Top Resorts in Province of Siena in 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Province of Siena Accommodation: Most Popular Cities to Stay

Our top choices for Province of Siena resorts

Villa Svetoni Wine Resort

Montepulciano

Jennifer

7.459.640 ₫ total

includes taxes & fees

8 Jul - 9 Jul

Relax Hotel Acquaviva - Tuscany Hills

Casole d'Elsa

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"An excellent stay in Montepulciano. The property is walking distance to the walled city and a close drive to neighboring towns and vineyards. The pool is great for those hot Tuscan days,. The breakfasts offered a good variety for all diets. I highly recommend this property."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"We cannot say enough about our whole experience at this hotel. From the moment we drove through the tree-lined driveway to the moment we pulled away; we were attended to by the most exceptional customer service. Communication was excellent prior to and during our stay. Additionally, and since we had a very late arrival, special care was taken and every effort was made to to make our visit most memorable. We were welcomed to beautiful rooms with a bottle of wine waiting and all the amenities. The staff were very knowledgeable, friendly and always wanting to help in any way. The location was also superb and close to the popular San Gimignano old town. We highly recommend this place and would definitely visit again. Thank you!"