Holiday houses in Pergognano

Our stay at Agriturismo Monsole was fantastic! The house was very clean and well maintained. The views were amazing, and it was an extremely peaceful location. Carmela was a great host, very welcoming, and was very helpful in organizing a cooking class as well as providing recommendations of activities to do.

We absolutely loved this apartment, it was spacious and spotless, with modern bathrooms and the most perfect “farmhouse” kitchen. The view from the apartment and infinity pool was breathtaking. It’s the best Airbnb we have stayed in!

Denyse's place was perfect for our 6 day vacation in Cortona. We wanted a restful spot with easy access for day trips. For 2 couples it was wonderful with one large bedroom and bath on different floors, up to date kitchen and best of all -- the rooftop terrace. Since the place is next to the city wall -- we had sweeping views of the Tuscan valley and the historic buildings. Easy walking distance to plazas and restaurants (be prepared for some uphill). Someone from Together in Tuscany was usually at the Tourist Info center so it was wonderful to stop there and speak to Isabella if we had any questions or issues. . She was very responsive on What's App too. Denyse always responded promptly before and during our visit as well. They also arranged a walking tour of Cortona for us. This place was a gem and I highly recommend it to anyone who needs a peaceful and restorative vacation.

Sometimes you’re lucky to find a great place, and other times a great host—but with this villa, we hit the jackpot and got both. From the moment we booked, Francesco was in touch and incredibly attentive. He went above and beyond to help us celebrate a birthday in our group, organizing flowers, balloons, and a cake for the occasion. He welcomed us in person with a fresh pizza, a fantastic bottle of wine, and garden picked plums. Every morning, he delivered the best pastries we had in Italy and offered excellent recommendations for restaurants and wineries. Villa Tonacato, a charming residence, itself is a private, beautifully maintained property with modern updates, including a well-equipped kitchen, stylish bathrooms, and thoughtful amenities. It’s about a 10–12 minute drive from the charming town of Monte San Savino, which has a lively restaurant scene worth exploring. We had a fantastic stay and are already looking forward to coming back.

The Wine Loft is incredibly peaceful and beautiful. The modern architecture is gorgeous and the views are magical. We traveled by trains and it was easy to take a taxi (arranged by the Wine Loft) from the station. Additionally, we enjoyed walking the country path through the woods and meadow to Bagno Vignoni. We highly recommend this beautiful property. The wines were a phenomenal addition to the stay.

This may be the literal nicest AirBnB I’ve ever stayed in. It was perfect. Spotless, walkable, had amenities so I could make dinner for the first time in a few weeks on my trip. Also, Ilaria wasn’t in town when I asked for a spice to help make my dinner—but I 1000% believe she would’ve brought it over if she was in town. I wish I stayed in Castiglion Fiorentino longer, just because this apartment was wonderful. Thank you so much!

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.

We have stayed at a fair number of AirBnBs in some beautiful places. This was (by far) the best and most beautiful of them all. Our stay here was part of a four AirBnB trip (Rome, Amalfi, Tuscany, and Venice). This place is incredibly scenic, quiet, tranquil, and the unit itself has an old farmhouse/vineyard kind of vibe. But in spite of its age, it is well maintained and comfortable… supplying everything you need. After touring the area during the day, we (two couples) would come back in the late afternoon, and put together a charcuterie board and sit outside drinking wine, and playing cards until it was too dark to see the cards. The hosts (staff and owner) were so kind, friendly, and approachable. Simply put, this was THE BEST STAY EVER!