Handpicked and personally inspected villas in Italy

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Food & Wine

If you are interested in experiencing Italy through the exceptional food and wines, the following villas will make an excellent home base.

Browse our italian villas and vacation homes. If you need further assistance, just contact us.

Vacation Villas available in this collection:

Amalfi Coast > Positano

Belvedere

This apartment is wheel-chair accessible and well suited for travelers who may have trouble climbing the many stairs found in Positano.

From 3,850

To4,650

Per week pricing.

Bedrooms: 1 Sleeps: 4-5

More details
Tuscany > Florence

Benozzo

Spacious and bright apartment located on the second floor of the Palazzo with an elevator.

From 2,850

To3,650

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details
Tuscany > Chianti

Casale d’Oro

The 17th century farmhouse is located minutes from the village of Panzano in Chianti and overlooks the vineyards of the famous Conca d' Oro.

From 16,500

To16,500

Per week pricing.

Bedrooms: 13 Sleeps: 28

More details
Tuscany > Tuscan Countryside

Colle Aperto

This rural farmhouse dates back over 300 years and rests in the province of Siena with bird's eye view of the Val d'Orcia.

From 7,670

To13,030

Per week pricing.

Bedrooms: 5 Sleeps: 10

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Tuscany > Florence

Donatello

This unusually spacious apartment, located on the second floor of the Palazzo with an elevator, surrounds a large private courtyard.

From 5,780

To5,420

Per week pricing.

Bedrooms: 3 Sleeps: 6-7

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Tuscany > Chianti

Fienile

Fienile is located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.

From 2,500

To2,500

Per week pricing.

Bedrooms: 2 Sleeps: 4

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Tuscany > Chianti

Il Ciliegio

Located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.

From 2,750

To2,750

Per week pricing.

Bedrooms: 3 Sleeps: 5

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Tuscany > Chianti

Il Gelso

Located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.

From 2,940

To2,940

Per week pricing.

Bedrooms: 3 Sleeps: 4-6

More details
Tuscany > Tuscan Countryside

Il Villaggio

A world-class collection of exquisitely restored Tuscan rental villas in the Val d'Orcia area of Tuscany.

Per week pricing.

Bedrooms: 11 Sleeps: 22

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20% Discount Aug. 17-24, 2019
Tuscany > Tuscan Countryside

La Casaccia

Perched at the top of a small hill, overlooking the rolling hills of the Val d'Orcia, lies La Casaccia.

From 9,980

To23,960

Per week pricing.

Bedrooms: 8 Sleeps: 16-19

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Tuscany > Chianti

La Colombaia

La Colombaia is one of the most beautiful and elegant villas in all of Chianti.

From 10,600

To16,660

Per week pricing.

Bedrooms: 6 Sleeps: 11

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Tuscany > Chianti

La Colonna

Located 2.5 kilometers south of Panzano in Chianti off SS 222, the famous wine road running between Florence and Siena.

From 5,460

To5,460

Per week pricing.

Bedrooms: 4 Sleeps: 8

More details
Tuscany > Chianti

La Ribolita

Ideally situated in a unique location in the hills just outside of Florence, within walking distance to the village of Settignano.

From 7,800

To10,330

Per week pricing.

Bedrooms: 3 Sleeps: 6-12

More details
Tuscany > Chianti

La Sevilliana

Tucked away on a private hillside in the heart of the Chianti Classico region of Tuscany, just 18 km from Florence.

From 9,340

To16,790

Per week pricing.

Bedrooms: 6 Sleeps: 10-12

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Tuscany > Tuscan Countryside

Le Ripe

An elegant Italian villa with stunning panoramic views of the Tuscan countryside.

Price Upon Request

Per week pricing.

Bedrooms: 7 Sleeps: 14

More details
Tuscany > Chianti

Limonaia

A romantic cottage for 2 within walking distance to the village of Panzano in Chianti.

From 1,820

To1,820

Per week pricing.

Bedrooms: 1 Sleeps: 2

More details
Tuscany > Chianti

Loggia

One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.

From 5,960

To5,960

Per week pricing.

Bedrooms: 4 Sleeps: 8

More details
Tuscany > Florence

Medici Suite

The apartment is located on the second floor of the Palazzo with eight floor to ceiling windows overlooking the piazza.

From 4,250

To5,700

Per week pricing.

