
Holiday houses in Sasso di Simone
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Top-rated holiday rentals in Sasso di Simone
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Guest favourite

Apartment in Pogi
4.94 out of 5 average rating, 89 reviewsBorgo 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 reviewsLa 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 reviewsHouse 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 reviewsCasa 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 reviewsVillage 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 reviewsPoggio 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 reviewsVilla 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 reviewsVilla 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!!!
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- Lake Trasimeno
- Fiera Di Rimini
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Malatestiano Temple
- Mirabilandia
- Misano World Circuit
- Frasassi Caves
- Miramare Beach
- Italia in Miniatura
- Palacongressi Della Riviera Di Rimini
- Riminiterme
- Avignonesi Winery Fattoria Le Capezzine
- Oltremare
- Papeete Beach
- Teatro Tuscanyhall
- Basilica di Sant'Apollinare in Classe
- Basilica of St Francis
- Portoverde
- Villa delle Rose
- Fiabilandia
- Chiesa San Giuliano Martire
- Bagno Egisto
- Basilica di Sant'Apollinare Nuovo