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Family-friendly holiday rentals in Montaione

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Montaione family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 323 reviews

Bioagriturismo colline Firenze 3p

AnoukRating, 5 stars2 weeks ago
Heerlijk verbleven met onze dochter van 1 jaar. Er was een badje en een kinderstoel aanwezig. Wel moet je de auto in wil je ergens komen, het is een best lastig weggetje voor de eerste keer. Genoten van de rust en de ruimte!
Top Guest favourite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 147 reviews

Il Fienile, Cottage in the country with Jacuzzi

SandraRating, 5 stars5 days ago
Massimo beschreibt den Weg zur Unterkunft sehr gut, das Häuschen liegt etwa 20 min südlich von Florenz mitten in den Weinbergen, sehr ruhig und malerisch in den toskanischen Hügeln. Wir waren zu dritt bei Massimo und uns hat es an nichts gefehlt! Ob Stadtbesichtigung von Siena& Florenz, Weinverkostung oder einfach die Ruhe am Haus genießen: für alles das perfekt geeignet! Das Haus ist typisch toskanisch, Massimo und Beatrice haben viel Arbeit reingesteckt um ihren Gästen einen authentischen Aufenthalt zu bieten: trotzdem aber modern mit Klimaanlage- im Sommer geht’s auch kaum ohne! Vielen Dank für die tolle Zeit!
Superhost
Home in Montespertoli
4.84 out of 5 average rating, 118 reviews

I Limoni Apartment in Tuscany

KatharinaRating, 5 stars1 month ago
We had a truly wonderful stay – for all five of us! The house and the outdoor area were absolutely beautiful, even better than in the pictures. Everything was spotless, charming, well maintained, and well equipped. The garden was stunning, and the whole place felt peaceful and private. Ilaria and Francesco were the kindest hosts – helpful, responsive, and incredibly welcoming. We’re already thinking about coming back for a summer holiday (the pool and AC are perfect!). Great location for day trips to Pisa and Florence, and there are lovely restaurants nearby. It was an amazing birthday trip and really good value. We wish Ilaria and Francesco all the best – thank you so much for everything! ❤️❤️❤️ Katharina & family ❤️❤️❤️
Top Guest favourite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars1 week ago
I can not say enough about Alessandra and her amazing land! It was the most magical place we have ever been to. We are taking a 3 month trip, hitting up 21 cities in Europe and this is BY far the best! She was so kind and took us shopping and back to our train! She was always there when we needed her.thank you Alessandra we will see you next year!
Guest favourite
Cottage in Radicondoli
4.93 out of 5 average rating, 137 reviews

Splendido fienile ristrutturato in Toscana

PhilippRating, 5 stars3 weeks ago
Wir hatten eine wunderschöne Woche in Glorias Haus. Unser vierbeiniger Freund hat sich in der Natur auch total wohl gefühlt. Das Haus ist klein aber fein und hat alles was man braucht. Das Grundstück hat eine schöne Größe und eignet sich perfekt um draußen zu Essen, im Whirlpool zu entspannen oder einfach in der Sonne zu liegen. Der Weg zum Haus ist ein wenig anspruchsvoll, aber mit einem normalen Auto und ein bisschen Fahrpraxis durchaus zu meistern. Gloria war für uns immer erreichbar und hat uns bereits im Vorfeld gute Ausflugstipps für die Gegend gegeben. Auch bei eventuellen Nachfragen hat sie immer sehr schnell reagiert und uns geholfen. Um einfach mal raus zu kommen und die Natur und die Ruhe der Toskana zu genießen, ist es perfekt. Wir kommen gerne wieder!
Guest favourite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 170 reviews

