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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.

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 9500.00 €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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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 7500.00 €

18 9 7 Pool Internet Access Perugia: 33 km
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Nando + Camino
La Montecchia

Nando + Camino

Charming sunny holiday rental with pool on top wine estate in Venetia

This charming cottage on the estate La Montecchia lies next to the offices of the wine esta...

Key activities:

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

As from 588.00 €

6 3 2 Pool Internet Access Venice airport: 60 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 2980.00 €

14 7 7 Pool Internet Access Venice: 68 km
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Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near village Montalcino area - CLASS LISTED / LANDMARKED BUILDING

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

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

As from 152.00 €

4 2 2 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 468.00 €

4 2 2 Pool Internet Access Venice airport: 60 km
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Torretta – Vinca
Frassanelle

Torretta – Vinca

Stylish holiday rental studio with pool on large 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 570.00 €

2 1 2 Pool Internet Access Venice: 68 km
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Belvedere 2
La Foce

Belvedere 2

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 2530.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Villa Melissa
Fighine

Villa Melissa

19th century luxury villa with pool in Tuscan hamlet between Florence and Rome

Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...

Key activities:

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

As from 6200.00 €

8 4 4 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
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Chiarentana – Ronda
La Foce

Chiarentana – Ronda

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:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 768.00 €

6 3 3 Pool Internet Access Florence: 150 km
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