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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.

Rocchetto Basso
La Badia

Rocchetto Basso

4 bedroom villa between Siena and Arezzo with private pool

Rocchetto Basso is a lovingly restored 18th-century Tuscan farmhouse that perfectly balances historic charm with modern comfort. This elegant stone-built villa feat...

Key activities:

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

As from 4000.00 €

8 4 5 Pool Internet Access Florence: 110 km
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Casa Livia
Cetona

Casa Livia

Medieval tower with pool, views and in walking distance of a village

Savor the best of southern Tuscany at this wonderful three-bedroom 14th century tower, set within bucolic gardens at the edge of the picturesque town of Cetona. Its...

Key activities:

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

As from 1875.00 €

6 3 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Casa Faraona
San Polo in Rosso

Casa Faraona

Secluded Chianti villa with pool and wheelchair accessibility.

Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...

Key activities:

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

As from 566.00 €

6 3 3 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Aster
Frassanelle

Aster

A friendly holiday apartment in the Veneto on flowered courtyard with portico

The farm buildings of the estate are surrounded by the English style park, cultivated farmland and - literally bordering on the estate - the Natural Park of the Eug...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 1100.00 €

6 3 2 Pool Internet Access Venice: 68 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 an exclusive villa perched at an altitude of 400 metres above sea level, just a twenty-minute drive from the castle estate of Vivo D’Orcia. The ...

Key activities:

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

As from €

8 4 4 Pool Internet Access Florence: 150 km
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Chiarentana – Vespa
Chiarentana

Chiarentana – Vespa

6 generous Tuscan 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 1652.00 €

4 2 2 Pool Internet Access Florence 150km
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Chiarentana – Tiglio
Chiarentana

Chiarentana – Tiglio

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 apartmen...

Key activities:

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

As from 1652.00 €

4 2 1 Pool Internet Access Florence 150km
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Villa Monticelli
Tenuta di Murlo

Villa Monticelli

Beautifully restored rental villa on a vast golf estate in Umbria with infinity pool

This immaculately restored farmhouse crowns a secluded hill on one of Italy’s most prestigious private estates, home to mature woods, olive groves and the renowned ...

Key activities:

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

As from 15500.00 €

14 14 7 Pool Internet Access Perugia: 33 km
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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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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 4020.00 €

30 15 13 Pool Internet Access Perugia: 45 km, Rome Ciampino: 215 km
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