Make a holiday rental home or villa in Val di Chiana, Italy your home away from home

Val di Chiana, Tuscany, lies just south of Arezzo, is named after the River Chiana which runs through the bottom of the valley. Reclaimed from the bed of a large lake, the Val di Chiana is an important communications route between Arezzo and Siena, yet the few villages which adorn the valley side are completely timeless, consisting of traditional brick cottages and thin, steep cobbled streets. The area is considered to be one of the most unspoilt rural regions in the whole of Europe, where large forests break only for idyllic mountain streams and picturesque medieval walled towns.

Things to do on holiday in Val di Chiana, Italy

The prehistoric caves of Monte Cetona are well worth a visit if you are staying in a self catering Val di Chiana property. They are adorned in fascinating pre-historic ‘graffiti’ which inspires visitors. The area is also known as having the best preserved network of 6th and 7th Century castles in Northern Italy, of which the Castle of Civitella di Val di Chiana. There are also a huge number of museums, archaeological museums, historical centres and monuments which keep the historical heritage of the region alive.

The Val di Chiana incorporates on of the most important thermal basins in Italy, and therefore those looking to enjoy the therapeutic, healing properties of Val di Chiana thermal waters flock to the region.

The stunning rural scenery which surrounds the villas and holiday homes in Val di Chiana is perfect for walking, cycling and horse riding. You can travel for many hours and not come across a road or town, stumbling across breath-taking views and charming secluded spots to pause and catch your breath. Taking a fishing rod is also an excellent option from a Val di Chiana holiday rental, although a permit is needed.

During the summer, the coast, which is just a few kilometres from the Val di Chiana, is a great place to sail or simply enjoy the sandy beaches of Tuscany.

Places to holiday in Val di Chiana, Italy

The most important town in the Val di Chiana is Montepulciano, an ancient walled town whose Renaissance centrepiece, the Piazza Grande, is surrounded by tiny streets and narrow alleyways. Much of the town was designed by distinguished local artists, and is well worth the visiting from ant of the Val di Chiana holiday rentals available.

Chianaciano is an enchanting town, which is divided into two halves. The medieval centre on top of the hill has managed to preserve its architecture and charm. Surrounding the centre is the more modern spa town. The therapeutic thermal springs which have risen to fame in Tuscany are surrounded by beautiful countryside, and attract over a million visitors to indulge in the warm spring waters.

Weather in Val di Chiana, Italy

Summer temperatures in Val di Chiana are blissfully warm, remaining at around 23°C in July and August. Even during the winter, temperatures are unlikely to drop below 10°C.

Flights to Val di Chiana, Italy

Depending on the exact location of your Val di Chiana property, either Pisa Airport (PSA), Florence (FLR) or Perugia Airport (PEG) will be the closest. RyanAir provide some very cheap flights to these three, and there are car hire facilities to be found at all three too.

Self-catering holiday homes in Val di Chiana

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Luxury villa with atmosphere, A/C, in Montepulciano area, hearth of Tuscany

— Property 67279
Val di Chiana villa rental
7 Bedrooms, Sleeps 16,
Villa, 8 Bathrooms, rural, village, pool
Rates - per property (GBP)
£2,685 - £4,486/week
Calendar Updated 21 Nov 2009

Property Review

Hi Sabrina Your villa was absolutely stunning. The pool and location was fantastic. Also Alice was exceptionally friendly and helpful. I would say however that the only thing I needed was an...
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Charming apartment in historic medieval centre of Sarteano in southern Tuscany

— Property 86905
Val di Chiana apartment rental
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, town, internet access
Rates - per property (GBP)
£338 - £541/week
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Beautiful apartment for 3 people in the heart of Montepulciano

— Property 50681
Val di Chiana apartment rental - Entrance
1 Bedroom, Sleeps 3,
Apartment, 1 Bathroom, rural, town, TV
Rates - per property (GBP)
£54 - £63/night
£315 - £342/week
Calendar Updated 20 Nov 2009

Property Review

Elisa, I can't thank you enough. Your apartment is charming, well appointed and the location excellent. From the day I made the reservations until our last day there, we were very satisfied. You...
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House with character, near 'Parcodellepiscine', ideal to visit Tuscany & Umbrie.

