Holiday villas for rent in Cortona


Among the most famous medieval villages known and loved by tourists, the choice of renting one of our villas in Cortona in Val di Chiana is certainly an excellent choice. Among hills covered with vineyards, your villa for rent in Cortona will make you the star of a great vacation just like in the movie 'Under the Tuscan Sun' shot in town.


Cortona is located in the southern part of Tuscany, about 30 kilometers south of Arezzo. The town is small but due to its architectural beauty has become one of the favorite tourist destinations for lovers of Tuscan hills and quiet. In addition to being close to Arezzo and other famous towns of the Valdichiana, Cortona is also just a few kilometers from Lake Trasimeno pleasant surprise for all lovers of lakes.

The historic center of Cortona is a small architectural gem with its ancient palaces, towers, splendid churches and the large medieval squares. The main church is located in Piazza Duomo, and inside there are important works of art and frescoes. The Town Hall of medieval origin is, however, in Piazza della Repubblica. Piazza Signorelli is another important square in town.

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Farmhouse Capanna Farmhouse Capanna

Pretty farmhouse sleeping 4+1 in the countryside south of Arezzo, in Valdichiana. Garden, swimming pool, barbecue, wood-burning oven, Internet connection. Golf club, riding stable and tennis club within a few kilometres.

7 days: min: 535 € - max: 1265 €
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Villa Corso Villa Corso

Villa with swimming pool for rent in the countryside of Arezzo, in Tuscany. Villa with accommodation for 14+1 people, panoramic swimming pool.

7 days: min: 1125 € - max: 2500 €
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Farmhouse Marcos Farmhouse Marcos

Farmhouse for holidays in Cortona, in Valdichiana, in the province of Arezzo. Sleeps, garden, swimming pool, barbecue, Internet connection. A few kilometres from the farmhouse there are a riding stable and some tennis courts.

7 days: min: 850 € - max: 1400 €
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Farmhouse Lory Farmhouse Lory

Farmhouse sleeping 8+7 in Cortona (Arezzo), in Valdichiana. Wide garden, swimming pool with whirlpool corner, organic vegetable garden, barbecue, Internet connection, children's playground. Tennis club, golf club and riding stable nearby.

7 days: min: 1200 € - max: 2300 €
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Villa Mulinetto Villa Mulinetto

Villa sleeping 4 near Cortona (Arezzo), in Valdichiana. Fenced garden, swimming pool, Internet connection.

7 days: min: 970 € - max: 1385 €
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Villa Cascina Villa Cascina

Ancient villa in the neighbourhood of Cortona, in the province of Arezzo, in the Valdichiana. 6+2 sleeping accommodations, swimming pool, outdoor hydromassage, air conditioning, barbecue, children's toys, Internet connection.

7 days: min: 1330 € - max: 3990 €
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Villa Limoni Villa Limoni

Luxury villa for vacation rental near Cortona (Arezzo) in Tuscany . Villa with 4/6/10 beds, beautiful garden, exclusive swimming pool.

7 days: min: 600 € - max: 3400 €
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Villa Bucolica Villa Bucolica

Villa for rent with private swimming pool in the Tuscan countryside near Cortona (Arezzo). Accommodation for 10/11 people, garden, Internet connection and parking.

7 days: min: 1200 € - max: 2400 €
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Villa Cortona Villa Cortona

Former farmhouse transformed in a holiday villa in Valdichiana, in Castiglion Fiorentino, near Cortona (Arezzo). Sleeps 8, garden, swimming pool, Internet connection.

7 days: min: 1815 € - max: 3250 €
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Villa Angelo Villa Angelo

Holiday villa in proximity to Cortona (Arezzo), in Valdichiana. 8 sleeping accommodations, swimming pool, air conditioning, hydromassage, outdoor toys for kids.

7 days: min: 1200 € - max: 2250 €
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Villa Simonetta Villa Simonetta

Small holiday villa sleeping 6 in Valdichiana, near Cortona (Arezzo) and the Abbey of Farneta. Garden, swimming pool, air conditioning, Internet connection. Riding stable, tennis club, and golf club within a few kilometres.

7 days: min: 985 € - max: 1680 €
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Villa Zefiro Villa Zefiro

Villa sleeping 7 in Valdichiana, near Cortona (Arezzo). Garden, swimming pool, Internet connection, barbecue. Magnificent panorama.

7 days: min: 560 € - max: 2295 €
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Villa Mauro Villa Mauro

Holiday villa near Cortona, in Terontola (Arezzo), in Valdichiana. 10/12 sleeping accommodations, swimming pool, garden, Internet connection, small gym.

7 days: min: 1335 € - max: 3335 €
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Villa Scannagallo Villa Scannagallo

Holiday villa close to Cortona (Arezzo), in the Valdichiana. 18/22 sleeping accommodations, swimming pool, satellite TV, Internet connection, wide park. Rooms accessible to disabled people.

