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Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
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Last update: Feb 27, 2026

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Le Cascine

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 4.900,00 € to 7.900,00 €

This very attractive property, Le Cascine, is located in an exceptionally panoramic position among olive groves, in the hills between Lucca and the Versilia coast.

Palazzo Le Rose

Area: Tuscany: Arezzo and Casentino
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 7
Weekly prices: from 3.074,00 € to 7.526,00 €

Palazzo le Rose is a beautifully restored historical manor house dating from 1785 and it offers 6 bedrooms, 7 bathrooms, and a private pool. It is a luxurious country home in a wonderful location near the little village of Monterchi (near Arezzo)

San Vincenzo

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 5.990,00 € to 10.400,00 €

San Vincenzo is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga.The main villa dates to the 17th century, and has been immaculately restored.

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 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.

Villa Botticelli

Area: Coast Tuscany: Etruscan Coast
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 7
Weekly prices: from 3.200,00 € to 4.550,00 €

Villa Botticelli, 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 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 Cleo

Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 4
Weekly prices: from 2.060,00 € to 3.060,00 €

FLEXIBLE ARRIVAL AND DEPARTURE DAY

VILLA CLEO is a charming, recently renovated Tuscan farmhouse in a splendid panoramic position, on the outskirts of the village of Ciggiano, in the middle of the typical Tuscan landscape. This landscape with its endless fields of wheat and sunflowers harmonizes with the ancient villages on the hills and the villas and farmhouses surrounded by vineyards and olive groves, which produce excellent wine and extra virgin olive oil.

Villa Fontina

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 4
Weekly prices: from 4.689,00 € to 4.689,00 €
Villa Fontina is a beautiful stone farmhouse situated in quiet and panoramic position in the countryside around Lucca.
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 La Vista

Area: Tuscany: San Gimignano and Volterra
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 7
Weekly prices: from 7.568,00 € to 10.494,00 €

Villa La Vista is perfect as villa with pool for your holidays in Chianti. By renting this cute villa in Chianti you will sure to be received in a graceful and full of comforts property.

Villa Le Grotte

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 2.700,00 € to 3.980,00 €

In a sunny position on the slopes of the Luccan hills is an ancient “borgo”, Villa Le Grotte, with old country houses, wine cellars and an olive oil mill. The borgo is overlooked by the main villa, a typical Tuscan building dating back to the 18th century.

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 Magnifica

Area: Tuscany: Pisa and Lucca
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 7.600,00 € to 12.667,00 €

Villa Magnifica is a beautiful luxury villa with a large private swimming pool located in the magnificent setting of Valdera a few kilometres from Volterra.  The villa has many outdoor spaces equipped to enjoy the panorama and the unique location. 
Renting this beautiful luxury holiday villa you are sure to experience a holiday of tranquillity, leisure and relaxation.

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 Nara

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 12
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 2.783,00 € to 6.678,00 €
Villa Nara is a lovely detached villa with private pool situated in the Florentine hills, just a short distance from the town of Empoli, only 30 km from Florence. The villa is very comfortable and tastefully decorated.
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

Villa PUCCI

2 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6

The property is located in the small town of Monte San Savino in a hilly and panoramic position about 1 km from a small village, Alberoro, with every basic service. The location is strategic and ideal to reach the most important communication routes and the main towns of Tuscany and Umbria.

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.
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