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A beautifully restored Tuscan villa offering modern amenities and a fresh, elegant ambiance

Villa di Montesoli is a beautiful three-storey stone estate set among the rolling hills and vineyards of the Tuscan countryside. It serves as an idyllic base for large groups or families, balancing spacious open-air lounge and dining areas with generous indoor recreation rooms.

Surrounded by wide lawns, rows of cypress trees, and endless farm fields, the villa offers a peaceful and authentic rural retreat. The outdoor spaces are thoughtfully arranged to take full advantage of the panoramic views, anchored by a swimming pool that sits flush against the lawn. Loungers are placed directly on the grass by the water’s edge, overlooking the valley.

Running along the side of the main house is a wide terrace sheltered by a deep pergola, creating a perfect spot for entertaining with its long wooden dining tables and comfortable woven sofas. The grounds also feature an outdoor kitchen with a barbecue and a pizza oven, as well as a classic boules court.

This luxury villa is a wonderful example of traditional regional style, where classic exposed stone walls meet warm terracotta floors, timber-beamed ceilings, and elegant interior brick arches. The interiors combine soft cream walls with handsome antique furniture to create a welcoming, lived-in atmosphere.

The ground floor features a massive dining room with a long table and a historic stone millstone, positioned next to a large kitchen finished with deep green cabinetry and a marble-topped island. A grand sitting room offers a comfortable place to gather by the open fireplace. Upstairs, an entertainment room provides a livelier space with its full-size pool table and plush velvet seating.

The accommodation comprises nine double bedrooms spread across three levels, comfortably sleeping up to 18 guests. The rooms are decorated with colourful upholstered headboards and antique bedside tables, giving each space its own character. Several of the larger suites enjoy the added luxury of private sitting rooms, and the ground-floor bedroom opens directly onto the garden. The bathrooms are finished with clean plaster and stone vanities, with one suite offering a separate built-in bathtub.

Villa di Montesoli is a magnificent estate that combines traditional Tuscan charm with extensive facilities, offering an unforgettable, timeless base in the heart of Italy’s most famous valley.

Highlights

Outdoor Living

Outdoor Living

Swimming Pool

Swimming Pool

Countryside Views

Countryside Views

Services

Included

Available extras

Enhance Your Stay with Personalised Services

After booking, your dedicated concierge will craft the perfect experience — tailored to your preferences. From everyday essentials to exclusive experiences, our curated add-ons elevate every villa stay.

Essential

Essential

Signature

Signature

Prestige

Prestige

Features

Indoor

Outdoor

Bedrooms

This property comfortably accommodates up to 18 guests in its 9 bedrooms.

GROUND FLOOR
Bedroom 1 – king-size bed (converted to twins on request), en-suite bathroom with shower, and garden access

FIRST FLOOR
Suite 2 – king-size bed, private lounge room, and en-suite bathroom with bathtub & separate shower
Suite 3 – king-size bed, private lounge room, and en-suite bathroom with shower
Bedroom 4 – king-size bed and en-suite bathroom with shower
Bedroom 5 – king-size bed and en-suite bathroom with shower

SECOND FLOOR
Suite 6 – king-size bed (converted to twins on request), private lounge room, and en-suite bathroom with shower
Bedroom 7 – king-size bed (converted to twins on request) and en-suite bathroom with shower
Bedroom 8 – king-size bed (converted to twins on request), sitting area, and en-suite bathroom with shower
Bedroom 9 – king-size bed (converted to twins on request), sitting area, and en-suite bathroom with shower

View floorplan

Location

Disclaimer: the location on the map may be approximate due to privacy reasons.

About the area

Villa di Montesoli sits in the scenic Siena area of Tuscany, surrounded by open fields, flourishing olive groves, and local vineyards. The estate is a short drive from the historic village of Buonconvento, where guests can find local restaurants, food markets, and everyday shops.

The property is ideally placed for exploring the wider region’s cultural highlights. The famous hilltop town of Montalcino, renowned for its historic fortress and regional wine production, is within easy reach for day trips. Moreover, the historic city of Siena is also a short drive away. Guests can easily visit the famous Piazza del Campo, medieval brick palaces, and traditional Tuscan trattorias. This location offers a quiet rural escape while remaining well-connected to the most famous towns across Tuscany.

Distances

Frequently asked questions

Inclusions vary by property but generally cover accommodation, cleaning services, and basic utilities. Some villas may also include additional services such as concierge, breakfast, or a private chef. Full details can be found on each villa’s page. If a service is not included in the price, our concierge team can arrange it for you, ensuring a fully personalised stay. Let us know your preferences, and we’ll take care of the rest!
Booking is simple! If you have a specific villa in mind, click "Send Enquiry" on its page. If you're considering multiple options, click the heart icon to save your favorites and send one enquiry for all of them. Our team will check availability and send you a detailed offer within 24 hours. Need help choosing? We’re happy to assist!
Yes, a deposit is required at the time of booking, typically 30% of the total amount. The remaining balance is usually due 30 to 90 days before check-in, depending on the property. Some villas may have different payment schedules, which will be specified in the offer we send you.
We accept bank transfers and major credit cards. Payment details will be provided during the booking process.
Yes, we offer a wide range of services, including in-villa options like private chefs, chauffeurs, and spa treatments, as well as activities such as yacht charters, wine tastings, and guided tours. We can also arrange experiences for the rest of your holiday, even beyond your villa stay. After booking, your dedicated concierge will contact you to customise your itinerary.
Yes, most high-end villas require a minimum stay of 7 nights, usually starting from a Saturday. However, many properties offer flexibility during certain times of the year, except for peak seasons like summer and Christmas holidays, which typically have stricter requirements. A smaller number of properties accept shorter stays year-round. If you have specific dates in mind, please contact us for availability.

Have more questions?

Connect with our Villa Experts – we’ll handle the rest.

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From EUR 17,000 to EUR 26,000 per week

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— Sir Anthony Hopkins

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Servizio impeccabile, ci hanno organizzato la vacanza in ogni dettaglio.

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— Cristina March

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Best holiday ever!

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"The house was outstanding and exactly as described. Furthermore Francesca provided a very friendly, proactive and highly efficient follow-up on all the details we requested to make this our best family holiday ever."

— Simon Coombe

Wonderful villa in spectacular surroundings!

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— Dennis

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