Our top pick of the best small boutique hotels, luxury hotels, charming bed & breakfasts, agritourism and holiday homes in Siena province

The province of Siena in south-eastern Tuscany, perfectly encapsulates the charm and history of Italy. Explore our collection of beautiful boutique hotels in Siena, charming country retreats, and lavish luxury hotels in Siena, each of which perfectly captures the character of this spectacular location. For those looking for a self-catering getaway, we invite you to explore our quaint vacation homes and chic holiday villas in Siena, which offer the ideal backdrop to create your own authentic Tuscan experience. Alternately, spend some time in one of our charming wine hotels or castle retreats in Chianti, where the charm of genuine Tuscany is waiting.

Travel guide Siena

Selection of small boutique hotels, luxury hotels, charming bed & breakfasts, romantic getaways, stylish and cool holiday flats in Siena province:

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Below you will find some more lovely accommodations we have recently discovered and that we will publish soon. You can book them through booking.com in the meantime.
  • Dievole Wine Resort - Country Hotel in Vagliagli, Tuscany
    Country Hotel
    In the heart of the Chianti region, the 16th century buildings of Wine Resort Dievole overlook 400 hectares of stunning vineyards and olive groves. The resort features 27 elegantly renovated rooms and suites, each adorned with antique furnishings and offering breathtaking views. Guests can indulge in authentic Tuscan cuisine, enjoy wine tastings, or simply relax by the pool while iconic cities such as Siena or Florence are only short car trip away.
    • Countryside
    • |
    • 27 rooms
    • |
    • from 298 EUR info
    Book Now
  • La Saracina - Country Hotel in Pienza, Tuscany
    Country Hotel
    This unique Tuscan retreat is the perfect place for a romantic getaway in the heart of Italy. If you are looking to relax place from the everyday grind, La Saracina, a stylish hotel in Val d'Orica, is the place to be. The rooms have been carefully designed with cosy elements and décor from around the world to create a peaceful and comfortable atmosphere.
    • Countryside
    • |
    • 5 rooms
    • |
    • from 286 EUR info
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