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.

Dreamy and beautiful place! You can't ask for better. A breathtaking view, nothing is missing inside, comfortable bed, etc. Not to mention Elena's warm welcome and the good wine 🍷 she left us as well as a large bottle of water.

This place is truly a 10/10. I’ve stayed at dozens of BNBs over this year and I have to say that this is one of my absolute favorites. Every detail, from the decor to the cleanliness to the nature to the spaciousness, is phenomenal. I cannot recommend this place highly enough! One thing to keep in mind is that it’s nestled quite far into the mountains so whenever we went on day trips like to Pienza or Pitigliano, it was always around an hour drive or more.

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.

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 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 :)

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.

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.

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 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.

There are so many great things to say about Laura’s villa in Tuscany, it’s hard to know where to begin. The house is so beautifully designed and decorated. The area is spectacular, remote and peaceful but just 30 minutes from the heart of Siena. It was the perfect space for our family of 4. We enjoyed meals on the private patio as well as lounging by the shared pool. The air conditioning worked really well although we didn’t always need it with the cool Tuscan evening breeze. We took day trips to a nearby vineyard and an olive grove, and always looked forward to coming back to the house to enjoy both the lovely interior and incredible vistas and sunsets. I would recommend Laura’s place to anyone looking for an idyllic and comfortable Tuscan retreat!

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.

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

We had the privilege of staying a month in this beautiful stone house nestled in a forest with outstanding views of the Umbria hills and the medieval village of Rotecastello. Tranquility itself taking long walks in the woods with the birds chirping throughout the day. The house is centrally located to quaint local villages such as Orvieto, Assisi, Spoleto as well as many others. Florence is only a 2 hour drive. The town of Marciano is a few kilometres away with all the amenities needed to make delicious meals at home and if you like fish, on Tuesdays and Thursdays the truck in the centre of town is excellent as is the homestead pasta shop. Gabriele and Valeria, a sophisticated couple who show their dedication to their guest from the interior cleanliness and decor to the gorgeous flowers surrounding the house. Very welcoming couple always with a smile, yet still honouring your privacy. Arturo, their dog is an absolute joy. This is a 100% recommendation all around!