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Arezzo Province, Tuscany
 

Besides the famous hill towns of Arezzo and Cortona, there are many others just as interesting if not as well known. Monte San Savino and Lucignano nestled in the Southwest plains of the Valdichiana, San Giovanni Baldarno, Montevarchi and the monastery of Vallombrosa between Arezzo and Florence. In the northeast corner of this region, you'll find Camaldoli, a beautiful wooded valley with one of Italy's most picturesque and ancient forests, Casentino. You will find this to be a wonderful area for its breathtaking scenery and tidy little villages. Close to the Umbria border is the birthplace of Piero della Francesca, Sansepolcro, where you will find some of his others works, just as beautiful as the well known as The Legend of the True Cross found in Arezzo's church of San Francesco, but without the wait. Anghiari and Monterchi are both beautiful towns to spend a day.


Showing 1 to 25 of 39 results. Page  1 2 Next
Properties are listed in order by Reference Number. The properties can also be sorted by the number of Sleeps or the City location. Venice, Florence and Rome are sorted by area when you request a sort by City. Click again to reverse order of sort.

TA01 - Villa Fonte

  val di Chiana , Arezzo

Sleeps 18
9 Bedrooms
9 Baths
$28,665 - $34,808

Elegant Villa with a contemporary Tuscan interior set on sprawling lawns and olive groves above the val di Chiana valley, with panoramic views of the hilltop town of Cortona. Beautiful outside living spaces, salt water pool, meticulous gardens. Salt water pool and jacussi, Tennis court, bicycles and concierge services offer a special touch. Cortona , Arezzo and Montepulciano within 30 minutes, Florence 1 hour, Rome 2 ½ hours and walking distance to a small village

 


TA02 - Casa Mia

  Cortona , Arezzo

Sleeps 8
4 Bedrooms
4 Baths
$2,895 - $5,456

This large private villa is nestled into the Cortona hillside with a breathtaking view that stretches to Umbria. Large eat in kitchen and great room with picture windows and doors, completely private yet just five kilometers from Cortona.

 


TA03 - Villette a Schiera

  Cortona Area , Arezzo

Sleeps 6
3 Bedrooms
3 Baths
$7,320 - $10,400

Set amidst the fields, hedgerows and lawns, Villette a Schiera is made up of two small charming contemporary luxury cottages. Ideal for a small group of friends, or a family with grandparents, the walled lavender garden and reflective swimming pool stands between the one and two bedroom cottages

 


TA04 - Montallo

  Cortona Suburbs , Arezzo

Sleeps 10
5 Bedrooms
5 Baths

Located just 5 kms below the famous hill town of Cortona, Tuscany, this family friendly home has beautiful views and lovely gardens spaces. Ideal for two families traveling together, the house has two separated living areas, as well as many common areas to spend together. Easy access to Tuscany and Umbrian towns such as Montepulciano, Trequanda, Perugia, Orvieto. Lake Trasimeno offers a beach town and water activities as well.

 


TA05 - Merlot

  Ambra , Arezzo

Sleeps 4 + 2
2 Bedrooms
2 Baths

Charming two story cottage apartment on a working wine estate on the edge of Chianti on the Arezzo/Siena province border. Large open spaces, spectacular vineyard views. Privacy with the convenience of a manager on the property. Can rent with TA07 for a total of 10 + 2 guests!

 


TA06 - Cabernet

  Ambra , Arezzo

Sleeps 4 + 2
2 Bedrooms
2 Baths

Charming townhouse apartment on a working wine estate on the edge of Chianti on the Arezzo/Siena province border. Large open spaces, spectacular vineyard views. Privacy with the convenience of a manager on the property.

 


TA07 - Sauvignon

  Ambra , Arezzo

Sleeps 6
3 Bedrooms
3 Baths

Very cozy two story first floor townhouse apartment, located above Merlot (TA05) on a working wine estate at the edge of Chianti on the Arezzo/Siena province border. Large open spaces with spectacular vineyard views. Privacy with the convenience of a manager on the property. Can rent with TA05 for a total of 10 + 2 guests!

 


TA08 - Trebbiano

  Ambra , Arezzo

Sleeps 6
3 Bedrooms
3 Baths

Charming two story farmhouse apartment on a working wine estate at the edge of Chianti on the Arezzo/Siena province border. Large open spaces and spectacular vineyard views. Privacy with the convenience of a manager on the property.

 


TA09 - Sangiovese

  Ambra , Arezzo

Sleeps 4 + 2
2 Bedrooms
2 Baths

Charming two story farmhouse apartment on a working wine estate on the edge of Chianti on the Arezzo/Siena province border. Large open spaces, spectacular vineyard views. Privacy with the convenience of a manager on the property.

 


TA10 - Villa Malvasia

  Ambra , Arezzo

Sleeps 12
6 Bedrooms
6 Baths

This majestic Medici villa is on a working wine estate just twenty-two miles northeast from Siena, on the edge of Chianti wine country. The owners are happy to give you a tour of the vineyards and tastings to see how Chianti wine is made.

