Villa vacation rentals in Castiglion Fiorentino

We had a wonderful stay at Leonard's beautiful house. It was the perfect place for my friends, my family, and me to relax and enjoy our time together. The house is located in a stunning area with a breathtaking view of the valley below Castiglion Fiorentino. From there, we were able to visit nearby places such as Florence, Siena, Assisi, Cortona, and other charming local spots. The house is fully equipped with everything you could possibly need. Leonardo, who is an architect by profession, has put a lot of effort into creating and furnishing this incredible home. From our first contact to the entire stay, he was always available to provide us with useful information and recommendations on what to see and do in Tuscany. We all loved our time here, and we would definitely love to return to this house in the future!

Caroline's villa was absolutely stunning. We visited as a family of 8 adults and it was even more beautiful in person. It's completely private with amazing views all around. It's also in a great location to visit other picturesque villages nearby with a car. The pool was a great addition to combat the Tuscan heat. As this is in the countryside, be aware that there will be insects and wildlife. We came across a snake and a scorpion, but that's not an issue with the house, but rather the natural environment. The property manager Bianca greeted us upon arrival. She was super friendly and helpful with tips. And Caroline left us super detailed recommendations for restaurants, itineraries, and wineries. She was always available and friendly. We had an amazing time and would definitely visit again!

Our stay at Mariella's beautiful home was a highlight of our five week trip throughout Italy. Peacefully situated between Florence and Siena, this villa offers a welcoming respite from the hustle and bustle of the cities. It was also super convenient to the vineyards throughout Chianti. Waking up every morning to the sunrise views over the valley and enjoying a glass of wine in the evening were the perfect beginning and ending to each day. The pool was even larger than we imagined and provided days of entertainment sprinkled in during a week of sightseeing and wine tasting. I cannot recommend this home, location, or host enough. You will NOT be disappointed!

We loved the villa! A perfect place to stay with our family. The kids loved the pool and the house was clean and well equipped. Carlotta our host was extremely helpful and responsive recommending some great restaurants. We loved the little town too and would happily come back in the future.

Wonderful villa with a beautiful outdoor area- fruit trees, roses, and flowers. We enjoyed the wine, snacks and fresh fruit the host had for us upon arrival. This was our last stop in Italy. Bedding, mattresses and AC has not been great in the places that we have stayed, and never was there a fan. This villa had a comfortable bed , great ac, and a ceiling fan in the bedroom. My husband said his best night sleep the entire trip. We were missing our dogs and cats and we loved having theirs visit us daily! The hosts were traveling so we didn’t get the chance to meet them. They regularly checked in on us to make sure everything was good and provided local recommendations. Given the reviews and accommodation, I’m sure they are amazing! If you’re ever in Florence, this place is worth the stay.

Was a beautiful home to celebrate a 40th with friends and family. Highly recommend

Good host and great communication!

Great place to stay. Excellent communication, went above and being to ensure our stay was exceptional. Deborah even bought a pasta machine for us to use for our evening meal - which was really appreciated. It was a great week.

Wonderful stay at the Villa among the vineyards in Panzano. Vicky, the host, is the owner of Le Fonti winery with the villa surrounded by their vineyards and olive groves. The view from the villa is absolutely stunning. The town of Panzano is very cute. We bought groceries at the Coop and made breakfast each morning, gathering in the cozy well equipped kitchen. There is a courtyard immediately outside the doors of the villa with a large table, and again amazing views. Our time in the villa was so relaxing! Though we went to several wineries, a highlight was a very personal tour of the winery, wine making process and wines by Vicky at Le Fonti. She spent time discussing/pouring the different wines, even bringing over the same wine from different years to show us the difference the weather/grape stress influences the final taste. Overall exactly what we wanted from a Tuscan experience and really enriched by an extremely friendly and knowledgeable host.

Immaculate views, especially if you're looking for isolation. Gorgeous pool, plenty of room, amazing balcony, wood burning fireplaces - what more could you ask for? I spent 3 weeks here and enjoyed every minute. Was an excellent retreat space, and would love to come back again

Perfect stay from start to finish. The villa was immaculate and the staff who checked us in were fast, considerate and friendly. They informed us of extra services that we ended up using in the end like we organised a dinner with their private chef on our last night and it was amazing. The thermal pool and sauna were TOP! Highly recommend and will book again!

The villa is beautiful and the host Cesare is incredible. And I mean incredible. We have had excellent hosts before but he is beyond belief. He even helped us when there was a train strike by picking us up in Florence. He is warm, responsive, friendly, funny. He answered every text in a minute. Family with kids went and the place is beautiful, spacious and the pool is large and fabulous. It was the best week of our vacation. We also had a wonderful cooking class at the villa that Cesare recommended. Gabriella was so much fun. Florence is 30 minute car or a train ride but we always took train. We hope we can return.

