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Holiday houses in Chiusdino

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Popular amenities for Chiusdino holiday rentals

Other great holiday rentals in Chiusdino

Top Guest favourite
Farm stay in San Quirico d'Orcia
4.99 out of 5 average rating, 82 reviews

Podere Pereti Nuovi-modern Tuscan Villa

MichaelRating, 5 stars3 weeks ago
There is no way to accurately describe the views of the Tuscany countryside from this wonderful villa. The updating of the house left nothing to be desired. Indoor and outdoor amenities are perfect for a large group or family. It's a great home base, as it's centrally located. We took day trips to Assisi, Montepulciano, Montalcino, Monticchhiello, Pienza, Siena, and Orvieto. And so close to the hidden gem of Bagno Vignoni - don't skip it. Kathleen was one of the best hosts we have ever had. From recommendations and directions to introductions to chefs and wine tour guides. She was quickly responsive to all of our questions throughout the process. You will love everything about this place. We would definitely go back.
Guest favourite
Home in Asciano
4.97 out of 5 average rating, 33 reviews

Family Forest - Pool in the Crete Senesi

SylviaRating, 5 stars1 week ago
The area is incredible, peaceful and the view spectacular. Asciano has the delightful charm of an Italian village. The people were friendly and welcoming. Even got greeted by their local police who offered up their number in case we needed anything. I felt safe, and it felt as if I lived there for years. I’d say this is a piece of heaven on earth. Bellezza maestosa! Non vedo l'ora di visitare di nuovo la Toscana e la città di Asciano! Grazie!
Top Guest favourite
Apartment in San Gusmè
4.99 out of 5 average rating, 377 reviews

Beautiful medieval village!!!

AliRating, 5 stars3 days ago
Wow what a fabulous stay ! San Gusme and its surrounding area is beautiful and we felt so lucky to be able to stay in San Gusme itself . Elvira was super helpful and had great local recommendations for wine tasting etc .
Guest favourite
Apartment in Roccastrada
5 out of 5 average rating, 14 reviews

Apartment in a wine estate

Steven JohnRating, 5 stars1 month ago
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.
Guest favourite
Apartment in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviews

Villa di Geggiano - Perellino Suite

RachelRating, 5 stars6 days ago
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.
Top Guest favourite
Condo in Massa Marittima
4.96 out of 5 average rating, 27 reviews

Sunsets wow-Historic Center 1 minute walk

MartinRating, 5 stars1 week ago
A wonderfull apartment! Flavia was a great and very friendly host :)
Top Guest favourite
Barn in Castellina in Chianti
5 out of 5 average rating, 26 reviews

Cipressini 2 - pool and amazing views

BrandonRating, 5 stars2 weeks ago
We cannot say enough about how fantastic our stay was. Maybe the most gorgeous property we’ve ever seen - even better than the pictures! Pia was incredibly helpful, sent us a whole printout of recommendations for different restaurants, wineries, and things to do. She is incredibly kind, responsive, and proactive - she thought of everything you may need during your stay and gave us a tour of our home. Waking up in the Tuscan countryside and watching the sun rise over the vineyards was relaxing and beautiful. The sunsets were breathtaking to see over the rolling hills in Chianti. Castellina was a cute little town with fantastic places to eat and panoramic views of the valley. And on top of all that, we made a new friend in the Public Relations Manager, Teo - you can be sure you’ll be greeted with a wagging tail and a happy little smile. Couldn’t recommend this place highly enough!
Superhost
Farm stay in Monterotondo Marittimo
4.78 out of 5 average rating, 275 reviews

Studio apt. in Estate with Craft Brewery

Stine HumlebækRating, 5 stars2 days ago
We had the greatest experience staying at San Ottaviano ❤️

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Chiusdino