Val d’Orcia Tuscany Villas

Val d’Orcia

Tuscany Villas

Many of the classically Tuscan images you’ve seen in photos and films – rolling hills covered in vineyards and olive groves, dotted with hilltop villages and fields of golden wheat – were probably shot in Val d’Orcia, a region in southern Tuscany that stretches along the provinces of Siena and Grosseto. Recognized as a UNESCO World Heritage Site, Val d’Orcia is also home to some of the most famous Italian wines, including the Brunello di Montalcino and Rosso Orcia. Many of our villa rentals in Val d’Orcia are located on worked vineyards, allowing you the unique opportunity to sip wine produced just steps away from your front door.

23 VILLAS

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Aiola

Aiola

Tuscany / Val d’Orcia
Bedrooms
6
Sleeps
12
from $1,536+
per nightnightly

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.

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Leopolda

Leopolda

Tuscany / Val d’Orcia
Bedrooms
7
Sleeps
14
from $1,890+
per nightnightly

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.

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Poderosa

Poderosa

Tuscany / Val d’Orcia
Bedrooms
9
Sleeps
14
from $3,307+
per nightnightly

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

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Jelanda

Jelanda

Tuscany / Val d’Orcia
Bedrooms
2
Sleeps
4
from $232+
per nightnightly

Head to the Val d’Orcia and make memories that will last forever!

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Lagesta

Lagesta

Tuscany / Val d’Orcia
Bedrooms
4
Sleeps
8
from $463+
per nightnightly

The undeniably scenic Val d’Orcia region, which covers the southern part of Tuscany, is famous for its classic postcard landscapes.

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Dobel

Dobel

Tuscany / Val d’Orcia
Bedrooms
2
Sleeps
4
from $476+
per nightnightly

The area around Siena, stretching from there to Montalcino and Montepulciano, is home to some of the most dramatic landscapes in Tuscany.

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Vigne

Vigne

Tuscany / Val d’Orcia
Bedrooms
3
Sleeps
6
from $853+
per nightnightly

Take a step back in time for a stay at this renovated 18th century stone farmhouse located on the doorstep of Brunello wine-producing land.

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Federico

Federico

Tuscany / Val d’Orcia
Bedrooms
7
Sleeps
13
from $1,181+
per nightnightly

The country elegance of Federico envelopes you as soon as you view the property.

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Morgana

Morgana

Tuscany / Val d’Orcia
Bedrooms
9
Sleeps
18
from $1,323+
per nightnightly

Villa Morgana is a luxury farm house completely renovated in 2013 and located in the much sought-after Montalcino area.

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Valente

Valente

Tuscany / Val d’Orcia
Bedrooms
6
Sleeps
12
from $1,417+
per nightnightly

Valente is an elegant country house located in the magical Val d’Orcia whose typical undulating hills and golden fields inspire many artists.

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Rita

Rita

Tuscany / Val d’Orcia
Bedrooms
7
Sleeps
14
from $2,126+
per nightnightly

This spectacular property, located near the San Casciano dei Bagni area, offers elegance, comfort, and panoramic views beyond compare.

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Araldica

Araldica

Tuscany / Val d’Orcia
Bedrooms
8
Sleeps
16
from $2,150+
per nightnightly

This magnificent luxury villa is located in the unspoiled Val D’orcia region, in the southern part of Tuscany.

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Giunia

Giunia

Tuscany / Val d’Orcia
Bedrooms
14
Sleeps
28
from $2,473+
per nightnightly

Are you still dreaming of a villa immersed in the peaceful Tuscan country side to relax in luxury and in harmony with nature, yet with plenty of activities to experience, or a place where to reconnect with your family and yourself?

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Casa del Fiume Castiglion del Bosco

Casa del Fiume

Tuscany / Val d’Orcia
Bedrooms
4
Sleeps
8
from $3,820+
per nightnightly

Casa del Fiume is a strikingly beautiful restored farmhouse perched within the rolling hillsides of Southern Tuscany.

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Castello Castiglion del Bosco

Castello

Tuscany / Val d’Orcia
Bedrooms
3
Sleeps
6
from $3,820+
per nightnightly

Villa Castello is an intimate haven with posh interiors featuring warm yellow, gold, olive and rust hues throughout the villa.

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Alba Castiglion del Bosco

Alba

Tuscany / Val d’Orcia
Bedrooms
3
Sleeps
6
from $3,820+
per nightnightly

Villa Alba, a carefully restored stone farmhouse, is nestled in a quiet position among trees and lavender plants on a hillside in Southern Tuscany’s unspoiled Val d’Orcia region.

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Oliviera Castiglion del Bosco

Oliviera

Tuscany / Val d’Orcia
Bedrooms
3
Sleeps
6
from $4,202+
per nightnightly

Perched high on a hilltop on a sprawling estate, Villa Oliviera is a lovingly restored olive press with panoramic views of Montalcino and the Val d’Orcia below.

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Gauggiole Castiglion del Bosco

Gauggiole

Tuscany / Val d’Orcia
Bedrooms
4
Sleeps
8
from $4,457+
per nightnightly

Once the residence of a farming family, Villa Gauggiole is nestled among hillside vineyards and has been carefully restored while maintaining its most typically Tuscan original elements, such as stone walls, open arches, and wood beamed ceilings.

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Chiusa Castiglion del Bosco

Chiusa

Tuscany / Val d’Orcia
Bedrooms
4
Sleeps
8
from $4,775+
per nightnightly

Villa Chiusa is a carefully restored building that once served as a police station.

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Stabbi Castiglion del Bosco

Stabbi

Tuscany / Val d’Orcia
Bedrooms
5
Sleeps
9
from $5,093+
per nightnightly

Nestled on a picturesque ridge overlooking the estate’s golf course, Stabbi offers panoramic views across the gently rolling Tuscan countryside.

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