Pet-friendly vacation 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.

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!

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!

We stayed at Flora House as a family trip with my parents and had a wonderful time. The house is beautiful, peaceful, and perfect for a relaxing vacation. The kitchen is very well equipped, and we really enjoyed cooking meals together with fresh ingredients from the host’s farm. It was a great place to unwind and spend quality time as a family. Highly recommended!

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 locals 🤩😍

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

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!

I can say enough about his beautiful Airbnb. My husband and I stayed for four nights, and Alistair and Maria were the most gracious hosts. From start to finish we felt welcomed and cared for, and the cottage itself - not to mention the grounds - was simply gorgeous. Nestled in the little town of Macciano, the cottage has great proximity to so many beautiful towns, attractions, and restaurants. We took multiple little day trips and were able to cover a lot of ground, and still be home in time for a dip in the pool and a glass of Prosecco with our charming hosts. Maria even offered to cook with me one night, and I had the opportunity to learn about the local fare, all lovingly made from scratch by Maria. This is a very, very special place filled with beauty and tranquility. We can't wait to go 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.

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!

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!

What tranquility and what a view. Beautiful estate and super friendly people who try to delight you. Also a nice and nice swimming pool for when it is very hot.

Great place! We loved it!

Wow- a beautiful location, villa and host. Magical stay as our last part of holiday in Italy. Absolutely recommend. 3km to Poggibonsi for groceries/wine refills. Proximity to other Tuscan towns to visit is super close and easy driving.

In the appartment of Alessandra you're in the middle of Toscane and you can feel the Italian heartbeat in the friendly, relaxed streets of Certaldo. We immediately felt at home. The rooms have plenty of space and a calm atmosphere. You can eat or relax in the cosy livingroom, with beautiful pictures on the wall telling you about the old days in Certaldo. The kitchen is small but big enough for the cooking you would want to do. And otherwise you can always eat with the local people in one of the restaurants at the piazza. The people are so friendly and relaxed. From the appartment you can walk to the railway station in less than five minutes. So you can easily visit places in Toscane. In the hills around Certaldo you can make beautiful walks. You will experience silence, birds, flowers, butterflies and extraordinary views all over the Val d'Elsa and beyond. Alessandra, thank you so much for our pleasant stay and great time. Toscane and Certaldo will be in our hearts forever.

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.

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

Incredible experience! Filippo’s place was as described! All the amenities present and spot clean. We really enjoyed our stay and recommend to everyone!

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!

Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

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!

Francesco was the perfect host very communicative and responsive when needed - the unit was spotless and nice decor - loved being in the little town walking to the 3 lively restaurants, grocery and coffee shop not to mention the fabulous vineyards that surrounded the flat - we did some wonderful walks and did side trips to cute little towns - Would recommend highly