Pet-friendly holiday rentals in Certaldo

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.

Everything was absolutely perfect! ⭐️ Location: Ideal base for exploring Tuscany — you’re right in the heart of it all. Whether you’re heading to Florence, Pisa, or the charming hill towns, everything is within easy reach. House: Well-equipped and comfortable, with all the listed amenities in perfect working order. After long days of sightseeing, the pool was a refreshing retreat. The panoramic view over the valley is truly breathtaking. Host: Lorenzo is an outstanding host — friendly, responsive, and fluent in English. He was proactive and helpful throughout our stay. The house includes a detailed guidebook he created with handpicked recommendations for local shops, markets, restaurants, farms, and sights. It made planning our days effortless. Bottom line: If this listing is available — don’t hesitate. Book it. 10/10 would recommend!

Such a beautiful spot to explore the beautiful scenery and villages of Tuscany

We loved our airbnb! Antonella is a top host! She gave us nice tips and was very accessible. The location was very good, we visited many nice cities/towns and Colle di Val d'Elsa is beautiful and has very friendly local residents 🤩😍

Friendly, accurate, and helpful host. Apartment located in a great location, quiet area and with various free parking spaces nearby.

Thank you very much for your kindness and for the fantastic family home. Beatrice's recommendations were fantastic (we followed all her recommendations for both San Gimigniano and Piza and Siena) and we felt right at home.

The Siena Secret Garden apartment was amazing. We loved the location, and it was quiet and comfortable and stocked with a lot of beautiful art, books, and movies. Would definitely stay here again!

What a really fantastic stay at Anna's place!!! She and her husband have created a little paradise next to their house, behind a small chapel on the pilgrim path on a beautiful green hill! It is wonderfully private and quiet, while all the sights of Tuscany are close by. Furthermore, there is also a lot to discover in the very nearby area. You can retreat there wonderfully; away from all the tourists at the hotspots. Sooo nice!! This place just has very good vibes, as far as we are concerned! So, if you like to be some on your own and looking for peace, authenticity and no shared outdoor space with other tourists, then I can only say: 100% recommended!!!! We felt completely at home there and made very nice memories during our vacation. We will definitely come back!

Great location with view of wineyards. Free parking spot and electric charger. Loved sitting outside at the gazebo for meals with an excellent view of tuscany hills. Place is huge and very well maintained. Complimentary Coffee and teas were amazing.

Beautiful surroundings, peaceful, beautiful pool! Extremely well-appointed kitchen. Hosts responded immediately if we had any questions.

Wonderful home for our family of four including a one year old and three year old. Authentic, private, clean and in an amazing location with a beautiful view. This was our favourite Airbnb of all time.

Giulio’s place is the most perfect, relaxing, Tuscan escape. Myself, husband and 2 children had the best week there. The accommodation itself is very clean and comfy and has everything you need. The outside area and pool were beautiful!! It’s in a great location to explore the lovely towns and scenery that Tuscany has to offer. Giulio was the perfect host…so helpful and always there to answer any questions we had. We will definitely be back 😊

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.

Christine and John were the best hosts, making this incredible location even more enjoyable. They went above and beyond, recommending restaurants, wineries and experiences that made our trip unforgettable. Christine also helped us get our lost luggage back, ringing the airport for us and liaising with a driver in Florence to pick it up and drop it off to us. Incredible service. Absolutely recommend!

This place is what I imagined when I close my eyes and think of Tuscany. The view from the bedroom is amazing and the apartment is adorable. There is AC but we didn’t end up needing it since the windows let in such a glorious breeze. The kitchen was well equipped, we were just missing paper towels. The pool was great with a fantastic view although it would have been helpful to have access to pool towels. The location is great and about a 15 minute drive into San Gimignano so you probably need a car. It was also a quick drive to supermarkets and nearby wineries which we loved. Berta was really helpful during check-in and provided us with recommendations in the area.

We came back to Michele’s place after having visited for 2 weeks in 2019. My dream was to return one day and find our home away from home once again. So here in May 2025 we were able to return to Nicoletta’s beautiful garden full of roses and herbs. The pool is definitely a bonus. Michele takes such care of this home….you can see how much love and commitment he has for this place. There are nearby villages such as Barbarino Val D’elsa and Tignano a short drive away. as well as San Gimignano and Siena, 30 minutes away. A wonderful experience, every time!

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.

We felt very comfortable. The location of the accommodation is great, you have a beautiful view of the Tuscan countryside. Certaldo and a supermarket are 7 minutes away by car (which you also need here!) The room was large enough for 2 people and everything you need was available. A bonus is the pool and the other options such as table tennis, billiards or the gym. We would definitely come back and had a great time!

Wow-10 days spent at Alec's villa and could have stayed longer! The age and beauty of this place makes you feel transported back in time. From the stone walls, the detailed wall paintings, furniture and decor, to the solid doors easily hundreds of years old... We spent hours just speaking of it's history. The house is clean, spacious, and had plenty of room for our family of 8. It is situated on a small family vineyard at the top of an incredibly windey road. There outdoor space was safe/secluded for my kids. The hill made for wonderful beautiful views and sunrise. However, as with much of Tuscany, we were glad our rental cars weren't too big! The closest town is 5 minutes away and has a few restaurants... Though not somewhere you can have coffee or walk the streets. About 15 minutes away is San Casciano where you can find coffee shops, restaurants, stores etc. Alec is a perfect host... helpful, responsive, and answered dozens of questions weekly. Book dinner at A Casa Mia for sure!

We had an amazing stay! Very nice and warm people and cute dogs. Fantastic view, green and lush garden. Delicious food and drinks. Fun with pasta course! Recommend this place! Fantastic experience!

My wife, brother-in-law, and I had an incredible time in Montepulciano, and Giacomo’s apartment was the perfect place from where we started out daily adventures, took afternoon naps, and then headed out for fantastic dinners. Giacomo’s apartment was excellent, making it easy to get settled after a long day of travel. Giacomo guided us into the temporary parking spot when we got lost for a few minutes, and was quick to assist with any questions we had during our stay. The restaurant recommendations were all excellent, as well as the other activities he suggested. We will definitely stay here again when we visit Montepulciano!

Beautiful house, a short walk from the Piazzale Michelangelo for a stunning viewpoint. Francesca is an amazing host, very friendly and dedicated to making our stay enjoyable. The house was clean and well stocked with essentials, and the air conditioning worked very well. She gave us lots of recommendations and information on the area too. The area itself is incredibly peaceful and you can enjoy a quiet evening in the beautiful garden. We would come back again!

Staying with Carmine is top. We have been to Carmine and Alessandra in Certaldo for a month (mid-April / mid-May) and we can recommend that to everyone. Not only the reception ( in our case very late) was incredibly warm, but throughout our stay we felt very comfortable, this host is always open to questions, is proactive with giving information, tips about everything like where it is nice / tasty/ beautiful to visit. In addition, the house is very nice, it is great in the Tuscan hill country, between the wine and olive farmers, nice beds (we always find important especially if you are staying there longer) and really good Wi-Fi which was important for us to be able to work from here. The location is perfect. You are close to Florence, Siena, Pisa, and many special other villages/towns that are more than worth visiting. The month was over too soon! If we visit Tuscany again for sure with Carmine and Alessandra!

The house is beautiful and very well equipped. I went with a group of 20 people, I made my home there, we stayed a week and would have stayed longer! The place is delightful, the owners are very helpful, polite and help with whatever you need. We'll be back for sure!