Bedrooms: 3 Sleeps: 6-7

More details
Tuscany > Florence

Mimi

Fourth-floor penthouse of the Palazzo, with elevator, offering a complete view of all the architectural treasures of the city.

From 2,890

To4,150

Per week pricing.

Bedrooms: 2 Sleeps: 2-4

More details
Tuscany > Florence

Miravista

This fourth floor penthouse of the Palazzo features a large terrace with a complete view of all the architectural treasures of the city.

From 6,850

To6,850

Per week pricing.

Bedrooms: 2 Sleeps: 4

More details
Tuscany > Tuscan Countryside

Palazzuolo

Charming, completely restored stone farmhouse sits high on a hillside in the Val d'Orcia region of Tuscany.

From 8,440

To14,550

Per week pricing.

Bedrooms: 6 Sleeps: 10-11

More details
Tuscany > Tuscan Countryside

Villa Orcia

Is perched high on a pinnacle-like hill with spectacular views over the renown Val d'Orcia.

From 10,850

To24,990

Per week pricing.

Bedrooms: 9 Sleeps: 18-19

More details
Tuscany > Chianti

Torre

One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.

From 2,990

To2,990

Per week pricing.

Bedrooms: 2 Sleeps: 4

More details
Apulia >

Trullo Bianco

From its hillside perch, This villa commands panoramic views over the olive groves and trulli dotting countryside.

Per week pricing.

Bedrooms: 4 Sleeps: 8

More details
Apulia >

Trullo Cisternino

This villa lies in the southeastern heel of Italy, nestled between the Ionian and Adriatic seas, in the Itria Valley of Apulia.

From 3,870

To5,230

Per week pricing.

Bedrooms: 3 Sleeps: 6-7

More details
Apulia >

Trullo Messapica

A magical complex of trulli with a private swimming pool near Ceglie Messapica, a few kilometers from the beach.

Per week pricing.

Bedrooms: 5 Sleeps: 10

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Tuscany > Florence

Via Lambertesca

A tastefully restored modern apartment just a block from the Ponte Vecchio and less than five minutes walk to the Duomo.

From 9,500

To14,000

Per week pricing.

Bedrooms: 5 Sleeps: 10-11

More details
Tuscany > Chianti

Vigna

One of five apartments in this rambling 17th century farmhouse located within walking distance to the village of Panzano in Chianti.

From 3,830

To3,830

Per week pricing.

Bedrooms: 2 Sleeps: 4-6

More details
Tuscany > Tuscan Countryside

Villa Amiata

High above the magical landscape of the Val d'Orcia, sits a charming collection of stone villas that are part of an ancient hilltop hamlet.

Per week pricing.

Bedrooms: 3 Sleeps: 6

More details
Tuscany > Chianti

Villa Conca d’Oro

Villa Conca d'Oro sits on 53 hectares of its own vineyard and woodland and is conveniently located near the village of Panzano.

From 10,980

To14,500

Per week pricing.

Bedrooms: 6 Sleeps: 12

More details
Tuscany > Tuscan Countryside

Villa Francesca

Villa Francesca, is an elegant yet casual family-friendly villa within walking distance to the village of San Casciano dei Bagni.

From 6,890

To14,690

Per week pricing.

Bedrooms: 7 Sleeps: 13

More details
Tuscany > Chianti

Villa Valeria

This handsomely restored Tuscan farmhouse is just minutes from the village of Lamole in the Chianti region of Tuscany.

From 5,280

To7,350

Per week pricing.

Bedrooms: 4 Sleeps: 8

More details
Tuscany > Tuscan Coast

Villa Verde

Discover an oasis of natural beauty, in the heart of Tuscany's Maremma region.

From 8,600

To19,200

Per week pricing.

Bedrooms: 7 Sleeps: 14

More details
Apulia >

Villa Latiano

An historic masseria located near Mesagne in the southern Italian region of Puglia, the heel of the boot.

Per week pricing.

Bedrooms: 6 Sleeps: 12-14

More details
Tuscany > Chianti

Villa Lamole

A private villa for four guests completely restored and within walking distance to the enchanting village of Lamole in Chianti.

From 1,760

To3,120

Per week pricing.

Bedrooms: 2 Sleeps: 4

More details
Tuscany > Tuscan Countryside

Villa La Capanna

Villa La Capanna is located in the heart of San Giovanni d'Asso in the upper part of the village - the "Borghetto", near the ancient castle.

From 2,870

To3,350

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details