Cottage holiday rentals in Montalcino

Davide and Annalisa's cottage was absolutely gorgeous, exactly as the pictures showed. It was the perfect place for us to relax and enjoy our last week in Italy. Breakfast out on the patio with the birds chirping and surrounded by nature was a great way to start the day. Davide lit the heater for the hot tub for us and we were able to enjoy a wonderful evening relaxing. Davide and Annalisa were full of good recommendations for restaurants and local places to visit. The cottage is within driving distance of so much - Pisa, Florence, Siena and of course San Gimignano just to name a few. All the amenities we needed were included, the WIFI was great and the cottage was very comfortable. I would highly recommended staying here and if we are ever in the vicinity we would certainly stay here again.

Lovely, peaceful, spacious place with a kind and generous host in Simone. He met us as we arrived and used his wagon to help move our luggage into the cottage. Big rooms, lots of space, many handy supplies in the kitchen. Good shower, comfortable bed. Enough bench space in the bathroom to put your things. Simone was really helpful with local recommendations for restaurants and where to park the car. One day he made a delicious tart and bought us in half. Would recommend staying at his place.

Very good, it was perfect The host were so friendly Thank you very much

We stayed at the wonderful Fontanaro villa in the village of Paciano, and it was truly a soul-refreshing experience. Lucia is an incredibly caring host, and Pam, who looked after our stay, was a real treasure. She not only provided excellent recommendations on places to visit but also took care of reservations, ensuring we had nothing to worry about. This was not just an ordinary stay; it was a unique experience. We had the opportunity to participate in an olive oil tasting and a cooking class—both activities left an indelible impression. The villa we stayed in was not only stunningly beautiful but also boasted an impressive wine cellar with an extraordinary collection. Overall, our stay at Fontanaro villa exceeded all expectations. It was more than just accommodation—it was an experience we will never forget.

What a great place to stay. Everything we needed during our stay was available, from a cot for our baby to an iron and a full kitchen etc. The location was great for Tuscany, with Siena, Montelpulciano and others an easy drive away. The pool was just what we needed in the afternoons to cool down and relax after spending our mornings out and about. We hosted a dinner with family in the large dining table overlooking the pool, a lovely end to our stay at a superb family spot.

Third time at this beautiful place! As always a nice surprise

If you want to experience the Tuscany of your dreams, then this is the place to stay! The pictures are accurate but do not do justice to the beauty you will experience. Birds chirping and bees buzzing around the fragrant jasmine and roses bring peace and calm as you gaze out over the olive grove to the surrounding hillsides with views of Pienza, other towns and a retired monastery. Frank and Phil are incredibly gracious hosts and will not steer you wrong with recommendations, including wonderful restaurants, beautiful churches and abbeys, and wineries. The garden cottage is quite private and you will have no intrusions. Sitting on the patio with a glass of wine, some local cheese, and a good book was our favorite escape.

What a fantastic cottage overlooking the valley (UNESCO heritage). Super quiet area, within walking distance of a nice village with various possibilities. We had a great time here and would book it again in a heartbeat!!

What a fabulous place - if you want to escape from it all, this is the place to come! Love the private pool too! Air conditioning in the bedroom was very good and appreciated. Olga and Max were very accommodating and answered questions very quickly. Maybe consider installing a BBQ outside the house otherwise could not fault it and we cannot wait to return!

We had a beautiful, relaxing stay. We were looking for somewhere off the beaten path to slow down after playing tourist in larger cities - and this was perfect! Still close to drive to places when we had needs. Very friendly hosts with a friendly dog that our daughters loved to play with. Will be recommending this stay!

The place is as described. It is definitely worth the price. Emi is very nice. We will stay again!!!!