— Property 433953
Val di Chiana apartment rental - TAVERN
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, rural, town, pets considered
Rates - per property (GBP)
£63 - £72/night
£216 - £315/week
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Spacious exclusive farmhouse apartment with fantastic view of Montepulciano

— Property 6131
Val di Chiana apartment rental - La Mezzaluna garden with poppies
2 Bedrooms, Sleeps 5,
Apartment, 2 Bathrooms, rural, village, garden
Rates - per property (GBP)
£135 - £144/night
£631 - £757/week
Calendar Updated 19 Nov 2009

Property Review

A stay in a wonderful environment - the view of the valley at sunrise, the quaint little town of Montefollonico and charming hosts make this a stay to remember. In retrospect we wish we had spent...
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Casanova - large holiday villa near Siena

— Property 86074
Val di Chiana villa rental - Exterior view
8 Bedrooms, Sleeps 16,
Villa, 7 Bathrooms, rural, village, pool
Rates - per property (GBP)
£7,960 - £9,935/week
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A delightful villa in a superb location with a private swimming pool

— Property 432710
Val di Chiana villa rental
4 Bedrooms, Sleeps 10,
Villa, 3 Bathrooms, garden, terrace
Rates - per property (GBP)
£1,261 - £2,027/week
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Casa Salvi-Mastacchi

— Property 412454
Val di Chiana apartment rental - Garden
3 Bedrooms, Sleeps 7,
Apartment, 2 Bathrooms, village, pool
Rates - per property (GBP)
£100 - £110/night
£400 - £500/week
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'LITTLE JEWEL IN THE SUN' Ideal accommodation for lovebirds - sleeps two

— Property 436967
Val di Chiana chalet rental - The little sitting room with balcony
1 Bedroom, Sleeps 2,
Chalet, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£52/night
£360/week
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Chiara's Tuscan dreamnest

— Property 4599
Val di Chiana cottage rental - View from bedroom window
1 Bedroom, Sleeps 3,
Cottage, 1 Bathroom, rural, village, terrace
Rates - per property (GBP)
£59 - £72/night
£360 - £405/week
Calendar Updated 16 Nov 2009

Property Review

August, 2006 We had a very enjoyable week in the cottage. It's full of charm and character, has everything you need and the patio area is lovely for sitting out in the evenings and watching life...
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Tuscany villa with pool Montepulciano

— Property 412070
Val di Chiana farmhouse rental - La Casina pool
4 Bedrooms, Sleeps 8,
Farmhouse, 4 Bathrooms, rural, town, pool
Rates - per property (GBP)
£1,802 - £2,613/week
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Cool and contemporary apartment in 17th century house overlooking town Piazza.

— Property 413188
Val di Chiana apartment rental - Sleeping Area with Small Balcony
2 Bedrooms, Sleeps 6,
Apartment, 3 Bathrooms, town, TV
Rates - per property (GBP)
£473/week
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Charming large Villa, ideal large Families, A/C and Heated Pool

— Property 92792
Val di Chiana villa rental - Villa Vera
14 Bedrooms, Sleeps 34,
Villa, 11 Bathrooms, rural, village, pool
Rates - per property (GBP)
£3,586 - £7,108/week
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A magnificent farmhouse in Val d'Orcia, Tuscany

— Property 17296
Val di Chiana farmhouse rental - Villa Le Querce
8 Bedrooms, Sleeps 17,
Farmhouse, 8 Bathrooms, rural, village, pool
Rates - per property (GBP)
£3,153 - £5,135/week
Calendar Updated 15 Nov 2009

Property Review

We all had a wonderful time. Graziella was fabulous. I did go on to Sicily for the second week, but would just as readily have stayed at Villa Le Querce for the entire period. I want to thank...
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Charming Tuscan villa rental, into rolling wine-yard hills - VILLA+ANNEX

— Property 78129
Val di Chiana villa rental - Villa and Annex view: the common court between
6 Bedrooms, Sleeps 12,
Villa, 4 Bathrooms, rural, town, garden
Rates - per property (GBP)
£180 - £221/night
£1,261 - £1,532/week
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Charming Tuscan villa rental, into rolling wine-yard hills - Villa

— Property 78129
Val di Chiana villa rental - Villa: the hall has sat TV, PS2, DVD, internet
5 Bedrooms, Sleeps 9,
Villa, 2 Bathrooms, rural, town, jacuzzi
Rates - per property (GBP)
£144 - £180/night
£991 - £1,261/week
Calendar Updated 15 Nov 2009

Property Review

Who says Tuscany is for the lazy summer time? We visited with our son, daughter-in-law & grandkids (2 & 4) for Christmas. What could be better than a roaring fire on Christmas morning? The...
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Apartment in villa with overlooking Tuscan hilltop town - 90 mq

— Property 1711
Val di Chiana apartment rental - Bed room
2 Bedrooms, Sleeps 6,
Apartment, 1 Bathroom, rural, village, garden
Rates - per property (GBP)
£63/night
£396 - £450/week
Calendar Updated 14 Nov 2009

Property Review

We had a really wonderful, relaxing holiday here. The accommodation was very clean and spacious. To sit out in the garden in the evening and watch the sun setting behind the beautiful hill town...
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Unique Tuscan Castle Apartment with Wondrous views

— Property 174589
Val di Chiana apartment rental - French doors of Living room
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, village, balcony
Rates - per property (GBP)
£1,037 - £1,220/week
Calendar Updated 14 Nov 2009

