Cottage vacation rentals in Montepulciano

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

Golly where to start - my husband and I are from New Zealand and used to peace and quiet and this is 100% what we were after. We were literally blown away from the moment we arrived and walked up the path of jasmines to sitting in the spa when it cooled off and watching the fireflies and listening to the bells ringing from the local monastery and churches. It was perfect for two people. You will need to be able to cope with a fairly tight drive in! And another word of advice is make sure you have some bug spray as it’s located in an area of rich agriculture and as such the mosquitos are about not awful but they are there.

Wonderful, peaceful, quiet beautiful views, etc

Magdalena’s Airbnb was beautiful, it felt like it belonged in a movie! She was great from the moment we booked, giving us lots of recommendations for the area. Her house is a main floor, a basement, and a loft. The loft is nice with 2 single beds and a walk in bathroom with what looked like a new shower. The main floor is a dinning room with plenty of room and a comfortable couch. Then you walk into the kitchen which has everything you could possibly need! After walking through the kitchen there are stairs to go into the basement. Those stairs are steep however, there are double doors that lead into the bedroom in the basement so you don’t have to use them. The basement is very nice as well with a laundry room and another bathroom with a shower. There is AC in every room however, the downstairs stays cool enough that you don’t really need it. There is a washer for use if you pay 5 euros, we used it once and it worked well. This was a 10/10 stay for us! Book it, you won’t regret it!

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.

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

The property was beautiful amd loved the scenery and friendly animals such as the donkeys and horse which greeted us each night. Serena and Mario were exellent hosts and made us feel at home at welcomed. We enjoyed a home cooked dinner with a view and breakfast. Very comfortable rustic farmhouse accomodations. Highly recommend and would love to go back as it is close to all in Tuscany.

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 in person than in the photos. Price / performance definitely fits and all in all it was a very nice holiday !

Amazing place to relax and enjoy life. Large pool with lounge chairs, perfect outdoor seating at the each unit and a large common covered area too, Shoot a few hoops or play ping pong. Nice laundry machine with soap to reduce your suitcase size. Oh, I couldn’t believe how nice all the landscaping was perfectly manicured. Very well kept place with so much character.

Because of the gorgeous remoteness, it took us some time to locate the entrance gate, but then we entered heaven. The place is captivating in so many ways - the historic stone structure, the entrancing views, the homey & artistic decor. It was like visiting a friend and being welcomed into a warm family retreat. Prepare to cocoon as there is no nearby store and few restaurant options. The roads were in poor condition due to recent severe storms, so it was an adventure to make our way in the evening to Castellina for dinner and back . The road in the opposite direction toward Radda was completely closed! But I loved our short stay and will dream of returning.

BOOK THIS PLACE. I cannot express this enough. This beautiful place offers a true sense of peace, spectacular beauty, a fairytale like garden to walk about in the mornings with your coffee (that they provide in your kitchen), a gorgeous heated pool, a massive tennis court, extremely kind hosts, an adorable little outdoor covered area to do your laundry, and so SO SO much more. This place will transport you. You will actually feel like you’re living in a fairytale. A Tuscany fairytale. I choked and teared up on our last day because I was already missing it. It is everything you’re hoping for. I promise.

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.

Fantastic place - 1000 characters are too few to describe everything! The apartments are arranged in a way that no one disturbs each other. All around, there's silence and tranquility. The house is an excellent base for both longer and shorter trips. The pool on hot days allowed us to catch our breath after sightseeing. The kitchen is decently equipped. The hosts are incredibly friendly, and their professionalism is evident. We felt taken care of every day. The complete set of information received before arrival made planning our stay much easier. Plus, we had good ongoing communication. All of Sabina's recommendations were useful for us. If they organize a walk around the area, we definitely recommend participating 😊 Not far from the house is a well-stocked Gala grocery store. In the town of Tavernelle, you can find great ice cream and a pastry shop, and on selected days, you can buy vegetables at the market. After these holidays, Umbria has gained a special place in our hearts.

Our stay was wonderful. The location is stunning, set in the hills away from it all with an amazing view. The property is simple and authentic.

Practically perfect in every way - no faults to find at all 😃

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

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!

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.