My husband and I stayed two nights in the Chestnut Dryer of the Podere di Maggio. What can I say? A real paradise: nestled in a wonderful valley with Mount Amiata in front of it and the beautiful medieval village of Santa Fiora. We could not ask for more: wonderful structure, well cared for, in detail, priceless peace. The hosts were great, hospitable, and really made us feel at home. In short, everything is perfect, nothing is missing, of course you have to love bucolic life like us ! The only downside? Two nights were too short and we'll definitely be back . Thanks Peter , Rita and sweet Noemi. See you soon

The view is stunning. The place is very private. Leonardo is very responsive. Definitely worth visiting La Pace, a lovely restaurant 5 mins walk away. 10/10 recommend

This is a beautiful location, ideal for a perfect relaxing break. We stayed for one week and Natasha had some excellent local recommendations of places to visit! Thank you . We had such a wonderful time and I would recommend :)

I wish we could’ve stayed here longer! This was the perfect, cozy, peaceful stay. Daniela and her family were so kind, they made us feel right at home. The grounds were so beautiful, and just a short walk up the hill, through the vineyard, and you get an incredible view. Within a 15 minute drive, there are some great restaurants and vineyards to check out. This was truly a perfect stay for us, we loved everything about it.

Very friendly and helpful hosts. The garden and pool area looks even better on site than in the photos. Price / performance definitely fits and all in all it was a very nice holiday!

Our stay at Gabriele's place was great and we enjoyed the week we have with him. The house has a cinematic sweeping view of the Tuscan countryside and the pool just like that. The pool is perfect for cooling off on the hot summer days. The house is beautiful, rustic, clean and cool. Air conditioning also helps. We have been a family of 4, with children of 4 and 7 years. We have enjoyed it every day! Gabriele and his wife were very friendly, welcoming and always easy to reach if needed. They helped make our stay just perfect. Thanks to them! We can only recommend a stay with Gabriele and his “Le Capannacce”.

This was the favorite part of our trip! We felt that Eva went out of her way to make us feel comfortable and welcomed! It was evident that she wanted us to love the place as much as she does. Her warmth and kindness made this house a home for us! It is beautifully decorated and the view is like a picture. The house was very clean and had everything we needed for cooking our own meals. We are already planning our trip back! Thank you for sharing this wonderful home with us!

We can only say, that we stumbled upon this find was pure luck. We are nature lovers and this place helped unwind and immerse ourselves in the natural beauty of Tuscany. Thank you Tiziana and Family- esp the fur babies, they become part of our happiest memories.

We had a pleasant stay at Vito's. The house is very well arranged and offers many amenities. The place is idyllic surrounded by olive groves and high up allowing exceptional views of Tuscany. The pool is simply fantastic, spacious and extremely well maintained thanks to Vito's right-hand man who takes great care of the entire property. This is a property to remember that we highly recommend.

Well what can you say about a little piece of heaven! Everything about this lovely house in the woods was perfect for us. If you want peace, tranquility and nature this is just the place! The house is beautifully designed, very well equipped and very well thought out from an environmental perspective as well. Gabriele was so helpful, so respectful and such an interesting person to talk to. By the end of the stay we felt we had made such a lovely new genuine friend. The swimming pool was such a lovely bonus as well. I feel sure we will be back again!

Fantastic stay, incredible views and perfect location. Couldn’t recommend this place highly enough. Thank you Simone :)

Our family enjoyed a delightful week-long reunion at Cassale Poggio Baggio. Silvia's property provided an ideal setting for relaxation and togetherness, comfortably accommodating guests traveling from various global locations. Its convenient proximity to Castiglione del Lago, Panicale, Paciano, Cortona, and Montepulciano, among other notable destinations, offered ample sightseeing opportunities. The abundance of nearby vineyards further enhanced our experience with wine tasting excursions. The house itself was fully equipped, including a complete kitchen and laundry facilities, along with a generous selection of books and games. Camila's assistance with check-in and check-out, coupled with a tour of her olive orchard and vegetable garden, including a tasting of her produce, exceeded our expectations.

We thoroughly enjoyed our stay at the cottage. The cottage and gardens are beautiful and stylishly designed. Leonardo was also a lovely and accommodating host. The local town was approx a 20min walk away with a small supermarket and some lovely restaurants. We recommend Pomario winery for their wine tasting and charcuterie and also Slow Cooking school for a cooking class which is about 25min drive away from the cottage. A local hotel in the area, hotel Vanucci, was also a great place to grab breakfast or for late evening drinks after dinner. Highly recommended booking this beautiful place.