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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.

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Viewed 5 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • Separate Toilet
  • 2475 sq. ft.
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Viewed 54 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 861 sq. ft.
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4
Viewed 26 times in the last 48 hours
  • 4 BR Apartment
  • 4 BA
  • 1506 sq. ft.
Wonderful! 4.8/5
(5 reviews)
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5
Viewed 115 times in the last 48 hours
  • 4 BR Villa
  • 4 BA
  • 1937 sq. ft.
Wonderful! 4.8/5
(18 reviews)
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18
Viewed 43 times in the last 48 hours
  • 3 BR Apartment
  • 3 BA
  • 2152 sq. ft.
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Viewed 31 times in the last 48 hours
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  • 2 BA
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Viewed 6 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
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Viewed 67 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 7534 sq. ft.
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Viewed 66 times in the last 48 hours
  • 1 BR Chateau / Country House
  • 1 BA
  • 753 sq. ft.
Excellent! 4.6/5
(5 reviews)
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5
Viewed 207 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 807 sq. ft.
Wonderful! 4.8/5
(6 reviews)
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6
Viewed 7 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 645 sq. ft.
Exceptional! 5/5
(49 reviews)
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49
Viewed 18 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • Separate Toilet
  • 3229 sq. ft.
Wonderful! 4.9/5
(19 reviews)
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Premier Partner
19
Viewed 18 times in the last 48 hours
  • 4 BR Farmhouse
  • 2 BA
  • 2045 sq. ft.
Exceptional! 5/5
(18 reviews)
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18
Viewed 37 times in the last 48 hours
  • 3 BR Chateau / Country House
  • 2 BA
  • 2368 sq. ft.
Excellent! 4.7/5
(3 reviews)
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3
Viewed 30 times in the last 48 hours
  • Studio Farmhouse
  • 1 BA
  • 753 sq. ft.
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4
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2
Exceptional! 5/5
(17 reviews)
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17
Viewed 14 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 3767 sq. ft.
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Viewed 51 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 1076 sq. ft.
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1
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  • 4 BA
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Exceptional! 5/5
(6 reviews)
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Premier Partner
6
Viewed 14 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 699 sq. ft.
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Viewed 6 times in the last 48 hours
  • 4 BR Villa
  • 3 BA
  • Separate Toilet
  • 1722 sq. ft.
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Viewed 16 times in the last 48 hours
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  • 2 BA
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2
  • 4 BR Villa
  • 3 BA
  • 1937 sq. ft.
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Viewed 5 times in the last 48 hours
  • 3 BR Villa
  • 2 BA
  • 2000 sq. ft.
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Viewed 20 times in the last 48 hours
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  • 5 BA
  • 3229 sq. ft.
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Viewed 17 times in the last 48 hours
  • Studio Apartment
  • 1 BA
  • 387 sq. ft.
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2
Viewed 15 times in the last 48 hours
  • 3 BR Apartment
  • 2 BA
  • 1237 sq. ft.
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Viewed 8 times in the last 48 hours
  • 2 BR Apartment
  • 1 BA
  • 1076 sq. ft.
Wonderful! 4.9/5
(7 reviews)
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7
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2
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Exceptional! 5/5
(8 reviews)
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8
Viewed 11 times in the last 48 hours
  • 2 BR Farmhouse
  • 1 BA
  • 753 sq. ft.
Wonderful! 4.9/5
(10 reviews)
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10
Viewed 21 times in the last 48 hours
  • 10 BR Villa
  • 8 BA
  • 8611 sq. ft.
Excellent! 4.7/5
(7 reviews)
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7
Excellent! 4.4/5
(5 reviews)
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5
Viewed 24 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
  • Separate Toilet
  • 1537 sq. ft.
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3
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  • 2 BA
  • 1506 sq. ft.
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1
Viewed 12 times in the last 48 hours
  • 6 BR Villa
  • 4 BA
  • 3767 sq. ft.
Exceptional! 5/5
(75 reviews)
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Premier Partner
75
Viewed 6 times in the last 48 hours
  • 1 BR Apartment
  • 1 BA
  • 484 sq. ft.
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Viewed 6 times in the last 48 hours
  • 2 BR Apartment
  • 2 BA
Exceptional! 5/5
(5 reviews)
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Viewed 32 times in the last 48 hours
  • 5 BR Villa
  • 3 BA
Exceptional! 5/5
(39 reviews)
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39
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Viewed 21 times in the last 48 hours
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  • 6 BA
  • 3229 sq. ft.
Exceptional! 5/5
(6 reviews)
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6
 

Recent Reviews

A Sublime Paradise in the Heart of Tuscany

5 of 5
Perfectly situated with a large terrace overlooking the magnificent Tuscan countryside, Villa Le Caggiole is a stunning villa managed by Francesca, the most charming of hosts. We were a group of women (later joined by our partners) looking for a special vacation. The location could not be a better home base for day trips to not only well-known destinations like Siena and Florence, but also to nearby picturesque hilltop villages for long lunches and staggeringly beautiful photo opportunities. The spotless, completely equipped villa has a historic relaxed elegance, with generous bedrooms and gathering spaces for large parties to spread out. Early morning walks, coffee by the beautiful pool, aperitifs on the huge terrace decorated with summer flowers quickly became routine. Best of all, Francesca was a perfect host, respectful of our privacy but quick to answer questions, offer suggestions, advice and guidance. I could not imagine a better place to relax and call home away from home, and do not hesitate to recommend it to friends and family. This property deserves 10 stars!!
  • Review Submitted: Feb 01, 2018
  • Date of Stay: Oct 2017

Absolutely stunning retreat!

5 of 5
My family and I could not have been more taken with this property! Even with the gorgeous photos on line, it exceeded our expectations! The hosts could not have made us feel more welcome! The layout of the property is ideal for families or multiple parties with good segregation and lots of bathrooms. The set-up is perfect for entertaining indoors or outdoors overlooking the pool. Every detail has been beautifully thought through and provided to make you and your guests feel pampered in true luxury resort style. It is easy to feel instantly comfortable and relaxed in this unique space. While we found everything we needed in the property to not need to wander far, it is also ideally located to explore this area of Central and Southern Tuscany with an amazing array of places within an easy half an hour drive. We can’t wait to stay again, thank you Sabrina for this magical experience!
  • Review Submitted: Nov 27, 2017
  • Date of Stay: Nov 2017