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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.

 

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 Savino
Tenuta di Murlo

San Savino

Elegant villa with pool and views near Perugia in Umbria

A luxury villa newly refurbished and providing comfortable accommodation for 8 to enjoy a relaxing retreat in the center of one of the most beautiful private natur...

Key activities:

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

As from 5000.00 €

8 4 4 Pool Internet Access Perugia: 33 km
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Sassaia
La Foce

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:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

14 7 6 Pool Internet Access Florence: 150 km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from 9500.00 €

12 6 6 Pool Internet Access Pisa airport 67 km (under one 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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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 unique villa...

Key activities:

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

As from 13000.00 €

12 6 6 Pool Internet Access Perugia: 33 km
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Il Mulino
La Badia

Il Mulino

Stunning villa with pool on organic estate in central Tuscany

Mulino in Italian means Mill and this house used to be the mill of the La Badia estate. It still...

Key activities:

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

As from 3130.00 €

10 6 5 Pool Internet Access Florence: 110 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 2550.00 €

8 4 4 Pool Internet Access Florence: 150 km
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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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Gonzola
La Foce

Gonzola

Fragrant herbs and roses surround this authentic and beautifully restored farm building

A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

10 5 4 Pool Internet Access Florence: 150 km
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