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Holiday Villas in Italy with Private Pool

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

 

Palazzetto
Barberino

Palazzetto

A small jewel of Renaissance architecture in Chianti - CLASS LISTED / LANDMARKED BUILDING

The villa looks onto the main street of the historical village Barberino Val d’Elsa (which is...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)

As from €

10 5 5 Pool Internet Access Florence: 45 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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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 2870.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Bencontenta
Frassanelle

Bencontenta

Luxury villa with private pool on historical estate in northern Italy

Located only 20 km southeast of Padova, Bencontenta is a traditional Venetian farmhouse nestled on the Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 4375.00 €

14 7 7 Pool Internet Access Venice: 68 km
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Villa Penna
Tenuta di Murlo

Villa Penna

A recently renovated stone villa with an infinity pool on a golf estate

Found on a vast private estate in the Umbrian hills, this beautifully restored villa has an infinity pool, wonderful outdoor living spaces and soaring views rolling...

Key activities:

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

As from €

8 8 4 Pool Internet Access Perugia: 33 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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Castello
Marsiliana

Castello

A large family castle on the Tuscan Coast

From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from 3500.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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San Polino
San Polo in Rosso

San Polino

A spacious villa in the heart of Chianti, perfect for family gatherings or retreats

This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking

As from €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Duna Grande
Fontanili

Duna Grande

Beachfront Villa with Pool on the Coast in Tuscany

Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, sur...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 3420.00 €

10 5 4 Pool Internet Access Roma Fiumicino: 100 km
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Fontalgozzo
La Foce

Fontalgozzo

Converted farmhouse with the best known view in Tuscany

The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 4180.00 €

8 4 5 Pool Internet Access Florence: 150 km
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