Wheelchair accessible Villa with Jacuzzi

GaryRating, 5 stars1 month ago
Beatrice was an amazing host. She was very responsive to our questions and always very helpful with suggestions and recommendations. This was the perfect place for our group of 8 adults for 2 weeks. The location was perfect for visiting various sites around Tuscany. Florence, Cortona, Siena and Pisa. The nearby town of Greve had some nice little restaurants for lunch/dinner. After a long day of sightseeing we would gather on the patio to have charcuterie and wine. Or gather at the family style dining table each evening. We highly recommend having Beatrice provide a home cooked meal, it was excellent! There are several wineries and olive oil tastings in the area. We took advantage of many of them. Overall we were very happy and very comfortable with our stay. We highly recommend staying here. If we ever come back we are definitely staying here again. You'll definitely get the true feel of Tuscany.
Superhost
Home in Rufina
4.85 out of 5 average rating, 103 reviews

Ancient Tuscan Rural Residence

MarieRating, 5 stars3 weeks ago
This is such a lovely place to stay. I was so happy to look at the surroundings with breathtaking views and the tranquility ( besides the fogs ) makes this place a paradise . The house was very spacious and confortable . The jacuzzi is really a plus and the swimming pool perfect . Francesco and Serena were so helpful to find activities for our family . The communication was great . I really recommend this place … soooo beautiful !
Guest favourite
Condo in Casole d'Elsa
4.93 out of 5 average rating, 156 reviews

La Casetta

RalfRating, 5 stars2 weeks ago
Können wir absolut empfehlen ! Ist alles so wie im Text beschrieben und auf den Foto´s zu sehen. Liegt ca 2 km außerhalb vom total schnuckeligen Örtchen Casole de Elsa. Von Andrea + Barbara gab´s alle nötigen Infos zur Anreise und viele tolle Tipps vor Ort, immer mit den dazugehörigen Links. Zum Beispiel verzögerte sich unsere Anreise verkehrsbedingt auf ca. 22:15 Uhr. War kein Problem, wir standen in Kontakt und als wir ankamen, hat uns Andrea persönlich in Empfang genommen. Und wenn wir während unseres Aufenthaltes eine Frage hatten, kam immer sehr zügig eine Antwort. (Wo man in Siena am Besten parken kann, wie gelangt man am Besten nach Florenz, ...)

Family- and pet-friendly home rentals

Guest favourite
Townhouse in Scandicci
4.87 out of 5 average rating, 289 reviews

Florence Country Side: Giogoli a place to be!

JennyRating, 5 stars2 weeks ago
We loved staying here. The home is a very drivable distance from Florence and the surrounding Tuscany area, and the views were amazing. We took their recommendations for nearby restaurants and wineries and were very impressed with all of it. Host was very responsive and helpful throughout our communication.
Top Guest favourite
Farm stay in Siena
4.97 out of 5 average rating, 274 reviews

Authentic Tuscan Country House WITH A/C

GiuliaRating, 5 stars2 weeks ago
Martina is hands down one of the most thoughtful and attentive Airbnb hosts we’ve ever encountered and that’s just the beginning. This stay is tucked away on a stunning olive farm 🫒, offering peace, beauty, and a true taste of the Italian countryside 🇮🇹✨. We were warmly welcomed with a jar of fresh olive oil (which made our home-cooked meals feel extra special), and Martina went above and beyond by offering local tips and even assisting with reservations. The home itself was fully equipped: AC, kitchen, washing machine, everything worked seamlessly. If you’re looking for a tranquil, authentic stay with a host who truly cares, this is it. We’d return in a heartbeat.
Superhost
Farm stay in Ulignano
4.9 out of 5 average rating, 135 reviews

A few steps from Volterra, La Rosa Apartment

SigridRating, 5 stars5 days ago
Sehr freundliche und aufmerksame Gastgeber. Räume hatten eine angenehme Temperatur trotz großer Hitze, traumhafte Gärten um den Landsitz, die zum Verweilen einladen. Wir würden sehr gerne wieder kommen.
Superhost
Condo in Castelfranco di Sopra
4.83 out of 5 average rating, 251 reviews

