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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.). Don’t forget to click the search button.

 

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 2420.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Villa Gioli
Villa Gioli

Villa Gioli

A philanthropist’s summer villa with pool between Florence and Pisa - CLASS LISTED / LANDMARKED BUILDING

Set high in the idyllic landscape of the hills southeast of Pisa, this patrician country house is approached by an age-old alley of birch trees which, beyond the ta...

Key activities:

cultural sightseeing, excellent food, beautiful hiking, wild nature, tennis (village)

As from €

12 12 4 Pool Internet Access Pisa: 21 km
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Duna Grande
Fontanili

Duna Grande

Privacy and Style on the Maremma beach

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

Key activities:

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

As from 3160.00 €

10 5 4 Pool Internet Access Roma Fiumicino: 100 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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Casa Vecchia
Podere Tesorino

Casa Vecchia

Stylish country house with private pool and fab views on a beautiful hillside in Tuscany

Casa Vecchia is a 300 year old, typically Tuscan farm, set on a hill, surrounded by an seemingly endless succession of hills with olive groves, meadows and small sp...

Key activities:

Beaches, Thermal springs, Biking, Hiking, Culture

As from 3020.00 €

9 9 4 Pool Internet Access Roma Fiumicino: 197 km, Pisa Galileo Galilei: 182km
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Palazzetto
Barberino

Palazzetto

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

The house looks onto the main street of the historical village Barberino Val d’Elsa (which is very quiet as it has been closed to traffic) to one side and onto th...

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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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 4750.00 €

14 7 6 Pool Internet Access Florence: 150 km
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Bencontenta
Frassanelle

Bencontenta

Luxury villa with private pool on historical estate in northern Italy

Bencontenta is a traditional Venetian farmhouse on the estate of Frassanelle, situated on the border of the Euganean hills, only 20 km south-east of Padova. The hou...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 2980.00 €

14 7 7 Pool Internet Access Venice: 68 km
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Palazzonaccio
Via del Pellegrino

Palazzonaccio

Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool

Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...

Key activities:

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

As from 4000.00 €

11 5 6 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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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 2040.00 €

6 3 3 Pool Internet Access Florence: 110 km
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