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Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Then click the search button.

Castello di Magrano
Magrano

Castello di Magrano

A medieval castle with pool in Umbria for large groups - CLASS LISTED / LANDMARKED BUILDING

The magnificent Castello di Magrano was built in the middle ages (1200 AC), to protect the town of Gubbio against Perugia. The castl...

Key activities:

cultural sightseeing, music festivals, roaming through the countryside, eatign out in small restaurants, country life, hiking and biking, riding, truffle hunting, swimming, fishing

As from 3904.00 €

30 15 13 Pool Internet Access Perugia: 45 km, Rome Ciampino: 215 km
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Torretta – Elleboro
Frassanelle

Torretta – Elleboro

Stylish holiday rental studio with pool on historical estate near Padua and Venice

The elegant farm buildings of the estate date back to the 17th century. What used to be granarys, storerooms and living quarters of the employees have now been turn...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 750.00 €

2 1 2 Pool Internet Access Venice: 68 km
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Villa Subtilia
Tenuta di Murlo

Villa Subtilia

Recently refurbished historic farmhouse with pool, adjacent to a golf course

This beautiful and recently updated villa is located in an intact 16th-century farmhouse, right at the top of one of the rolling hills of the Tenuta di M...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from €

18 9 7 Pool Internet Access Perugia: 33 km
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Montecucco
Vivo d'Orcia

Montecucco

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 2954.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Castiglione Ugolino
Tenuta di Murlo

Castiglione Ugolino

Newly restored medieval castle in Umbria with infinity pool

The 11th-century Castiglione Ugolino sits within the Murlo estate atop a hill overlooking the rolling hills of Umbria. Completely restored in 2019, the ancient cast...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from €

20 10 10 Pool Internet Access Perugia: 33 km
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Sassaia
Chiarentana

Sassaia

Spacious country villa with pool in the famous Val d'Orcia

Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 7490.00 €

14 7 7 Pool Internet Access Florence 150km
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Chiarentana – Bersagliere
Chiarentana

Chiarentana – Bersagliere

6 generous apartments overlooking the Val d'Orcia, with salt water pool

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from 1022.00 €

2 1 1 Pool Internet Access Florence 150km
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Castellana Nobile
La Montecchia

Castellana Nobile

Elegant apartment with pool in medieval castle near Padua and Venice

The spacious apartment Castellana Nobile lies in the Castello La Montecchia, a building dating back to the middle ages and entirely restructured in the 1930'ies. St...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 1545.00 €

10 5 4 Pool Internet Access Venice airport: 60 km
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Casa del Prete
La Montecchia

Casa del Prete

Vacation rental with pool on top wine estate near Venice

A couple of steps and a wrought iron gate lead into the garden of the Casa del Prete, putting an agreable distance between the daily activities of the estate and th...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 651.00 €

4 2 2 Pool Internet Access Venice airport: 60 km
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Villa dell’Orso
Rocca d'Orso

Villa dell’Orso

Exceptional beachfront villa on Sardinia's most beautiful coast

Villa dell’Orso is situated on the northern tip of Sardinia on a white sandy beach overlooking a large bay with the islands of the national Park La Maddalena in t...

Key activities:

Private access to the sea, sailing, surfing, scuba diving, snorkeling, fishing, sightseeing, walks along the coast

As from €

12 6 5 Pool Internet Access Olbia airport: 40 km
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