Smoking-friendly holiday rentals in San Gimignano

We really enjoyed our stay at Cossimo’s. He and Francesca were so welcoming and kind. They answered every question we had and were even kind enough to let us check in a bit early- so so appreciated because we hadn’t slept in nearly 30 hours. Highly recommend!

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.

Beautiful location for an airbnb in a beautiful city. A stones throw from piazza del campo and the rest of the center of the city. Terrace outside is also a beautiful spot to enjoy a morning coffee or relax before going to sleep. AC worked great, would highly recommend this location.

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!

Monia’s place was very walkable to the train station. Just 5-6 mins away. The home was huge, beautiful and very clean with a beautiful and big balcony. A supermarket was also within 5 minutes distance to buy groceries and also a nice gelato place enroute the train station. Bathroom and kitchen had all the amenities just like a home would and probably more than we needed. Monia was also kind to let us check in a bit earlier as we arrived before the check in time. Check out instructions were clear too. Overall, value for money for the lovely house.

LOVELY, Spacious, Clean home with a beautiful view of the duomo. We loved our stay at Mary + Gio’s. Plenty of room to spread out, good size bathroom + shower. Fully stocked kitchen. The wash machine worked great! The fridge was very clean + lots of room. Comfortable bed. A pull out couch if you need it. We were here in June when it’s hot and the air conditioning worked perfectly. Mary + Gio gave us great recommendations for booking things in advance which was a life saver- we didn’t have to wait in any lines. They communicated up to our arrival with quick responses. Met us upon arrival to show us how everything works + share info about the area. He also carried all our luggage up the stairs which was really nice. It was walking distance to everything. It took 14 minutes to walk from train station to home. Me + my daughter were here and felt very safe in the home + walking around in the evening. If we come back we will stay here! Thank you both for sharing your home with us!

Veronica and her team create a great place to stay. The grounds are beautiful, a true Tuscan experience. The home itself is comfortable. The pool is a few steps away and is clean and a of a good size. I highly recommend!

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.

Lucrezia was so so lovely and incredibly helpful, an amazing host who went above and beyond to help myself and my friends with anything we needed, we would love to come back and enjoy this beautiful place again ❤️

Beautiful home near all the attractions! Close enough to walk, far enough away from the hustle and bustle. The jasmine plant made the courtyard smell so beautiful! Giulia was a fantastic hostess, friendly and helpful. A true pleasure!

very nice hospitality. very nice spacious apartment very good bedding pretty villages vehicle essential very nice stay

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.

We had a wonderful time, felt very comfortable and enjoyed the beautiful view. Cristiano and Barbara are great hosts! Thank you so much ! We will be happy to come back. 😊

Amazing location and responsive host. Incredible pool with an outstanding view. House, especially the Kitchen, was well well stocked with amenities needed. Highly recommended!

We had a great stay at Lorenzo and Francesca's, in a small peaceful village where the locals are friendly. The accommodation is atypical with all the appropriate comforts. A change of scenery is guaranteed, with a magnificent sunset and a region with sublime landscapes... Thanks to Francesca and Lorenzo for their good advice. If you like authenticity and tranquility, then don't hesitate...

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!

A wonderful place to stay - unique artwork, spotless, excellent AC in each room, great and friendly communication, and close to the train station for an enjoyable ride to Florence! Would highly recommend!

Carla was lovely to stay!

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

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.

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.