Family-friendly vacation rentals in Province of Siena

Gina’s place is absolutely phenomenal. Stunning, out of this world location and a very comfortable villa. Gina was an amazing host who welcomed us personally and showed us around. We had a good basket and freshly cooked food as a welcome gift!! I cannot recommend Le Capanne highly enough. It was awesome.

Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!

alloggio splendido immerso nella natura e nel silenzio. vasca idromassaggio sotto le stelle un plus non da poco. pulizia impeccabile, apprezzato molto anche il cesto di benvenuto. Gloria host reattivo, gentile e disponibile. non vediamo l'ora di tornarci

We had a wonderful time in Tuscany! We were able to make use of the pool on the first day with our two boys, 7 and 4. We visited Pienza, Montepulciano and Montelccino. We also purchased two of the wines from the estate. Alex made everything very easy and was a great host!

Bernardino und seine Frau Luciana haben sich bestens um uns gekümmert. Eine grosse Unterkunft, top Service, feines Essen und sehr freundlich. Absolut zu empfehlen! 10/10

The property is stunning and a very quiet rural setting. The view is spectacular. At night you can see all the stars. The beds and pillows are comfortable. The house is very clean. Andrea gave us a personal tour of his home and his family history is amazing. We thought it was a very personal touch to greet us at check in. He also called the day of our departure to say goodbye and came to the house for another short conversation. Andrea gave great recommendations for food, groceries, tours, etc. the location of the Airbnb made day trips very convenient. We would definitely come back. We felt refreshed after a few days. We also loved his two dogs!

Amazing place in forest! Need to drive 25mins from Siena, you will find the peaceful maison. Private and quiet, close to nature, rooms are large and clean. We woke up early in the morning and visited the pigs in the farm. This is dreamful retire life. Everything is so great!

Beautiful views and Raffaele was a great host! It was off season so there wasn't much to do in the neighborhood but that was perfectly fine with me and the peacefulness was exactly what I wanted.

Valeria sempre gentile e disponibile. Arrivando con le biciclette è stata super flessibile nell'orario del check in e senza nessun problema ci ha fatto sistemare le bici in casa. Appartamento pulito e confortevole e appena fuori le mura di Pienza quindi estraneo al trambusto turistico. Lo consiglio

Boggina was such a beautiful setting for our two families. There is no air conditioning, but the house kept beautifully cool by using the shutters in the day and using fans at night. The bedrooms were dreamy, full of trinkets from families past. The pool was fantastic and we enjoyed a lovely wine tasting tour! We basically didn’t want to leave! Many thanks team Marco 😊

Nous avons été chaleureusement accueillis par la propriétaire et sa famille qui vivent sur place ce qui est toujours un avantage. La maison est une vieille bâtisse charmante et historique qui possède tout le confort moderne. Nous étions 5 adultes avec 2 voitures et un chien. La propriété a un grand terrain pour promener le chien. Il y avait assez de place de parking pour les voitures. Le centre de Sienne est à 5 minutes en voiture. Les commerces comme les supermarchés, la boulangerie à 3-4 minutes en voiture. Notre appartement avait une belle vue sur Sienne. Nous avons pu consulter les nombreux guides touristiques sur la région mises à disposition. Bref, nous avons passé six jours parfaits chez Simona. J’aimerais y retourner. Tout était très bien.

We were six adults, two children (3-year-olds) and one infant staying at the house for a week. It’s located in a secluded spot with a large garden and beautiful views of the Tuscan landscape. We used all of the five bedrooms upstairs and they were dark and cool. The kitchen and living room downstairs also stayed cool. Right outside the kitchen there’s a really nice spot that’s in the shade for the most part of the day, where we had most of our meals. This is a great place to relax and enjoy a dip in the pool. However, you definitely need a car to get around. The gardener came around several times a day to maintain the pool etc. We appreciated this, but might be good to know if you’re looking for complete privacy. We also had some issues with the bathrooms; one toilet and a shower didn’t work properly but were fixed within a day and this didn’t affect our experience. The washing machine didn’t work despite repeated attempts by the host to fix it. The barbecue is in the trash room.

We loved our stay at Giulia’s - it was like home from home and had everything we needed. It has beautiful surroundings and is great for cycling! Giulia was very helpful with recommendations and friendly too.

Wonderful stay at this beautiful, peaceful, rural location. The host was very helpful and friendly and the place had everything we needed.

Tutto perfetto, un posto meraviglioso immerso nel verde con vista a 360 gradi sulla Val d'orcia! Roberto è molto cordiale e simpatico, ci ha dato la possibilità di accendere il caminetto che per il nostro weekend romantico è stata la ciliegina sulla torta. Assolutamente consigliata la degustazione dei vini dell'azienda!

Molto bella la location , essenziale ma funzionale. Gran comodità avere la possibilità di utilizzare il ristorante (previa prenotazione). Spunti di miglioramento, maggior attrezzatura in cucina(mancavano posate , apribottiglie, nulla di non recuperabile dopo segnalazione), i cuscini del letto abbastanza scomodi. Torneremo volentieri

Our stay at Villa Chiara was nothing short of delightful. Nestled in the hills it offered a picturesque view of the Tuscan countryside. The villa itself was spacious and well maintained. It felt like home away from home. The pool and back patio are surrounded by lovely flowers, herbs and olive trees. Offering a spectacular view of the evening sunsets. The location was perfect to take short day trips to Siena, Florence and Montepulciano. Highly recommend for a serene, peaceful and relaxing getaway.

Great stay here during our time in Tuscany. The roads can be as you approach Michele's place so definitely recommend a small suv or something like that. Michele's was very friendly and flexible on things and even brought us a few things to do laundry with. There are two sweet cats that live on the property and one will come and greet you every morning if you're nice to it. We stayed here while spending time in Florence, Siena and the town of Poggibonsi is about 15 minutes away if you need groceries or a close dinner.

We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.

Ideal para unas vacaciones familiares en la Toscana. Entorno idílico rodeado por colinas y viñedos. La casa estaba impecable u la atención de Lavinia excelente!

Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

Great place ! Great host as well. Thank you Camilla

Gorgeous stay! Views were stunning and the villa exceeded expectations. This was a perfect place to unwind and relax. Highly recommend.

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!!