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Luxury Villas and Castles in Italy

Below you will find our entire range of luxury holiday villas and castles for rental in Italy. To narrow down the list, you can select the number of persons, and additional amenities (near the beach, private pool, air conditioning, etc.). Don’t forget to click the search button.

Castellana
La Montecchia

Castellana

Elegant apartment with pool in medieval castle near Padua and Venice

The apartment Castellana occupies a wing of the Castello La Montecchia, a castle dating from the middle ages which was entirely renovated in the 1930'ies.

The ap...

Key activities:

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

As from 963.00 €

6 3 2 Pool Internet Access Venice airport: 60 km
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Casa di Giulio
Vivo d'Orcia

Casa di Giulio

Cottage with private garden and pool in walking distance of village - UNESCO World Heritage

Casa di Giulio stands at the far end of the private hamlet, at the foot of the castle of Vivo d...

Key activities:

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

As from 1351.00 €

5 3 2 Internet Access Florence: 150 km
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Maramai
Tenuta di Gracciano

Maramai

Comfortable villa with great pool on wine estate near Montepulciano and Pienza

Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...

Key activities:

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

As from 3350.00 €

9 5 5 Pool Internet Access Florence: 120 km
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Villa La Foce
La Foce

Villa La Foce

A Renaissance luxury villa with pool near Siena - CLASS LISTED/LANDMARKED BUILDING

Villa La Foce is the Origo family house. It was originally built at the end of the XVth century as a wayside tavern, but soon became the centre of an estate belongi...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

24 12 12 Pool Internet Access Florence: 150 km
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Fontalgozzo
La Foce

Fontalgozzo

Converted farmhouse with the best known view in Tuscany

The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 4600.00 €

8 4 5 Pool Internet Access Florence: 150 km
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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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Villa Le Palme
Tombolino Bolgheri

Villa Le Palme

Stylish contemporary beach house on the Tuscan coast

The sea and sun are reflected throughout this bright and airy beach house a short walk from a stunning beach of the Maremma coast. When you’re not on the beach, y...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from €

8 4 4 Internet Access Pisa airport 67 km (under one hour)
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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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Torretta – Silene
Frassanelle

Torretta – Silene

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

The elegant farm buildings of the Frassanelle estate date back to the 17th century. What used...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 700.00 €

2 1 1 Pool Internet Access Venice: 68 km
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Castello
Marsiliana

Castello

A large family castle on the Tuscan Coast

From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...

Key activities:

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

As from 3900.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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