Hills, Tuscany - Il Caminetto

— Property 19800
Castellina in Chianti apartment rental - Sunset at the pool
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, mountain, rural, pool
Rates - per property (GBP)
£153 - £216/night
£1,032 - £1,185/week
Calendar Updated 29 Oct 2009

Property Review

Most of our current reviews are now posted on TripAdvisor, so please search for "Podere Patrignone" on TripAdvisor or on Google for more information. Many thanks. S.
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A view of San Gimignano from the top of a hill covered with vineyards

— Property 89525
Castellina in Chianti farmhouse rental - A view from a local road
3 Bedrooms, Sleeps 8,
Farmhouse, 2 Bathrooms, rural, tennis court
Rates - per property (GBP)
£800 - £1,200/week
Calendar Updated 27 Oct 2009

Property Review

We absolutely loved staying at La Bagnaie, found the villa spacious and comfortable, and the surrounding property absolutely stunning. The gardens were beautiful and well maintained, the pool...
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Beautiful Tuscan farmhouse with stunning views of Chianti countryside

— Property 8461
Castellina in Chianti farmhouse rental - View of Casa del Fico
3 Bedrooms, Sleeps 6,
Farmhouse, 3 Bathrooms, rural, tennis court
Rates - per property (GBP)
£850 - £1,650/week
Calendar Updated 22 Oct 2009

Property Review

'The house, location and weather exceeded all our expectations. We thought the house beautifully decorated and equipped and felt very fortunate to have such a great base in Tuscany' 'You have...
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Splendid farm holiday in the Chianti between vineyards and woods

— Property 65428
Castellina in Chianti farmhouse rental - Exterior
2 Bedrooms, Sleeps 4,
Farmhouse, 2 Bathrooms, rural, jacuzzi
Rates - per property (GBP)
£81/night
£568/week
Calendar Updated 23 Oct 2009

Property Review

La Lavanda was exactly as described and so pleasant and convenient. The grounds are beautiful and we felt welcome. Castellina in Chianti was just the right place to find whatever we needed and the...
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Charming Chianti hilltop house, exceptional views, large swimming pool

— Property 16244
Castellina in Chianti farmhouse rental - Exterior View of the Property
3 Bedrooms, Sleeps 6,
Farmhouse, 3 Bathrooms, rural, tennis court
Rates - per property (GBP)
£625 - £1,400/week
Calendar Updated 17 Oct 2009

Property Review

We have a wonderful 2 week stay at this property. Thoroughly enjoyed the peace and tranquility and getting away from it all. A car is essential if your planning on staying - we flew in 2 yrs ago...
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Fully equipped luxury Tuscan villa with pool, gardens and panoramic views

— Property 421433
Castellina in Chianti villa rental - South-facing terrace and garden with pergola
3 Bedrooms, Sleeps 6,
Villa, 3 Bathrooms, rural, pool
Rates - per property (GBP)
£700 - £1,000/week
Calendar Updated 16 Oct 2009

Property Review

Four of us stayed at this property during the third week of September 2009. Our whole experience was far better than we could have ever hoped for. From the very start dealing with the owners was...
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Lovely low-budget 3BR Farmhouse-Portion - between Florence&Siena

— Property 414981
Castellina in Chianti farmhouse rental - Total View of Poderi Val Verde
3 Bedrooms, Sleeps 9,
Farmhouse, 2 Bathrooms, resort, rural, pool
Rates - per property (GBP)
£1,153/week
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Castellina in Chianti apartment rental - Bellavista - livingroom
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£514/week
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Castellina in Chianti apartment rental - 'La Tana' - 1 of 2 bedrooms
2 Bedrooms, Sleeps 4,
Apartment, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£604/week
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Castellina in Chianti farmhouse rental - Seperate cottage 'Casa Capannina'
2 Bedrooms, Sleeps 6,
Farmhouse, 2 Bathrooms, rural, village, pool
Rates - per property (GBP)
£153 - £189/night
£946/week
Calendar Updated 2 Oct 2009

Property Review

I have stayed in several of the apartments over the last few years and have been delighted with them all. The location is, of course, the beautiful Chianti hills--nothing better. I have traveled...
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Tuscan villa with private pool in the heart of chianti

— Property 633837a
Castellina in Chianti villa rental
3 Bedrooms, Sleeps 7,
Villa, 3 Bathrooms, 3 Separate Toilets
Rates - per property (GBP)
£1,126/week
Calendar Updated 9 Sep 2009
 
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Castellina in Chianti apartment rental - Aerial view
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, pool
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Castellina in Chianti apartment rental - Aerial view
1 Bedroom, Sleeps 2,
Apartment, 1 Bathroom, rural, pool
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Two apartments in the heart of the Chianti country. - CAPANNA

— Property 92741
Castellina in Chianti apartment rental - The village
2 Bedrooms, Sleeps 5,
Apartment, 1 Bathroom, rural, garden
Rates - per property (GBP)
£559/week
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Two apartments in the heart of the Chianti country. - ORCIO

— Property 92741
Castellina in Chianti apartment rental - The village
2 Bedrooms, Sleeps 4,
Apartment, 1 Bathroom, rural, garden
Rates - per property (GBP)
£495/week