House between Firenze, Arezzo, chianti e Siena

Sylvie & AlainRating, 5 stars3 days 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 La Presura
4.93 out of 5 average rating, 146 reviews

Country house 9 km to Florence-2+1g,free parking

AndreaRating, 5 stars1 week ago
This was such an amazing stay! Very quiet, peaceful, and relaxing stay far away from the major cities. Beautiful views from everywhere! Would recommend doing their wine tour on site. It was fun, informative, and delicious! You definitely will need a car to get to this place in addition to restaurants and grocery stores. Would highly recommend this place!
Guest favourite
Condo in San Gimignano
4.84 out of 5 average rating, 237 reviews

Historic centre - cozy apartment

SabrinaRating, 5 stars1 week ago
Grazioso appartamento nel centro storico di San Gimignano, ottimo livello di pulizia . Cucina ben attrezzata , letto comodo . Ho soggiornato per due notti e mi sono trovata benissimo . Gli host , Federico ed Helga sono persone fantastiche e molto amichevoli . Ottimi consigli su come muoversi in zona e su ristoranti con cucina tipica toscana e locali con vista sulle colline ideali per aperitivi al tramonto . Ci tornerei sicuramente !
Guest favourite
Castle in Barberino Tavarnelle
4.87 out of 5 average rating, 111 reviews

Suite in Castello di Valle

KapoRating, 5 stars2 weeks ago
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!
Guest favourite
Farm stay in San Casciano In Val di Pesa
4.94 out of 5 average rating, 102 reviews

Paradiso nel Chianti

JulieRating, 5 stars3 weeks ago
This has been the standout accommodation of our Italian tour so far. The photos do not show how amazing this place is. It’s on a vineyard and olive farm with the option for breakfasts (which were fabulous) and we also had a shred meal with others at the accommodation on one night. The food was wonderful and the atmosphere set to be relaxed with several courses taken over a few hours and flowing local wines. The apartment was beautiful and spacious with a very comfortable bed room. We ate in on a few nights and the kitchen was well equipped for making food. Anna was exceptional as a host always very helpful and with such a cheerful positivity. We chose to be away from the main towns to have a peaceful recharge and this accommodation gave us exactly that. Take a walk through the vineyards and capture a sunset that will be etched into your memories. Thanks again Anna for a wonderful stay ❤️

Family-friendly home rentals with a pool

Guest favourite
Cottage in Barberino Tavarnelle
4.98 out of 5 average rating, 192 reviews

Stone House with Exclusive Pool Codilungo in Chianti

SarahRating, 5 stars1 week ago
We can't imagine a more beautiful place to stay while we visited Chianti! The location is absolutely heavenly, and Emanuela's home is stunning. Everything was so comfortable, and our family particularly loved spending time outside and enjoying the pool. It's conveniently located for several Tuscan day trips, and there are many amazing wineries nearby. And the icing on the cake were Emanuela and Giovanni, who went above and beyond in helping us throughout our trip - from recommendations and help with reservations to having a few food items and coffee stocked for our first day's breakfast. Easily the best hosts we've ever enjoyed in our years staying in Airbnbs!
Guest favourite
Condo in San Gimignano
4.95 out of 5 average rating, 130 reviews

Adalberto Apartment inside the Manor of Fulignano

KevinRating, 5 stars3 weeks ago
A beautiful apartment with stunning views. Easy access to many beautiful places to visit such as San Gimignano, Florence and Sienna. The apartment was clean and comfortable with amenities as listed. The views from the communal terrace were stunning and there was plenty of space to sit without being on top of other guests. We would highly recommend.
Top Guest favourite
Farm stay in Lastra a Signa
4.99 out of 5 average rating, 145 reviews

