Villa holiday rentals in Montaione

What a fabulous setting and location. Perfect to explore the Chianti region and beyond. It’s roomy, everything you need is there, beautiful pool and a view to cherish. Dining on the terrace is a wonderful experience and with a vinyard with lovely wines available right next door what more do you need from a Tuscan holiday. All hosted perfectly by Fabio and Andrea. Very highly recommended.

Incredible host and property. We feel fortunate to have had the opportunity to stay here. Cesare was beyond helpful with recommendations and flexible with our check in. Secluded, peaceful and a great place for making memories during our travels around Italy.

The Lazy Oak Villa is everything we dreamed of and more for our honeymoon. The house is beautiful, well furnished and feels so homely and comfortable. The surroundings are simply stunning; the view from the house and pool never get old! Mario and Alessandro were super helpful, offering to help us book restaurants and vineyards if needed. Mario keeps to himself so still feels very private but is happy to help with anything and it was nice to see him around (with his cute little dog!) and know he was about if we needed anything. Couldn’t recommend the Lazy Oak Villa more, and we’re already talking about when we could come back!! Thank you Mario and Alessandro!

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

The house is beautiful and very big. It is located just outside of Buonconvento and offers complete privacy. A car is an advantage. The rooms are spacious, there are mosquito nets above all beds and enough bathrooms and toilets for everyone. In general, the house is very well equipped, both in the kitchen and otherwise. The pool is slightly elevated, beautiful, large, with natural shade all around and offers a magnificent view on the surrounding countryside. In the huge garden you can eat, linger, play... There is even a small basketball court. But beware: right next door there are wild blackberries and the ball can be lost :) In Buonconvento there is a coop, a fine gelateria and a good coffee with the famous and fine products of Le Dolcezze di Nanni. For a good pizza, the drive to the Mulinum restaurant is worth it a little outside, they have their own mill and process their own grain. We highly recommend the house.

Our Villa in Montespertoli was everything we could have wished for and more, full of all the modern conveniences required to cook if desired. The grounds were absolutely delightful and the hillside backdrop of grapevines etc was stunning to wake up to every morning in a secluded and peaceful place. We enjoyed many mornings having coffee around the poolside deck and afternoons sharing a glass of wine chatting with our friends after our many touring adventures. You definitely need to have a car to enjoy this Villa and surrounding areas like Pisa, Siena, hot Springs, San Gimignano to name a few. Our Caretaker Lia cooked us a delicious Sri Lankan dinner to share on our last night which we enjoyed immensely. Thankyou for hosting us in your home, we didn’t want to leave.

We were a group of 10, 5 couples. I think I speak for everyone when I say our stay was the ultimate, authentic Tuscan experience. The Villa had plenty of areas to have the group all together to eat , drink and generally just enjoy life!. We were also blessed with perfect weather so we could take full advantage of the outdoor spaces as well. The highlight had to be our cooking class Domizio arranged with local chef Luciano Piacenza. He is a remarkable chef, incredibly knowledgeable and detail oriented with an amazing flair for teaching and making it so much fun for all. Lucian also created an amazing Tuscan meal on the evening of our arrival that will go down as the best chicken I have ever eaten. If you are looking for this experience, book it now and just count the days because it will be the trip of a lifetime.

This was my second stay at Cristiana's place and again, it exceeded expectations. The views from the home are pure Tuscany. Christiana is a generous host, providing a fully equipped kitchen, local olive oil to sample while there, and very comfortable, clean living spaces. As a host, Cristiana went above and beyond helping us with a difficult travel situation. She was prompt with her communications, researched solutions for us, and provided resources to help make our stay enjoyable. I can't thank her enough. I hope to return again next year.

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.

