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Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
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Last update: Dec 19, 2025

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Casale Angiolino

Area: Tuscany: Pisa and Lucca
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 8
Weekly prices: from 3.450,00 € to 5.920,00 €
Casale Angiolino is immersed in the Alta Valdera, in between Pisa and Volterra, in an estate of about 500 heactres. Casa Angiolino, is part of a notable farm founded at the beginning of 1940’s, which is renowned for the production of wine and olive oil.
Casale Annalisa 14

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 4.100,00 € to 6.850,00 €

Casale Annalisa, an elegant farmhouse renovated in 2017, is located just a few kilometres from the beautiful Etruscan town of Cortona, in the fertile Chiana Valley which for the ancient Romans was the barn of the eternal city.

Casale Annalisa is a beautiful and comfortable villa suitable for those who want to spend their holidays in an environment that combines the comforts of a modern home with the ancient beauty of the surrounding landscape.

Casale Gimignano

Area: Tuscany: San Gimignano and Volterra
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 2.703,00 € to 7.950,00 €

Casale Gimignano is the perfect location for guests looking for a high standard private accommodation in a tranquil position in the heart of the magic Tuscany, near the medieval town of San Gimignano.

Casale Marco Polo

Area: Veneto
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 5

Casale Marco Polo, built towards the end of the seventeenth century, is the only villa on Torcello and is surrounded by an enormous garden. The property takes its name from the Romanesque church of San Giovanni.

Tenuta La Selva 14

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 3.900,00 € to 5.900,00 €

Podere il Borgo di Lucignano is a beautiful property located between the provinces of Arezzo and Siena overlooking the charming village of Lucignano. It is the ideal place for relaxing holidays with your family and with groups of friends, where you can relax and enjoy the countryside and visit the beauties of Tuscany.

Villa Cappuccetto

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.870,00 € to 4.095,00 €
Villa Cappuccetto is a wonderful villa situated only 1 km outside the medieval village of Castiglion Fiorentino, reachable with a short walk, endowed with shops, cafés and restaurants.
Villa Castiglion della Pescaia

Area: Tuscany: Maremma and Grosseto
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 8
Weekly prices: from 5.740,00 € to 13.020,00 €
Villa Castiglione della Pescaia is located less than 5 km from the seaside village of Castiglione della Pescaia, in the southern part of Tuscany known as Maremma.
Villa Palmina di Mogliano

Area: Marches
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 4.100,00 € to 5.550,00 €
Villa Palmina di Mogliano is a wonderful, recently renovated structure. Although the building is still that of a typical country house of Le Marche, the interiors are characterized by a refined taste with ample open spaces, simple, warm and comfortable...
Villa Tuscia

Area: Latium: Roma and surroundings
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.730,00 € to 3.360,00 €

Villa Tuscia is an enchanting structure near the WWF Oasis of Corchiano, which enjoys a panoramic position all over the green hills grown with hazelnut trees, vines and olive groves. Villa Tuscia is in southern Tuscia only 60 km from Rome.

Casale Montepulciano

Area: Tuscany: Siena and Val d'Orcia
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 5
Weekly prices: from 1.820,00 € to 2.940,00 €

Casale Montepulciano is a beautiful farmhouse with typical Tuscan architectural features, set in an extremely panoramic position, not far from the famous town of Montepulciano.

Villa Oliveto

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 3.500,00 € to 5.866,00 €

Villa Oliveto is a beautiful villa with private pool and tennis court situated on a hill with views on the Valdichiana valley. The villa offers high standard level to assure comfort and allows easy day trips to the most important cities of South Tuscany.
Large enclosed garden to spend your holidays with your dogs in peace and quiet. Castiglion Fiorentino is within walking distance.

La Castiglionese

Area: Tuscany: Siena and Val d'Orcia
Number of people: 15
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 3.811,00 € to 4.929,00 €
La Castiglionese is a beautiful detached villa with private pool situated in the beautiful Val d'Orcia, famous area of ​​Tuscany south of Siena rich in charming villages and hamlets such as Montalcino, Pienza, San Quirico d'Orcia, Castiglione
Villa Idea

Area: Tuscany: San Gimignano and Volterra
Number of people: 15
Number of bedrooms: 8
Number of bathrooms: 7
Weekly prices: from 4.141,00 € to 4.141,00 €
Villa Idea is a beautiful ancient villa dating back to the seventeenth century. The villa, lovingly restored, is situated in a panoramic position inside a large property of 90 hectares surrounded by vineyards and olive groves of the Chianti region.
Poggio Bello

3 reviews
Area: Tuscany: Siena and Val d'Orcia
Number of people: 15
Number of bedrooms: 7
Number of bathrooms: 5
Weekly prices: from 2.380,00 € to 3.870,00 €
POGGIO BELLO is a beautiful villa situated in an extremely panoramic position surrounded by greenery in the peace and quietness of the Siena countryside. Perfect for anybody who wants to enjoy the beauty and quietness the place could offer.
Borghetto Bevignano

Area: Tuscany: Cortona and Val di Chiana
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 2.310,00 € to 3.500,00 €

Ancient monastery between the provinces of Arezzo and Siena in a panoramic position a few km from the village of Monte San Savino. 15 sleeps, large swimming pool and private tennis court.  

Borgo Vecchio

1 review
Area: Tuscany: Cortona and Val di Chiana
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 1.890,00 € to 3.920,00 €
Borgo Vecchio is a beautiful farmhouse on the high hills separating the wide green Valdichiana from the high Tevere valley which opens up before your eyes like a vast amphitheater. This villa situated on the border between Tuscany and Umbria
Casale Argiano

Area: Tuscany: Siena and Val d'Orcia
Number of people: 16
Number of bedrooms: 8
Number of bathrooms: 8
Weekly prices: from 9.450,00 € to 14.500,00 €

Casale Argiano is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position.

Casale Poggiolina

Area: Tuscany: Arezzo and Casentino
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 6
Casale Poggiolina is a beautiful stone farmhouse situated in a very quiet and panoramic position with views over the Arno valley.
Casale Viciola 16

Area: Tuscany: Pisa and Lucca
Number of people: 16
Number of bedrooms: 8
Number of bathrooms: 8
Weekly prices: from 3.970,00 € to 6.900,00 €

Casale Viciola is immersed in the Alta Valdera, in between Pisa and Volterra, in an estate of about 500 heactres. Casa Viciola, is part of a notable farm founded at the beginning of 1940’s, which is renowned for a wonderful production of a great wine.

Casale Vignale

Area: Tuscany: Arezzo and Casentino
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 3.255,00 € to 3.990,00 €

Casale Vignale is a splendid historical property that rises majectically in a panoramic and breathtaking position, among the oak and chestnut woods, just a few kilometers far from Arezzo.

Italy Dream Villas by Toskana Holiday GmbH
Toskana Holiday GmbH, Tannenbergstr. 15b, D – 23617 Stockelsdorf (Lübeck)
HRB 1773 Bad Schwartau - UStID: DE214233350 Tel. 0451/479 98 05 - Fax. 0451/479 98 17
Customer Service Tuscany - Monika Wunderlich - Monte San Savino.
0049-(0)151 61 55 73 58 - 0039-348-811 90 33