luxury tuscan villa rentals, italy dream villas

Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
Last update: Apr 19, 2024

Italy Dream Villas

Italy is the perfect combination of history, ancient traditions, masterpieces of art and architecture, beautiful landscapes, excellent food and wine .... a place on earth like no other! If you have ever wondered what it is like to live in Italy, renting a villa will give you a taste of the Italian lifestyle!   

Take a look at our selection below and secure your villa with pool.  The villa of your dreams could be just a few clicks away.

Need some advices to choose the villa with pool that best suits your needs? 
Contact us!  It is our job to help you find the perfect accommodation for your holidays. 



Dimora Michelangelo

Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 10
Weekly prices: from 4.100,00 € 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..

Villa di Mezzo

Area: Tuscany: Cortona and Val di Chiana
Number of people: 10
Number of bedrooms: 6
Number of bathrooms: 5
Weekly prices: from 2.950,00 € to 3.400,00 €

Villa di Mezzo is a beautiful and ancient stone farmhouse recently renovated located just 10 km from the renowned town of Cortona. The fully fenced property with an automatic gate has a private swimming pool and a large garden with a panoramic view of the Valdichiana.

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.

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.
Tenuta la Selva Il Borgo di Lucignano

8 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 18
Number of bedrooms: 9
Number of bathrooms: 8
Weekly prices: from 4.800,00 € to 6.800,00 €

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 PUCCI

2 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.759,00 € to 4.967,00 €

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 Granducato di Toscana

Area: Tuscany: Cortona and Val di Chiana
Number of people: 33
Number of bedrooms: 17
Number of bathrooms: 13
Weekly prices: from 830,00 € to 11.550,00 €

ALL INCLUSIVE FORMULA  

Villa Granducato di Toscana is perfect for reunions with your friends or your family and to celebrate events amidst the Tuscan countryside in a perfect combination of sport and relax. 

Villa Granducato di Toscana
is a luxury estate with private pool, tennis court and golf.
An ideal destination for a family / friends reunion or a celebration event that can comfortably accommodate 33 persons. Panoramic position close by Arezzo and Monte San Savino.

Casa Diana

3 reviews
Area: Tuscany: Maremma and Grosseto
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 2.420,00 € to 4.970,00 €

Casa Diana is part of an oasis in a land of 130 hectares located in the southern region of Tuscany known as the Maremma.The existing stone farmhouse has been renovated respecting the original rural architecture of the area.

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 3.500,00 € to 5.700,00 €
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
Al Podere del Monte

9 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 11
Number of bedrooms: 6
Number of bathrooms: 4
Weekly prices: from 2.100,00 € to 3.700,00 €

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.

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 6.350,00 €

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.

Casale Poggi Gialli

1 review
Area: Tuscany: Siena and Val d'Orcia
Number of people: 12
Number of bedrooms: 6
Number of bathrooms: 7
Weekly prices: from 1.600,00 € to 4.000,00 €

Beautiful villa with private pool, Wi-Fi and air conditioning for up to 12 people on the border between the provinces of Arezzo and Siena and the Umbria region. Casale I Poggi is the ideal starting-point to visit Pienza, Montalcino, Cortona, Siena, Assisi, Perugia, Arezzo.

Casa Melino

7 reviews
Area: Tuscany: Cortona and Val di Chiana
Number of people: 13
Number of bedrooms: 6
Number of bathrooms: 6
Weekly prices: from 2.690,00 € to 4.590,00 €

NEW ALL INCLUSIVE RATES 
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

Villa Elvira

Area: Adriatic Coast
Number of people: 11
Number of bedrooms: 5
Number of bathrooms: 6
Weekly prices: from 2.650,00 € to 4.100,00 €

Villa Elvira is a beautiful private villa with pool in Le Marche located at few minutes from San Costanzo and at only 9 Km to the Adriatic Coast. This villa is set in a calm and intimate background and was furnished with taste and comfort.

La Macchietta

1 review
Area: Umbria
Number of people: 7
Number of bedrooms: 3
Number of bathrooms: 4
Weekly prices: from 1.990,00 € to 2.990,00 €

La Macchietta is a beautiful independent villa with private pool and garden, situated in a quiet and panoramic position, just a few kilometers from the beautiful town of Orvieto.

Altabina

4 reviews
Area: Tuscany: Pisa and Lucca
Number of people: 4
Number of bedrooms: 2
Number of bathrooms: 2
Weekly prices: from 1.150,00 € to 1.700,00 €
Situated inside olive oil farm, Altabina enjoys a panoramic position over the valley and the large hills planted with olive trees. The house is strategically well-positioned, in fact, from here you can easily reach Vinci, Florence, Lucca, Empoli.....
Podere Il Fornacino

1 review
Area: Umbria
Number of people: 8
Number of bedrooms: 4
Number of bathrooms: 4
Weekly prices: from 2.380,00 € to 3.150,00 €

PODERE IL FORNACINO is a perfect place for a relaxing holiday in a private villa with pool close to Orvieto. It is a beautifully restored farmhouse offering a magic and quiete hill position with a 360° view...

Podere Lavanda

Area: Coast Tuscany: Etruscan Coast
Number of people: 20
Number of bedrooms: 10
Number of bathrooms: 10
Weekly prices: from 4.900,00 € to 7.350,00 €

Podere Lavanda 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.



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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