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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.

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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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 1090.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Dario 4
Borgo di Pietrafitta

Dario 4

The main farmbuilding of the estate

This farm used to house the sharecroppers who lived on the Borgo di Pietrafitta esta...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1357.00 €

4 2 2 Pool Internet Access Florence 47km
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Villa Melissa & Casa Vittoria
Fighine

Villa Melissa & Casa Vittoria

Luxury villa set in an enchanting garden within a Tuscan hilltop hamlet

Villa Melissa and Casa Vittoria are two separate buildings within the same garden. They can be rented together for groups up to 14 guests. Both houses have their ow...

Key activities:

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

As from 9700.00 €

14 7 7 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 5000.00 €

18 9 7 Pool Internet Access Perugia: 33 km
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La Stufa
Tenuta di Gracciano

La Stufa

A converted tobacco storehouse for 2 with private pool

The two storeyed building – we call it La Stufa which means as much as "stove" – was used for drying tobacco, a major crop in the region (a typical Italian ciga...

Key activities:

visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)

As from €

2 2 1 Pool Internet Access Florence: 120 km
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Belvedere 1
La Foce

Belvedere 1

2 apartments full of rustic charm and a magnificent view

The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 1495.00 €

5 3 3 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 9340.00 €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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Chiarentana – Bersagliere
La Foce

Chiarentana – Bersagliere

6 generous apartments overlooking the Val d'Orcia, with salt water pool

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 apartmen...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 336.00 €

2 1 1 Pool Internet Access Florence: 150 km
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Pera 3
Borgo di Pietrafitta

Pera 3

Ground floor apartment on a piazzetta

The Casa Pera is an ancient building whithin the hamlet, formerly used as lodging and warehouse. It has been cleverly converted into 4 separate units and decorated ...

Key activities:

cultural sightseeing, Chianti wine making, excellent restaurants, golf, hiking & biking

As from 1182.00 €

4 2 1 Pool Internet Access Florence 47km
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