Sasso dʼOmbrone Villas

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Villas in Sasso dʼOmbrone

Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Siena Tuscany

With a stay at this villa in Montalcino, you'll be 4.5 mi (7.3 km) from Castello Banfi and 7.8 mi (12.6 km) from Corte Pavone Winery.

BORGO ANTICO - Nine Bedroom Villa, Sleeps 20

Montalcino

When you stay at this villa in Buonconvento, you'll be within a 10-minute drive of Museo della Mezzadria and La Porta Gallery.

Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Cinigiano Tuscany

With a stay at this villa in Cinigiano, you'll be by the sea, and 14.2 mi (22.8 km) from Castello Banfi and 17 mi (27.4 km) from Hospital of Mercy - Emergency Room.

Hilltop farmhouse with pool and sea view

pereta (GR) Tuscany

Located in Magliano in Toscana, this villa is in a rural location, a 3-minute drive from Poggio Nibbiaie and 9 minutes from Museo della Vite e del Vino di Scansano.

Tuscan stone villa with private pool surrounded by greenery

Arcidosso Toscana

With a stay at this villa in Arcidosso, you'll be in the mountains, and 4 mi (6.5 km) from Mount Amiata Fauna Park and 4 mi (6.5 km) from Castle Arcidosso.

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Montalcino

$7,500 nightly

$7,500 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

With a stay at this villa in Montalcino, you'll be within a 15-minute drive of Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino.

Villa Dicondra: A welcoming two-story villa in the characteristic style of the Tuscan countryside, with Free WI-FI.

Gavorrano

Located in Gavorrano, this villa is in a rural location, within a 15-minute drive of Piscina Il Giunco and Tenuta Dodici Winery.

WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

CASTIGLIONE D'ORCIA (SI) Tuscany

Located in Castiglione d'Orcia, this villa is on a river, a 1-minute drive from Fortress of Tentennano and 7 minutes from Piazza delle Sorgenti.

WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA

Toscana Provincia di Siena

Located in Castiglione d'Orcia, this villa is in a rural location, a 5-minute drive from Fortress of Tentennano and 8 minutes from Piazza delle Sorgenti.

Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia

Montalcino Toscana

Located in Montalcino, this villa is by the sea, within a 5-minute drive of Museum of Brunello and Fortress of Montalcino.

Podere Maiano - Private Pool Villa with 9 Bdrs and Spa

Buonconvento, Siena Tuscany

With a stay at this villa in Buonconvento, you'll be within a 10-minute drive of Museum of Sacred Art in Val d’Arbia and Museo della Mezzadria.

Tuscan country villa with private swimming pool

Saturnia Toscana

With a stay at this villa in Manciano, you'll be on the waterfront, within a 10-minute drive of Terme di Saturnia and Cascate del Mulino.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.