Top Castles in Province of Siena from $13,841

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Siena featuring night scenes, landscape views and a city

Montepulciano showing landscape views, a city and heritage architecture

Compare 8 Castles in Province of Siena with updated reviews, rates, and availability.

"We spent 2 weeks in Italy and during our stay at Palazzo di Piero we really enjoyed the service from Maria and her cooks. Berenice was very responsive and gave great service as well as a host. The Castle is definitely a place for large family gatherings or events."

"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina, Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...

$13,841 total

includes taxes & fees

May 25 - May 26

"Nicola was a welcoming and efficient host responding quickly to enquiries and needs. The castle is a great Tuscan experience in a beautiful location throwing you back in time. We rented the entire property that offered needed air conditioning needed during a very hot spell and a perfectly refreshing pool. Nicola arranged beautiful dinners on the terrace overlooking the Tuscan hills as we sampled wine made from Sangiovese grapes from the property. The location is less than 30-60 minutes from...

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"We loved our very private three bedroom + three bath, two story apartment in this historic castle. It is spacious, beautifully furnished. And it has its own tower. The patio with arbor and view was a great place to dine. Staying here was a highlight of our trip. A good base from which to make day trips (Siena, Florence, Montepulciano). We were made to feel welcome."

"We enjoyed so much from the charm and authentic place built by the owners hand. The view is incredible and the swimming pool is really nice. Gloria and her husband are very kind. No way you will find better than this is toscana"

Castles in Province of Siena Guide

The place you choose to stay at can often make or break your trip. You want an accommodation that has all the amenities you want, while you stay in a place as unique as your destination. If you want to book an unforgettable trip, then look no further than a Province of Siena castle. From breathtaking balconies to twisting towers, these accommodations aren't like any other.

Accommodations Fit for a King or Queen

Province of Siena has castle hotels that can help you fulfill your royal dreams. Although some Province of Siena castles date back hundreds of years, that doesn't mean you'll have a medieval stay. The facades may be historic, but the interiors are as contemporary as can be. Your room will be bright, airy, and equipped with modern conveniences. With amenities like HDTVs, spa-like baths, and comfy beds, you'll find it easy to relax after a busy afternoon of castling. Even with all the modern conveniences, your room will retain its old-world charm. You'll see four-poster beds, intimate fireplaces, and balconies that open up to incredible views.

Speaking of relaxing, many of these lodgings make it their mission to give you the royal treatment during your stay by offering access to in-house spas and fine dining restaurants. If you are looking for a more romantic getaway, you can book a castle that focuses on giving you a bed and breakfast experience. And if you are planning a wedding or an important family event, you'll find few hotels that can offer a more magnificent setting than a castle. Having a difficult time picking the castle that is just right for you? Make sure to read through the 7 reviews to help you decide.

Don't Delay on Your Castle Stay

One of the most exciting aspects of traveling is choosing where you get to stay. Hotels and resorts are great, but when you want to add a sense of adventure to your vacation, then it is hard to do much better than a castle. From private chateaus to charismatic kingdoms, we have just the right spot for you.