As soon as you get out of the car we smelled jasmine. The grounds are so well attended to. Beautiful roses, rosemary bushes everywhere! The pool is much larger than the pictures appear. The views are incredible!! It was the perfect place for us and our adult children with significant others. Our daughters boyfriends family joined us from Great Britain and our other daughter got engaged during our vacation in the backyard of the villa at twighlight. We will never forget this place and the very many memories that it provided. The villa was so comfortable with all the amenities. We were cooking outside and relaxing by the pool daily. Giulia provided a special wine tasting recommendation day of arrival and we also enjoyed our favorite wine tasting right down the road at Corbucci. Do not miss this whatever you do!! Many wonderful days exploring Chianti country also Florence and Sienna close by. Thanks for the BEST holiday ❤️🍷❤️ thank you for making us so comfortable !!

Most beautiful villa with so much charm! Fantastic location as well, easy to explore Florence, Siena, San Gimignano, as well as all the surrounding wineries and countryside. The villa was so lovely that we decided to spend 2 days in the villa, chilling at the pool drinking wine and having tapas! Janine is a great host with many recommendations of what to do in the local area. Highly recommended to stay here to experience Tuscany!

We had an unforgettable stay at this villa for our bachelorette getaway! The host was incredibly responsive and made everything smooth from start to finish. The views were absolutely breathtaking — even better than in the pictures! The villa had everything we needed to set the perfect atmosphere: fully stocked kitchen with plates and glasses, plenty of towels, and thoughtful details throughout. We loved picking fresh lemons from the garden and finding peaceful spots around the property to read and relax. It’s incredibly private and serene — the perfect escape. While the drive-up can be a bit tricky at first, it quickly becomes second nature and is well worth it.This place exceeded all of our expectations. Highly, highly recommend — we'd come back in a heartbeat!

The home was located about 1/2 mile from several quaint small towns. Many great restaurants and tours through the beautiful hills and wine country. Very relaxing for family, friends or just to see you unwind by yourself. I highly recommend this location. Take advantage of tours arranged by Nicollo'and his family. We had a ball! Thank you.

We had an amazing stay at Juri's beautiful villa in Tuscany! The place is super spacious, easily accommodating our group of 11, and it was spotless and very well maintained. Juri and his mom were incredible hosts—always responsive and ready to help whenever we needed anything. The location is also perfect for day trips to Florence, Pisa, and Lucca. If you're looking for a charming, well-kept and very clean villa with top-notch hospitality, this is the place. Highly recommend! Let me know if you'd like any tweaks!

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.

This was the most magical place so spend a week in Chianti! The villa is exceptionally beautiful, and has everything you could need for a comfortable stay. The grounds were spectacular, with many things to do and different areas to sit and enjoy. My toddler especially loved picking strawberries from the small garden and collecting eggs from the chickens for breakfast. The hosts were lovely and helpful with any questions we had, and took great care of us. The town of Gaiole in Chianti is very close and with great restaurants and things to do. A perfect spot I can’t recommend highly enough!

We had an amazing four weeks staying at Bellagatta, using it as a base to explore Tuscany & surrounds, and it met all our expectations and more. Bellagatta is a positioned on a hilltop with stunning 360 degree panoramic views, more beautiful than the photos. The annexe that we stayed in was exceptionally clean and comfortable and well fitted out. Air con was useful on the first few days of our stay which were very hot. The property is well situated, 10 minute drive into Buonconvento (not quite an easy return walk up the hill!) which was convenient for restaurants & shopping. Gaetano was a most delightful host, very welcoming, & always taking interest in which towns we were travelling to and providing useful tips for our visits. His property manager, Susil, was also readily available and looked after us with anything we needed , even providing fresh eggs, vegetables & olive oil from the property. Highly recommended!

