Condo vacation rentals in Montalcino

Staying at this accommodation was the highlight of our trip. The apartment and landscape are stunning. The only point of improvement is the Wi-Fi, which does not work in many parts of the room, the rest is perfect.

Everything was great. Arezzo was convenient to Florence by train and Siena by car. Loft was as described, very comfortable. Well equipped. Fabio was very responsive to my questions prior to the stay. Arezzo is a nice town for restaurants and just walking around. Very easy walk to the train station. One thing to keep in mind - not a negative but be aware. The loft is located on a hill in Arezzo. Lots of hilly walking back to the loft. Very walkable and doable, but if you have mobility issues just be aware.

We had a great time, really, the accommodation was special and romantic. The area allowed us to take walks and taste local wines.

Cristina and Paola are absolutely lovely hosts and could not have done more to make us feel welcome. Communication was easy and they were always responsive including proactively letting us know about things going on in the surrounding area. They have big hearts as hosts and showed incredible generosity and concern for us as their guests. It felt more like being hosted by friends than a business transaction. Their apartment was perfect for feeling like a home away from home where we could relax and feel completely comfortable. Oh, and so easy to drop by Montelcino and other nearby places. We highly recommend them!

Luca is an amazing host! He is super friendly and responsive. His apartment is in a very good and peaceful place. The view is just amazing. Highly recommended!

Great place, very cosy with the Tuscan vibes. No issue checking in, Nicolo is a great communicator. Amazing views of rolling Tuscany hills only minutes from the doorstep, which is right near the centre of Pienza!

What a fantastic property. Simona was great in offering recommendations in the area. The property itself is very modern and clean and in a great location to walk to many restaurants and the sites to see in Florence. Would definitely like to go back again. Recommend staying here.

Lesley's accommodation is quiet, clean, spacious and well-equipped with all the necessities. Around the house, we loved the nearby hiking and restaurants in the nearby villages. Lesley was flexible with our late arrival and made sure everything went smoothly during the stay. A good place not to be missed when visiting Tuscany!

Excellent apartment with everything we needed and a little more. Great location, Leonardo answered questions right away. Our stay at Leonardo and Sara's apartment was perfect

What a wonderful stay! This is my favorite neighborhood in Florence - still central enough to walk everywhere, but removed from the glut of the tourists near the very center, a mix of lively and calm. Literally everything you would want in a less than 5 minute walking radius. The apartment itself is spacious (more so than even the pictures depict!), extremely clean, inviting, a joy to spend quiet time in, and has everything and more that you would need for a stay in the city. Aida is expeditiously responsive and helpful for anything you would need, check in was flexible and as easy as it comes! It's all positives with this place, I would recommend to everyone that comes to Florence! :)

We loved this space and when we come to Florence again we will most definitely book here. It was a cool, quiet oasis on the beautiful relaxing side of the Arno. The location was perfect with an easy walk to all the sites but also so quiet and peaceful. We loved the kitchen and cooked multiple days and sat on the sweet patio and enjoyed the local wine. The space was clean and cool and the layout was perfect for 2 people. There’s also a couch bed if another person or one or two children were there. Our hosts were so accommodating and friendly! We have so much love for this special spot in Florence.

I enjoyed my stay at Dan's apartment. It was large (even more so when you factor in the adjacent terrace), beautifully furnished and well stocked. Appreciated the dishwasher and clothes washer. Having a second bathroom was an extra perk. Only slight downside was the walk into the center of town (25 min to the Ufizzi) as it rained nearly every day during my weeklong stay -- I imagine on dry/temperate days it's a pleasant walk along the river. Overall I would gladly stay again.

A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise doable if you drive slowly. But it's also totally quiet there. The cottage is nicely furnished. Everything important was available and Alessandro even greeted us with a bottle of wine. The bed and pillows are extremely comfortable. Somewhat disturbing is the squeaky gas heater and the fact that the water temperature in the shower fluctuated quite a bit. Maybe it can still be repaired. But that's whining at a high level. All in all, a great place to stay with a very nice and accommodating host.

We had a wonderful stay, we even decided to extend! Francesca was lovely and super helpful, she gave us lots of recommendations for the area as well as the rest of our trip. She even helped us book a place at restaurants in the area. The kitchen was great for making breakfast in the morning. We felt right at home and had a great stay!

Lovely stay in Tuscany! Patrizia had started a warming fire going for us in the fireplace upon arrival, as the weather was chilly and rainy. The house was very cozy, artistically decorated, and well appointed -- it made us feel very much at home away from home. Gorgeous views of Tuscany from the bedroom windows, and a well cared for garden which had lemons, rosemary, basil and many flowering plants. Patrizia was the absolute best hostess and provided for all our needs during our stay. There was plenty of room for everybody in the house, and there was even a lovely little kitchen which was fully stocked (salt, pepper, spices, coffee, milk, and more!). Note there is not an oven, but we were able to cook breakfast every day, and even a few dinner meals for our small group in the mini kitchen (there is a mini fridge which fit a lot of perishable food for its size!, and a small induction stove top). Thank you for the perfect stay!

Asso's Place was the perfect home for our family in Florence!  The most luxurious Air BnB we've found to date - with original paintings, a generous supply of records, DVDs, and books galore.  The Duomo felt so close that we could reach out the window and touch it. The location was walking distance from all the major attractions and excellent restaurants. Piero and Raffaela were perfect hosts, reaching out to us with information about restaurants, shopping, and sites to visit, and answering every question quickly. Raffaella greeted us in person and pointed out important features of the apartment.  All of our needs were met to perfection.

Lovely stay in this rural location. Comfortable, scenic, friendly hosts! Nice pool!! Clean and everything we needed! Massimo made us feel as comfortable as possible down to the details!! We loved Iris the dog too (and we think she loved us!) Recommend the meal which helped make my wife’s birthday very special.

Had an amazing time with Sara & Simone - truly the best hosts we've come across. The place was fantastic, amazing views by the pool, great room, clean and all the amenities needed are available. Sara & Simone are great hosts, they made us breakfast one day which was amazing, fresh organic food with the best view. And all their local recommendations and reservations made our trip in Tuscany much nicer. Can't wait to come back again 👌

Such a beautiful, peaceful place to spend a few days! It was central to many tours and activities, great for exploring! Luca was a wonderful host and ensured we were happy and had everything we needed. The restaurant was great! I can’t think of anything that would have made our stay better! Completely exceeded our expectations!

A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.

We had an amazing time at Alberto & Laura's. The place was quiet, spacious, exactly like in the pictures. On arrival we were welcomed by our hosts and got some great recommendations on what to do in the area. They even shared some homemade food with us, which was so good and thoughtful. Also, the swimming pool and outside space we could use was amazing and private. Would definitely go back again, 10/10!

Amazing place !! It really worth !

Anna was a fantastic host, who treated us with the upmost respect and kindness. While her place is a bit difficult to find at first, once you're there, you're in one of the most beautiful scenes we've seen during our time in Italy. Also, it was close enough that we were still early able to travel into Florence each day we were there. Anna was so nice in providing us with breakfast each morning, which included apricot jam from her fruit trees and homemade bread. We would recommend this spot for anyone looking for a quiet place to stay outside of the busy city.

I stayed at this place for 4 nights with my partner at the beginning of June 2025. It was so homely, very tidy and clean, with lots of amenities and the host was very welcoming. The views were incredible. We had a car which made visiting other places super convenient. We definitely recommend and would love to come back one day!