Smoking friendly holiday rentals in Montalcino

Cinzia’s place was a wonderful little apartment. It had everything you could need and more for a short visit. We were able to get help finding a driver to the winery nearby, and she was very accommodating despite having an unforeseen issue with her shower due to her last guest before us. Besides that it was a great place very scenic and close to Florence. Would recommend to anyone looking to see the winery nearby or visit Florence.

Alessandro’s place is the real deal—a true penthouse! In the U.S., “penthouse” sometimes just means top floor, but here it means an apartment with two massive sliding glass doors that open onto a spacious private terrace. We spent afternoons soaking up the sun and evenings relaxing outside after dinner as Florence cooled down—it was perfect. The location is also super convenient, right next to a tram stop that's only three stops from the city center. We had a wonderful time in Florence and would absolutely stay here again!

For check-in, we had to meet the hostess on site. The time arrangement was totally uncomplicated. After a short briefing, we immediately felt comfortable. The view from the balcony of San Gimignano was beautiful. The apartment is completely sufficient and beautifully furnished. The hostess organized a parking ticket for us, so we parked much cheaper. We would stay there again at any time.

Great place! We loved it!

Incredibly beautiful place, we want to come back here! The accommodation overlooks the hills and the beautiful landscape from the windows.

Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.

The stay at Paola's house was very good. The location is perfect because it is close to different places in Tuscany. It has an incredible view and Paola was very kind giving us recommendations about the area.

We have had a fabulous 5 days. Ivana greeted us warmly and by the time we left we felt that we were leaving a friend. It was an easy walk into the town centre and supermarket. Nice coffee and pastries 2 mins walk away at the Esso and pizza a few more mins away. We loved the garden to sit in. Many thanks Ivana for our stay and for the fantastic communication Letizia.

Our stay at Piero’s home was the highlight of our family’s three week Italy trip! It is one of the most beautiful homes we have stayed at and the spectacular vineyards, gardens, and pool really added something special. We plan to definitely return/stay again! Thank you Piero for sharing your special home!

Hands down our favorite part of our two weeks in Italy! Casa Al Poggio was our Tuscan home away from home. We went and did all the things… Florence, Cinque Terre, San Gimignano, Montepulciano, etc. But coming “home” to this place was the best. So peaceful and picturesque looking across the valley at the Badia Di Passignano. We cooked many meals in the well stocked kitchen and my husband loved the rustic BBQ. Fresh herbs in the garden and the smell of jasmine blooming on the patio. Book yourself extra time here…you won’t want to leave! Emanuele & Tamara are the kindest people. Take them up on all of their restaurant recommendations. Everyone one was a hit! We can’t wait to go back.

A wonderful peaceful place in Tuscany. Spent most of our evenings out on the balcony, admiring the beautiful view. Home was well appointed and comfortable inside, and the host was very responsive to any questions or issues. Radda was also lovely, with good food, wine and a local tap room with interesting options! Would strongly recommend a stay here.

A beautiful stay in Tuscany perfect for relaxing on the property and visiting towns.

Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always received good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he could move freely. We would come back. It was an incredibly beautiful time!

Norma was an absolute treasure, and her home and family were lovely. The property sits overlooking a lovely castle and a beautiful church with great views on the other side. The property has a great pool with plenty of privacy or interaction with the family, I only wish I spoke more Italian to be able to sit and chat with her lovely in-laws! Norma offered great recommendations for day trips, and overall the local area was great to explore. My only advice would be the usual: rent a smaller car to make life easier! Sitting on the patio overlooking the castle, with a glass of wine, is a memory we will never forget, and is highly recommended. Whether during the day or after the sun has gone down and the fireflies comes out (weather permitting) it's a Tuscan treat you won't want to miss. We truly felt like a part of the family and would love to return to her home the next time we come back. Truly a wonderful experience!

We thoroughly enjoyed our stay at Daniele’s place. This was our favourite place during our trip around Italy, I wish we could have stayed longer. The villa is super peaceful in gorgeous surroundings. Carmine and Gioia were super co-hosts and very welcoming to us. The villa was spotless and beautifully decorated and had everything we needed. Although it was out of the city, getting into the city was walkable or a short bus ride away. We would love to come back to stay for longer, thank you Daniele.

We truly enjoyed staying in Catherine’s place. It was the perfect spot after being in Rome for a week. Her hospitality, peaceful days and the Tuscan landscape were just what we needed! Catherine was also so helpful at recommending things to do in the area, and we enjoyed them all! We hope to be back to her place one day!

The apartment is right in the centre of town. It doesn’t matter whether you turn left or right out of the building - you’ll be deep into the historic centre and surrounded by bars and restaurants!! The terrace is an absolute joy - awesome views of the surrounds and a great sunshine trap. Perfect for coffee in the morning as you catchup on emails, and even better in the evening with a glass of wine to watch the sunset.

Carla was lovely to stay!

The apartment was great and met all my expectations! It was very clean and comfortable. The location is perfect — close to the city center and just a short walk from charming streets ideal for walking and exploring. The host provided all the information we needed, which made our stay smooth and easy. I would definitely recommend this place and would love to stay here again.

Benedetta is an amazing and gracious host, the property was easy to locate and the room was beautiful, absolutely amazing Tuscan style with beautiful views and a private pool. She also recommended us a restaurant for dinner and that was one of the beat meals we had in Italy! 100% recommend

Mirkos place is by far the standout for our trip in Italy. The view is just stunning and his placve has a very olde worlde Italian feel. Fits perfectly with the Siena vibe. Thank you Mirko!

Francesca is a present and delicious guest as well as her apartment: fresh flowers upon our arrival, small attention and great availability. In short, everything is perfect for those who want to get away and immerse themselves in nature!

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!

I had a lovely stay at Diana’s place in Florence for a month. The location was perfect, the flat lovely, and she was a brilliant host.