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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.

Casuzza Grande
Scicli - Sicilia

Casuzza Grande

Villa on the coast in Sicily sleeping 12

The Scicli Sicilia estate is reached over a small country road bordered by dry stone wal...

Key activities:

Beachlife, visiting baroque Sicily, fishing, on the trail of Inspector Montalbano

As from €

12 12 6 Pool Internet Access Comiso 1 hr, Catania 1h 45m
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1284.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Belvedere 2
La Foce

Belvedere 2

2 apartments full of rustic charm and a magnificent view

The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 3700.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Ringoni
Via del Pellegrino

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

cultural sightseeing, winemaking area, spas, hiking, mountain biking

As from 5625.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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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 8100.00 €

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

Chiarentana – Fonte

6 generous apartments built around a magical courtyard

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 holiday ...

Key activities:

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

As from 1092.00 €

2 1 1 Pool Internet Access Florence 150km
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Torretta – Lillium
Frassanelle

Torretta – Lillium

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

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

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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Rocchetto
Le Rocchette

Rocchetto

Delightful 3 BR villa with great pool between Siena and Arezzo

Small villas (this one sleeps 4 to 6 guests) with private pools are a rarity. Rocchetto is perfectly located, has great charm, and a lovely pool.

Over the last t...

Key activities:

Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village

As from 2338.00 €

6 3 3 Pool Internet Access Florence: 110 km
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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 1669.00 €

10 5 4 Pool Internet Access Venice airport: 60 km
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Villa Emo Capodilista
La Montecchia

Villa Emo Capodilista

A Renaissance luxury villa with pool near Venice - CLASS LISTED/LANDMARKED BUILDING

Set on the borders of the idyllic landscape of the Euganean hills south west of Padua, this magnificent villa dating back to the 1500's was once the hunting lodge o...

Key activities:

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

As from €

12 7 6 Pool Internet Access Venice airport: 60 km
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