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A fairytale castle perfect for elegant events and luxury escapes in Tuscany

Castello di Segalari is a grand medieval castle situated in the verdant hills of Maremma in Tuscany. This magnificent 14th-century residence is steeped in history and has been immaculately restored to offer the perfect blend of authentic Italian living and unbridled luxury.

Perfectly positioned on a hilltop within the rolling Tuscan landscape, the castle offers panoramic views that sweep across the celebrated vineyards of Bolgheri and Castagneto Carducci, all the way to the sparkling Tyrrhenian Sea. Moreover, the castle boasts a semi-private beach just a short drive away, providing an idyllic escape to the coast.

The castle’s expansive 7,000 square metre park is dotted with ancient olive groves, providing a breathtaking backdrop for any occasion, from a luxury holiday with loved ones to a memorable special event. Within its grounds, guests will find a large swimming pool, a tennis court, a yoga deck, and a football pitch, perfect for those seeking an active escape.

When it comes to relaxation, the gardens offer plenty of living spaces. Guests can enjoy al fresco dining on panoramic terraces overlooking the hills and sea, host grand banquets in the enchanting garden, or simply relax with a holiday read in the shade of the poolside gazebo.

Inside its ancient ramparts and stone walls, the castle boasts chic, contemporary interiors that effortlessly blend with period features. A magical atmosphere is created by the details in each room, from the exposed stone walls in the main salon to the prestigious art collection displayed in the library.

There are two dining spaces – one offering a large, round table for sociable meals, and a smaller dining area perfect for relaxed breakfasts. The castle also features a billiards room, a children’s playroom, and a fully equipped gym, ensuring entertainment for all.

Up to 20 guests can be accommodated in 10 beautifully appointed bedrooms, each featuring a unique character created by carefully selected antiques and artisanal touches. All bedrooms boast a crackling fireplace and an en-suite bathroom. Most rooms offer a double bed, though two have twin beds and one has three singles, making them ideal for those travelling with children or teens.

Whether it’s enjoying seasonal Tuscan dishes featuring fresh local produce, exploring nearby wineries, or simply relaxing by the heated pool with a view, Castello di Segalari offers a truly unforgettable escape into the heart of the Maremma, where history, luxury, and the untamed beauty of Tuscany converge.

Highlights

Swimming Pool

Swimming Pool

Tennis Court

Tennis Court

Historic Property

Historic Property

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 20 guests in its 10 bedrooms.

FIRST FLOOR
Bedroom 1 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 2 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower

SECOND FLOOR
Bedroom 3 – twin beds, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 4 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 5 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 6 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower

THIRD FLOOR
Bedroom 7 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 8 – double bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 9 – single bed, fireplace, and en-suite bathroom with bathtub & separate shower
Bedroom 10 – 3 x single bed, fireplace, and en-suite bathroom with bathtub & separate shower

Location

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

About the area

Castello di Segalari is situated in central Maremma, a region renowned for its untamed landscapes and is hugely popular among nature lovers. Here, ancient hilltop villages are framed by cypress and olive trees, rolling vineyards, and expansive plains, which have been cultivated since Etruscan times, stretch towards the golden coastline.

The area is perfect for outdoor activities, from hiking and birdwatching to horse riding and boating. Just a 10-minute drive from the castle is a beautiful, rugged beach, which remains relatively crowd-free even at the height of summer, and features a private beach hut for guests.

For those seeking cultural pursuits, there are plenty of treasures to discover within just an hour’s drive of the castle. Massa Marittima boasts a spectacular cathedral square, Volterra is famed for its artisanal heritage and beautiful alabaster carvings, and San Gimignano is home to an impressive 14 medieval towers.

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 EUR 105,000 per week

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