Apartment holiday rentals in Montepulciano

5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

The host was very attentive, responded very quickly and was very willing to help you with whatever you need. The location was excellent, when you left the building you found a beautiful viewpoint, which I recommend visiting both at sunrise and sunset. The apartment was spotless and well-equipped. In addition, Montepulciano is a beautiful place that allows you to walk everywhere. Highly recommended, if I could live here, I would. Thanks Luca!

Great location! Centrally located near Piazza Grande. Steps away from shopping, restaurants, and incredible views of the countryside. Apartment was very comfortable. Perfect for a solo traveler. Updated bathroom and shower was great. Overall, the entire apartment was clean and well appointed. Elias was awesome. Incredibly responsive and helpful. Provided several recommendations of things to do within Montepulciano but also gave insights on other nearby towns. He texted me a few times during my stay to see how I was doing and if I needed anything. Very gracious. Overall great experience.

We loved our stay at Marco’s. The cottage, pool, location were wonderful and the views amazing. Perfect way to end our vacation. Very thoughtful with snacks and drinks provided. .

I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.

Staying at this apartment was truly magical. Every time I looked out the window or stepped onto the balcony, I was left in awe. The views were absolutely breathtaking, and the town of Montepulciano was every bit as beautiful—charming, historic, and full of character. Leaving was the hardest part, and I’m already counting down the days until I can return. From the incredible local restaurants to the stunning wineries nestled in the Tuscan hills, every moment felt like a dream. Photos simply can’t capture the beauty—you have to experience it for yourself.

This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.

Spacious place in an amazing quiet old medieval town. Spectacular view off the little balcony. Highly recommend!

We had such a wonderful six days at this beautiful place. It was comfortable and one of the most picturesque properties we’ve stayed at in a long time. We fully enjoyed the barbecue area, walking the trails, and all of the special views from our room. Nico and Elena were such gracious and lovely hosts - we appreciated such wonderful hospitality.

We had an unforgettable time here - the nature as well as the facility itself are beautiful, a bit rustic with a few renovations, about which Ana can tell a lot. You can spread out on the grounds, have enough privacy if desired and can watch the most beautiful sunsets. The pool between the olive trees is also fantastic. From here, we were able to visit some cities such as Florence and Siena, and here, too, Ana had great tips for suitable restaurants. We will be happy to come back!

We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.

This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

Dorita is a Super Host, she is the sweetest & kindest person. She went above and beyond to help us with our luggage since we arrived early before check-in. She met us at the beautiful property and explained everything we needed to know and gave us great recommendations for things to do and delicious restaurants. The apartment was absolutely beautiful, a Tuscany charm with a private terrace that had beautiful views. The beds were very comfortable and the bathrooms were large. She was always there for us when we had a question and responded immediately she even found us a taxi to take us to the train station. This property is quite a charm, and we loved it. You can walk right out the front door and be in the beautiful city with lots of shops and Restaurants and taking in the beautiful views of the city. We highly recommend this beautiful property and Dorita. When we return to Italy, we would stay here again.

Wow! What a great place. Francy is a wonderful host. She went above and beyond to help us make our time in Montepulciano comfortable and memorable. This remodeled gem in the heart of Montepulciano was created in a very thoughtful way. Two separate bedroom suites with view, great air conditioning, comfortable beds. And the kicker is the upstairs roof-top balcony with breath taking views over the town and beautiful countryside. Well done Francesca! Thank you!

We loved this charming country property, the pool and stunning sunset!

Kindest host! Beautiful view of the tuscan landscape

Beautiful place that immediately charmed us, with splendid views of the Tuscan and Siena that makes us dream. The welcome was warm and everything was very beautiful and very clean. We will be back!

Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!

Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

Excellent location and comfortable stay. Thanks to Alessandro for assisting me with the check-in.

Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Great place, good location, with secure place for the car

We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.