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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.

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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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 farmhouse is part of a vast 600-hectare estate which has been owned ...

Key activities:

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

As from 8400.00 €

18 10 8 Pool Internet Access 115 km Florence, 200 km Rome
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Santa Croce
Tenuta di Murlo

Santa Croce

3 bedroom luxury villa with pool and 360° views in Umbria

This three bedroom villa, perched on the very top of Monte Santa Croce, is an example of flawless restoration on an exceptional site. Perhaps Santa Croce’s real nam...

Key activities:

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

As from 13000.00 €

6 3 3 Pool Internet Access Perugia: 33 km
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Torretta – Elleboro
Frassanelle

Torretta – Elleboro

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

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

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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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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Casa dell’Ambasciatore
Vivo d'Orcia

Casa dell’Ambasciatore

2 BR Cottage in Southern Tuscany, village in walking distance - UNESCO World Heritage

Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open fields ...

Key activities:

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

As from 1190.00 €

4 2 2 Pool Internet Access Florence: 150 km
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Casa di Donata
Chiarentana

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis, p...

Key activities:

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

As from €

10 5 5 Pool Internet Access Florence 150km
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Casa Janine
Fighine

Casa Janine

Luxuriously amenished Tuscan farmhouse set in privately owned medieval hamlet

Casa Janine has remarkable far-reaching views over the surrounding countryside. It has its’ own private pool and garden with long expanses of lawn, a vine-covered p...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking

As from 5587.00 €

6 3 3 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 1700.00 €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Casa di Nando
La Montecchia

Casa di Nando

Charming sunny holiday rental with pool on wine estate in Venetia

Named after the farmer who last lived here, the Casa di Nando is a two-storied house with a private garden, attached to the historical tasting rooms of the estate. ...

Key activities:

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

As from 693.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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