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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.

 

Ringoni
Via del Pellegrino

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

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

As from 5000.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Casaccia
Chiarentana

Casaccia

Artist’s abode flooded with light and colours

La Casaccia belongs to the son of one of the owners. He has transformed the former stables of his house into a comfortable house with 3 bedrooms and 3 bathrooms. He...

Key activities:

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

As from 2996.00 €

6 3 3 Pool Internet Access Florence 150km
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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 €

20 10 8 Pool Internet Access 115 km Florence, 200 km Rome
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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 1284.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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 1082.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Chiarentana – Fonte
Chiarentana

Chiarentana – Fonte

6 generous apartments built around a magical courtyard

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 1022.00 €

2 1 1 Pool Internet Access Florence 150km
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Tempietto
Frassanelle

Tempietto

A 19th century garden folly near Venice - with pool, available for weekly rentals

The romanticism of this house makes it truly exceptional. The playfully charming Tempietto was built in 1822 in pure neoclassical style. It was conceived as a place...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 1080.00 €

4 2 2 Pool Internet Access Venice: 68 km
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Bencontenta
Frassanelle

Bencontenta

Luxury villa with private pool on historical estate in northern Italy

Located only 20 km southeast of Padova, Bencontenta is a traditional Venetian farmhouse nestled on the Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 4375.00 €

14 7 7 Pool Internet Access Venice: 68 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 €

18 9 7 Pool Internet Access Perugia: 33 km
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Casa all’Erta
San Polo in Rosso

Casa all’Erta

A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle

This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely ou...

Key activities:

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

As from 8425.00 €

12 6 7 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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