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 $3,890

To$5,450

Per week pricing.

Bedrooms: 4 Sleeps: 6-7

More details
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 $5,960

To$7,710

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 $5,440

To$11,320

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 $18,470

To$18,470

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 $19,080

To$19,080

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 $12,090

To$15,120

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 $16,290

To$20,930

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 $5,420

To$12,140

Per week pricing.

Bedrooms: 5 Sleeps: 10

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Tuscany > Tuscan Countryside

Il Palazzi

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

From $10,980

To$18,900

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.

From $37,920

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 $10,800

To$22,790

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 $9,020

To$14,160

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 $8,390

To$13,140

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 $8,730

To$11,560

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 $15,160

To$25,750

Per week pricing.

Bedrooms: 8 Sleeps: 16

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Tuscany > Tuscan Countryside

Palazzuolo

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

From $7,020

To$13,330

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 $10,800

To$22,790

Per week pricing.

Bedrooms: 9 Sleeps: 18-19

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 $4,330

To$5,860

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 $8,860

Per week pricing.

Bedrooms: 5 Sleeps: 10

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 $10,800

To$11,640

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 $7,720

To$11,480

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 $1,970

To$3,490

Per week pricing.

Bedrooms: 2 Sleeps: 4

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 > 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 $10,090

To$12,760

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.

Price Upon Request

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.

Price Upon Request

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 $5,170

To$6,200

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 $9,630

To$21,460

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 $2,470

To$2,470

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 $2,640

To$2,640

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 $2,780

To$2,780

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 $1,830

To$1,830

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 $5,310

To$5,310

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 $2,690

To$2,690

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 $3,570

To$3,570

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 $6,570

To$15,090

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 $3,920

To$5,880

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 $7,840

To$7,840

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 $2,210

To$2,890

Per week pricing.

Bedrooms: 3 Sleeps: 5

More details