Nature and Outdoor Activities
The Province of Siena offers excellent opportunities for hiking, cycling and leisurely excursions through some of Tuscany's most celebrated scenery. Particularly striking are the rolling hills of the Val d'Orcia and the distinctive landscapes of the Crete Senesi, with their characteristic clay hills, calanchi and sweeping panoramic views. The town of Asciano is an excellent starting point for exploring this unique landscape. The vineyards of the Chianti Classico wine region and parts of the Val di Chiana provide further opportunities for scenic walks and cycling tours.
Spiritual Sites and Abbeys
Among the province's most remarkable religious landmarks are the Romanesque Abbey of Sant'Antimo set in a peaceful valley near Montalcino, and the Abbey of San Galgano, renowned for its striking roofless church. Nearby, the Chapel of Montesiepi houses the legendary Sword in the Stone. According to tradition, the knight Galgano Guidotti thrust his sword into the rock as a symbol of his renunciation of warfare and it can still be seen there today.
Gourmet Delights, Wine and Regional Specialities
The cuisine of the Province of Siena is deeply rooted in Tuscany's rural traditions. Typical specialities include rustic dishes based on bread, legumes and locally sourced meat, as well as handmade pasta such as Pici and a variety of game dishes. The province is internationally renowned for its outstanding wines: Chianti Classico, Vino Nobile di Montepulciano and Brunello di Montalcino are among Italy's most prestigious wines and have helped shape the region's outstanding culinary reputation.
Wellness and Spa Towns
The Province of Siena is home to some of Tuscany’s most renowned spa towns and has a long tradition of thermal bathing. Destinations such as Bagno Vignoni, Chianciano Terme, Rapolano Terme and San Casciano dei Bagni have attracted visitors seeking relaxation and wellbeing since Roman times. Our hand-picked holiday homes and villas in the Province of Siena offer the perfect setting for combining a relaxing stay with the region’s celebrated thermal heritage.
While the historic spa towns of Bagno Vignoni, Chianciano Terme, Rapolano Terme and San Casciano dei Bagni are renowned for their thermal traditions, Bagni San Filippo offers one of Tuscany's most extraordinary natural spa experiences. Located on the edge of the Val d'Orcia near Castiglione d'Orcia, its warm sulphur-rich waters flow through a wooded valley, creating spectacular limestone formations and natural pools along the Fosso Bianco. A visit offers a unique opportunity to experience Tuscany's thermal landscape in an unspoilt natural setting.
Traditions and Events
The cultural life of the Province of Siena is deeply rooted in centuries-old customs and historic celebrations. The most famous of these is the Palio di Siena, the traditional horse race held in Piazza del Campo every year on 2 July and 16 August. More than a spectacular event, it lies at the heart of the city's identity and has been celebrated for centuries. Those who rent a holiday home in the Province of Siena during this time have the unique opportunity to experience the vibrant atmosphere of the Contrade and witness one of Italy's most remarkable cultural events.
Discover our hand-picked selection of holiday homes in the Province of Siena.
Carlotta Carrai from Idea Toscana will be happy to advise you personally and help you find the perfect place to stay in Tuscany.
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