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

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Villa Falcone

Area: Tuscany: Siena and Val d'Orcia
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 6
Weekly prices: from 2.485,00 € to 4.298,00 €

Villa Falcone is a very nice hill-top villa with private pool overlooking Chiusi's Lake and is ideal for a large group up to 16 people. The location is central and strategic to reach the most important Tuscan towns and villages of the area.

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.

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.  

Podere Sarteano

Area: Tuscany: Siena and Val d'Orcia
Number of people: 16
Number of bedrooms: 10
Number of bathrooms: 6
Weekly prices: from 2.004,00 € to 4.293,00 €
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 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.

San Vincenzo 14

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 16
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 7.870,00 € to 13.530,00 €

San Vincenzo 14 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.

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 1.470,00 € to 3.800,00 €
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
Podere Ruscello

Area: Tuscany: Arezzo and Casentino
Number of people: 17
Number of bedrooms: 8
Number of bathrooms: 6
Weekly prices: from 2.730,00 € to 4.530,00 €
Podere Ruscello is located on a hill in a panoramic and sunny position just a few km far from the city of Arezzo. Plunged into beautiful well-kept wide park, guests will find accomodation in a single villa "DIAMANTE" and another villa divided.
Villa Carol

Area: Tuscany: Pisa and Lucca
Number of people: 17
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 3.553,00 € to 7.002,00 €
Villa Carol is a lovely villa with private pool situated about 3 km from the medieval town of Monte Carlo, in the province of Lucca. The house was completely renovated in 2010, becoming a beautiful country house.
Villa Tuscania

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 17
Number of bedrooms: 7
Number of bathrooms: 7
Weekly prices: from 5.200,00 € to 7.200,00 €

Villa Tuscania is a little jewel nestled in the unspoiled hills of Pistoia, medieval city, placed in the North of Tuscany and located about 30km north west Florence.

Dimora Michelangelo

Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 10
Weekly prices: from 5.800,00 € to 9.100,00 €

Dimora Michelangelo is situated in the centre of Valdichiana, between Arezzo and Cortona at the top of a hill that dominates a scene of pleasant tuscan countryside with green fields and ancient villages. The relais is a typical old country residence, renovated..

Bello Orizzonte

Area: Tuscany: Siena and Val d'Orcia
Number of people: 18
Number of bedrooms: 8
Number of bathrooms: 9
Weekly prices: from 2.730,00 € to 4.830,00 €

Bello Orizzonte is an 8 bedrooms villa dating back to the 19th Century with private pool. It is the ideal starting point to visit to the most important places of Tuscany and Umbria and perfect for large groups up to 18 people.
Villa with private pool and Wi-Fi access, very panoramic location, near the village of Sinalunga. Large outdoor area with terrace with views.

Podere Rosmarino

Area: Coast Tuscany: Etruscan Coast
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 10
Weekly prices: from 5.100,00 € to 7.350,00 €

Podere Rosmarino is a prestigious villa with swimming pool located on the ridge of a hill in the heart of the Etruscan land just a few kilometers from the sea and famous places like Bolgheri, Castagneto Carducci, Volterra and S. Gimignano.

This beautiful villa with pool is ideal for multiple families and large groups.

La Vecchia Aia

Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 6
Weekly prices: from 1.365,00 € to 3.920,00 €
La Vecchia Aia is an old stone farmhouse located a few kilometers from Cortona. It is an ideal location for a large group of friends or with children as it is equipped with 2 pools, tennis court, fishing lake,table tennis, table football, childrens' games
Casale Luigino 18

Area: Tuscany: Pisa and Lucca
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 11
Weekly prices: from 4.300,00 € to 7.400,00 €
Luigino is immersed in the Alta Valdera, in between Pisa and Volterra, in an estate of about 500 heactres.The property dates back to the beginning of the early 11th century and has seen the change of hand from Monastery (Benedettini followed by Camaldones
Villa Capolina

Area: Tuscany: Arezzo and Casentino
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 5
Weekly prices: from 2.613,00 € to 5.695,00 €
Villa Capolina is a beautiful villa situated in the surroundings of Arezzo in an ancient village dating back to the 12th century.
Casale Annalisa

Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 8
Weekly prices: from 4.300,00 € to 6.850,00 €

CIN: IT051017 B5XM9 FN4CD

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.

Tenuta la Selva 18 Il Borgo di Lucignano

9 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 8
Weekly prices: from 5.000,00 € to 7.200,00 €

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 but also and above all to come and visit the beauties of Tuscany.

Villa Merlino

Area: Tuscany: Firenze, Chianti and Valdarno
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 9
Weekly prices: from 8.480,00 € to 13.250,00 €

This lovely property for 18 persons and private pool is composed of a farmhouse and two barns, restored into a luxurious villa with two annexes:  Villa Merlino is the right choice to offer a prestigious vacation to your family or friends.

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