
Kid-friendly holiday rentals in Montepulciano
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Top-rated family-friendly rentals in Montepulciano
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Kid-friendly house rentals

StageROOM03 -Chianti Idillic Country living
We loved the villa. It was private and had an incredible setting. Ivan was very responsive and incredibly helpful in suggesting restaurants and other activities. The only issue we had was finding the unit when we arrived. It was a little confusing at first to find our way to the villa.

La Casetta di Alice - con terrazzo panoramico -
Serdecznie polecamy pobyt w tym miejscu. Dom jest fantastyczny a mieszkanie w nim pozwala wczuć się w klimat miasteczka. Spędziłyśmy w nim bardzo miłe chwile. Taras jest zdecydowanie atutem tego miejsca. Simona wspaniale nas ugościła, była przemiła i bardzo pomocna. Kontakt stale był bardzo płynny i przyjemny, czułyśmy się bardzo zaopiekowane. Dziękujemy.

Montepulciano Centro storico
It was our first time visiting Montepulciano and it was nothing short of coming to a friend’s house. The view from our bedroom was absolutely breathtaking. It had everything we needed, with a thoughtful touch of all the recommendations of places and things to do in town. Andrea’s home was as lovely as the host. He went above and beyond to ensure our comfort, very quick to respond and even had his sweet friend Suzy come over to bring us fresh cranberries straight from her garden! We look forward to going back another time, perhaps another season.

Casa del Passerino
Hyggelig rummelig lejlighed så centralt som overhovedet muligt. Alt fungerer fint. God seng men ingen gode møbler at sidde, desværre. Men det er også det eneste minus.

"La Lambarda" tower Suite
A truly wonderful place, no other place like it. Really worth seeing but only if you are able to handle the 54 step very narrow spiral staircase. The house is on 4 levels linked by the stairs, wouldn’t be suitable for young children or the elderly. Deborah was a great host as was Paula.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Ilonka & Rob were wonderful hosts & the house was stellar. We thoroughly enjoyed our stay - it was incredibly quiet & peaceful - away from the hustle & bustle yet close enough to enjoy several surrounding towns & villages as day trips or for evening dinners. Their home is charming, super clean, & stocked with everything we could possibly need. They even shared fresh fruits & vegetables from their personal garden which we incorporated into our meals when we cooked at home. We enjoyed some nice walks through the mountainside which offer beautiful views & solitude. (Thanks to our hosts for recommending!) We hope to be back when it is cooler - but we did enjoy the pool during the hot afternoons. Until then, we are grateful to have found this gem & for the kindness extended to us by Ilonka & Rob. They answered all our questions, provided helpful recommendations, & were generous with their time - available when needed & happy to socialize but always respecting guest privacy.

PIAZZETTA S.BARTOLOMEO
A true gem in the heart of Montepulciano! If anything, the photos barely capture the charm and beauty of this home—it’s absolutely perfect for a family of five. The backyard is a serene retreat, offering breathtaking views of Tuscany, with Lago di Montepulciano nestled in the distance, adding to the magic. Marta was an exceptional host, ensuring we had everything we needed for a seamless stay. The location couldn’t be better—right along the main thoroughfare, surrounded by fantastic restaurants and charming shops, with the piazza just a short five-minute walk away. An unforgettable experience in a truly stunning home!

Charming converted Hayloft overlooking the Chianti Hills
The house is located on Chianti which views to vineyard and olive yard, the most beautiful view for an airbnb. Everything is fully furnished, a lot of welcome foods and drinks. The hosts give clearly instruction and very responsive. It was a wonderful time spending our holiday there.
Family-friendly apartment rentals

Panoramic Country Suite Montalcino
Zeer attente communicatie en service!! Accommodatie overtreft de beschrijving. Grandioos uitzicht, een tuin zo groot als een park en een charmant ingerichte woning. Goede uitvalsbasis voor naburige steden of om in alle rust bij te komen.

Casa Le Contesse
Niesamowite miejsce z przemiłą właścicielką, przepiękny widok na Toskanię, dom otoczony pięknym ogrodem, czysty, w domku znajduje się wszelkie potrzebne wyposażenie, z całego serca polecamy:)

Casa Ricci Appartamento in palazzo del 1300
Absolutely perfect setting for our honeymoon! Anna was kind and extremely helpful. She even picked us up from the train station when we couldn't get a taxi and set up a taxi for us when we left. She answered all of questions immediately upon text. You couldn't find a better host.The view from the apartment was amazing! The apartment was so homey that we did not want to leave. We would recommend to everyone! We have been in four places and cities so far on our trip and Casa Ricci and Anna were the best experience we've had!

