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 $2,840

To$3,980

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.

Price Upon Request

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details
Marche >

Casa Olivi

Located in the heart of the Marche, this property's renovation took four years and was conducted by two renown Swiss architects.

From $5,250

To$10,920

Per week pricing.

Bedrooms: 5 Sleeps: 11

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 $17,770

To$17,770

Per week pricing.

Bedrooms: 13 Sleeps: 28

More details
Tuscany > Chianti

Castello di Bacio

Historical castle dramatically positioned overlooking the Conca d'Oro vineyards of Tuscany's Chianti, minutes from Panzano.

From $15,670

To$20,130

Per week pricing.

Bedrooms: 5 Sleeps: 10

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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 $5,220

To$11,700

Per week pricing.

Bedrooms: 5 Sleeps: 10

More details
Tuscany > Florence

Donatello

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

From $4,210

To$4,210

Per week pricing.

Bedrooms: 3 Sleeps: 6-7

More details
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 $2,380

To$2,380

Per week pricing.

Bedrooms: 2 Sleeps: 4

More details
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 $2,540

To$2,540

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details
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 $2,670

To$2,670

Per week pricing.

Bedrooms: 3 Sleeps: 4-6

More details
Tuscany > Tuscan Countryside

Il Palazzi

IL Palazzi sits on a panoramic grassy plateau overlooking the wilder southern end of the Val d'Orcia.

From $10,570

To$18,190

Per week pricing.

Bedrooms: 6 Sleeps: 12

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.

From $36,590

Per week pricing.

Bedrooms: 11 Sleeps: 22

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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 $10,420

To$21,990

Per week pricing.

Bedrooms: 8 Sleeps: 16-19

More details
Tuscany > Chianti

La Colombaia

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

From $8,710

To$13,670

Per week pricing.

Bedrooms: 6 Sleeps: 11

More details
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 $4,900

To$4,900

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 $8,400

To$11,120

Per week pricing.

Bedrooms: 3 Sleeps: 6-12

More details
Tuscany > Chianti

La Rovetta

A classic Renaissance villa set on a hill commanding an impressive view over the gorgeous Tuscan countryside and Fiesole.

From $14,620

To$24,830

Per week pricing.

Bedrooms: 8 Sleeps: 16

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 $8,100

To$12,690

Per week pricing.

Bedrooms: 6 Sleeps: 10-12

More details
Tuscany > Tuscan Countryside

Le Ripe

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

From $13,510

To$16,490

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 $1,760

To$1,760

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 $5,110

To$5,110

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 $4,580

To$4,580

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 $3,120

To$3,120

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 $4,110

To$4,110

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 $6,760

To$12,850

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 $10,420

To$21,990

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 $2,590

To$2,590

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.

Price Upon Request

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 $4,170

To$5,630

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.

From $8,520

Per week pricing.

Bedrooms: 5 Sleeps: 10

More details
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 $8,090

To$11,910

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 $3,440

To$3,440

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.

Price Upon Request

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 $10,390

To$11,200

Per week pricing.

Bedrooms: 5 Sleeps: 10

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 $7,440

To$11,070

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 $4,990

To$5,890

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 $9,290

To$14,480

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.

Price Upon Request

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 $1,900

To$3,360

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 $2,130

To$2,790

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details