Family-friendly vacation rentals in Montepulciano

Words can’t describe how perfect this beautiful property is until you step foot on it. Most gracious and kind host ever. Highly recommend this cottage to anyone looking to stay in wine country. Miss the kittys too. Thank you so much for everything.

Nice place to stay if you like to combine nature and city. The area is beautiful! And Carlotta's place has everything you need, has a lot of place, is super clean and has a nice terras 👍🏻

We had an amazing weekend. The place was very very beautiful, clean, had all the necessary facilities. The hosts were very responsive and helpful, we asked them for something at around 10pm and they provided immediately. The hot jacuzzi is an added bonus to that magnificent view. Will definitely be back

Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.

Pictures don’t do the property and spectacular view justice. We had an amazing family holiday, our host couldn’t have been more accommodating, even leaving us kind gifts. Location was perfect (close enough to town and the airport but feeling secluded), having a bathroom each was great, and again that view was stunning. It all made for a perfect family trip :)

A truly relaxing stay in a really private , secluded setting with lovely views. Kate & Riccardo are amazing hosts, very proactive, knowledgeable and great people. The other reviews are spot on. If you’re seeking an authentic Tuscan countryside experience, that also comes with fantastic hosts, this is the perfect place. Easy day trips to many villages, like Pitigliano, Orvieto, & Lake Bolsena. You may also choose to just hang out all day at this magical property .

Very nice and clean appartment in a very quiet area. Only Met Gaston shortly since we were out all day visiting Tuscany with friends, But he was very Friendly. Will definitely come back

We were welcomed by Edy, who was very kind at all times and even took the time to give us recommendations for restaurants near the Airbnb. We were also greeted with a bottle of wine, which we thought was an amazing touch. The place was very cozy and clean, 10/10. Thank you so much for everything, Edy & Giuseppe — we had an incredible time. Ximena & Eduardo

Very nice apartment, very helpful host, great place to enjoy your time in Pienza :-)

Great accomodation with nice bathroom and comfy bed. Listing is in a quiet and peaceful part of Oltrarno. Stefania, our host, was warm and wonderful. Bravissima!

This was one of my greatest Airbnb experiences ever. Clara was so kind and helpful. She even drove me to meet her son and see his amazing sheepdog training farm. The room was centrally located near the main square in Cortona and is well laid out. There is an elevator which I appreciated. The town is a gem. I have visited Tuscany for over 25 years and this is the loveliest, most picturesque town of any I have seen. I will definitely be back.

This is one of the most beautiful places I have stayed at with my family. The house is neat, very well organized, clear instructions, super comfortable. I highly recommend Barbara’s place and I would love to be back with my family to enjoy it even further.

We had an amazing week here! The surroundings were absolutely beautiful and our little cottage was super cosy and peaceful. Giulia welcomed us personally and gave us lots of great recommendations for things to do in the area which we really appreciated. Her sister Elisa was also really friendly and helpful. We would love to come back and stay here! It’s a great base for exploring Tuscany and a fantastic place to relax. Thanks so much!

Perfect location - could not select a more beautiful setting. Il Paluffo manages to feel luxurious and green as well as rustic with modern comforts all at the same time. The location is stunning - pictures do not do it justice. Il Paluffo is tastefully decorated, intimate with lots of amenities, and unique offerings. There was a cooking class offered while we were there! This is a truly unique and magical place, the perfect Tuscany experience.

We loved stating here. Norma and her family are all incredibly nice. We didn’t get to use the pool much because of the weather, but overall we had a great time. Perfect for relaxing.

The only thing I could say negative is the lack of lighting for the kitchen and dining room. For the rest everything is perfect if you like the countryside decor:-)

Words can’t describe how beautiful this little restored village is - if you are seeking for a tasteful arranged place where you are all by yourself, surrounded by pure nature and a few other guests (that respect your privacy) this is where you should go. Highly recommended!!

Wonderful place in calm and tranquil area! The house, pool and garden are beautiful, a real Tuscany dream! The house is rented out via an agency, that manages all the practicalities before arrival, but the hosts live close by and were extremely welcoming! They don't speak English very well, but we managed very well with signs and Google translate. They met us at the house with a platter of local snacks, wine and juice. Inside the house was fresh fruit and their own white wine, honey, olive oil etc. They visited twice during our stay to clean the pool and both times left us presents, the first time a basket of fresh vegetables and eggs, the second time a selection of cakes. When we had trouble with a missing pizzaspade, they came right away. The communication was easy and quick. In conclusion: a completely wonderful stay in the most beautiful surroundings and with the nicest and friendliest hosts! If we ever get the chance, we will most certainly come back!

We had a very nice, relaxing stay on Bellavista. Angela and her father were extremely welcoming. We were supplied with our own wine, homemade luggage and farm fruits. Staying on Bellavista was definitely worth it and we'll be in the area again at some point, we'll be back! Wehrli family

Beautiful, clean and equipped with every comfort! Three apartments with independent entrances in a spectacular place with breathtaking views nestled in a very nice garden. Everything is taken care of in the smallest details. Newly remade pool, not very large but very nice and collected to share with the people you go on vacation with. Especially suitable for large groups of friends/family to enjoy a dreamy relaxation.

A truly beautiful and peaceful place! The house is a charming and spacious Tuscan villa surrounded by lovely green areas and a great pool, perfect for relaxing. It’s also an excellent base to explore nearby towns like Montepulciano, Pienza, and others in the region. We wish we could have stayed longer. Highly recommended!

For our family vacation, three couples and a 1-year old, the place was perfect. The ability to spend the heat of the day in the huge pool or inside the refreshing lodging made the stay excellent. The place is close to groceries, pharmaceuticals, restaurants, local sites, cities, etc. Ken was always responsive to whatever issue we brought up and his quick replies were greatly appreciated.

This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!

Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!