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Holiday houses in Sasso di Simone

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Popular amenities for Sasso di Simone holiday rentals

Other great holiday rentals in Sasso di Simone

Guest favourite
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars2 weeks ago
5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!
Guest favourite
Condo in Monte San Savino
4.96 out of 5 average rating, 49 reviews

La Foresteria | Granary House

LynneRating, 5 stars2 weeks ago
Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!
Home in Monterone
4.75 out of 5 average rating, 4 reviews

House in a Medieval Hamlet in Tuscany

DanieleRating, 5 stars12 months ago
Great host, great place to stay
Home in San Donato
4.89 out of 5 average rating, 18 reviews

Casa Kuraj

KevinRating, 5 stars10 months ago
A perfect base for our trip to the world Ducati week at missano circuit. Comfortable and clean with good facilities. The private secure parking was great for the motorcycle's. Would definitely visit again.
Guest favourite
Home in Sant'Agata Feltria
4.91 out of 5 average rating, 32 reviews

Village of the Sun and Moon

LisaRating, 5 stars9 months ago
We stayed there for the second time and enjoyed it very much again! It's such a beautiful, quiet place to relax. We felt at home and will come back again 😊
Home in Casteldelci
5 out of 5 average rating, 3 reviews

Poggio Ancisa Relais

XèniaRating, 5 stars8 months ago
The apartment is spectacular, it is 3 super nice and very equipped floors. The views and the exterior is beautiful. To get there you have to make a path of curves. Highly recommended!
Top Guest favourite
Home in Arezzo
5 out of 5 average rating, 12 reviews

Villa Medici Donnini Superior Apartment

RobertRating, 5 stars3 weeks ago
We had a wonderful week-long visit. I wish we had stayed longer. The villa is beautiful. It is spacious, clean, with modern amenities and appliances but also has some very nice antique furniture and decor. The outdoor patio is really amazing, with views of distant Tuscan hills and farms, olive and cypress trees - a great place to eat and relax outdoors. Nearby Arezzo is a great place to visit. There are many interested museums, churches and places to visit in the older section of the town (including the Basilica di San Francesco with frescoes by Piero della Francesca), but there are also more modern parts of town with shops and restaurants, and ample parking. The villa is also within easy driving distance of many other surrounding towns (such as Cortona) and places to visit. Our hosts were super helpful and friendly, and we especially enjoyed the olive oil that is provided and made from the trees growing on the property. We would definitely stay here again.
Top Guest favourite
Earthen home in Pennabilli
4.93 out of 5 average rating, 15 reviews

Villa Elisa with a view

LuciaRating, 5 stars1 day ago
We have been coming to Pennabilli for many years for the festival and not but this time it beat all the others. Luca's house has something special: the exteriors, the furnishings, the location... All enhanced to the maximum by Luca who welcomes with kindness and preparation (the house is equipped with anything that can be useful from the text to the essentials for cooking). We really experienced days of relaxation and happiness as a family and we hope to return soon!!!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Sasso di Simone