 


TA12 - Villa Cortona

  City of Cortona , Arezzo

Sleeps 6
3 Bedrooms
2 Baths
$2,631 - $3,868

One of the most frequent requests is a villa within walking distance to town. Rarely will you find a villa with garden located in a large city, but Villa Cortona is that rare gem. A beautiful 13th Century villa that nestles within the walls of this famous city. The tranquility of a garden yet a 6 minute walk into the center of town and the nearest coffee bar. Easy street parking near the houses so you can quickly visit the countryside when the mood strikes you.

 


TA15 - Le Tre Grazie

  Cortona Countryside , Arezzo

Sleeps 14 + 2
8 Bedrooms
8 Baths

At the bottom of the Cortona hill, near an important archeological site, stands the splendid Le Tre Grazie, located on the private estate of a noble Tuscan family. Gardens with ornamental shrubbery, ponds, and small bridges enhance the drive to the villa doors. Just 5 minutes from the nearest village and 11 minutes to the city of Cortona. Le Tre Grazie is ideal for large families or groups of friends, with the main farmhouse and small cottage

 


TA18 - Melodia

  Cortona , Arezzo

Sleeps 6
3 Bedrooms
2 Baths

This ancient stone farmhouse lies nestled near the hills of Cortona. Close to the major highways makes it easy access to Umbria as well as all areas of Tuscany.

 


TA20 - Leggiadro

  Cortona , Arezzo

Sleeps 10
5 Bedrooms
5 Baths

These two stone farmhouses face Bramasole and enjoy the same peace, tranquility and views praised by Frances Mayes in 'Under the Tuscan Sun'. One sleeps six and the other four. Magnificent panorama of the Chiana Valley and Lake Trasimeno. Walk to town.

 


TA2215 - Chifonta

  Cortona , Arezzo

Sleeps 15 + 2
8 Bedrooms
7 Baths
$6,500 - $9,100

Situated below the Etruscan town of Cortona, among vineyards and olive trees. Newly restored, spacious home accommodates fifteen guests easily - perfect for large families or groups of friends.

 


TA23 - Foglia

  Cortona , Arezzo

Sleeps 6
3 Bedrooms
3 Baths

Situated on a hillside just outside Cortona, with panoramic views of the surrounding countryside and villages. Excellent property for those seeking privacy and comfort.

 


TA25 - Molino d'Oliva

  Ambra , Arezzo

Sleeps 10 + 2
5 Bedrooms
5 Baths

Located on the Chianti ~ Arezzo border, Molino d'Oliva is an ideal base for exploring Tuscany. Beautifully restored Tuscan home framed by the Chianti hills.

 


TA26 - Il Violino

  Cortona Hillside , Arezzo

Sleeps 8
4 Bedrooms
4 Baths

Just two miles from the Etruscan town of Cortona, Il Violino is in a small hamlet of three villas and sits among an olive grove, with a well tended garden of grape vines, fragrant flowers and wonderful breathtaking views that include Umbria as well as Tuscany.

 


TA27 - Casa di Riccardo

  Cortona , Arezzo

Sleeps 8 + 1
6 Bedrooms
3 Baths

Situated on the slope of a Tuscan hillside with an amazing view of a medieval castle. Casa di Riccardo is built with local stone and recently restored. A warm, comfortable house for your family getaway.

 


TA30 - Casa Maria

  Cortona , Arezzo

Sleeps 8
4 Bedrooms
3 Baths

Restored Ghibelline tower with spectacular views of the Val di Chiana valley. Only five kilometers from Cortona.

 


TA31 - Casa Arezzo

  Arezzo , Arezzo

Sleeps 21
10 Bedrooms
8 Baths

One of two 15th century houses owned by the Florentine noble Medici family, Casa Arezzo has old world Tuscan charm. Separated from the second house by sprawling grounds with stunning views you are assured privacy yet it is possible to rent with Casa Baldachino for larger groups of 44 guests. This is the perfect Italian villa rental for Italian Destination weddings, family reunions and special events.

 


TA32 - Casa Baldachino

  Arezzo , Arezzo

Sleeps 22
11 Bedrooms
11 Baths

One of two 15th century houses owned by the Florentine noble Medici family, Casa Baldachino has old world Tuscan charm. Separated from the second house by sprawling grounds with stunning views you are assured privacy yet it is possible to rent with Casa Arezzo for larger groups of 44 guests. This is the perfect Italian villa rental for Italian Destination weddings, family reunions and special events

 


TA36 - The Castle's Hamlet

  Chianti - East , Arezzo

Sleeps 43 + 8
25 Bedrooms
22 Baths

This is the perfect place for your story-book wedding or any large group that wants to feel the history of Tuscany. Once the village for the peasants and estate workers, it is now transformed into fine accommodations with the majestic castle always looming in the background. A great place for weddings and reunions.

 


TA37 - The Granary

  Chianti - East , Arezzo

Sleeps 2
1 Bedrooms
1 Baths

One of eleven beautifully restored apartments that make up this ancient borgo with the majestic castle always looming in the background. Ideal to rent alone or with family and friends.

 


TA38 - The Little Loggia

  Chianti - East , Arezzo

Sleeps 2
1 Bedrooms
1 Baths

One of eleven beautifully restored apartments that make up this ancient borgo with the majestic castle always looming in the background. Ideal to rent alone or with family and friends.

 

 
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