Family-friendly holiday rentals in Montepulciano

Alles super. Wir haben uns sehr wohl gefühlt und hatten tolle Tage in der Toskana. Danke :)

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

We spent a week at Il Vichiaccio and I already miss the house. The house was perfect for a family of 5 adults. We felt immediately at home, had all what we needed. The location and views are awsom, even more beautiful than in the pictures. Plenty of great wineries and restaurants in the ares. Beatrice is a great host, answered every question we had, gave us recommendations and even helped us when our daughter didn't feel well. We strongly recommend!

Our stay at this vineyard house in Geggiano was pure magic. Surrounded by rolling hills and vines, the home was cozy, beautifully kept, and full of rustic charm. Host Andreas was incredibly welcoming—he gave us a wonderful tour of both the guest house and the historic villa, which made the experience even more special. We loved sipping wine on the outdoor at sunset and exploring nearby Siena. Peaceful, scenic, and truly unforgettable—highly recommend!

I had an unforgettable time with my fiancé in a charming cottage in the heart of Tuscany. This place is a true paradise for those seeking peace, tranquility, and close contact with nature. From the very first day, we were delighted with the surroundings - picturesque landscapes, greenery, and silence, which allowed for complete relaxation. The cottage itself was perfect. The sauna and hot tub outdoors were a great way to relax after a day of sightseeing. The grill was invaluable; we could prepare delicious meals outdoors, enjoying local specialties. The absence of neighbors within a few kilometers was a true luxury that allowed us to completely disconnect from the hustle and bustle of the city. Tuscany turned out to be the perfect place for a romantic getaway. I recommend this cottage to everyone who wants to spend time surrounded by nature, away from everyday stress. It's the perfect place to recharge your batteries and create unforgettable memories.

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!

We werden zeer hartelijk verwelkomd door Franscesca met een lekker hapje en een drankje. In het huisje vonden we alles wat we nodig hadden. Het is heerlijk rustig gelegen, wat wil zeggen dat je de kronkelende weggetjes van de Toscaanse heuvels erbij horen. Wij huurden één dagje Vespa’s in Castellina in Chianti, bezochten Firenze met de trein en gingen ook paardrijden (Crazy Horse Ranch). Natuurlijk genoten we ook van een bezoek aan de wijn- en omijfgaard Il Colle. We rijden dus met extra lekkers naar huis! 🍷🫒

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

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.

Appartamento piccolo ma molto ben attrezzato, in posizione centralissima. Ottima soluzione per chi vuole soggiornare in un paese straordinario come Cortona.

Très bon séjour passé chez Giulia. Maison agréable et spacieuse. Bon emplacement pour découvrir le Chianti et ses chemins blancs.

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

A truly stunning place with incredibly welcoming hosts. The villa exceeded our expectations in every way. The interior is filled with beautiful historic furniture, details, paintings, and books. The cozy fireplace in the living room added a special charm. We loved making pizza in our very own wood-fired oven, using the outdoor BBQ, and dining al fresco surrounded by breathtaking views. Every moment at Poggio del Fattore felt special, offering the perfect blend of comfort and authenticity. Highly recommended for anyone looking to experience the beauty of the Tuscan countryside in style!

Vi nød virkelig opholdet i Normas hyggelige bolig. Ægte Toscana stemning med den smukkeste udsigt. Tak til Norma og familie for deres varme velkomst og hjælp undervejs. Vi vil varmt anbefale stedet til vores familie og venner

Le seul chose que je pourrais dire de négatif c’est le manque d’éclairage pour la cuisine et salle à manger . Pour le reste tout est parfait si on aime le décor de la campagne:-)

Un borgo meraviglioso immerso nel verde ma con tutte le comodità per trascorrere giornate all'insegna del relax e della tranquillità. Il borgo è stato ristrutturato in modo perfetto, lasciando intatto lo stile delle strutture. Gli appartamenti sono attrezzati con tutto il necessario e appena si mette piede fuori da casa si gode dei colori e dei suoni della natura, con la possibilità di fare anche un bel tuffo in piscina. Molto buono anche il ristorante e piacevolissima la compagnia dei cinghiali che si affacciano di tanto in tanto per un saluto. Davvero una bella scoperta!

We booked Villa Montechiarone as part of our wedding at Montechiaro Organic Winery to house a group of 7 guests. The property sits around 500m from the winery itself, with views out over the Tuscan countryside, it's a breathtaking location and the villa itself is an incredible space. There are 2 huge indoor living areas, a well equipped kitchen, 4 spacious bedrooms and an outdoor covered terrace, as well as the garden and pool area. There is real character in the property in the way it is decorated as well as the imposing facade of the building itself. The pool area is spacious and well placed to take in the most of the view, and there is a car port with parking for at least 4 cars covered, with plenty more room if required beyond. Overall perfect for housing our guests who had a great experience and were very thankful for the help whilst checking out also!

We had a wonderful stay at the villa in Tuscany and felt at home right away. The hosts, Silvana, Iacoppo, and Bruno, took excellent care of us and were always attentive to our needs. The villa itself is spacious and well-equipped with everything one could ask for. The beautiful pool with its stunning views and the cozy fireplace area were definite highlights. It was the perfect place to unwind and enjoy the Tuscan countryside. Thank you again for an unforgettable stay!

Bellissimo agriturismo e host molto competente e disponibile. Decisamente consigliato

Cristina is the ultimate host! Everything was immaculate and set up for us. We traveled with two young kids, and she was proactively prepared with a crib & high chair. She also had amazing recommendations and answered any questions for us. Led us to a spectacular sunset winery in the hills. The premise has stunning views and hanging poolside in the mountains, was just what the doctor ordered. Highly recommended and makes you feel like family!

Wir hatten eine fantastische Zeit in Sabrinas Unterkunft in der Nähe von Pienza. Sabrina war stets erreichbar und extrem freundlich & proaktiv. Die Räumlichkeiten waren tiptop sauber. Das Frühstück wurde stets frisch zubereitet. Der Garten und die Aussicht waren atemberaubend. Alles in allem haben wir die Zeit extrem genossen. Zwei kleinere Bemerkungen: - Die Preise für den Kochkurs empfanden wir doch noch ein bisschen mit 100 Euro p.P. im teuren Segment (100 Euro p.P.) - das war uns leider nicht im Vorhinein bewusst, evtl. wäre es gut ein bisschen mehr Transparenz zu gewährleisten. - Es gab an zwei Tagen komplette Wasserausfälle für viele Stunden - an sich nicht schlimm, aber sollte hoffentlich nicht die Norm sein.

We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.

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!!