Six of us spent a wonderful week at Vicky's villa to celebrate my husband's 60th birthday. The beautifully appointed house, the stunning views, and the swimming pool were all we had hoped for and more. Vicky is a five-star host. She welcomed us and even arranged to have a meal served upon our arrival. She generously helped us coordinate a catered birthday dinner at the villa. She shared interesting stories and lore from the area and made us feel very much at home. Before we left, she even took us on a tour of the magnificent Medici building under restoration on her property. From the villa, we headed out to Livorno, Pisa, Siena, and Florence, each a manageable day trip through the rolling Tuscan countryside. (Note: The final approach to the villa is over unpaved road; we were happy to have chosen an SUV for our rental.) We are left with great memories and many beautiful photographs of our stay in Peccioli. Thank you, Vicky!

Genka was the perfect host from start to finish, and the villa surpassed our expectations. Communication with Genka was great - he was quick to reply and gave us all the information we needed on the local area and beyond, even organising a taxi to take us to a local vineyard. The villa is beautiful and well-stocked with everything we needed. Genka had even thought to provide plenty of mosquito repellent for the house! Everything was clean and in good order and someone came each day to clean the pool (which we used a lot!). There are a couple of small shops and a supermarket close-by. The villa is situated on top of a hill, from which you can watch the sunrise in the morning and the sunset on the other side of the house in the evening. We will find it very hard not to book Genka's villa every year for our holiday! Grazie mille, Genka!

We had a fantastic stay at Concetta's beautiful home! The house itself is gorgeous and traditionally Tuscan. It is also in the most incredible scenery and sitting outside and taking in the view was an absolute joy. However, by far the best thing about our stay was Concetta and her husband Paolo. They could not have done more to make us feel more at home and it honestly felt like we were part of the family while we were there (including making us the most incredible meal, which I would strongly recommend you do if you stay!) Their hospitality, helpfulness and warmth made it feel like a true escape and I could not recommend it more.

You can stop looking now! This is probably the most perfect place to stay and with the best host in all of Tuscany. This is said by a very travel and quite picky family from Sweden that this time went with three sons 16, 18 and 22 and the eldest son's fiancée. The host Lorenzo is absolutely amazing both before and during the stay: quick responses, incredibly helpful and very accommodating. You live in a renovated mill (two super-fresh separate buildings one of which is newly built) in the small village of Montefoscoli, with wonderful views of the landscape and sun location from morning till night. Large patio with barbecue and pool for lovely meals and relaxing. Inside there is everything you need and more: full equipped kitchen, dishwasher, washing machine, ironing equipment, ac in each bedroom. Good wifi and TV box. Excellent little bakery 50 meters from the residence. A small Coop shop 5 minutes walking distance from the residence with everything you need. We've already told friends and acquaintances about this home — it won't be better!

Sandrine’s Airbnb was by far the best accommodation we’ve ever experienced—a peaceful paradise nestled in the hills of Tuscany. What made it truly unforgettable, though, was the incredible generosity of our hosts. Sandrine welcomed us with a warm smile and thoughtfully provided delicious food and drink throughout our stay. She also shared wonderful recommendations for places to visit and things to see. It was a true blessing to meet such kindhearted and gracious people. 🙏

We loved our time at La Balza - such a picturesque, peaceful and relaxing stay! Alessandro and his parents were a pleasure to deal with and answered all of my questions very quickly. They were very hospitable and accommodating. The area surrounding Radda in Chianti is absolutely beautiful and we loved the easy access to so many different cities and small villages. Would definitely recommend. A+

We've just arrived back in England after a lovely May half-term week at Monica's house - around 50 mins drive from Pisa airport. We are a family of four, so the kids shared the second bedroom and there was more than sufficient living space. The gardens are beautiful, pool clean and stylish and views amazing at the top of a hill. The air con was welcome as the weather hotted up and great selection of DVDs were very useful in the evenings. We were able to visit Florence, Siena and San Gimignano easily in our hire car. With local restaurants and supermarkets a short drive away, the house remained close enough to everything we needed yet far enough away from any town for it to give us the rest and peace we needed. Thank you Monica for sharing your home with us and the great recommendations and contact - we will definitely try to book again for any other trip to Tuscany.