Flat for 4 with garden & pool in agriturismo

MollyRating, 5 stars3 days ago
What a magical stay! Christine is a true host and not only has curated a beautiful space but she also was perfectly attentive to us during our stay. The apartment was as comfortable as it is beautiful. We took advantage of the outdoor grill and swimming pool and although we explored the area we would have been just as happy to stay “home” all day. The recommendations for the area were true gems. We had breakfast our last morning and it was the perfect ending to our stay! I don’t think you can find a more perfect place.
Guest favourite
Apartment in Empoli
4.92 out of 5 average rating, 488 reviews

FIENILE VILLACOLLE collina toscana

BéatriceRating, 5 stars2 weeks ago
Excellent séjour ! Logement au calme, avec du cachet. Très bon accueil, hôte très disponible et à l'écoute. Très bonne situation pour découvrir la Toscane, ses beaux villages et sa campagne. Je recommande vivement !
Guest favourite
Holiday home in Sovicille
4.93 out of 5 average rating, 107 reviews

Podere La Castellina - N°2 LECCETO

SophieRating, 5 stars1 week ago
Wir hatten einen tollen Aufenthalt! Simona hat uns direkt herzlich empfangen und uns alles in Ruhe gezeigt. Das Airbnb liegt wunderschön inmitten der Natur – perfekt, um abzuschalten und zur Ruhe zu kommen. Die Unterkunft war sehr sauber, liebevoll und gemütlich eingerichtet. Wir haben uns rundum wohlgefühlt und würden jederzeit wiederkommen. Vielen Dank für die schöne Zeit!
Top Guest favourite
Farm stay in Pian di Scò
4.95 out of 5 average rating, 132 reviews

Agriturismo I Gelsi

GabriellaRating, 5 stars5 days ago
Eva's place is absolute heaven. We stayed for 10 days with our two small children (1 and 4) and had the most wonderful time. The apartment is perfect – beautifully decorated with everything catered for. The outside garden and terrace is great for eating with amazing views. And the pool is also wonderful – we had it to ourselves the whole time we were there. We couldn't recommend this place more! Thank you, Eva and family!
Top Guest favourite
Villa in Montespertoli
4.94 out of 5 average rating, 182 reviews

Colonica nel Chianti

DanielleRating, 5 stars2 weeks ago
Our Villa in Montespertoli was everything we could have wished for and more, full of all the modern conveniences required to cook if desired. The grounds were absolutely delightful and the hillside backdrop of grapevines etc was stunning to wake up to every morning in a secluded and peaceful place. We enjoyed many mornings having coffee around the poolside deck and afternoons sharing a glass of wine chatting with our friends after our many touring adventures. You definitely need to have a car to enjoy this Villa and surrounding areas like Pisa, Siena, hot Springs, San Gimignano to name a few. Our Caretaker Lia cooked us a delicious Sri Lankan dinner to share on our last night which we enjoyed immensely. Thankyou for hosting us in your home, we didn’t want to leave.
Top Guest favourite
Farm stay in Reggello
4.96 out of 5 average rating, 163 reviews

Colonica in pietra, piscina privata in esclusiva

MeganRating, 5 stars1 week ago
We absolutely loved our stay at this property in Reggello! The hosts were so warm and communicative—they greeted us upon arrival and gave us a full walkthrough of the home! The view was stunning, and the pool was beautiful and very clean. Aldo even came by each morning to clean it before we used it, which was such a thoughtful touch. Everything in the house worked perfectly—the Wi-Fi was fast, all the appliances and lighting functioned well, and we had no issues during our stay. The drive from Florence was easy (we had a rental car), and it made exploring nearby wineries and towns super convenient. We also LOVED their on-site farmers market. It was their own personal setup with wines, olive oil, jams, and other homemade goods -- plus fresh produce like eggs, garlic, artichoke, & shallots, which they generously offered free of charge. We’d definitely stay here again and highly recommend this property to anyone looking for a peaceful and scenic escape in the Tuscan countryside!

Quick stats about holiday rentals that are family-friendly in Montaione

  • Total rentals

    20 properties

  • Nightly prices starting at

    $108 AUD before taxes and fees

  • Total number of reviews

    140 reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore