Family-friendly holiday rentals in Poggibonsi

Everything was great about the stay! We were really starving the day of ur arrival and Francesca was able to bring us some food for her that was all needed to kick start our day!

What a lovely spot to stay! The rental is quite large, with a spacious downstairs and a nice bedroom upstairs, and the views are amazing. It is located in a gorgeous part of Tuscany. Hosts were friendly. I especially appreciated the hot tub!

If I could move in here permanently, I would. What a gorgeous stay with responsive and respectful hosts. Everything was as described, the hot tub was glorious, and we loved looking through the binder of photos of painstaking restoration over the years.

I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!

What an amazing place! The views across the Tuscan hills are some of the best I’ve ever seen. Amazing little secluded spot with lots of space for two couples. Sara was great and super helpful with everything. Would 1000% recommend this place

We had a wonderful week in Gloria's house. Our four-legged friend also felt totally comfortable in nature. The house is small but nice and has everything you need. The property is a nice size and is perfect for eating outside, relaxing in the hot tub or just lying in the sun. The way to the house is a little challenging, but with a normal car and a little driving experience it can be mastered. Gloria was always available to us and gave us good excursion tips for the area in advance. Even with any inquiries, she always reacted very quickly and helped us. It is perfect for simply getting out and enjoying the nature and tranquility of Tuscany. We will be happy to come back!

Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.

Both Barbara and Andrea were very welcoming and forthcoming when we encountered a hitch in our travel plans. They are unusually friendly, and accommodating hosts. The house is a great base for exploring the surrounding area and is tastefully decorated. Highly recommended!

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.

We spent 8 days in Filippo's apartment and explored Tuscany. Our goals were relatively centrally accessible. That's why we chose this place. Beautiful Tuscan-style apartment that leaves nothing to be desired. There is everything you need. We were also able to use the small cozy terrace in front of the entrance more often! The car is safe in the locked yard and there are also shopping facilities nearby. Upon our arrival, Filippo was personally present and gave us tips and explanations! Our conclusion: Very nice and reliable host and a great accommodation!

The house was comfortable, spacious, well equipped. It was very peaceful to relax, wine and dine outside the house overlooking the beautiful sunset view of Tuscany vineyards. Veronica was friendly, responsive and gave us lots of recommendation to go around. Her mom welcomed us when we arrived, walk us through the whole place. She even gave us a bottle of wine! Veronica's parents live next door to the property which was very helpful when we have some questions. Her dad helped us hose down the dirt on our car wheels.

Gemma, our hostess, kindly welcomed us on the street despite our late arrival. She had kindly prepared a bottle of wine on the table, cold drinks in the fridge, and cookies for breakfast and her dad's oil. She showed us her nice apartment, the patio and explained how selective sorting works. The impression of living the Italian way in a small town well located for visiting the San Gimignano region (which can be seen in the distance from the patio) and Siena

Beautifully finished holiday home in a lovely peaceful setting with great views. Well set up for small children, with toys and play area in the communal spots and a toy box in the apartment on request. Martina was an excellent host, very responsive and helpful. Thank you!

A super nice place to stay. The way there is a bit adventurous and not recommended for low-riding vehicles, but otherwise quite doable if you drive slowly. But it is 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 annoying 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 already whining at a high level. All in all, a great place to stay with a very nice and accommodating host.

We loved staying at Helga and Federico’s apartment! The place was very clean and nearby one of the main gates, with many restaurants, parking options, and things to do. Federico gave us recommendations for places to go, and it is clear he loves this town!

Il Paluffo was a beautiful place in the Tuscan hills. Stilla, our accommodation, was relaxing and provided most everything we needed. The views were amazing and the staff friendly. The highlight of our stay was the cooking class with Monica. She was a burst of energy and patient as she guided us through a 4-course meal. It was absolutely delicious and plentiful. I would stay a Il Paluffo again and recommend to anyone.

We really enjoyed our stay. The location is stunning with a super nice view. The flat is super well equipped and Daniela was a great host

What a wonderful place! It’s hard to say whether the interior or exterior is more beautiful, both are absolutely stunning. The house is perfectly decorated and spotlessly clean. We enjoyed postcard-worthy views of Tuscany from the garden and loved the romantic design of the rooms. Our vacation was both fun and relaxing, thanks in large part to Giovanni, Emanuela’s son, who warmly welcomed us and assisted with everything we needed, including reserving a dinner table for us each night. Upon arrival, we were greeted with a thoughtful selection of treats such as milk, eggs, juice, beer, bread, local olive oil, Chianty Reserve wine, coffee, water etc. We even received homemade Italian cookies for Mother’s Day, a kind gesture from Giovanni that made us feel truly welcome. Usually, we stop at a market before check-in, but here we didn’t need a thing. They truly thought of everything. This place sets the bar high! Don’t miss dinner at Tricco, just a 3-minute drive away in the historic center.

Words cannot describe our gratitude and love for the time we spent at Rita's home! We loved every second and wish we could have stayed longer. We will absolutely be back to visit and stay. The home is in pristine condition, and looks exactly like pictures but even more beautiful in person! Rita made us feel like family and we truly consider her a special part of our family now. Thank you so very much for your perfect hospitality Rita, we miss you already!

My husband and I adored the tranquility of this stay. Our host Oscar was so proactive, responsive, and helpful. We are so grateful for the kind acts of service Oscar and his team extended towards us. I have Celiac and they took into serious consideration ways to prevent cross contamination and made sure that there were options available for me. Their restaurant was likely the best food that we’ve tasted throughout our stay in Italy! The lobby is filled with its aroma of fresh herbs being cooked. We also adored the little furry friends that would hand around our porch! He had a team of people who would take us to and from the nearest train station and were extremely flexible! The stay is up a mountain so we were so thankful there was someone skilled enough to drive us up and down! Oscar, thank you for everything! We definitely plan to visit again and strongly recommend that anyone stay at your accommodation for peace, tranquility, and amazing food!

We spent 4 nights at Francesco’s farmhouse and loved every minute. The upstairs apartment is spacious with high ceilings and a great space to relax. There was a basket of toys for the kids to enjoy and Francesco kindly provided some of the amazing wines and olive oil from the farm. The location of the farmhouse is absolutely stunning, with incredible views of the surrounding Tuscan countryside. The pool is beautiful and the perfect place to relax and enjoy the view while the kids loved meeting the dog and cats. The location is perfect and an hours drive to most attractions in Tuscany. We went on a number of day trips during our stay including Florence, Cinque Terre & Pisa, as well as smaller villages like San Miniato & Palaia itself. Francesco is a fantastic host and I’m sure we’ll be back one day!

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!

Daniele and Simona are great hosts. They are super friendly and always happy to help. The location is peaceful and offers a great view. The apartment is well equipped including a baby bed and baby chair.

Paula has not only created a beautiful sanctuary that perfectly reflects Tuscan culture, but offers wine tasting and a vineyard tour on her property. The location of this gem of a place is centrally located in the Chianti region , making it a perfect home base for day trips to Assisi, Firenze and nearby small villages that offer great restaurants and quaint shops. The region is cycling friendly, as well as offering places for day hikes. Staying here for five days was one of highlights of our Italian adventure.....and we highly recommend experiencing the perfect place to stay in Tuscany and the warmth and friendliness that Paula, Ferderico and her staff offer!!