Villas in Tuscany with al fresco dining

Experience the best villas in Tuscany with al fresco dining. Enjoy luxury vacation rentals featuring stunning outdoor spaces, panoramic views, and exclusive amenities. Whether savoring local cuisine under the Tuscan sun find your perfect villa for an unforgettable Italian getaway.

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• Sleeps   12
• Bedrooms   6
• Bathrooms   6
• Word_Label_Floor_Area   400 m²

  Special Offer

Villa Elsa di Bibbiano Pool, Sauna and View

#1 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Colle Di Val D’elsa

from €640per night

Private Villa

Overlooking the rolling vineyards of Colle di Val d’Elsa from a panoramic promontory, Villa d’Elsa brings together a deep ...

• Garden
• Near Village
• Internet
• Baby Bed
• Parking
• Swimming Pool

Excellent

23 Reviews

5.0

Average rating: 5.0 out of 5 based on 23 reviews

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• Sleeps   8
• Bedrooms   4
• Bathrooms   5
• Word_Label_Floor_Area   200 m²

Dimora Chianti Shire: Stunning Tuscan Villa on Vineyards with Private Pool

#13 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Rietine

from €598per night

Private Villa

Set among rolling vineyards and olive groves, this restored stone villa offers complete privacy in one of the most iconic ...

• Garden
• Baby Bed
• Parking
• Swimming Pool
• Our Suggestion
• Internet Wifi

Excellent

1 Reviews

5.0

Average rating: 5.0 out of 5 based on 1 reviews

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• Sleeps   6
• Bedrooms   3
• Bathrooms   3
• Word_Label_Floor_Area   200 m²

San Sano Retreat, Chianti Vineyard Views & Diving

#40 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. San Sano

from €287per night

Private Villa

Tucked away on the edge of the postcard-worthy village of San Sano, you'll get ultimate peace and quiet alongside jaw-dropping ...

• Garden
• Near Village
• Internet
• Parking
• Swimming Pool
• Weddings

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• Sleeps   14
• Bedrooms   7
• Bathrooms   6
• Word_Label_Floor_Area   450 m²

Casale del Timignano, Private Villa with Huge Garden and Pool

#10 Category: 4 stars out of 5

1. Italy
2. Tuscany
3. Le Grazie

from €580per night

Private Villa

A Story of Love, Family, and Tuscan Soul: Spread over two spacious levels, the villa comfortably hosts up to 14 guests — ideal ...

• Garden
• Near Village
• Baby Bed
• Parking
• Swimming Pool
• Weddings

Excellent

16 Reviews

5.0

Average rating: 5.0 out of 5 based on 16 reviews

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• Sleeps   11
• Bedrooms   6
• Bathrooms   6
• Word_Label_Floor_Area   400 m²

Villa del Mangia - Luxury Villa with Infinity Pool & Breathtaking Views of Siena

#14 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Siena

from €1949per night

Private Villa

Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly ...

• Garden
• Near Village
• Baby Bed
• Parking
• Swimming Pool
• Weddings

Excellent

1 Reviews

5.0

Average rating: 5.0 out of 5 based on 1 reviews

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• Sleeps   12
• Bedrooms   6
• Bathrooms   7
• Word_Label_Floor_Area   650 m²

Luxury Villa Ripa di Galgano in Frosini

#37 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Frosini

from €2228per night

Private Villa

Settled in a strategic position, yet conveniently located—just a 10-minute drive from everything (with the charming village of ...

• Garden
• Near Village
• Internet
• Maid Service
• Parking
• Bike

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• Sleeps   8
• Bedrooms   4
• Bathrooms   4
• Word_Label_Floor_Area   180 m²

Capanna di Elfo

#4 Category: 4 stars out of 5

1. Italy
2. Tuscany
3. Siena

from €448per night

Private Villa

Capanna di Elfo is a beautifully restored former Tuscan barn, carefully renovated by its owners Claudio and Angelica to create a ...

• Garden
• Internet
• Baby Bed
• Parking
• Next Year Available
• Our Suggestion

Excellent

43 Reviews

5.0

Average rating: 5.0 out of 5 based on 43 reviews

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• Sleeps   20
• Bedrooms   10
• Bathrooms   11
• Word_Label_Floor_Area   900 m²

Tuscan Hamlet Relais Piettorri

#43 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Monteguidi

from €1392per night

Private Country Resort

Nestled in the rolling hills near Siena, San Gimignano, Volterra, and Florence, Tenuta Piettorri is a beautifully restored ...

• Garden
• Near Village
• Internet
• Parking
• Swimming Pool
• Weddings

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• Sleeps   8
• Bedrooms   4
• Bathrooms   4
• Word_Label_Floor_Area   250 m²

Villa Marielena Chianti Farmhouse with Hot Tub

#22 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Castell'in Villa

from €267per night

Private Villa

Nestled in the prestigious "Castel in Villa" area of Gaiole in Chianti, Villa Marielena is a beautifully luxury restored ...

• Garden
• Near Village
• Baby Bed
• Parking
• Our Suggestion
• Internet Wifi

Excellent

12 Reviews

5.0

Average rating: 5.0 out of 5 based on 12 reviews

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• Sleeps   12
• Bedrooms   6
• Bathrooms   4
• Word_Label_Floor_Area   300 m²

Dimora Di Castroncello

#6 Category: 4 stars out of 5

1. Italy
2. Tuscany
3. Castroncello

from €535per night

Private Villa

A private, indipendent villa in the Val di Chiana, shaped by genuine Tuscan hospitality Set in the green landscape of the Val di ...

• Garden
• Near Village
• Baby Bed
• Parking
• Swimming Pool
• Weddings

Excellent

2 Reviews

5.0

Average rating: 5.0 out of 5 based on 2 reviews

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• Sleeps   15
• Bedrooms   7
• Bathrooms   7
• Word_Label_Floor_Area   700 m²

Villa San Biagio

#21 Category: 5 stars out of 5

1. Italy
2. Tuscany
3. Montepulciano

from €620per night

Private Villa

Welcome to your classic Tuscan sanctuary in the heart of idyllic Montepulciano. Comprising both a spacious Main Villa and a ...

• Garden
• Near Village
• Baby Bed
• Parking
• Bike
• Swimming Pool

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• Sleeps   12
• Bedrooms   6
• Bathrooms   6
• Word_Label_Floor_Area   300 m²

  Special Offer

Podere Lorena, 13Th-Century Farmhouse in the Montagnola Senese

#7 Category: 4 stars out of 5

1. Italy
2. Tuscany
3. Monteriggioni

from €325per night

Private Country House / Farm House

Set within the protected woodland of the Montagnola Senese, this restored 13th-century farmhouse offers a stay immersed in ...

• Garden
• Internet
• Baby Bed
• Parking
• Swimming Pool
• Chef

Excellent

6 Reviews

5.0

Average rating: 5.0 out of 5 based on 6 reviews

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