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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.

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 n...

Key activities:

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

As from €

6 3 3 Pool Internet Access Perugia: 33 km
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Cutignolo Podere
Marsiliana

Cutignolo Podere

Colourfull family house with pool near the sea in southern Tuscany

Cutignolo Podere is a generous, colourful and cheerful house. Filled with sun light, large french windows on the ground floor rooms allow you to move freely between...

Key activities:

visiting the wine estate, beach life, bicling, hiking, tennis (village)

As from €

10 10 5 Pool Roma Fiumicino: 120 km
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Villa Fontanili-Leccio
Fontanili

Villa Fontanili-Leccio

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from th...

Key activities:

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

As from 1050.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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B&B Palazzolo
La Foce

B&B Palazzolo

B&B in a traditional Tuscan farmhouse overlooking Orcia valley

B&B Palazzolo is only 500m from the central La Foce Villa, on the road that leads to Chiarentana. The house is one of the farmhouses rebuilt by Antonio Origo in...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

2 2 1 Pool Internet Access Florence: 150 km
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Chiarentana – Ronda
Chiarentana

Chiarentana – Ronda

Apartment for 6 built around a magical courtyard and dominating the Orcia valley

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 849.00 €

6 3 3 Pool Internet Access Florence 150km
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Casa del Prete
La Montecchia

Casa del Prete

Vacation rental with pool on top wine estate near Venice

A couple of steps and a wrought iron gate lead into the garden of the Casa del Prete, putting an agreable distance between the daily activities of the estate and th...

Key activities:

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

As from 651.00 €

4 2 2 Pool Internet Access Venice airport: 60 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 3480.00 €

10 6 5 Pool Internet Access Florence: 110 km
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Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

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

As from 1200.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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 2300.00 €

6 3 3 Pool Internet Access Florence: 110 km
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Villa Fontanili-Lentisco
Fontanili

Villa Fontanili-Lentisco

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the Villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3km from the ...

Key activities:

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

As from 1050.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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