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A charming castle surrounded by the Tuscan countryside which offers the ultimate luxury in a timeless manner

Boasting panoramic views of the Tuscan hills which spread towards the Maremma coast, Castello di Vicarello is a beautifully-restored castle and estate built by the Republic of Siena over 900 years ago. The castle is surrounded by 40 hectares of private land with stunning sea views to the west, and rolling green hills and dense forests bordering the property, it is an idyllic and secluded retreat.

The estate’s expansive grounds boast ancient olive groves, an organic vegetable garden, and farmland where children will love collecting fresh eggs from the henhouse for breakfast. Surrounding the estate are seven hectares of organically-grown vineyards, producing award-winning wines. The romantic gardens are ideal for hosting elegant events or fairytale wedding receptions.

Guests can take a refreshing dip in one of three beautiful swimming pools, enjoy a drink at the poolside bar, or relax in the outdoor lounge or on one of the many terraces and patios throughout the estate. Ideal for al fresco meals, there is a grassy terrace with panoramic views of the surrounding countryside. During warmer months, candlelit tables can be set up on the roof terraces, for truly memorable meals.

Indoors, the castle’s buildings have been sensitively restored, preserving their original architectural features including exposed stone walls, stone and terracotta fireplaces, terracotta floors, and impressive vaulted ceilings. The atmosphere created is that of relaxed elegance, with each space carefully decorated with antique furnishings and ancient Italian ceramics, complemented by contemporary artworks.

Guests can socialise in the spacious lounge, or enjoy a fireside side drink in the cosy snug. The spacious Tuscan kitchen is ideal for cooking up Italian feasts, or enjoying a cooking class with the chef. Off the kitchen is the romantic glass-enclosed veranda, with beautiful garden views.

12 well-appointed guest suites are spread throughout the castle and grounds, all with en-suite facilities, and most with sitting areas and terraces or patios. Each suite has been beautifully decorated with a tasteful mix of modern and antique furniture, and a unique Balinese touch, inspired by the owners’ years spent in Indonesia.

Within the main building are two large suites; a master on the top floor, and a second double room on the middle floor. Two suites are located in separate buildings in the garden, one of which boasts a private sauna, steam room and outdoor Jacuzzi. Four suites overlook the courtyard, whilst two are located beside one of the pools. In a separate villa, there are two more en-suite double bedrooms that share a living area and a stunning roof terrace.

Castello di Vicarello is a haven for those who seek design-led properties which have preserved their character and authenticity.

NB: For smaller groups, the four garden suites can be privatised to create a four-bedroom villa with exclusive use of the swimming pool.

Highlights

3 Swimming Pools

3 Swimming Pools

Spa Facilities

Spa Facilities

Restored Historic Castle

Restored Historic Castle

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 24 guests in its 12 bedrooms.

MAIN VILLA – TOP FLOOR
Suite Torre (Master) – king-size bed, sitting area with fireplace, en-suite bathroom with bathtub (no shower), and private terrace with panoramic castle/valley views

MAIN VILLA – MIDDLE FLOOR
La Guardia – king-size bed, private living room, dressing room, and en-suite bathroom with shower

GARDEN SUITES
Spa Suite – king-size bed, two en-suite bathrooms with rain shower, sauna & steam rooms, and private terrace Jacuzzi, and valley & sea views
Grotta Suite – 2 x queen-size beds, en-suite bathroom with rain shower, and private patio with castle/valley views
Villa Chiesina – king-size bed, living room with 2 x sofa beds, private wine cellar, en-suite bathroom with bathtub & separate shower, and private patio with castle & valley views
Suite Sassi – king-size bed, sitting area, en-suite bathroom with bathtub & separate rain-shower, direct garden access, and valley views

COURTYARD SUITES
Suite Vicario – king-size bed, sitting area with antique daybed and fireplace, en-suite bathroom with bathtub & separate shower, and courtyard/valley views
Suite Giardino Segreto – king-size bed, sitting room with fireplace, en-suite bathroom with bathtub & separate shower, private garden terrace, and courtyard/valley views
Suite Sprone – king-size bed, living room with day bed and fireplace, en-suite bathroom with bathtub & separate rain shower, and courtyard/valley views
Suite Levante – king-size bed, living room/study with sofa bed, en-suite bathroom with rain shower, and courtyard/valley views

(From 2025)
VILLA LA VEDETTA – FIRST FLOOR
Suite 1 – king-size bed, sitting area, and en-suite bathroom with bathtub & separate shower

VILLA VEDETTA – LOWER GROUND FLOOR
Suite 2 – king-size bed, sitting area, and en-suite bathroom with shower

Location

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

About the area

Castello di Vicarello is located in the Maremma region in the South West of Tuscany, a stone’s throw from the charming village of Poggi del Sasso.

This authentic castle offers a plethora of activities and experiences centered on nature, food, wine and wellbeing. Guests can enjoy everything from yoga, hiking, horse riding and cycling, to truffle hunting, mushroom picking, and olive or grape harvesting, to wine tasting, cooking classes, and leather-working courses.

Within an easy drive are plenty of Tuscan towns and cities to explore including Montalcino, Grosseto, Siena, Florence, and Pisa. Guests can make the most of the proximity to the hot springs such as Terme di Saturnia, Terme di Petriolo, and Bagni San Filippo.

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 203.000,00 EUR to 262.500,00 EUR per week

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