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A beautifully-restored farmhouse in the heart of Tuscany

Villa San Gerolamo is located in the beautiful Tuscan countryside, just south of Siena. A 20th century former farmhouse, it has been transformed into a modern and luxurious villa whilst still retaining its original charm.

Situated on a hilltop, the villa enjoys panoramic views of the surrounding rolling hills, cypress-lined roads, and even the towers of Siena in the distance.

The grounds feature beautifully-manicured lawns with landscaped gardens dotted throughout. Guests can enjoy a swim in the infinity pool or relax in the poolside Jacuzzi whilst taking in the spectacular views. The poolside sun loungers are ideal for soaking up the Tuscan sun, whilst the outdoor dining setting is perfect for convivial al fresco feasts.

The property comprises a main villa and a separate annex, offering flexibility for groups. Within the main villa are several living spaces, including a cosy TV room with plush seating around a fireplace.

Adjoining the TV room is the open-plan living and dining room. This room features beautiful high ceilings with exposed wooden beams and tiled floors. There are comfortable sofas perfect for pre-dinner drinks, a dining table overlooking the surrounding countryside, and a fully-equipped kitchen with marble worktops and a breakfast bar. Adjoining the kitchen is a traditional “forno” room with a wood fire oven set in stone walls.

There’s also a fully-equipped gym for those keeping up with their fitness routine during their stay.

Within the main villa are four of the five bedrooms; three bedrooms have king-size beds and one has twin beds, which can be converted on request. All rooms have en-suite facilities – many with luxurious bathtubs – whilst the two ground floor suites both boast private sitting areas.

The fifth bedroom is located in the separate annex. It features a king-size bed, a separate living room, and an en-suite bathtub and benefits from direct access to the lush gardens.

With its perfect blend of modern and traditional features, its vast gardens with swimming pool and its 360-degree views, Villa San Gerolamo is the perfect choice for a luxury villa holiday in Tuscany.

Highlights

Infinity Swimming Pool

Infinity Swimming Pool

Jacuzzi

Jacuzzi

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 10 guests in its 5 bedrooms.

MAIN VILLA – GROUND FLOOR
Suite One – king-size bed, sitting area, en-suite bathroom with bathtub & separate shower, and direct garden access
Suite Two – king-size bed, sitting area, and en-suite bathroom with bathtub & separate shower

MAIN VILLA – FIRST FLOOR
Suite Three – twin beds (converted to king on request), sitting area, and en-suite bathroom with shower
Suite Four – king-size bed, sitting area, and en-suite bathroom with bathtub & separate shower

ANNEX
Suite Five – king-size bed, separate living room, en-suite bathroom with bathtub/shower, and direct garden access

Location

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

About the area

Villa San Gerolamo is located in the heart of Crete Senesi, just south of Siena, in the Tuscan countryside. The nearest town is the quaint Monteroni where visitors can find supermarkets, cafes and local restaurants.

Within an hour’s drive of the property, visitors can easily explore some of the region’s most beautiful towns including Montalcino, Pienza, Cortona, Montepulciano and Pienza to name but a few.

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.
Yes, we offer commission to travel agents booking on behalf of their clients. The commission amount varies by property, please contact us for specific details regarding a particular villa.

Have more questions?

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

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From 14.000,00 EUR to 28.500,00 EUR per week

Superb Service

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"Thank you My Private Villas for the outstanding service. Paolo Macchiaroli goes above and beyond to accommodate all our needs, making for an exquisite vacation."

— Sir Anthony Hopkins

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

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— Cristina March

First class operation!

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"The attention to detail and ease of booking process was excellent. The customer support was 1st class. The on-site team at the villa was superb, and arranged anything we needed."

— Trusted Client

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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"A very thorough approach to the process of advising on numerous points of detail raised by a 10 strong party whose ages ranged from 7 ti 69. Clear understanding of the facilities and services on offer and how they could be tailored to accommodate us all. Communications were clear and questions addressed promptly. Issue on arrival was dealt with promptly and to our satisfaction."

— Dennis

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