Loggiato 1 in agriturismo con piscina condivisa
Huzur dolu bir yer , doğanın içinde sessiz sakin temiz , her şey var odada ekstra bir şeye ihtiyaç duymadık

Villa di Geggiano - Perellino Suite
This estate is a dream—life changing in all the best ways. From the jasmine-scented gardens and sweeping views of Siena to the beautifully restored guest suites—personally designed by Andrea, an architect and true artist—every detail felt magical. He greeted us so warmly, spent generous time sharing the estate’s history, and even gifted us a bottle of his family’s wine—which was absolutely lovely and made us feel truly welcome. The plunge pool was a refreshing retreat, and the setting was pure tranquility: birdsong, rustling leaves, and golden Tuscan sunsets. Andrea gave us a wonderful tour and shared the story behind his family’s efforts to preserve this incredible place. We adored the gentle Maremma dogs, Fiora and her puppy, Pecorino, who made us feel right at home. We were so impressed with this stay and Andrea’s efforts to preserve this very special place. Every moment here felt like a scene from a film—elegant, peaceful, and filled with soul. We can’t wait to return.

I Tramonti di Eramo , Montepulciano centro.
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable

La Casa delle Querce - "Belvedere"
Un superbe endroit qu’il est difficile de quitter. Nous avons adorer séjourner dans ce magnifique logement typique de la Toscane et une vue magnifique sur ses environs. Nous y retournerons avec plaisir si l’occasion se présente. Luca est une personne chaleureuse et très attentive. Nous recommandons.

Montepulciano: history and Tuscan rolling hills
Ottima soluzione per godersi un soggiorno a Montepulciano. Parcheggio gratuito vicino, host attenta, gentile e disponibile.
Family-friendly apartment rentals

Luxury Medieval Tower - Penthouse
We stayed for 5 night and enjoyed this large, well appointed two story apartment. The place was warm and inviting and was an authentic home to be a unique setting. My family enjoyed the surroundings and there was plenty of restaurants to close from. Be prepared to tackle the 52 steps to the apartment door which my 90 year old mother managed twice a day. Keeps you healthy.

Old medieval apartment
Leonardo was incredible helpful and an absolute delight. You can tell he is house proud, the place was peaceful and beautiful. I would go back.

La Civetta - Stylish Retreat in Historic Center
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!

Apartment in Florence, Italy
Great stay, everything is in walking distance 5 minutes to busses and trains. Apartment was beautiful loved sitting outside in the courtyard. Eugenia was super helpful and friendly, definitely recommend.

House between Firenze, Arezzo, chianti e Siena
Nous avons été de suite sous le charme de cette propriété. Tout ici compose l'image qu'on peut se faire de la belle campagne Toscane. Tout en haut de la colline surplombant la vallée, la vue y est splendide et romantique. La propriété a été renovée avec le confort d'aujourd'hui tout en conservant son âme d'autrefois. On s'y sent de suite bien, l'energie est bienfaisante, la nature, les animaux, tout est en harmonie! L'accueil, la cuisine d'Oscar, la superbe piscine, la terrasse ombragée, les petits-dejeuners copieux fait maison! C'est plus qu'un coup de coeur, cet endroit est une pépite! Nous reviendrons!

Suite "Note di Paesaggio"
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!

La Casetta di Brunello,very panoramic with terrace
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

Amazing view of Val d'Orcia Pienza
Wir hatten einen tollen Aufenthalt in dieser Unterkunft. Ruhig gelegen mit allem Komfort für eine entspannte Urlaubswoche in Val D’Orcia. Der Ausblick vom Garten des Grundstücks ist einfach nur wunderschön!
Quick stats about holiday rentals that are kid-friendly in Montepulciano
Total rentals
20 properties
Nightly prices starting at
₹5,194 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Lake Trasimeno
- Lake Bolsena
- Marina di Grosseto beach
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cala Di Forno
- Santa Maria della Scala
- Terme Dei Papi
- Basilica of St Francis
- Tenuta Le Velette
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Pubblico Palace
- Castiglion del Bosco Winery
- Mount Subasio
- Cantina Colle Ciocco
- Golf Club Toscana
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cantina de' Ricci
- Podere La Marronaia, Sosta alle Colonne
- Madonna del Latte
- Cantina Contucci
- Abbey of Monte Oliveto Maggiore
- Poggio Talamonaccio
- Podere Il Cocco