Holiday villas for rent in Montepulciano


Our agency specialized in holidays rentals has chosen for you the best villas in Montepulciano in Val di Chiana, one of the most beautiful and famous towns in Siena and Tuscany. Read on and discover the offers of villas for rent in Montepulciano ... one of these could be your next home during your holidays in Tuscany!


Montepulciano is located on a hill in Valdichiana a few kilometers from the Val d'Orcia and the Crete Senesi. Montepulciano is located about 65 km southeast of Siena and is surrounded by vineyards, olive groves and breathtaking scenic drives. From Montepulciano you can reach in less than an hour renowned villages such as Pienza, Montalcino, Chianciano Terme and Asciano, Monte Amiata and Lake Trasimeno.

The historic center of Montepulciano will surprise you with its beauty and richness of art and history. From the medieval gates that allow access to the town continue along small streets full of ancient palaces, churches and small shops selling local products to reach the main square with the seventeenth-century Duomo, the fourteenth-century Palazzo Comunale and the wonderful Well of Griffins and Lions .

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Villa Piana Verde Villa Piana Verde

Villa with pool near Montepulciano (Siena), in Valdichiana. Sleeps 5, garden, air conditioning, hydromassage, Internet connection, outdoor toys for children. Spas, golf club, tennis club and riding stable within a few kilometres.

7 days: min: 900 € - max: 1100 €
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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 Tuoro Villa Tuoro

Small villa sleeping 6+2 in Valdichiana, just a few kilometres from Montepulciano (Siena) and Lake Trasimeno. Fully fenced garden, swimming pool, children`s playground, Internet connection, hydromassage. Tennis club and riding stable within a few kilometres.

7 days: min: 1500 € - max: 2000 €
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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 Montepulciano Villa Montepulciano

Villa in a panoramic position on a typical Florentine hill near Chianciano Terme and Montepulciano. Villa with accommodation for 8/10 people, swimming pool, air conditioning.

7 days: min: 1600 € - max: 2800 €
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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 Cellini Villa Cellini

Luxury villa in Val d`Orcia between Montepulciano and Pienza. Siena and Arezzo can be easily reached. Amazing panoramic position. Garden and swimming pool. Internet WI-FI Connection. 8+2 beds

7 days: min: 2500 € - max: 4140 €
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Villa Orcia Villa Orcia

Holiday villa in Val d`Orcia, close to Pienza (Siena). Sleeps 8+2, swimming pool, air conditioning, Internet connection. The villa is in proximity to the spas of Bagno Vignoni and Chianciano Terme. Wonderful view over the surrounding hills.

7 days: min: 2200 € - max: 4420 €
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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 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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Castle Montepulciano Castle Montepulciano

Castle sleeping 12+2 just a few kilometres from Chianciano Terme (Siena) and its thermal baths, in Valdichiana. Wide garden, park with exotic trees, two swimming pools, Internet connection. Possibility of celebrating weddings and special occasions. Tennis courts, riding stable and golf club in proximity to the estate.

7 days: min: 4500 € - max: 5375 €
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Farmhouse Val d`Orcia Farmhouse Val d`Orcia

Recently restored farmhouse in Siena countryside, near Pienza, Montalcino and Montepulciano. 4 beds, wide garden, private swimming pool, Internet connection and wonderful panorama.

7 days: min: 1195 € - max: 1680 €
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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 La Rosa Villa La Rosa

Farmhouse immersed in the tranquil Valdichiana forests, between Tuscany and Umbria. 10+2 beds. Parking, private swimming pool, panoramic position. Animals admitted.

7 days: min: 1355 € - max: 2765 €
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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 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 Campo Villa Campo

Villa sleeping 14 in the countryside around Montepulciano (Siena), in Valdichiana. Wide garden, swimming pool, barbecue. Thermal baths, tennis club and riding stable within a few kilometres.

7 days: min: 2500 € - max: 3700 €
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Villa Pieve Villa Pieve

Villa with swimming pool close to Chianciano Terme (Siena), in Valdichiana. Sleeps 10, wide garden, Internet connection, wonderful panorama. Just a few kilometres from the thermal baths of Chianciano Terme and San Casciano dei Bagni.

7 days: min: 3385 € - max: 4305 €
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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 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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Villa Manola Villa Manola

Holiday luxury villa in Pienza (Siena). 10 beds, private swimming pool, wide garden.

7 days: min: 3840 € - max: 5190 €
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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 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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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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