Apartment vacation 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!

Anna was one of the kindest hosts we have ever had the pleasure of meeting. She picked us up from the free parking lot so we wouldn’t have to walk uphill with our bags, helped us to the apartment, and provided recommendations for local activities and restaurants. The apartment itself was spotless and had the most beautiful view of the valley below. It is right down the street from the main piazza and was steps away from great restaurants. I would stay here again in a heartbeat!

A lovely apartment right in the center of Montepulciano! It's quiet and has a great view from all of the windows. Delicious restaurant options on your doorstep too. I will stay here again when I come back.

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. .

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!

Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

The hosts were very kind and stayed up to let us in after we were late from travel troubles. The place itself was very clean, although I would like to point out a couple of things. Make sure to read the description of the place as you will find that this is not an actual apartment but instead a renovated top floor in the in the villa of the host. In addition, the ceilings are much shorter than they appeared in the pictures with a large percentage of the room being under 1.5m. But if shorter ceilings don't bother you then this is the place for you.

Lucio the host was very friendly, easy to communicate and accommodated all of our needs. He recommended us great places to eat, drink and points of interest to visit. If we ever needed anything, he was so quick to respond. I would definitely recommend this apartment to anyone who visits. Everything is walking distance. Thank you Lucio for your wonderful hospitality.

This is a fantastic apartment. Perfect for two couples. Luciana and Fabio are very friendly and welcoming people. The apartment is very well-equipped and furnished. It is in a great location, close to the fortress and several highly recommended restaurants. We've been there twice and we'll do it again.

AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

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.

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.

This a fabulous place just outside the old town of Montepulciano. Very peaceful and has a good space outside to chill. We generally took the car to go to Montepulciano and Giorgio guided us with some free parking tricks as well..

Very accommodating and beautiful place.

Elias was an exceptional host! Fantastic recommendations on the area and restaurants. His space was more than expected. Stylish , modern and spacious. So handy having two large bathrooms with 2 couples. The neighbourhood was truly perfect, historic area in walking distance, gelato & cappuccino was right across the street, grocery store around the corner, steak house next door and the best… Linda’s pizza!!! Enjoyed super reasonable meals with excellent service. Even bumped into Linda at the gelato place in the evening and were greeted warmly! What a welcoming friendly neighbourhood. Hands down our best Airbnb experience in Italy! ❤️

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.

Superb spot close to river. Bed is confortable. Yes, stairs could be a challenge for some only it is clearly stated. At the end of the day, it’s alright!

After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

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.

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.

Martina's place was a great rental in central Florence. Close enough to walk to major landmarks and the central train station. The place has everything you need and more. We were met by Martina and her friendly dog on arrival. She is very friendly and hospitable and took her time to show us her home and give us lots of information on the area and suggestions. I would recommend this rental to everyone!