Pet-friendly vacation rentals in Poggibonsi

This Airbnb was, without a doubt, the best my wife & I have ever stayed at. The house was spotless, cozy, & perfectly located with breathtaking views of Tuscany—but what truly made it unforgettable was Riccardo & his amazing family. From the moment we arrived, Riccardo went above & beyond to make us feel at home. When our rental car plans fell through, he stepped in without hesitation, becoming our personal driver. He took us grocery shopping, showed us around Chianti, & even drove us to Florence twice. Riccardo was always responsive, kind, & genuinely cared about our experience. We didn’t just find a beautiful place to stay—we found warmth, hospitality, & a real connection that made us feel like family. This stay was worth every dollar & more. A true home away from home. If we ever return to Tuscany, it will definitely be with Riccardo.

We loved our stay in this beautiful vacation home, perfectly located in the peaceful Tuscan countryside. Sandra is a very attentive host, she was always available for any questions and proactively communicated making the check in process very easy. The house is well appointed. I would like to point out though that only one of the bedrooms has total privacy as the other two bedrooms can only be closed off by a curtain. This contributed to its charm as a lot of the old features of the house were preserved, and wasn't a problem for us. We definitely would come back. Thank you Sandra.

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.

This was a perfect place to stay in San Gimignano. Take recommendations given for parking, and you should have no trouble finding a spot. The apartment is a perfect distance from the busy historic center of San Gimignano, but also slightly removed to provide some space. This is a great place to 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 thoroughly enjoyed the stay. Everything was very clean. Such a great environment. We traveled with a 1-year-old child and were very warmly received. For my daughter, there were many toys, a crawling blanket, baby bed and high chair. The small playground was also impressive. Our highlight was the great sunset and of course the most beautiful pool we have experienced so far. We can only recommend it!

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 got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!

This house is so beautiful. It is at the bottom of town.. if you drive it’s perfect because you can park near the house, cute coffee shop and free parking if you get lucky! View is so beautiful both from the house and walking into town. I’m really happy with location and house. He was very helpful and responsive. Would stay again!

We spend here 4 nights with our dog and felt right at home. I love nature and I love to cook and the kitchen being small has everything and a window on the Tuscan landscape, Considering we were not lucky with the weather Antonio gave us a few great tips what to do and we had an amazing time! Also special shoutout to sweet Tilda ❤️ we miss her already John Olya Floyd

This was an incredible and relaxing getaway—we honestly wish we had stayed longer. The tower is just as magical as the photos, and the views, olive grove, and pool were even better than expected. The surrounding town is darling and quiet, with just a couple of small restaurants and markets, which made it feel like a true escape. Luca was kind and responsive throughout our stay. Just a few things to note: there are a lot of stairs, and you’ll want a smaller car to navigate the narrow roads leading up to the tower. It’s a real castle, so it’s older and rustic—but full of charm and clearly loved. The only downside was that the hot tub on the roof no longer works, which was a bit of a letdown. Still, we absolutely loved our time here and would highly recommend it.

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.

Giulio and the villa were wonderful. The villa is just gorgeous, very Tuscan and secluded, beautifully located and incredibly peaceful. It was lovely to have a couple of other families around during the week and Giulio was always available either in person or on Whats App. Up in the hills, the stay is no more than 20 minutes in the car to a decent supermarket, and maybe 5 minutes from the local village which had most of the essentials. We visited Siena, San Gimignano, Casole D’elsa and some other places, all easily reachable from the villa. The weather was gorgeous, our daughter loved the on site donkey and horse and cat and any other local animals 😁 We will certainly be back - a wonderful place for a family escape, we might bring friends or family next time too! Thanks so much Giulio

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.

We immediately fell in love with this property. Everything here makes up the image that can be made of the beautiful Tuscan countryside. At the top of the hill overlooking the valley, the view is splendid and romantic. The property has been renovated with today's comforts while retaining its soul of yesteryear. You feel good there, the energy is beneficial, nature, animals, everything is in harmony! The welcome, Oscar's cooking, the superb swimming pool, the shaded terrace, the hearty homemade breakfasts! It's more than a favorite, this place is a gem! We'll be back!

We will definitely be back! The location is about 30-40 minutes from the main city in Florence. Federico recommended we rent a car but we didn’t want to drive in an area we were unfamiliar with. We were provided with the bus schedule which was very easy to take to the city. We planned ahead and bought some groceries in Florence before heading back to the property. We got lucky with getting taxis at the property to eat at a nearby restaurant (Ristorante San Martino) but it wasn’t as convenient as getting one in Florence (had to wait a bit). The place was just as described, very relaxing and just what we wanted! All in all a great experience. We were so sad to leave!

Great place! We loved it!

Everything about Stefano’s apartment was first rate. Clean, comfortable, well equipped in a great location. Easy to walk to great restaurants and supermarket, and explore old town Poggibonsi. Easy, walkable access to train and but to explore fabulous towns further afield. Great undercover parking, easy check in and out, and a great host….friendly, responsive and good local recommendations. Good value for money stay…an all round winner.

nice little apartment overlooking a lively little square Highly responsive host. The only problem is that the itinerary given by Airbnb is not the right one

We had a great time staying at Sara's, the hosts are very friendly and kind. The house and the neighborhood are beautiful and quiet, we were able to relax. The apartment had everything we needed. Sara's father also gave us a tour to their museum, we absolutely loved it and great conversation together. Highly recommend!

This place is so perfect! I love the modernness of the place but also with some older Italian features. The view from the airbnb is stunning. It was nice to find a place with ac and heat. The nearby restaurants are amazing. Barberino Val D’Elsa is one of my favorite places to stay because it’s so central in Tuscany to go anywhere.

The place was very great. The room was decorated with many luxurious stuff, made us feel like we are staying at a 5-star hotel. They were also many snacks and food in the kitchen for free. Elena was also very kind and helpful during the whole stay. Location wise it is a bit far from some tourist attractions in Tuscany, but if you have a car you will not have a huge problem. And finally I suggest you spare some time of yours in the morning to enjoy the view of the house.

Everything is perfect!

What a special place in the Tuscan hills! Beautiful house, quiet setting, yet just a short drive to many of the highlights of Tuscany. Roberto and his wife were wonderful hosts, very welcoming, and more than helpful with our non existent Italian! Really the perfect retreat! We will hope to return next time we visit the region. Grazie Mille, Roberto!

Maria Luisa and Alberto welcomed us very warmly and gave us helpful information for the journey and also our stay. They are very sweet and showed us the apartment, in which there was also food for breakfast. The apartment is very nicely located in a quiet historic town. Highlighted is the cleanness of the apartment. We had a great stay!