7 days: min: 2650 € - max: 5300 €
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Villa Montecchio Villa Montecchio

Medieval sighting tower converted into a holiday villa in Montecchio di Cortona (Arezzo), in Valdichiana. Sleeps 9, swimming pool, garden, air conditioning, Internet connection, Finnish sauna.

7 days: min: 1125 € - max: 1750 €
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Villa Castiglion Fiorentino Villa Castiglion Fiorentino

Former farmhouse sleeping 9+3 guests in panoramic position in Valdichiana, in Castiglion Fiorentino (Arezzo). Swimming pool, barbecue, wood-burning oven, children`s playground, air conditioning, Internet connection. Riding stable, tennis courts and golf club nearby.

7 days: min: 1735 € - max: 2665 €
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Villa Camucia Villa Camucia

Beautiful villa sleeping 8 in Valdichiana, near Cortona (Arezzo). Swimming pool, Internet connection, table-tennis table, wood-burning oven, air conditiong.

7 days: min: 1735 € - max: 3085 €
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Villa Viola Villa Viola

Charming villa sleeping 4 on the hills of Valdichiana, near Cortona (Arezzo). Wide garden, swimming pool, hydromassage, steam bath, Internet connection. Dinners with Tuscan dishes are organised upon request.

7 days: min: 915 € - max: 1675 €
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Farmhouse Aretino Farmhouse Aretino

Small and cosy farmhouse sleeping 5 in Valdichiana, near Castiglion Fiorentino (Arezzo). Swimming pool, wood-burning oven, Internet connection. Tennis club, riding stable and golf club within a few kilometres.

7 days: min: 900 € - max: 1395 €
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Farmhouse Ginepro Farmhouse Ginepro

Farmhouse sleeping 5+1 in Valdichiana, near Cortona (Arezzo). Swimming pool, Internet connection, hydromassage, air conditioning. Wonderful view over the surrounding countryside.

7 days: min: 555 € - max: 2595 €
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Villa Torre Medioevale Villa Torre Medioevale

Luxury and charming villa with swimming pool in the countryside of Monterchi (Arezzo) in Tuscany. Villa with accommodation for 8/10 people, garden, swimming pool, panoramic view.

7 days: min: 1490 € - max: 3850 €
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Villa Del Poggio Villa Del Poggio

Villa for rental vacation near Arezzo, in Tuscany. Villa with accommodation for 6/8/10 people, big garden, panoramic view.

7 days: min: 1255 € - max: 3060 €
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Villa Valdichiana Villa Valdichiana

Villa with swimming pool in the countryside around Siena, in the neighbourhood of Montepulciano. 10 beds, private parking, satellite TV, air conditioning, Internet connection.

7 days: min: 2200 € - max: 4115 €
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Villa Sinalunga Villa Sinalunga

Elegant villa with swimming pool in Sinalunga (Siena), between Montepulciano and Pienza, in Valdichiana. 14 sleeping accommodations, wide garden, barbecue, bowls pitch, satellite TV, wood-burning oven.

7 days: min: 2630 € - max: 5125 €
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Villa Bettolle Villa Bettolle

Villa with swimming pool for holidays in Valdichiana, near Cortona (Arezzo). 10/12 sleeping accommodations, hydromassage, gym, satellite TV, Internet, barbecue, table tennis. Riding stable and tennis club in the neighbourhood.

7 days: min: 1355 € - max: 2810 €
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Villa Creti Villa Creti

Charming holiday villa in the heart of Valdichiana, near Cortona (Arezzo). 6 sleeping accommodations, swimming pool, air conditioning, Internet connection. Golf and tennis club, riding stables and outlet village in the vicinity.

7 days: min: 1750 € - max: 2850 €
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Villa Bocena Villa Bocena

Nice holiday villa in Valdichiana, close to Cortona (Arezzo). 7 sleeping accommodations, swimming pool, barbecue.

7 days: min: 1345 € - max: 2490 €
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Villa Lucia Villa Lucia

Villa in Valdichiana, in Cortona, in the province of Arezzo. 6/10 sleeping accommodations, garden, swimming pool, air conditioning. Mountain-bike and walking routes in the surroundings.

7 days: min: 1650 € - max: 3300 €
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Villa Belvedere Villa Belvedere

Holiday villa near Arezzo, in Valtiberina. Sleeps 12/14, swimming pool, wide garden, cooking lessons, Internet connection. Stunning view over the surrounding hills.

7 days: min: 2600 € - max: 4100 €
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Villa Carmen Villa Carmen

Small villa sleeping 7 in the province of Arezzo, near Cortona, in Valdichiana. Garden, swimming pool, Internet connection.

7 days: min: 1200 € - max: 2100 €
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Villa Lago Villa Lago

Villa sleeping 6 a few kilometres from Montepulciano (Siena). Garden, swimming pool, solarium area, masonry barbecue, Internet connection. Possibility of sailing, windsurfing and fishing in nearby Lake Trasimeno.

