Val di Chiana Accommodation

The Val di Chiana distinguishes itself in Tuscany by presenting the visitor with wide vistas of the plains in the valley of the Chiani River. A colorful patchwork of green fields of grain, olive groves with intermingling blocks of yellow sunflowers and rows of vineyards. This fertile landscape is populated with small but charming little towns like that of Foiano della Chiana, Cortona, Lucignano and Monte San Savino. Incorporating parts of Chianti, outlet shopping, hiking and biking trails, Etruscan tombs and medieval castles, Val di Chiana invites you to explore an exciting facet of Tuscany.

23 Properties found

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Casale CardiniAdd to
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  • Rooms: 7
  • Sleeps: 24
  • Location: Foiano della Chiana (Countryside)
  • Daily price:From € 88to €189

This estate features B&B suites and self catering apartments with WiFi & Air Conditioning on a large Tuscan estate. The ideal setting for a romantic destination wedding and events featuring their on site restaurant

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Il Sole Del SodoAdd to
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  • Apartments: 5
  • Rooms: 6
  • Sleeps: 22
  • Location: Cortona (Countryside)
  • Daily price:From € 75to €110
  • Weekly price:From € 490to €800

The spectacular position right outside of Cortona adds extra charm to these relaxing vacation apartments and cosy B&B. A traditional decor mixed with modern amenities, AC, pool & cooking courses ensures great Tuscan memories.

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Villa VignacceAdd to
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  • Apartments: 3
  • Sleeps: 10
  • Location: Sinalunga (Countryside)
  • Daily price:From € 60to €200

Set in the countryside of Siena, between the Crete Senesi and the Val d'Orcia, the villa offers 3 cozy and romantic self-catering apartments and a beautiful outdoor pool. It's a great base to explore central and southern Tuscany and Umbria.

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B&B Casa CapanniAdd to
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  • Rooms: 6
  • Sleeps: 12
  • Location: Cortona (Countryside)
  • Daily price:From € 95to €135

A charming structure located near the famous Etruscan town of Cortona, the B&B offers 8 double bedrooms with a delicious complimentary breakfast. Rest in relax in Tuscany with a green panoramic garden and refreshing swimming pool.

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Agriturismo Podere ArgenaAdd to
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  • Apartments: 4
  • Rooms: 7
  • Sleeps: 14
  • Location: Lucignano (Countryside)
  • Daily price:From € 400
  • Weekly price:From € 650to €1050

These 2 bedroom self catering apartments feature a traditional Tuscan decor, fabulous views, a lots of garden space with a large swimming pool. Located close to many major sites in Tuscany, this agriturismo a perfect base for adventure.

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Villa Il PoggioOnline
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  • Apartments: 4
  • Rooms: 4
  • Sleeps: 22
  • Location: Sinalunga (Countryside)
  • Daily price:From € 950
  • Weekly price:From € 450to €1060

These elegant B&B rooms and country styled vacation rental apartments are set in Sinalunga, in a central position which takes full advantage of the stunning Tuscany countryside. The Villa has an outdoor pool.

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I GirasoliOnline
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  • Rooms: 51
  • Location: Lucignano (Countryside)
  • Daily price:From € 75to €220

This lovely hotel surrounded by Tuscan countryside in Lucignano, a few kilometres from Valdichiana, offers air-conditioned rooms with terrace and well equipped cottages for an open-air holiday, a tennis field, outdoor and indoor swimming pools and a gym.

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Agriturismo S.AngeloOnline
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  • Apartments: 11
  • Rooms: 11
  • Sleeps: 39
  • Location: Castiglion Fiorentino (Countryside)
  • Daily price:From € 90to €170
  • Weekly price:From € 350to €1100

A charming farmhouse immersed in the Tuscan countryside near Arezzo and the main cities of Tuscany: Florence, Siena and Trasimeno Lake. It offers beautiful apartments, swimming pool and an excellent restaurant.

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La Pia DamaOnline
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  • Rooms: 11
  • Location: Sinalunga (Countryside)
  • Daily price:From € 80to €330

This elegant, historic castle offers refined suites and rooms, all air conditioned and furnished in the typical Tuscan rural style. The striking outdoor pool is surrounded by a magnificent garden. Continental breakfast can be also served in-room.

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Villa CastellettoOnline
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  • Apartments: 6
  • Rooms: 1
  • Sleeps: 34
  • Location: Sinalunga (Countryside)
  • Daily price:From € 6850

Immersed in the green hills between Siena and the Valdorcia, this attractive estate offers guests a large villa and characteristic apartments of various sizes for their holiday in Tuscany. It also has a beautiful park, outdoor pool and tennis court.

