Holiday rentals in Montepulciano

Our stay in Montebenichi was almost indescribable. Having been to Tuscany before, this time was pure magic. The flat is within the compound of a 12th century fortress village that is mostly inhabited by residents. Tommaso had stocked the kitchen with plenty of coffee, milk, water, juices, snacks and his grandmother's amazing Limoncello! The pool area has the most incredible view with an outdoor kitchen where Tommaso arranged for us to have a traditional Tuscan cooking class. He also made reservations for us at the village Michelin-rated restaurant that is just steps from the flat. One of our favorite things was hearing the wolves of Tuscany howl in the distance - no need to be afraid - it was pure magic. We saw very few tourists which made the experience even better. Moreover, Tommaso was THE BEST HOST we have ever had while staying at an Airbnb. His dedication to ensuring the perfect stay for us was truly a standout. We can not say enough good things about our stay!

Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.

Wow! What a great place. Great Stuff -The views. Coffee on upstairs and downstairs terrace in the morning. Wine and sunset at night. Gorgeous! -The location and short walk to amazing historical center -Wine cellar tour -The downstairs windows -The terraces -The kitchen -So charming! -Very clean Challenges -Figuring out dropoff and parking was trickier than I expected. Apple Maps showed a road that didn't fully exist. I should have read our host's messages vs Airbnb site info. So focus on this to save walking when you get there. :) Once we figured it out...no problem. -We knew there wasn't AC...but we didn't know we were going to visit during a heat wave. (94 F every day) So we used fans and took multiple showers. Still amazing. Overall....we loved it !

My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

Max’s place is beautiful like a dream. The accommodation is tastefully furnished with Tuscan charm. The interior is equipped with high quality cooking utensils and tablewares in the kitchen, comfortable bed, and sparkling clean bathroom. We enjoyed marveling at the beautiful wooden beam ceiling and terracotta tile floor. The exterior is elegant, well maintained, and exudes a pride in the care-taking of the property. Max and his wife Pamela were genuinely kind and helpful, and we enjoyed every interaction with them. It felt like talking with family. The location is convenient to explore central Tuscany. We made many day trips from Podere Il Belvedere su Cortona. Every time coming back to Max’s place felt like coming home!

This casa is an absolutely spectacular place to stay when in Tuscany - I was amazed by the photos, but in real life the place is somehow even more beautiful and scenic! The hosting is absolutely faultless - we were made to feel right at home immediately with homemade treats, and every arrangement we needed was made super smoothly. Utterly perfect - this was our first introduction to Tuscany and we will remember it forever!

The place was a 10/10! We felt incredibly comfortable, the communication was great and very friendly. We would 100% recommend it. We were able to relax a lot, it was very clean and the kitchen was perfectly equipped. Thank you for everything!

The apartment was in a great location. Sunsets have been etched in the retina forever :) What a great view! Easy to walk to all the restaurants and other attractions in Montepulciano.