7 days: min: 950 € - max: 3146 €
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Villa Tuscia Villa Tuscia

Nineteenth-century farmhouse sleeping 9 near Foiano della Chiana (Arezzo), in Valdichiana. Swimming pool, children`s playground, air conditioning, Internet connection, beautiful panoramic view.

7 days: min: 1435 € - max: 2460 €
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Villa Staggiano Villa Staggiano

Elegant 16th-century farmhouse sleeping 12 in Tuscan Valtiberina, near Arezzo. Swimming pool, air conditioning, Internet connection. Tennis club and riding stable nearby.

7 days: min: 1865 € - max: 3865 €
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Villa Igor Villa Igor

Villa sleeping 8 on a hill in Valdichiana with views of Arezzo. Wide garden, swimming pool, whirlpool area, air conditioning, Internet connection. Olive oil, wine, balsamic vinegar and spirits tasting events organised upon request.

7 days: min: 2765 € - max: 3830 €
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Villa Lorenzo Villa Lorenzo

Elegant villa sleeping 8 a few kilometres from Arezzo, in Valdichiana. Fully fenced park, swimming pool, wood-burning oven, Internet connection. Possibility of organising cooking lessons and dinners at the property.

7 days: min: 1595 € - max: 2660 €
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Villa Viola 2 Villa Viola 2

Small holiday villa sleeping 7 in Valdichiana, a few kilometres from Cortona (Arezzo). Swimming pool, children's playground, table-tennis table, Internet connection.

7 days: min: 450 € - max: 2295 €
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Casale Cortona Casale Cortona

Elegant luxury villa with wide garden and swimming pool near Cortona, in Valdichiana, south of Arezzo. 12 beds, barbecue, satellite TV, Internet connection.

7 days: min: 3360 € - max: 4360 €
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Villa Jacopo Villa Jacopo

Luxury villa for holidays in Valdichiana, near Cortona, in the province of Arezzo. 10 sleeping accommodations, swimming pool, gym, hydromassage, Internet, satellite TV, table-tennis table, barbecue. Tennis club and golf club nearby.

7 days: min: 1495 € - max: 2890 €
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Villa Castiglione Villa Castiglione

Elegant villa sleeping 18+6 near Castiglion Fiorentino (Arezzo), in Valdichiana. Wide park, two swimming pools, sauna, hydromassage, barbecue, air conditioning, Internet connection. Golf club, riding stable and tennis club within a few kilometres.

7 days: min: 6920 € - max: 8575 €
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Villa Paolina Villa Paolina

Luxurios historic villa sleeping 16 in Sienese Valdichiana, in Montepulciano. Wide garden, barbecue, swimming pool, Internet connection. Wonderful view. Thermal baths, tennis club, riding stable and golf club nearby.

7 days: min: 4740 € - max: 4740 €
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Villa Fontana Villa Fontana

Luxurious villa sleeping 14+5 just a few kilometres from Cortona (Arezzo), in Valdichiana. Wide garden, swimming pool, barbecue, steam room, hydromassage, air conditioning, Internet connection. Riding stable and tennis club nearby.

7 days: min: 5200 € - max: 7500 €
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Farmhouse Greppia Farmhouse Greppia

Holiday farmhouse in Valdichiana, near Cortona, in the province of Arezzo. 8/10 sleeping accommodations, swimming pool with hydromassage, garden, air conditioning. Wonderful panorama.

7 days: min: 1500 € - max: 2700 €
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Farmhouse Garden Farmhouse Garden

Ancient farmhouse dating back to the 17th century between Sinalunga and Montepulciano (Siena), in the Valdichiana. Sleeps 6, wide garden. Wonderful view of the Tuscan countryside.

7 days: min: 750 € - max: 1500 €
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Farmhouse Cortona Farmhouse Cortona

Ancient farmhouse close to Cortona, in the province of Arezzo, in the Valdichiana region. 10/14 sleeping accommodations, swimming pool, air conditioning, hydromassage.

7 days: min: 2500 € - max: 3500 €
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Farmhouse Radiante Farmhouse Radiante

Ancient farmhouse sleeping 8 for rent near Cortona (Arezzo), in Valdichiana. Wide garden with swimming pool and solarium area, hydromassage, air conditioning. Wonderful views.

7 days: min: 1470 € - max: 2570 €
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Farmhouse Croce Farmhouse Croce

Farmhouse sleeping 10 with wonderful views over the Valdichiana situated between Castiglion Fiorentino and Cortona, in the province of Arezzo. Swimming pool, barbecue, Internet connection.

7 days: min: 3190 € - max: 5055 €
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Farm Holiday Cortona Farm Holiday Cortona

Apartments for rent in farmhouse for holidays in Cortona (Arezzo). Accommodation for 2/8 people, garden, hydro massage, swimming pool.

7 days: min: 420 € - max: 1350 €
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