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Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
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Last update: Jun 18, 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 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 Montepulciano

Area: Tuscany: Siena and Val d'Orcia
Number of people: 14
Number of bedrooms: 7
Number of bathrooms: 5

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 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.

Villa Cappuccetto

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.380,00 € to 3.990,00 €
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.
Borgo Il Santo 12+2

Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 10.010,00 € to 12.070,00 €
Agriturismo with swimming pool, “Borgo Il Santo”, was a small Tuscan farming homestead constructed around the 1850. It is situated in a panoramic position on the Tuscan hillside of Santo Stefano.
Casa Giolo

1 review
Area: Tuscany: Cortona and Val di Chiana
Number of people: 14
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 1.890,00 € to 4.620,00 €

Casa Giolo is an enchanting holiday farmhouse ideal for those of you who want to spend an unforgettable holiday in the warm and relaxing atmosphere of the old farmhouses that still preserve their original architectural features. 

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.
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.

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.

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.

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 2.415,00 € to 3.850,00 €
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.
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.
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
Podere Salvia

Area: Coast Tuscany: Etruscan Coast
Number of people: 16
Number of bedrooms: 8
Number of bathrooms: 10

Podere Salvia is a prestigious villa with swimming pool located on the ridge of a hill in the heart of the Etruscan coast, just a few kilometres away from the sea as well as many famous towns such as Bolgheri, Castagneto Carducci, Volterra and San Gimignano.  
This beautiful villa with pool is ideal for multiple families and large groups.

Villa La Vernaccia

Area: Tuscany: San Gimignano and Volterra
Number of people: 16
Number of bedrooms: 8
Number of bathrooms: 8
Weekly prices: from 8.600,00 € to 9.900,00 €
Villa La Vernaccia, near San Gimignano, is a luxury villa with modern design combined to the original structure. This exclusive villa is the right choice for the most hard to please clients looking for comfort, elegance and style.
Casale del Riccio

2 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 16
Number of bedrooms: 8
Number of bathrooms: 4
Weekly prices: from 3.535,00 € to 5.040,00 €

Casale del Riccio is a very old farm house situated a few kilometers far fom Arezzo, Cortona, Monte San Savino. It is an ideal location to spend relaxing holidays and to hold any kind of event with your relatives or for business.

La Colonica

Area: Tuscany: Cortona and Val di Chiana
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 2.800,00 € to 4.800,00 €

Ancient Leopoldine villa with private pool, set in the rolling hills of southern Tuscany a few kilometres from Cortona. Ideal for families with children and groups of friends who want to spend their holidays among comfort, sport, nature and fun.

Casale Vignale

Area: Tuscany: Arezzo and Casentino
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 2.590,00 € 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 (Lbeck)
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