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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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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.
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. 

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 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 Melino

8 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 13
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.890,00 € to 4.590,00 €

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Casa Melino is a lovely holiday house set in a beautiful and panoramic position near the small village of Ciggiano in the Province of Arezzo. Monte San Savino is only 5 km away from the villa and it is one of the most important villages of the Valdichiana

La Loggetta 13

Area: Tuscany: Pisa and Lucca
Number of people: 13
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 3.470,00 € to 6.900,00 €

This beautiful property, La Loggetta 13, is situated among olive groves and vineyards on the hills east of Lucca. It is composed of a very old stone-built house and a guesthouse. From both of them one can enjoy magnificent views.

Villa Nico

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 13
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 2.120,00 € to 5.883,00 €

Charming farmhouse unit rental with private pool in Tuscany: recently renovated, it is perfect for a family or group of friends.

If you seek a tranquil spot in the countryside not far from Tuscany’s most important sites, this rental is for you. Just 7 km away is the town of Vinci, with the Leonardo da Vinci museum and the house where Leonardo was born.

Villa Venere

Area: Tuscany: Pisa and Lucca
Number of people: 13
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 5.990,00 € to 9.990,00 €

Villa Venere is ideal for discerning groups, who appreciate high quality comfort in a secluded environment. The property is set in a quiet location, high in the hills northwest of Lucca, with spectacular views over the surrounding scenery.

Casale Pienza

Area: Tuscany: Siena and Val d'Orcia
Number of people: 13
Number of bedrooms: 7
Number of bathrooms: 5
Weekly prices: from 3.360,00 € to 4.990,00 €

Casale Pienza is ancient stone farmhouse, recently transformed into a beautiful holiday villa for our guests, and situated in a wonderful panoramic position amidst the Val d'Orcia Valley, 2 km far from Pienza.  Suitable for groups of families or friends, pets are welcome.

Villa Alba

Area: Tuscany: Arezzo and Casentino
Number of people: 13
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 1.505,00 € to 2.870,00 €
Villa Alba is a panoramic country house with swimming pool, Jacuzzi, 8 km from Arezzo. A good starting point to visit Tuscany without renouncing the peace and quiet among woods and hills, with friends or with your family.
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 3.290,00 € to 4.690,00 €

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. 

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