Holiday villas for rent in Castiglion Fiorentino


One of our villas in Castiglion Fiorentino will be the ideal choice if you love castles, churches and want to stay between Arezzo and Cortona. On this page our villas for rent in Castiglion Fiorentino among which you can choose the one that suits your needs.


Castiglion Fiorentino is located in the province of Arezzo in the south of Tuscany. Between Cortona and Arezzo there are less than 20 kilometers. If instead of going to the north, you go south you will arrive in Cortona, about 11 kilometers. Always going south in a little over 20 kilometers from Cortona you can reach the famous Lake Trasimeno.

The old town of Castiglion Fiorentino is definitely worth a visit. Wander through the cobbled streets of the town or pass under the imposing medieval gates certainly will give to you a nice feeling. Explore the Archaeological Museum, look at the beautiful tower of the Cassero, the sixteenth-century Vasari Loggia and the Palazzo Comunale. Discover the small shops of the old town and live the contemporary atmosphere of a medieval 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 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 Vigneto Villa Vigneto

Villa sleeping 10/12 near Arezzo, in Valdichiana. Garden, swimming pool, Internet connection, view over Arezzo. Tennis courts and riding stable nearby.

7 days: min: 2990 € - max: 4390 €
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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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Farmhouse Elisabeth Farmhouse Elisabeth

Holiday farmhouse in Valdichiana, in Marciano della Chiana, in the province of Arezzo. Sleeping 8/10 people, swimming pool, garden, Internet connection, cooking lessons.

7 days: min: 1986 € - max: 2383 €
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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 Arezzo Farmhouse Arezzo

Holiday farmhouse sleeping 8+3 people in Valdichiana, close to Arezzo. Wide garden, swimming pool with whirlpool area, barbecue, wood-burning oven, air conditioning, Internet connection. Riding stable and tennis courts within a few kilometres.

7 days: min: 1375 € - max: 4125 €
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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 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 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 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 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 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 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 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 Arezzo Farm Holiday Arezzo

Apartments for rent in villa with swimming pool in the countryside of Arezzo. Apartments with accommodation from 2 to 4 people, air conditioning, swimming pool.

7 days: min: 490 € - max: 1120 €
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