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Foresteria Il Giardino di FontarroncoOnline
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  • Apartments: 10
  • Sleeps: 40
  • Location: Monte San Savino (Countryside)
  • Weekly price:From € 500to €2200

This exclusive accommodation located in Val di Chiana offers 10 independent and fully equipped apartments in a historical residence with panoramic pool, completely surrounded by a large grove of apples, peaches and pears.

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Sangallo HotelOnline
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  • Rooms: 19
  • Location: Monte San Savino (City)
  • Daily price:From € 49to €120

Design hotel in the center of Monte San Savino, 20 minutes driving form Arezzo. It offers contemporary furnished rooms that are comfortable and equipped with major comforts as free Wi-Fi connection. It features free parking.

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Relais Borgo San PietroOnline
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  • Rooms: 19
  • Location: Cortona (Countryside)
  • Daily price:From € 107to €219

Set under the Tuscan sun near Cortona, this luxury realis offers elegant accommodations. It has outdoor pool, private parking and children playground.

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Borgo Il MeloneOnline
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  • Rooms: 20
  • Location: Cortona (Countryside)
  • Daily price:From € 112to €199

Located near beautiful Cortona, Borgo il Melone is a charming accommodation offering both rooms and apartments, as well as jacuzzi and other facilities. It is surrounded by 3 hectare of green Tuscan countryside.

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Relais & Châteaux Il FalconiereOnline
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  • Rooms: 22
  • Location: Cortona (Countryside)
  • Daily price:From € 305to €590

Luxury country hotel set in the surroundings of Cortona. It includes a lovely spa, outdoor and indoor pools, free parking and Tuscan restaurant. Rooms are large and equipped with modern comforts.

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FlorenceLuccaPisaSienaArezzoGrossetoLivornoPistoiaMontecatini TermeSan GimignanoCortonaMontepulcianoVolterraCasentinoChiantiGarfagnanaLunigianaMaremmaMugelloVal d'OrciaVersiliaElba IslandEtruscan CoastCrete SenesiArgentarioVal di Chiana

Since the beginning of time the land in the valley only a short distance from Arezzo and the southern and eastern borders of Tuscany promised rich fertile lands for farms and settling populations. Val Di Chiana was well noted for its wines as far back as the Etruscans, and boasts a culinary tradition that exalts quality olive oil, honey, DOC labels wines and the Chianina beef.

Easily accessible from Florence, the cradle of the Renaissance with its museums and monuments. In fact, this valley can be found by following an easy itinerary in a landscape dotted with well preserved hamlets, cobblestone roads and medieval towers. Many of the smaller towns are on main roads and train lines, where you can participate in their rich in colorful traditions, such as farmer’s markets and historic revocations that will showcase the beauty of this unique corner of Tuscany. The towers of Siena are only a short trip from the Val di Chiana, where you can spend the day walking these famous streets.

It is highly recommended to use the charming town of Sinalunga, as a comfortable base for exploring Tuscany.  Close to outlet shopping, Siena highway and the Autostrada del Sole this town is the perfect reference point for organizing day trips throughout Tuscany. It is also a great point to start a bike tour or hiking along the easy to navigate the flat trail Sentiero della Bonifica which starts in Arezzo and takes you directly to the Lake of Montepulciano.

The area called Val di Chiana Aretina pretty much covers the “Colli Aretini”, stretching from Arezzo as far south as Monte San Savino and Montepulciano, encompassing towns like that of Civitella della Chiana, Marciano and Castello Fiorentina. It is here you will find a valley that is filled with vineyards, sunflowers, and grooves of peaches, apricots and apples. The main highway cuts right through the middle of this area, and the roads are filled with gentle curves and stunning vistas. Start your itinerary in Arezzo and wind through the back roads stopping for wine tasting, picnics and shopping.

To the west of the river Chiani, in the part of Val di Chiana Senese which borders Val d'Orcia, you will find some of the oldest signs of life in Tuscany near Cetona and Sarteano. Towns like Chianciano Terme promise a day full of soaking in the warm spa waters which were popular even during the Etruscans times. Visit towns like that of Montepulciano and Trequanda for fabulous wines including that of Vino Nobile and Orcia DOC. The landscape promises soft rolling hills, signs of the famous Creti Senesi and monasteries and lovely little borgos from the Middle Ages.


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