If you need a relaxing break from the busy cities then we are the place for you! At Bassetto you will find a home away from home, where you will be able to re-gather your thoughts whilst relaxing next to our pool, or swing the afternoon away in a hammock with a glass of wine in hand. In the evening you can take a stroll to the vineyards and watch the sun set over Certaldo Alto and at night you can sit in the garden looking up at the stars and chatting with your hosts and fellow guests, surrounded by fireflies.

Our family home was formerly a monastery of Benedictine Monks. Dating back to the end of the 14th century, Bassetto was always open to pilgrims passing through on the Via Francigena, headed to Rome. After the unification of Italy in the 19th century, the monastery was bought by the aristocratic family Guicciardini and transformed into a prosperous farm. A large new wine cellar was built and was the second largest in all of Tuscany. Bassetto was also producing olive oil, grain and tobacco and animals included cows, pigs, and domestic animals. Farming activities ceased around 30 years ago and in 1998 the family decided to convert the property into a traveller’s guesthouse and take the the place back to it’s original purpose; a stopping point for weary travellers on their pilgrimage through the wonderful cities of Italy. We wanted our guesthouse to be unique in terms of setting and location, a place you would want to return to in the evening after a tour, somewhere to relax as if you were at home. In 2020 we completed refurbishment of several bedrooms and bathrooms. We are now pleased to be able to offer four rooms with brand new private en suite bathrooms.

During your stay at Bassetto Guesthouse you should not miss the opportunity to take a stroll around the old medieval town of Certaldo Alto, birth place of Giovanni Boccaccio, writer of the famous medieval novel Decameron. Certaldo Alto is one of the most scenic of Tuscany, renowned for its rolling hills, castles and towers. The Alto hosts a Medieval Dinner on 2nd weekend of June and Mercantia, one of the worlds largest street performance festivals, each July. Both events start in the evening on the streets of Certaldo, with medieval atmosphere, fun, food and wine guaranteed!