Pet-friendly vacation rentals in Certaldo

I can't help but say good things about this fantastic experience and compliment Riccardo on the way he treats his customers, as if they were old friends. Everything perfect... optimal location 10 minutes from Greve in Chianti, and surrounded by farms and vineyards, excellent cleanliness and very special accommodation with attention to detail, both inside and outside where you have covered parking for the car and a huge garden that offers a breathtaking and panoramic view of the valley. Riccardo is very available to clarify every aspect not only about his property but also about everything around it, ready to advise you and give you explanations and directions of all kinds to make your stay optimal. When I get back to that area, I'll definitely go and see him.

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!

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!

Superb accommodation, probably the best Airbnb we have stayed in

Amazing Stay in Radda!” We had an incredible stay at this cozy and spotless home! It had everything we needed for a comfortable visit. The views were absolutely stunning — even better than the photos. The location was perfect, close to beautiful wineries and historic castles. We absolutely loved the charm of Radda; it’s been our favorite stop while traveling through Italy. Highly recommend staying here — you won’t be disappointed!

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!

absolutely one of the best AirBNB experiences we have ever had! There is no better location if you are visiting Siena, especially if you would rather take the escalator up the mountain. The entrance is right across the street. Our host had thought of everything. From washing detergent to a bottle of wine. Take not though, in Siena it is sometimes difficult to get a taxi early in the morning unless you book it well in advance. Our host went out of his way to make sure we arrived at the train station on time! But just remember, book your departure taxi early! And oh yeah, the secret garden was awesome. A great place to kick back and enjoy the mountain air with a cool beverage;) 5 star plus plus!!

Hands down the best Airbnb we have ever stayed at. Absolutely stunning property with the most friendly, accommodating and welcoming hosts. Alistair and Maria made us feel like we were family, we loved our evenings visiting at the pool side bar and we received great recommendations for our weeks stay. The Airbnb itself was clean and very comfortable, private front porch with great views. We will back!!

Authentic Tuscan countryside experience, with amazing views and excellent facilities. Well located if you want to explore all that Tuscany has to offer.

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.

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.

Very beautiful place to stay. Definitely recommend taking the cooking class.

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!

We had the most incredible stay at Chianti Collina. The villa is stunning - comfortable, beautifully decorated, and filled with amazing artwork. The grounds are breathtaking, with flowers, trees, sweeping views, and a perfect pool. The location made it easy to explore nearby towns, yet felt peaceful and private. Our host Gio was exceptional - thoughtful, communicative, and truly felt like family by the end of our stay. He went above and beyond to make our daughter’s engagement unforgettable, creating a magical setting in his vineyard and even preparing our favorite meal of the trip - topping it off with his famous tiramisu! Chianti Collina is a dream getaway and an ideal spot for a vacation, engagement, or vow renewal. We can’t recommend it enough!

Our Villa in Montespertoli was everything we could have wished for and more, full of all the modern conveniences required to cook if desired. The grounds were absolutely delightful and the hillside backdrop of grapevines etc was stunning to wake up to every morning in a secluded and peaceful place. We enjoyed many mornings having coffee around the poolside deck and afternoons sharing a glass of wine chatting with our friends after our many touring adventures. You definitely need to have a car to enjoy this Villa and surrounding areas like Pisa, Siena, hot Springs, San Gimignano to name a few. Our Caretaker Lia cooked us a delicious Sri Lankan dinner to share on our last night which we enjoyed immensely. Thankyou for hosting us in your home, we didn’t want to leave.

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.

Me and my friends really enjoyed our staying. Would definitely recommend

Like a fairytale! The town and views are incredible and the apartment is so cute and confortable. We wish we could have stayed longer!

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

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 stay at Annalisa's house was phenomenal, she was so nice to pick us up at the station by car, even though the house is only a 15-minute walk from the station. His kindness, welcome and hospitality were precious, they made us feel at home. Everything worked in the house, we used the kitchen, the terrace and the internet. He also provided us with a fan, even though the house was cool. She gave us information about nearby restaurants to go to, including a very good one, LA PISTA, where she also works and where they treat you like a king. The house is a gem, all bows and clean, white sheets. She takes care of every little detail, and it shows it. They know the art of hospitality and put their heart into it. Very useful information on how to reach the magnificent Certaldo Alta by funicular, breathtaking view. The bed was comfortable and the bathroom was very clean. What more to ask for? A place to go to get away from the city and recharge your batteries. Thank you!!!

A beautiful little apartment tucked in a peaceful garden in the heart of the town. Massimo was so helpful with check in and transporting our bags, and the garage worked perfectly for our hire car. We were two couples and the accommodation and location worked perfectly.