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Kid-friendly holiday rentals in Montepulciano

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Montepulciano family-friendly rentals

Kid-friendly house rentals

Guest favourite
Home in Castellina in Chianti
4.98 out of 5 average rating, 111 reviews

StageROOM03 -Chianti Idillic Country living

DanielRating, 5 stars2 weeks ago
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.
Top guest favourite
Home in Abbadia San Salvatore
4.98 out of 5 average rating, 149 reviews

La Casetta di Alice - con terrazzo panoramico -

EmiliaRating, 5 stars1 week ago
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.
Superhost
Home in Montepulciano
4.92 out of 5 average rating, 140 reviews

Montepulciano Centro storico

MelRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Cortona
4.94 out of 5 average rating, 202 reviews

Casa del Passerino

MadsRating, 5 stars1 week ago
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.
Top guest favourite
Home in Monticchiello
4.98 out of 5 average rating, 180 reviews

"La Lambarda" tower Suite

SimonRating, 5 stars1 week ago
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.
Top guest favourite
Home in Prato
4.98 out of 5 average rating, 133 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

MelanieRating, 5 stars5 days ago
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.
Top guest favourite
Home in Montepulciano
4.98 out of 5 average rating, 117 reviews

PIAZZETTA S.BARTOLOMEO

JonathanRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Poggio San Marco
4.97 out of 5 average rating, 276 reviews

Charming converted Hayloft overlooking the Chianti Hills

AnhRating, 5 stars5 days ago
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

Top guest favourite
Flat in Montalcino
4.9 out of 5 average rating, 358 reviews

Panoramic Country Suite Montalcino

JanRating, 5 stars2 weeks ago
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.
Guest favourite
Flat in Cortona
4.95 out of 5 average rating, 155 reviews

Casa Le Contesse

MariaRating, 5 stars1 week ago
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:)
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 246 reviews

Casa Ricci Appartamento in palazzo del 1300

MichelleRating, 5 stars1 day ago
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!
Top guest favourite
Flat in Asciano
4.97 out of 5 average rating, 152 reviews

Loggiato 1 in agriturismo con piscina condivisa

HandanRating, 5 stars2 weeks ago
Huzur dolu bir yer , doğanın içinde sessiz sakin temiz , her şey var odada ekstra bir şeye ihtiyaç duymadık
Guest favourite
Flat in Castelnuovo Berardenga
4.93 out of 5 average rating, 161 reviews

Villa di Geggiano - Perellino Suite

RachelRating, 5 stars1 week ago
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.
Guest favourite
Flat in Montepulciano
4.94 out of 5 average rating, 191 reviews

I Tramonti di Eramo , Montepulciano centro.

TanyaRating, 5 stars1 week ago
Spectacular view. Relaxing after a long trip thru wineries. Town was very cute and comfortable
Superhost
Flat in Montepulciano
4.84 out of 5 average rating, 99 reviews

La Casa delle Querce - "Belvedere"

OceaneRating, 5 stars8 months ago
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.
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 102 reviews

Montepulciano: history and Tuscan rolling hills

GianlucaRating, 5 stars6 days ago
Ottima soluzione per godersi un soggiorno a Montepulciano. Parcheggio gratuito vicino, host attenta, gentile e disponibile.

Family-friendly apartment rentals

Guest favourite
Apartment in San Gimignano
4.93 out of 5 average rating, 118 reviews

Luxury Medieval Tower - Penthouse

RussRating, 5 stars1 month ago
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.
Top guest favourite
Apartment in Barberino Tavarnelle
5 out of 5 average rating, 252 reviews

Old medieval apartment

NicolettaRating, 5 stars2 weeks ago
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.
Guest favourite
Apartment in Montepulciano
4.89 out of 5 average rating, 122 reviews

La Civetta - Stylish Retreat in Historic Center

KathrynRating, 5 stars2 weeks ago
Benedetta’s place was perfect! Just what my family of 4 needed for a quick trip to Montepulciano. Would definitely recommend staying here!
Top guest favourite
Apartment in Centro Storico
4.96 out of 5 average rating, 328 reviews

Apartment in Florence, Italy

SimonRating, 5 stars2 days ago
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.
Superhost
Apartment in Castelfranco di Sopra
4.83 out of 5 average rating, 252 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars1 week ago
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!
Top guest favourite
Apartment in Montalcino
4.99 out of 5 average rating, 114 reviews

Suite "Note di Paesaggio"

LaurenRating, 5 stars1 week ago
Everything was wonderful! Beautiful view from terrace! Fulvia was very helpful as well!
Guest favourite
Apartment in Castelnuovo dell’Abate
4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello,very panoramic with terrace

JannineRating, 5 stars2 weeks ago
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
Guest favourite
Apartment in Pienza
4.91 out of 5 average rating, 99 reviews

Amazing view of Val d'Orcia Pienza

JulianeRating, 5 stars3 weeks ago
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

Destinations to explore