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Villas in Tuscan Countryside

The Tuscan countryside includes a myriad of Medieval and Renaissance hilltowns that extend from Florence in the north, Mt. Amiata and Pitigliano in the south, Cortona and Arezzo in the east and Lucca and Pisa to the west.

Browse our villas and vacation rentals in Tuscan Countryside. If you need further assistance, just contact us.

21 Vacation Villas available in Tuscan Countryside:

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 $3,780

To$5,300

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 $5,790

To$7,490

Per week pricing.

Bedrooms: 3 Sleeps: 6

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Tuscany > Tuscan Countryside

Casa San Giovanni

Located near the charming village of San Giovanni d'Asso in the heart of the Crete Senese.

From $4,380

To$5,760

Per week pricing.

Bedrooms: 5 Sleeps: 10

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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 $18,530

To$18,530

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 $11,740

To$14,680

Per week pricing.

Bedrooms: 8 Sleeps: 16

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Tuscany > Tuscan Countryside

Castello Visconti

Ancient Tuscan Borgo in a panoramic position overlooking the Val di Chiana.

From $20,310

To$24,900

Per week pricing.

Bedrooms: 15 Sleeps: 30

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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 $5,260

To$11,790

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 $10,650

To$18,330

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 $36,820

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 $10,490

To$22,140

Per week pricing.

Bedrooms: 8 Sleeps: 16-19

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Tuscany > Tuscan Countryside

Le Ripe

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

From $13,590

To$16,590

Per week pricing.

Bedrooms: 7 Sleeps: 14

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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 $6,810

To$12,940

Per week pricing.

Bedrooms: 6 Sleeps: 10-11

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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.

Price Upon Request

Per week pricing.

Bedrooms: 3 Sleeps: 6

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New Property
Tuscan Countryside > Tuscany

Villa Cipressi

An exclusive villa in an unique position in the roaring tuscan hills, of the province of Pisa.

From $5,220

To$5,930

Per week pricing.

Bedrooms: 3 Sleeps: 8

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New Property
Tuscany > Tuscan Countryside

Villa Dimora

Located between Pienza and Montepulciano, Villa Dimora enjoys stunning, 270 degree panoramic views of the town of Monticchiello

From $10,400

To$13,330

Per week pricing.

Bedrooms: 4 Sleeps: 8-10

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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 $7,490

To$11,150

Per week pricing.

Bedrooms: 7 Sleeps: 13

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Tuscany > Tuscan Countryside

Villa Il Castello

Villa Il Castello is a glamorous, ancient and spacious villa dating back to the 1400s.

From $5,780

To$8,000

Per week pricing.

Bedrooms: 8 Sleeps: 15-21

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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 $2,140

To$2,810

Per week pricing.

Bedrooms: 3 Sleeps: 5

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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 $9,800

To$12,390

Per week pricing.

Bedrooms: 7 Sleeps: 14

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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

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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.

From $10,490

To$22,140

Per week pricing.

Bedrooms: 9 Sleeps: 18-19

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