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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.

 

Castelrotto
Castelnuovo Tancredi

Castelrotto

An authentic, beautifully restored farmhouse on an organic wine estate near Montalcino south of Siena

Nestled within gently rolling vineyards, olive groves and grain fields, this lovingly renovated collection of farmhouses is part of a vast 600-hectare estate which ...

Key activities:

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

As from 7665.00 €

20 20 8 Pool Internet Access 115 km Florence, 200 km Rome
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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 1600.00 €

6 3 3 Pool Internet Access Florence: 110 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 10500.00 €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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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 1590.00 €

6 6 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Villa San Bastiano
San Bastiano

Villa San Bastiano

A charming villa with pool in the hills above Vicenza, next to the villas Valmarana and La Rotonda

Villa San Bastiano has a superb location. It lies  up in the hills a 20 minute walk above Vicenza, and overlooks a charming valley called „valle del silenzio“ ...

Key activities:

Culture, hiking in the Colli Berici, discovering the excellent cuisine of the region, wine tastings on wine estates, sailing on lake Garda

As from 4200.00 €

12 7 6 Pool Internet Access Verona and Venice 1 hour
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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 €

16 8 7 Pool Internet Access Florence: 45 km
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La Tartaruga
Le Gore

La Tartaruga

Architect-restored villa with a pool, walking distance to a Medieval town

Nestled within an olive grove and the rolling fields of Southern Tuscany, this airy villa with a pool offers exceptional country living coupled with the convenience...

Key activities:

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

As from 5200.00 €

8 8 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Villa Spada
Orbicciano Lucca

Villa Spada

Villa with private pool in the hills above Lucca - experience superbly comfortable country style

Set high in the idyllic landscape of the hills north west of Lucca, this patrician country house dating back to the 1700's was once the hunting lodge of the aristoc...

Key activities:

cultural sightseeing, the famous villas around Lucca, beachlife, excellent food

As from 2742.00 €

10 5 4 Pool Internet Access Pisa: 50 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 7500.00 €

18 9 7 Pool Internet Access Perugia: 33 km
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Castello di Galbino
Galbino

Castello di Galbino

A fairy tale castle in the country of Saint Francis - CLASS LISTED / LANDMARKED BUILDING

Tucked away into the hills of Arezzo lies the magic Castello di Galbino, a large and welcoming family castle surrounded by seemingly endless fields and hills covere...

Key activities:

Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, tennis (village)

As from €

20 10 8 Pool Internet Access Florence: 120 km
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