Handpicked and personally inspected villas in Italy

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Outdoors & Nature

If a countryside villa or apartment is what you are looking for, we invite you to review our hand-picked list below.

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

Vacation Villas available in this collection:

Tuscany > Tuscan Countryside

Casa Dell’Artista

Near the town of Radicofani in the Val d'Orcia, one of the film locations for "The English Patient."

From 3,470

To4,870

Per week pricing.

Bedrooms: 4 Sleeps: 6-7

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Tuscany > Tuscan Countryside

Casa Janine

Perched on the edge of the hill and a mere 5 minute drive from the luxurious thermal baths of Fonteverde in San Casciano dei Bagni.

From 5,320

To6,880

Per week pricing.

Bedrooms: 3 Sleeps: 6

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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 4,860

To10,110

Per week pricing.

Bedrooms: 5 Sleeps: 11

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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

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Tuscany > Tuscan Countryside

Casale di Pastore

Hilltop setting affords extraordinary, panoramic views of the Tuscan countryside and the Renaissance hilltown of Pienza.

From 17,040

To17,040

Per week pricing.

Bedrooms: 8 Sleeps: 16-20

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Tuscany > Tuscan Countryside

Casale Nuova

A tastefully restored 17th-century farmhouse in the beautiful Val d Orcia area of Tuscany.

From 10,800

To13,500

Per week pricing.

Bedrooms: 8 Sleeps: 16

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Tuscany > Chianti

Castello di Bacio

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

From 14,550

To18,690

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 4,840

To10,840

Per week pricing.

Bedrooms: 5 Sleeps: 10

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 9,800

To17,870

Per week pricing.

Bedrooms: 6 Sleeps: 12

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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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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

To23,900

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 8,060

To12,650

Per week pricing.

Bedrooms: 6 Sleeps: 11

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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 7,500

To11,740

Per week pricing.

Bedrooms: 6 Sleeps: 10-12

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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

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Tuscany > Chianti

La Rovetta

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

From 13,540

To23,000

Per week pricing.

Bedrooms: 8 Sleeps: 16

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 6,270

To11,900

Per week pricing.

Bedrooms: 6 Sleeps: 10-11

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Tuscany > Tuscan Countryside

Villa Orcia

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

Price Upon Request

Per week pricing.

Bedrooms: 9 Sleeps: 18-19

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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

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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 > 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

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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 9,650

To10,400

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 6,890

To10,970

Per week pricing.

Bedrooms: 7 Sleeps: 13

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

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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 > Tuscan Countryside

Villa Melissa and Casa Victoria

Villa Melissa and Casa Victoria are part of the Castello Visconti Estate also found on our website.

From 9,010

To11,390

Per week pricing.

Bedrooms: 7 Sleeps: 14

More details
Tuscany > Tuscan Countryside

Villa Muri Antichi

High above the magical landscape of the Val d'Orcia, south of Siena, sits a charming collection of stone villas.

Per week pricing.

Bedrooms: 6 Sleeps: 12

More details
Apulia >

Villa Serenita

This villa is set in one of the most picturesque landscapes in Apulia, close to the towns of Ostuni and Martina Franca.

Per week pricing.

Bedrooms: 3 Sleeps: 6

More details
Tuscany > Tuscan Coast

Villa Terre Grande

Magnificent grounds extending over 2300 acres, horse stables, a tennis court and a private 18-hole golf course for guest use.

Price Upon Request

Per week pricing.

Bedrooms: 9 Sleeps: 18

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 4,620

To5,540

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

To19,170

Per week pricing.

Bedrooms: 7 Sleeps: 14

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 2,210

To2,210

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 2,360

To2,360

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 2,480

To2,480

Per week pricing.

Bedrooms: 3 Sleeps: 4-6

More details
Tuscany > Chianti

Limonaia

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

From 1,880

To1,880

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 5,500

To5,500

Per week pricing.

Bedrooms: 4 Sleeps: 8

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 2,820

To2,820

Per week pricing.

Bedrooms: 2 Sleeps: 4

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 3,190

To3,190

Per week pricing.

Bedrooms: 2 Sleeps: 4-6

More details
Tuscany > Chianti

Villa Bianca

Villa Bianca is a lovely villa situated in the heart of Tuscany, in the Chianti area near Florence, Siena, San Gimignano.

From 5,870

To13,480

Per week pricing.

Bedrooms: 6-8 Sleeps: 11-14

More details
Tuscany > Chianti

Villa Edera

This well equipped country villa is located within the famous vineyards of the prestigious Chianti region of Tuscany.

From 3,500

To5,250

Per week pricing.

Bedrooms: 5 Sleeps: 6-10

More details
Tuscany > Chianti

Villa Giovanna

Villa Giovanna is a rambling, large, ancient farmhouse in a beautiful setting overlooking the vineyards of the famous Conca d' Oro.

From 7,000

To7,000

Per week pricing.

Bedrooms: 8 Sleeps: 14

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 1,970

To2,580

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details