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Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
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Last update: Mar 06, 2026

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Al Podere del Monte

9 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 11
Number of bedrooms: 6
Number of bathrooms: 3
Weekly prices: from 2.100,00 € to 3.900,00 €

AL PODERE DEL MONTE with heated Jacuzzi in panorama position

Al Podere del Monte with private pool and whirlpool is uniquely situated on the edge of the medieval hamlet Monte San Savino, in a peaceful panoramic position with views of 180° of the surrounding countryside.

Borghetto Caprile

Area: Tuscany: Cortona and Val di Chiana
Number of people: 11
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 1.260,00 € to 2.695,00 €

Ancient stone hamlet in an extremely panoramic position overlooking the wooded Val di Chio. Private swimming pool and fenced green space with furnished terrace. The village of Castiglion Fiorentino, with shops and restaurants, is 6 km away.

Villa Cannella

5 reviews
Area: Tuscany: Siena and Val d'Orcia
Number of people: 11
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 3.045,00 € to 4.270,00 €
Villa Cannella is a beautiful stone and brick villa which dates back to 1300 and preserves its original structure floors and brick arches. The villa is situated on a hill and its panoramic position allows full relax and quietness of the Tuscan landscape.
Villa Il Sogno

Area: Tuscany: San Gimignano and Volterra
Number of people: 11
Number of bedrooms: 4
Number of bathrooms: 5
Weekly prices: from 4.717,00 € to 8.639,00 €
Wonderful villa for rent in Chianti that represents the perfect place for your luxury holidays in Chianti. Villa Insoglio is the ideal choice to spend beautiful days with family and friends, relaxing and visiting all the gorgeous places of the San Gimignano area
La Pozza

3 reviews
Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 11
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 3.300,00 € to 6.650,00 €

This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. La Pozza is just a 300 metre walk to the centre of the hamlet.

Villa Giusti

Area: Tuscany: Pisa and Lucca
Number of people: 11
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 1.800,00 € to 2.990,00 €

Villa Giusti belongs to the Fattoria di Fubbiano, an estate producing one of the most renowned wines of Lucca area. It is located in a sunny position, on the Eastern hills of Lucca, with wine cellars and acres of vineyards, olive groves and woods.

Villa Giotto

Area: Coast Tuscany: Etruscan Coast
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 3.750,00 € to 5.550,00 €

Villa Giotto, a beautiful luxury stone farmhouse set in the heart of the countryside just a few kilometers from Guardistallo and Casale Marittimo and less than 15 km from the Etruscan Coast, is the ideal destination to enjoy a stay in total relaxation and privacy 20 minutes from sea.

Villa Montecatini

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 3.000,00 € to 5.800,00 €
Beautiful villa situated in a panoramic position with views the wonderful city of Lucca and the Val di Nievole valley. Villa Montecatini is located near Montecatini Terme which is known worldwide for the famous spa centre and its curative waters.
Villa Ovidio

5 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 3.345,00 € to 5.830,00 €

Villa Ovidio is a wonderful villa with stunning views on a unique beautiful Tuscan landscape. Perched on top of a hill, in a scenic and secluded position, it offers modern facilities such as a very well equipped kitchen, Jacuzzi, sauna, airconditioning

Casale La Fiaba

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.340,00 € to 3.990,00 €

This beautiful farmhouse, Casale La Fiaba, was originally a small local used by the farmers as storage or as a stable. The house has been renovated and extended by the current owners who have created a beautiful home with a breathtaking view of the plain of Lucca and Valdinievole.

Villa Caravaggio

Area: Coast Tuscany: Etruscan Coast
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6

Villa Caravaggio, a beautiful luxury stone farmhouse set in the heart of the countryside just a few kilometers from Guardistallo and Casale Marittimo and less than 15 km from the Etruscan Coast, is the ideal destination to enjoy a stay in total relaxation and privacy 20 minutes from sea.

Villa Alice 12

Area: Marches
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 3
Weekly prices: from 1.880,00 € to 4.290,00 €

Settled in a panoramic position among the hills of Le Marche, just 4 km far from the Adriatic Sea, this charming villa has been recently renovated with great care and elegance by its owners.

Villa Stia

2 reviews
Area: Tuscany: Arezzo and Casentino
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 2
Weekly prices: from 1.050,00 € to 2.625,00 €
Villa Stia is a lovely stonehouse set in a panoramic position, among the hills on the borders of the National Park of the Casentino. The house can welcome up 12-14 people
IL Roseto di Cortona 12

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 2.750,00 € to 4.950,00 €
Il Roseto di Cortona is a beautiful stone villa with private pool and hydro-massage tub. The fully fenced and well kept garden with part of a wood plenty of roses and geraniums together with the high level furnishings will guarantee relax and comfort.
Villa Lauro

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 4
Number of bathrooms: 3
Weekly prices: from 1.155,00 € to 2.394,00 €
Villa Lauro is set on a hillside with a lovely view over Monte San Savino and the Val di Chiana, it is surrounded by olive groves, and has a special atmosphere of peace and quiet, just right for an unforgettable holiday.
Casa Farneta

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 4
Weekly prices: from 1.800,00 € to 3.490,00 €

CASA FARNETA is a beautiful farmhouse recently restored and located only 2 km from the roman Abbazia di Farneta, a historic abbey located only 15 km from Cortona. 

The villa is the ideal location for a Tuscan holiday, enabling guests to explore one of the most beautiful region of the country, close to the most important art cities such as Florence, Pisa, Siena, Lucca and San Gimignano. 

Casa Cantagallo

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 3
Weekly prices: from 1.260,00 € to 3.430,00 €

Casa Cantagallo is an old estate owner's house at the foot of the hill on which the wonderful city of Cortona sits, a place full of history and architectural monuments which is certainly worth a visit.

Casa Rosina

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 4
Weekly prices: from 1.554,00 € to 2.310,00 €
Casa Rosina is surrounded by the country side near Lucignano, a beautiful little town dated back to the middle age, characterized by an elliptic-shape circle of walls. Casa Rosina is a part of a farmhouse which is composed by three floors and small annex.
Villa Leo

Area: Tuscany: Arezzo and Casentino
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 4.200,00 € to 6.601,00 €

Villa Leo is a beautiful example of the typical Tuscan home designed in 1700 by the architects of Grand Duke Leopold of Lorena, presenting in the façade the characteristic 4 overlapping arches. The city centre is only 5 km away, there you will find all amenities and necessary services, besides museums, magnificent churches, cathedrals and monuments to be visited.

Villa Amato

Area: Marches
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 4
Weekly prices: from 1.550,00 € to 3.250,00 €

Welcoming country house, surrounded by green hills, woods and meadows, giving the guests a deep sensation of peace and calm. The house is the result of the renovation of an antique church dating back to the XVII century.

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