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A historic estate with two swimming pools overlooking verdant countryside vistas

Perched on a scenic ridge between Florence and Siena, the two-villa Castellare de’ Sernigi estate offers an authentic Tuscan base for up to 21 guests in the heart of the Chianti Classico region. Combining a meticulously restored 15th-century historic manor with an elegant modern villa, the estate is ideal for intimate family gatherings, memorable events, and multi-generational retreats.

The estate grounds stretch across acres of rolling countryside, dotted with cypress trees, olive groves, and fragrant Mediterranean gardens. A unique feature of the estate is its private sculpture park, which displays an ever-evolving collection of sculptures and installations, showcasing the works of artists and artisans from Italy and beyond.

Outside the historic main villa, guests can unwind by the large stone-decked swimming pool or soak in the bubbling Jacuzzi under the stars. Centred in the garden is a charming open-air theatre, where guests can enjoy private musical performances during summer evenings paired with local Chianti wines. Moreover, shaded stone terraces provide scenic al fresco dining settings for long Tuscan lunches and sunset aperitifs.

Indoors, the villa has been artfully restored to honour its rich architectural origins with stone fireplaces, vaulted stone arches, beamed ceilings, and polished terracotta floors. Two spacious, light-filled living rooms and a formal dining room invite effortless relaxation, while a fully equipped chef’s kitchen serves as the culinary heart of the home.

Seven well-appointed, en-suite bedrooms accommodate up to 13 guests. These include five bedrooms that can be set up as either a king-size or twin room, one smaller double room, and one cosy single room. An additional single bed may be added to the single room on request, ideal for those travelling with younger children.

Located just a short walk across the estate lawns, Casa Liliana provides an intimate, contemporary contrast for an additional eight guests. Originally the private home of the estate’s owners, the residence offers a refined, minimalist aesthetic while retaining authentic Tuscan warmth.

Outdoors, it features its own 9-metre swimming pool, private sun terraces, and an open veranda framing sweeping sunset views over the Chianti hills.

Inside, panoramic floor-to-ceiling glass walls frame the surrounding countryside. A modern kitchen and living space provide a relaxing setting, while four stylish, light-filled bedrooms all feature en-suite facilities and direct garden access.

With its perfect blend of Renaissance heritage and modern comforts, Castellare de’ Sernigi estate provides a memorable luxury villa experience in the Tuscan countryside.

Highlights

Event-friendly

Event-friendly

2 Swimming Pools

2 Swimming Pools

Sculpture Park

Sculpture Park

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 21 guests in its 11 bedrooms.

MAIN VILLA – GROUND FLOOR
Bedroom 1 – twin beds (converted to 1 x king-size on request) and en-suite bathroom with shower
Bedroom 2 – twin beds (converted to 1 x king-size on request) and en-suite bathroom with shower

MAIN VILLA – FIRST FLOOR
Master Bedroom 3 – king-size bed (converted to twin on request) and en-suite bathroom with shower
Bedroom 4 – single bed and en-suite bathroom with shower (Nb. Additional single bed may be added on request)
Bedroom 5 – twin beds (converted to 1 x king-size on request) and en-suite bathroom with shower
Bedroom 6 – double bed and en-suite bathroom with shower
Bedroom 7 – twin beds (converted to 1 x king-size on request) and en-suite bathroom with shower

CASA LILIANA – FIRST FLOOR
Bedroom 1 – twin beds (converted to 1 x king-size on request) and separate bathroom with shower

CASA LILIANA – GROUND FLOOR
Bedroom 2 – twin beds (converted to 1 x king-size on request), en-suite bathroom with shower, and garden access
Bedroom 3 – double bed, en-suite bathroom with shower, and garden access
Bedroom 4 – double bed, en-suite bathroom with shower, and garden access

Location

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

About the area

Castellare de’ Sernigi is located in the heart of the Chianti area of Tuscany. Positioned perfectly between Florence and Siena, the estate offers the perfect base for a Tuscan escape.

The surrounding countryside offers an eclectic range of outdoor experiences to suit every pace. Guests can float above mist-shrouded valleys in a hot-air balloon at dawn, or take a scenic helicopter flight. Winding backroads invite guests to cycle past historic stone hamlets, while guided truffle hunts through private oak groves offer an immersive, seasonal dive into regional gastronomy.

Nearby medieval hilltop jewels such as San Gimignano, Volterra, and San Casciano invite effortless cultural day trips filled with Renaissance art, cobblestone piazzas, and artisanal boutiques.

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 12,000 to EUR 21,900 per week

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