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Monastero San Silvestro opens its doors to offer you an unforgettable experience.

You can hire the entire villa for exclusive use, to enjoy authentic moments in complete privacy, surrounded by nature, tranquillity and a wonderful atmosphere. With a minimum stay of two nights, the villa becomes the perfect venue for special occasions: family celebrations, birthdays, weddings, business meetings or private events, all set against the unique charm of a residence brimming with character. Every occasion here becomes a cherished memory, thanks to the distinctive spaces and a natural setting that encourages togetherness and a sense of well-being.

Our team is on hand to help you plan your stay or event: please contact reception for full details and to request a bespoke quote, designed to ensure every detail is perfect.

Accommodation at Monastero San Silvestro

The estate can accommodate guests in the main villa, which is now an elegant bed and breakfast, and in four luxury apartments.

Staying in
Monastero San Silvestro

The estate can accommodate guests in the main villa, which is now an elegant bed and breakfast, and in four luxury apartments.

An authentic experience in the heart of Tuscany

What people say about us

  • Cleanliness, ambiance, staff. A rich and very tasty breakfast, the eyes just couldn't get enough. All praise, keep it up. It's a shame we only planned one day.

    Alenka by Booking.com
  • Peaceful and great value!

    This property is great value. It is peaceful and the pool area provides a lovely relief from the heat of the European summer. The rooms are older, however it is a historical property. The breakfast is outstanding and a great start of the day. We really enjoyed our stay.
    Melissa by Booking.com
  • Struttura immersa nel verde con una bella piscina. Appartamenti spaziosi e puliti. Buona la colazione. Staff accogliente e disponibile. Consigliato!!

    Mirko by Booking.com
  • Peaceful, closely located to medieval villages, spacious romantic rooms, Being like at home.

    Arriving at the Monastero San Silvestro, is like arriving home. The upper floor apartment is outstanding in space with amazing view on the Tuscany Hills. The beautiful garden as a very well kept and offers many shaded areas under the trees. The large pool is very enjoyable after a long day of visiting the surrounding villages. Breakfast is delicious with large choices. We were greeted by Amata and her husband as well as Christian, who made our stay so enjoyable. Located only 3 km and a 10 minute drive from Cortana, we’re able to enjoy some delicious dinners in this medieval village. If you’re in this area, this is probably your best stop to enjoy a peaceful environment away from the crowd.
    Tarek by Booking.com
  • Una volta arrivati sul posto siamo rimasti piacevolmente sorpresi. L'appartamento è molto spazioso con un soggiorno diviso dalla camera da letto, la cucina attrezzata di macchinetta da caffè e bollitore, capsule e tisane in omaggio. Essendo un palazzo antico, era fresco dentro anche senza usare l'aria condizionata, nonostante una temperatura fuori oltre 35gr. La colazione è superlativa, con crostate e torte salate fatte in casa e altri prodotti di ottima qualità. In camera abbiamo trovato anche i teli per la piscina. C'è un ampio giardino dove da una parte ci sono dei cavalli. La piscina è un'oasi di pace. Consiglio vivamente questo alloggio, magari la prossima volta torneremo con i nostri bambini!
    Pascale by Airbnb
  • Beautiful accommodation, great location, nice staff, perfect breakfast!

    Valéria by Booking.com
  • Monastero San Silvestro is absolutely beautiful. Amata and her team are incredibly friendly and helpful. They are always available if you have any questions or requests. The breakfast was excellent and plentiful. We will definitely be back!

    Sylvia By Booking.com
  • A wonderful stay in a magical monastery! Not to be missed if you're in Cortona!

    Our whole experience at Monastero San Silvestro was better than we could ever have imagined! We were in touch with Christian on the day of our arrival to let him know when we would arrive and the check-in process was very quick and smooth... The cherry on top was the breakfast, served between 08:00 and 10:00, a buffet style breakfast is laid out with cereals, pastries, cheese and meats, plus fruit and yoghurt - everything was delicious! We really cannot recommend Monastero San Silvestro highly enough! If you're going to be in the Cortona area, you'll regret not staying here!

    Spencer By Booking.com
  • Monastero riadattato appena fuori Cortona. Posizione splendida. Staff gentile e accogliente. Bel giardino fruibile con aree relax, piscina e ping pong. Colazione super! Davvero molto consigliato.

    Mario
  • Relaxed holiday

    Very nice setting, under the hills of Cortona! Nice pool and garden setting. Staff very friendly!

    Brigitte

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