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Holiday villas with pool in Tuscany, Umbria, Apulia, Amalfi Coast...
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Last update: Dec 18, 2025

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La Rondinella

Area: Tuscany: Pisa and Lucca
Number of people: 9
Number of bedrooms: 5
Number of bathrooms: 4
Weekly prices: from 2.400,00 € to 4.400,00 €
La Rondinella is a very special property, recently restored according to a very high standard retaining the original Tuscan style
Villa Crispino

Area: Tuscany: Cortona and Val di Chiana
Number of people: 9
Number of bedrooms: 4
Number of bathrooms: 4
Weekly prices: from 2.661,00 € to 4.092,00 €

Villa Crispino is a beautiful villa with pool ready to receive you for a elegant vacation in Tuscany. At every occasion this beautiful villa will give its guests a memorable experience under the sign of luxury.

VILLA GRETEL 9

Area: Marches
Number of people: 9
Number of bedrooms: 4
Number of bathrooms: 4
Weekly prices: from 2.190,00 € to 3.770,00 €

Villa Gretel is a charming private villa with pool in Le Marche region, at a short distance to the Adriatic coast. The property is totally fenced-in and surrounded by a wide garden including a swimming pool with Roman stairs. Guests can benefit of a porch with table, chairs and sofas to eat and relax outside. An equipped gazebo and a veranda with Jacuzzi are present in the pool area.

VISTA ASSISI

Area: Umbria
Number of people: 9
Number of bedrooms: 3
Number of bathrooms: 5
Weekly prices: from 1.590,00 € to 4.240,00 €

Villa Vista Assisi is a beautiful villa with private pool near Assisi, one of Italy's most famous cities

Casa Melino 9

1 review
Area: Tuscany: Cortona and Val di Chiana
Number of people: 9
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 2.090,00 € to 3.790,00 €

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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. This property has been transformed into a comfortable holiday villa with private pool

Casa Tuori

Area: Tuscany: Cortona and Val di Chiana
Number of people: 9
Number of bedrooms: 4
Number of bathrooms: 2
Weekly prices: from 1.155,00 € to 2.394,00 €
Casa Tuori is situated in a strategic area of Tuscany and set in a extremely panoramic position on the high hills between Val d'Ambra and the Valdichiana. The furniture is refined and comfortable. The farm produces excellent extra-virgin organic olive oil
Podere Bonino

1 review
Area: Tuscany: Siena and Val d'Orcia
Number of people: 9
Number of bedrooms: 5
Number of bathrooms: 3

Podere Bonino is a beautiful farmhouse situated in a panoramic position over the green hills covered by vineyards, olive groves and woods, a few kilometres away from Torrita di Siena and Montepulciano.

La Chianina

Area: Tuscany: Cortona and Val di Chiana
Number of people: 9
Number of bedrooms: 4
Number of bathrooms: 4
Weekly prices: from 980,00 € to 2.590,00 €
La Chianina is and old farmhouse situated in the Valdichiana Valley with private pool and comfortable furnishing to offer hospitality to whomever wish to spend a relaxing holiday in the charming Tuscan countryside.
La Primavera

Area: Tuscany: Cortona and Val di Chiana
Number of people: 9
Number of bedrooms: 4
Number of bathrooms: 2
Weekly prices: from 1.295,00 € to 2.870,00 €

Rustic house with a beautiful view set on the border between Tuscany and Umbria.
Fully fenced garden and swimming pool, ideal for holidays with your 4-legged friends.
About 5 km away lies the characteristic village of Mercatale.

Al Castello

Area: Tuscany: Cortona and Val di Chiana
Number of people: 10
Number of bedrooms: 6
Number of bathrooms: 4
Weekly prices: from 1.800,00 € to 4.400,00 €

Al Castello stands close to the small village of Rigutino near Arezzo, inside the Natural Park of Lignano.  The property has an extension of ​​3 hectares and is made up of an old farmhouse surrounded by over 35,000 sqm of an enclosed property

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.

Casale Brolio

Area: Tuscany: Cortona and Val di Chiana
Number of people: 10
Number of bedrooms: 4
Number of bathrooms: 3
Weekly prices: from 1.295,00 € to 2.065,00 €

Ancient farmhouse amidst olive groves and vineyards a few km from the village of Castiglion Fiorentino. Large private pool and wide outdoor space. Suitable for families or groups of friends who love the rural environment and wish to visit Tuscany.

Casale Lory

Area: Tuscany: Siena and Val d'Orcia
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 5.550,00 € to 9.890,00 €

Casale Lory is a beautiful property located amidst mature cypresses, rolling hills and the vineyards of Montalcino from which Brunello di Montalcino wine is produced.

Casale Montefollonico

Area: Tuscany: Siena and Val d'Orcia
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 3.188,00 € to 4.572,00 €

Casale Montefollonico is a big Tuscan farmhouse which dates back to the 15th century and was built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in peaceful and panoramic location.

Il Cerchietto

Area: Tuscany: Pisa and Lucca
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 5

Located in the North-West countryside of Lucca, between the town and the Versilian coast, Il Cerchietto is a welcoming and secluded property, rich in colors, harmony, comfort and tradition.

La Botte

Area: Tuscany: Pisa and Lucca
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 6
Weekly prices: from 2.990,00 € to 5.380,00 €

This lovely property, La Botte, is located on the hills between Lucca and the Versilia coast, and its location allows guests to reach easily the main art cities of Tuscany for day trips.

La Macina

Area: Tuscany: Pisa and Lucca
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 4
Weekly prices: from 3.380,00 € to 6.750,00 €

La Macina is a lovely stone-built farmhouse located in a very secluded and tranquil position in the hills of Lucca. The area, Forci, is one of the most beautiful in all the Luccan countryside.

La Malva

Area: Tuscany: Cortona and Val di Chiana
Number of people: 10
Number of bedrooms: 4
Number of bathrooms: 3
Weekly prices: from 1.435,00 € to 2.870,00 €

Villa with private pool for 10 people, 4 bedrooms and 3 bathrooms. In a quiet and panoramic position, near Arezzo. The village of Civitella in Valdichiana is about 3 km away.

La Pina

Area: Sardinia
Number of people: 10
Number of bedrooms: 5
Number of bathrooms: 5
Weekly prices: from 3.450,00 € to 5.600,00 €

La Pina lays on a single level in a private position, surrounded by the characteristic Mediterranean Macchia, rich in green vegetation, enjoying sea-views from different points on the property.

La Tartufina

Area: Lakes
Number of people: 10
Number of bedrooms: 4
Number of bathrooms: 6
Weekly prices: from 2.490,00 € to 3.995,00 €

Villa Tartufina is located Cella Monte, a small medieval town perched on one of the many ridges of the territory of Monferrato, in Piedmont region. The villa is a semi detached house with the rectory and is however completely independent. Furnished with elegance and essentiality, it offers unforgettable moments.

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