Thousands of Luxury Villas

Your Search for Italy Villas known for Wine Region Returned 124 Results.

124 Villas
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Leonardo

Leonardo

Tuscany / Chianti

6
Bedrooms
Sleeps
12
from $759+
per night

Our Exclusive Offers:
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Leonardo is a beautiful, private 12-acre estate tucked away in Chianti, the heart of Tuscany.

Allegra

Allegra

Tuscany / Siena Area

4
Bedrooms
Sleeps
8
from $949+
per night

Our Exclusive Offers:
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Surrounded by a picture-perfect landscape, near the quaint village of Sovicille and only a 20-minute drive from Siena, Allegra is an elegant Italian villa composed of a main building having approx. 2,800 square feet of living space, and an independent wing of approx. 680 square feet and with an independent entrance.

Rodolfo

Rodolfo

Tuscany / Lucca Area

4
Bedrooms
Sleeps
8
from $1,067+
per night

Our Exclusive Offers:
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Villa Rodolfo is a beautifully restored farmhouse on the hills surrounded by olive trees and vineyards.

Mimmi

Mimmi

Tuscany / Val d’Orcia

6
Bedrooms
Sleeps
12
from $1,186+
per night

Our Exclusive Offers:
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Villa Mimmi is located in the Val D’Orcia area, an unspoiled region of Tuscany, in the southern part of Siena.

Maremmana

Maremmana

Tuscany / Maremma

7
Bedrooms
Sleeps
14
from $1,313+
per night

Our Exclusive Offers:
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Villa Maremmana is a luxury mansion set in its own oasis of natural beauty in the heart of the Maremma region of Tuscany.

Daniela

Daniela

Tuscany / Lucca Area

11
Bedrooms
Sleeps
22
from $1,411+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Villa Daniela consists of eleven comfortable lovingly restored bedrooms and several social interior spaces surrounded by a formal Italian garden, boasting a large fenced private swimming pool and a covered patio to enjoy the hot summer hours.

Marchesa

Marchesa

Tuscany / Maremma

9
Bedrooms
Sleeps
18
from $1,511+
per night

Our Exclusive Offers:
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Villa Marchesa is an elegant and luxurious mansion, completed in 2009.

Angiola

Angiola

Tuscany / Florence Area

4
Bedrooms
Sleeps
8
from $1,543+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Surrounded by soft rolling hills and glorious views of medieval hamlets, Angiola is the ideal place to fully enjoy the timeless charm of Tuscany.

Aiola

Aiola

Tuscany / Val d’Orcia

6
Bedrooms
Sleeps
12
from $1,543+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Villa Aiola is a strikingly beautiful, restored country house that is part of a 1700-acre estate located in the Val d’Orcia region in southern Tuscany.

Timelea

Timelea

Tuscany / Florence Area

4
Bedrooms
Sleeps
8
from $1,543+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Tuscany is a region which offers stunning scenery and ways to enjoy it whether through excursions, wine tastings, golfing or simply lounging around a pool admiring the iconic Tuscan views.

Armonia

Armonia

Tuscany / Maremma

5
Bedrooms
Sleeps
10
from $1,827+
per night

Our Exclusive Offers:
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This luxury, three-story villa has been recently and beautifully restored.

Leopolda

Leopolda

Tuscany / Val d’Orcia

7
Bedrooms
Sleeps
14
from $1,899+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Sitting on a spectacular 25-acre estate and boasting stunning views of the hills of Montalcino, Villa Leopolda is a true gem of Tuscany's countryside.

Michela

Michela

Lazio / Viterbo Area

9
Bedrooms
Sleeps
20
from $1,977+
per night

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Villa Michela is a 17th century country manor set in the splendid Lazio countryside.

Orfea

Orfea

Tuscany / Lucca Area

14
Bedrooms
Sleeps
28
from $2,077+
per night

Our Exclusive Offers:
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Only a ten minute drive away from the city sits Orfea, a superb luxury villa that dates back to the 15th century and now completely and painstakingly renovated to transport you to the an era of modern beauty and sublime elegance.

Giulia

Giulia

Amalfi Coast / Positano City

6
Bedrooms
Sleeps
12
from $2,171+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Villa Giulia is blessed with a privileged position on the hill overlooking Positano, offering its guests breathtaking views!

Senese

Senese

Tuscany / Siena Area

9
Bedrooms
Sleeps
18
from $2,254+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Villa Senese is set atop a hill, with a location that is ideal for those who wish to spend a unique holiday amidst spectacular views of the Tuscan rolling hills.

Alfieri

Alfieri

Tuscany / Siena Area

5
Bedrooms
Sleeps
10
from $2,335+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Come and experience the charm of Tuscany, and specifically the medieval walled city of Siena, a city like no other, with its historical pedestrian center and fascinating narrow streets.

Duca

Duca

Tuscany / Florence Area

8
Bedrooms
Sleeps
16
from $2,444+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Just minutes away by car or bus from the historical center, the freshly renovated Villa Duca is set atop one of most prestigious hills of Florence, peacefully surrounded by olive groves, cypress trees, and beautifully manicured gardens.

Hiera

Hiera

Puglia / Ostuni Area

7
Bedrooms
Sleeps
18
from $2,658+
per night

Our Exclusive Offers:
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The magic scenery of Valle d’Itria in Apulia, where mainstream tourism has not yet caught on, won’t be a secret much longer!

Poderosa

Poderosa

Tuscany / Val d’Orcia

9
Bedrooms
Sleeps
14
from $3,322+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars – Offer expires in 5 days.

Set atop a hill, this elegant contemporary property dominates the surroundings and offers dramatic panoramas of the rolling Tuscan Hills.