House holiday rentals in Castiglion Fibocchi

Incredible stay and Bernardino and his family were incredibly welcoming and pleasant. They helped us check in later and were there to help us with any questions we had. Absolutely would recommend to anyone looking for a peaceful Tuscan retreat.

We stayed 5 amazing days at Il Gufo and loved every minute. Jacopo is an amazing host and went out of his way throughout to make our stay great. Even meeting us locally and showing us the way to the house. We highly recommend staying at The Owl. The location, high in a valley provides spectacular views and is perfect to relax and unwind. We do not know what was better. The location, accommodations or the fact that we met Jacopo and became immediate friends. That combination made for the greatest memories. Also Luba, their beautiful dog, immediately loved us and greeted us ever time we returned. A little secret, he is an amazing chef and if you get a chance to go to his restaurant do it. Also his dinner recommendations were great. We had dinner at Corte Dei Frati 2 times. Thank you Jacopo for making our 30th Anniversary trip so amazing. We feel privileged to have met you and we will return on our next trip to Italy. You are an amazing person and host. Love Steve & Vicki

Yet another fabulous stay! Thank you Lyndall for sharing your special space. Getting in on the village pizza night was a surprise bonus and so fantastic to enjoy the local community. Until next time :)

This place is something else! The views, the pool, the houses, the interior - it’s something else. We stayed with our 18 month old and had such a happy time - surrounded by nature in such gorgeous accommodation and a kiddy kitchen / toys which were perfect for Otis. It’s simply beautiful and Martina is so helpful - highly recommend with a family or groups of friends for a zen and unique time. Close to lots of gorgeous places and Martina has wonderful recommendations. Only watch out is the 2km dirt track road to get to the location but it’s 100% worth it and quite fun! Enjoy - we can’t wait to come back :)

We had a wonderful time in this absolutely cute house, which is surrounded by breathtaking nature. The tranquility is unique – you can only hear the chirping of the birds, and every now and then deer appear at the edge of the forest. Simply magical! The pool was well maintained and you had real peace. A real highlight for us was the kitchen: so lovingly furnished and exceptionally well equipped - we have never experienced anything like it! The gas stove and the high-quality oven have made cooking a pleasure. Host Diego was incredibly friendly, attentive and warm. You immediately feel welcome and well cared for. A perfect retreat for those who appreciate nature, tranquility and loving details.

Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

Don’t hesitate to book this beautiful Airbnb which was thoughtfully restored to reflect the history of the area. You won’t want to leave. We explored Certaldo Alto and Montefioralle- both amazing sites. The pool area was perfection and we couldn’t get enough of the landscape! Couldn’t stayed a week!!!

Absolutely adored this place and can’t recommend it enough. The space and the owners are so welcoming with everything you could need. The grounds were gorgeous and the apartments were so quaint and adorably decorated. We had the pool to ourselves and it was perfect for our kids to play on a really hot day! We opted to have dinner on site one night and it was absolutely fabulous! This family-owned operation is a must-stay and we hope to return! Thank you!

Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

We spent two weeks at Rolando and Patrizia's with our two one-year-old and three-year-old children. The place is absolutely beautiful with a sublime view. They had a lot of little touches for our children throughout the stay. It was always a pleasure to chat with them. Accommodating, very considerate. The kids were always happy to see them. As for the house, it is very nice and easy to live in. The two terraces are a real plus. And again the views filled us throughout our stay.

We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.

We have stayed in a few other Airbnb places. Some owners/hosts give you the keys and say "Let me know if you have issues"; some provide a little info; both are fine, we picked the place. Irene helped to make this the BEST vacation we could have imagined!!!! Never having been to Italy, she answered my unending questions, made suggestions, and sent a list with links with ideas of things to see and do while there. Once we were there, she met with us the first morning of our stay. She went so far as to make daily itineraries on Google maps for us with scenic drives, places to eat and suggestions for things to see. The unit itself - in a small medieval hamlet of well kept buildings. We felt like we were truly stepping back in time or on a move set! It was perfect, quiet, picturesque and the perfect place for day trips and just to walk around at the end of the day. The unit was originally housing for vineyard workers hundreds (and hundreds) of years old! Rustic and memorable for sure!

So Beautyful location and views. House is charming and clean. we recommend.

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 were there for our child's tournament The house is beautifully spacious, equipped with all comforts, comfortable beds. A fresh, well-kept house, a beautiful green garden, fresh eggs from the hens in the henhouse. Enrico was very kind and welcomed us with a smile I recommend the apartment to everyone

I truly enjoyed my stay here! The place was clean, cozy, and exactly as shown in the photos. The best part was the host – so kind, warm, and welcoming! They made sure I had everything I needed and were always just a message away. 😊 Just something to note for future guests: the house is quite remote and up a hill, with no nearby neighbors. It can feel a little quiet. if you're not used to that kind of setting. But if you're looking for peace, privacy, and a break from the busy world, this is the perfect escape. Overall, a lovely stay with a wonderful host. Thank you so much for everything! 🌟

first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!

Serene, tranquil, verdant: a profoundly beautiful place. We just loved it. Chiara and her mother could not have been more friendly and helpful. We were there a few days for a wedding nearby. We can't wait to return for a full holiday. Well done super hosts! Thank you. Paul and Bridget

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!

We greatly enjoyed our stay at this beautiful home in Tuscany. The location is truly idyllic – quietly located on the top of a hill, overlooking the beautiful Tuscan landscape. The house fully met our expectations: comfortable, tidy and with everything we needed for a relaxing holiday. Upon arrival we were warmly welcomed by Giovanna, who immediately put us at ease. She took plenty of time to welcome us and also gave us valuable tips for visiting Arezzo and the surrounding area. In short: a wonderful place for those looking for peace, nature and authentic Tuscan charm. We'd love to come back!

My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert

Casa Lisa is a rustic, authentic sanctuary away from the hustle of today’s mayhem yet all the everyday amenities are a short driveway. We had a wonderful few days here our hosts went out of their way to ensure we had a lovely time, hopefully we will return in the future.

Beautiful home. Extremely clean. Riccardo was extremely responsive and made our check in process very easy. Definitely would stay again!

The views from this guest suite will be some of my favorite memories of Tuscany. I highly recommend going outside 30 minutes before sunrise to watch the sky change colors against the mountains while you take a deep calming breath looking across the valley below. The guest house is compact, modern, and clean. And Patrizia and her family are just next door, available and friendly if you need anything.