We are a family of 5 who had a fantastic stay. The house is huge and very nice and the view is unbeatable. All stress leaves the body when you are there. Everywhere you looked, there were exceptionally beautiful views. In addition, Lucia and Frederico were so warm people and made us feel very welcome. We will definitely be back!

We (2 couples) had a wonderful time at the Lazy Oak Villa. The booklet in the house had great recommendations for dinner in Loro Ciuffenna. We did wine tastings at 2 family vineyards located very close to the villa- Morandi Organic Winery with Denis and Società Agricola Caspriano with Simona. Highly recommend both. One of our couples was celebrating an anniversary and Mario arranged for a chef to come to the villa and prepare a traditional Tuscan meal. It was beyond words! The pool was pristine and such a great bonus with the summer heat.

La Vignaccia is wonderful. We were a family of 6 adults plus a baby, and the set up was great for spending time together but also having plenty of space. The kitchen is well equipped for cooking for a large group and the many private spaces were very relaxing. Working remotely was possible with the wifi but not super strong for calls. However there is 5G around the house, so hot spotting from a window worked fine.

Marleen and Stijn, her property manager, were extremely communicative and ensured we had everything we needed during our stay! They messaged clear instructions and videos and when we arrived everything was so easy and clean! The property is absolutely breathtaking, with gorgeous views. This was the best air bnb experience I have ever had. It was thanks to Marleen’s kindness and clear instructions. My family cannot wait to return to the villa. It was amazing! The property is gated too, so we felt safe and private.

Stunning location high up over the lake, beautiful views from the balcony, and the most peaceful and private place I have stayed. The villa has a rustic feel and is well equipped with everything you could need, but the outstanding features are the fabulous pool and picturesque garden, full of butterflies and bees! We would love to come back!

We had a fantastic stay! The house was beautifully equipped with everything we needed — from the kitchen to the bedrooms, every detail was thoughtfully arranged. The garden was absolutely lovely, perfect for relaxing in the sun or enjoying a meal outdoors. The pool was a real highlight — clean, spacious, and a great way to cool off during the day. What truly made the stay special was the warm hospitality of our hosts. They were welcoming, helpful, and made us feel completely at home from the very first moment. Highly recommended — we would love to come back!

An amazing hideaway in the hills! Takes you into holiday mode & switching off in the beautiful setting surrounded by nature & incredible views. So glad we booked & would love to go back again. Paulo, and family, were so helpful, kind & responsive. The area whilst quiet is very welcoming to tourists & we met many friendly people who would always help us out on our way. The house itself is stunning & huge. The bathrooms are dated but they work fine & everything functions as it should so it really isn’t a problem so don’t be put off by that. The linens are incredible & the beds very comfortable. Air conditioning works well. Kitchen well equipped & house has an abundance of space and beautiful furniture to relax in, inside and out. Honestly the scenery outside was incredible & we spent every minute we could outside which is a shame only because the house was also beautiful. The pool was fabulous & it was hot enough that heating wasn’t needed.Didn’t use sauna or spa,needed longer! Miss it!

We thoroughly enjoyed our stay. The house is conveniently located in the heart of the Valdichiana with easy and clear access to the surrounding towns. The grounds were beautifully landscaped with a combination of olive trees, grapevines, flowers and even herbs like rosemary, basil and mint that we used in our cooking. The rooms were spacious and very private. Our group of 6 were more than comfortably accommodated, each with its own bathroom and AC units that worked well. The two kitchens served us well. We mainly utilized the outside kitchen as the weather throughout our stay was perfect. The kitchens were well stocked with all of the necessary cooking items. There were some items that we needed to purchase at the local supermarket, including shower gel, paper towels, napkins, etc. For a one week stay we would recommend extra towels, especially for the pool. Overall, I would highly recommend La Bacaia as a base to fully enjoy your Tuscan vacation.

We had an amazing stay at the villa. A modern house in quiet surroundings with beautiful views. Brigitta was very helpful and responded quickly to our inquiries both before and during the stay.

Pictures don’t do it justice, prettier in person. Very relaxing get away after spending a few days in Florence.

A Perfect Holiday – Like Heaven on Earth! This place exceeded all our expectations. A stunning and peaceful location with breathtaking views over the valley, lake, and mountains. The house and garden were beautifully maintained, and the accommodation was very clean and comfortable. A special thank you to Mrs. Lesley, who was an invaluable help throughout our stay. She provided us with plenty of useful tips and advice on various matters, such as train tickets and local attractions. Thanks to her, we were also able to arrange a wonderful dinner at the villa – truly an unforgettable experience. We wholeheartedly recommend this place – if we could give it 150%, we absolutely would!

A stunning property, completely private and quiet. Large outdoor heated pool was well maintained with perfect outdoor eating and sitting areas. We ate out on the terrace every night. Luc recommended the closest Osteria which we all loved, and also recommended the spot to see those iconic views of Tuscany with the avenues of cypress trees. All 6 of us had joyful experience. Highly recommended.