Property Review

Last fall we stayed at the Tuscan Tower. This wonderful apartment is in an historic building in a wonderful tuscan hill town. We felt like locals. The best feature is the roof top terrace which...
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Welcome to 'LAURA'S VILLAGE HIDEAWAY' The Ideal Romantic Retreat

— Property 57900
Val di Chiana house rental - Panorama across the village
2 Bedrooms, Sleeps 3,
House, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£54/night
£356/week
Calendar Updated 19 Nov 2009

Property Review

We arrived in Sinalunga under a typical Tuscan blue sky as the bustling market was just getting into full swing - and what a market! The range of produce and the friendly people was only the...
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' WELCOME TO THE LITTLE VILLAGE PALAZZO' Ideal for 6

— Property 2115
Val di Chiana house rental - The sunny courtyard
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, village, pool
Rates - per property (GBP)
£86/night
£685/week
Calendar Updated 19 Nov 2009

Property Review

We stayed at Laura`s Palazzo in August 08. Sinaluga was a great base for visiting Tuscany. It was great to stay somewhere that we could walk to the shop or to get a coffee. That seems to be a bit...
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Val di Chiana apartment rental - Pool
2 Bedrooms, Sleeps 4,
Apartment, 2 Bathrooms, rural, village, jacuzzi
Rates - per property (GBP)
£149 - £162/night
£811 - £1,036/week
Calendar Updated 9 Nov 2009

Property Review

We have had a fantastic holiday in Le Manzinaie. The family were lovely, the accommodation was just wonderful - we have recommended it already to our friends and family. I would recommend a stay...
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Val di Chiana apartment rental - Property's entry
1 Bedroom, Sleeps 2,
Apartment, 1 Bathroom, rural, village, jacuzzi
Rates - per property (GBP)
£108 - £126/night
£525 - £761/week
Calendar Updated 9 Nov 2009

Property Review

We have had a fantastic holiday in Le Manzinaie. The family were lovely, the accommodation was just wonderful - we have recommended it already to our friends and family. I would recommend a stay...
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On a quiet slope facing Montepulciano - Casa Banditello

— Property 605434
Val di Chiana farmhouse rental - casa Banditello from south-west
3 Bedrooms, Sleeps 6,
Farmhouse, 2 Bathrooms, 1 Separate Toilet, rural, garden
Rates - per property (GBP)
£157 - £173/night
£1,027 - £1,135/week
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Cottage Villa San Benedetto, Montepulciano, Tuscany, stunning view, private pool

— Property 16442
Val di Chiana cottage rental - Pool with stunning view across to Montepulciano
2 Bedrooms, Sleeps 4,
Cottage, 1 Bathroom, rural, village, pool
Rates - per property (GBP)
£1,000 - £1,100/week
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On a quiet slope facing Montepulciano - Casa Mulinello

— Property 605434
Val di Chiana farmhouse rental - Casa Mulinello from west
3 Bedrooms, Sleeps 6,
Farmhouse, 2 Bathrooms, rural, garden
Rates - per property (GBP)
£133 - £150/night
£874 - £973/week
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Villa San Francesco is situated in a hillside position with breath-taking view.

— Property 433482
Val di Chiana villa rental
6 Bedrooms, Sleeps 12,
Villa, 6 Bathrooms, 1 Separate Toilet, mountain, rural, pool
Rates - per property (GBP)
£3,514 - £6,306/week
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Charming Villa Le Caggiole with private pool two minutes away from Montepulciano

— Property 97774
Val di Chiana villa rental - Pool
5 Bedrooms, Sleeps 12,
Villa, 4 Bathrooms, rural, pool
Rates - per property (GBP)
£2,252 - £2,883/week
Calendar Updated 27 Oct 2009

Property Review

We just loved the place, watching the sunrise by the pool surrounded by tall trees, enjoying the great sightseeing of the area, and then sitting on the terrace with a breathtaking view of the...
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Beautifully restored villa with private pool

— Property 717264
Val di Chiana villa rental
9 Bedrooms, Sleeps 18,
Villa, 9 Bathrooms, 1 Separate Toilet, city centre, rural, pool
Rates - per property (GBP)
£2,450 - £4,775/week
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Cosy flat with rafter ceiling, jacuzzi, fireplace, french balcony in old town

— Property 424029
Val di Chiana apartment rental
2 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, city centre, pool
Rates - per property (GBP)
£89/night
£450/week
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Renaio Wellnes is a colonic house built during the first half of 1800.

— Property 433492
Val di Chiana villa rental
4 Bedrooms, Sleeps 8,
Villa, 4 Bathrooms, 1 Separate Toilet, rural, village, pool
Rates - per property (GBP)
£2,523 - £3,514/week