Family-friendly vacation rentals in Massa Marittima

Our stay was a dream to be in. Francesca and Francesco have created a wonderful place, are likeable people and great hosts. We were warmly welcomed and received all the necessary information. From the first moment, we felt at home and could freely explore the lovingly designed grounds and also enjoy them in privacy. The contact with other guests was also pleasant and respectful. The rooms are rustic and tastefully decorated and exude a special charm. The view will take your breath away. The approach to Poderracio is correspondingly adventurous (hairpin bends and narrow, bumpy road). All products such as the breakfast basket are super delicious and of high quality. In addition, we received freshly harvested vegetables (zucchini, beets, onions and garlic) from Francesca. During the stay, we were invited to bake pizza together in the private rooms and enjoyed a wonderful evening. THANKS!

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 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 responded very quickly and helped us. To just get out and enjoy the nature and tranquility of Tuscany, it is perfect. We will be happy to come back!

Our hosts welcomed us with great kindness and gave us all the information to direct us to Florence. The very cute and fresh apartment has a very nice flowery and peaceful garden. We had a great time

Fulvia’s apartment is a true Tuscan gem—beautifully decorated with charm and character, and equipped with everything you need. The property offers stunning views and a peaceful sense of seclusion, and it’s even more beautiful than in the photos. Fulvia is right nearby and always available if you need anything. She and her husband are both warm, thoughtful, and made us feel genuinely welcome. Fulvia even arranged dinner at a local restaurant, which turned out to be one of the best meals of our trip. This is a special place and our only regret is not staying longer.

Isabella is so friendly and helpful! She was always willing to think along with us. Also, she shared home grown vegetables with us. The house and especially the view were stunning. We enjoyed our breakfast every morning! Overall a 5 star review! There are in our opinion 2 things you should be aware about. - we didn’t speak any Italian. It is useful to have your translate app ready and whats@app with her. This way communication worked perfectly! - the house is not very sound proof. Just to manage expectations of visitors this can be important. But again for use it was amazing, we enjoyed every second. Last but not least. We loved Luna, their dog! My girlfriend and I are still discussions whether she can swim or not.

A little paradise in Tuscany with the most breathtaking view. We spend alot of the days at the house, swimming in the pool, cooking and generally feeling at home! They surprised us with fresh cherries 🍒 a few times and were happy to explain the beautiful routes you can walk around. We will def be back! ❤️

Staying at Salvatore’s place was peaceful, stunningly beautiful, and such a natural escape ! We loved the hikes, outdoor spaces, vineyard and wildlife. The air smelled of flowers… just so lovely ! You will need a car to visit nearby villages and the property is rural. Such a special place and the best part was Salvatore’s stories and hospitality ! Highly recommend for a natural escape.

Great flat to explore Cortona! Excellent location and had everything you need

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!

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!

Very nice quiet place to stay with Tuscan flair. Great complex also with a pool and a view. Quickly in Florence and on the streets to the excursion destinations. Definitely recommend! We'll be back. :)

We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!

We come from Hong Kong, and a building like this is not often seen there. We are very happy to have had the chance to stay at the house. Some of the details in the house really impressed us, especially the antique furniture! Pietro is a great host—very friendly and responsive. I had some pleasant conversations with him. Thanks again!

We were here for the second time and we are thrilled again. We love the house and the surroundings are perfect for us. We'd love to come back :-)

We stayed at Aleksandra's in Montalcino in the heart of Brunello, a breathtakingly beautiful area, for a week. The large property is fantastic and with the tranquility and the view just the right thing to relax and unwind. An unforgettable experience for the whole family. This is how you imagine a Tuscan holiday. We highly recommend the place.

Wow, what a beautiful apartment this was. Nestled in the countryside by the Tuscany/Umbria border is this gorgeous farmhouse owned by Simona and Yens and what a find it was! The rolling hills are captivating and if you want to switch off, enjoy visiting beautiful villages, eat lovely food and really rest, this is the place to do it. We were welcomed by their two friendly dogs and received lots of tips about the local area from Yens on arrival. The apartment is spacious and serene. From spending evenings on the patio eating al fresco, watching the stars or having morning swims, we had a wonderful time and would wholeheartedly recommend this to anyone and everyone seeking some peace and quiet. The farmhouse is remote but it's very easy to get anywhere by car and the drives are never dull with the countryside views. It's hard to put into words how relaxing this place is and so I suggest you book and find out, you won't regret it! Thank you so much Simona and Yens!

We had an absolutely amazing time at Daniela’s place - it was clean, had stunning views and was quick access to Pisa, Florence & Siena. Beautiful pool and lovely terrace with amazing views and sunsets. The kitchen also had everything we needed, including local olive oil and pasta & local wine as a welcoming gift. Daniela went above and beyond providing us with lilos and a pump for the pool too. Overall, 10/10 stay!

Beautiful rustic stay in the heart of Tuscany. Manuela was very friendly and helpful. The farm at night with the fireflies lighting up the bushes and nightingale singing in the trees was absolutely enchanting.

Fabio and Sarah's farm is a true oasis of peace and tranquility! We were warmly welcomed and immediately felt at home! It was an extremely pleasant stay in the spirit of nature and the beautiful surrounding landscapes. The pool, overlooking the valley, is really beautiful! The accommodation provided is well maintained and tastefully furnished! Fabio was very helpful and kind: he was a great help in solving a problem we had just arrived! We will definitely return to this paradise... a wonderful place where you slow down and rediscover the beauty of nature 💚 Thanks Fabio and Sarah!

The perfect place to explore Chianti each day. We stayed 5 nights and it was just perfect. Great amenities, beautiful pool, bbqs and lovely areas to sit and enjoy the views and the sunset. Always fabulous to come home to. Our upstairs apartment was spacious, comfortable and all we required with a lovely view. We had great recommendations from Silvia which we followed up on. Great to have restaurants nearby. Reasonable- highly recommend.

Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.

While Paolo was away, our check-in and communication with Bruno went very smoothly. The property is absolutely stunning. The view of Sam Gimignano as you swim in the pool was something out of a movie scene. The property has surrounding olive trees and vineyards seen right from the window of the airbnb. This particular room is in a tucked away corner of the property and feels very private. Bed was comfy. Washing machine and drying racks, as well as a grill were plusses. Many agriturismos offer a dinner for an added fee, and we were a little disappointed that the dinner (in the past offered by Paolo’s neighbors) was closed during our stay. However, in fending for ourselves, we did appreciate the mini fridge and microwave, and loved eating our dinner right on the private table outside the room door. Also, you do have to clean out your trash at the end of the stay. Price felt right. Overall, would happily stay again and will be forever dreaming of the view.