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Family-friendly vacation 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

Top guest favorite
Cottage in San Casciano In Val di Pesa
4.95 out of 5 average rating, 139 reviews

Il Fienile, Cottage in the country with Jacuzzi

MilesRating, 5 stars2 weeks ago
This was our second time at Il Vichiaccio and I hope it's not the last. In fact, this Airbnb is the entire reason we had Tuscany on our trip itinerary. Beatrice and Massimo are the most wonderful hosts in the world. Besides simply being great people to chat with, they are hospitable in providing some of their homemade wine and eggs. There's nothing more special than relaxing in the hot tub with the vineyard views and walking up the hill to dinner at Il Cavaliere in the castle. Our only complaint is that we did not see the kitty cat this time! She was our favorite host when we visited 3 years ago. Oh well, I guess we'll have to book again soon and try once more :)
Guest favorite
Home in Monsummano Terme
4.98 out of 5 average rating, 107 reviews

Holiday House "Le Stagioni di Bacco"

LucasRating, 5 stars1 week ago
Wir hatten wundere 12 Tage in Monsummano. Das Haus liegt optimal um die Toscana zu erkunden. Die Lage ist eifach top! Zu Fuss erreicht man gute Restaurants, Eisdielen und Cafés. Wir können die Unterkunft wärmstens weiter empfehlen und Kommunikation mit Daniele war spitzenmässig!! Vielen Dank für den tollen Aufenthalt! 👌😀👍
Guest favorite
Loft in Reggello
4.89 out of 5 average rating, 131 reviews

CASA AL BOSCO 1

AlejandraRating, 5 stars6 months ago
We had a very pleasant time here. Carlotta was very friendly from the start, and even recommended local grocery stores. This place is a hidden gem! You are surrounded by beautiful trees & nature, but close enough to the town where you can easily catch the train to Florence. We absolutely loved it!
Superhost
Home in Gaiole in Chianti
4.86 out of 5 average rating, 255 reviews

Charming estate with views

LisaRating, 5 stars6 days ago
Wir hatten einen wunderschönen Aufenthalt bei Bernadino! Das Haus ist sehr gemütlich und toll gelegen mit einmaligem Blick auf die Weinberge. Der Garten ist sehr schön angelegt und der Jacuzzi ein absolutes Highlight! Wir haben von Bernadino gute Tipps für die Umgebung bekommen und an einem Abend leckeres toskanisches Essen bekommen. Das Haus ist gut ausgestattet und typisch toskanisch. Wir wären gerne noch länger geblieben :) Vielen Dank!
Top guest favorite
Apartment in Centro Storico
4.94 out of 5 average rating, 300 reviews

M&G Apartment your home away from home

NorhusnaRating, 5 stars2 days ago
Beautiful and cosy place located at a convenient location. We enjoyed our stay. Highly recommended!
Guest favorite
Villa in San Casciano In Val di Pesa
4.94 out of 5 average rating, 167 reviews

Il Vichiaccio Villa con jacuzzi nel Chianti

AnnabelleRating, 5 stars3 weeks ago
Beatrice was a wonderful host and accommodating of our needs traveling with a two year old. She was very responsive and gave amazing recommendations for places to eat and visit. The location is stunning - even more beautiful than the pictures! Every direction you look has rolling vineyards. We opted to have them cook a special birthday meal one of the nights, and it was delicious. The only small downside is there isn’t a common area to spend time in besides the kitchen (just the layout of the house). We loved it and hope to come back some day!
Top guest favorite
Cottage in Geggiano
4.99 out of 5 average rating, 129 reviews

Villa di Geggiano - Guesthouse

LauraRating, 5 stars3 weeks ago
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!
Guest favorite
Farm stay in Figline e Incisa Valdarno
4.93 out of 5 average rating, 353 reviews

Romantico in bioagriturismo Firenze

MayraRating, 5 stars4 days ago
This was one of our favorite Airbnb stays and experiences. The farm is beautiful, well-located, and sustainable. It offers tranquility and genuine hospitality. We highly recommend the cooking class we took with Francesa. She not only taught us how to cook amazing pasta, but she also taught us so much about ingredients and served us incredible food sourced locally. It was an unforgettable experience. Francesca and her family were so welcoming and made us feel at home. Their farm work is inspiring, and we appreciate their work and genuineness. We will definitely return soon!

Family- and pet-friendly home rentals

Superhost
Apartment in Sasso Pisano
4.78 out of 5 average rating, 189 reviews

La Maison di Monica & Simona

JurgitaRating, 5 stars2 weeks ago
Viešnagė labai patiko: būstas erdvus ir jaukus (dar gražesnis, nei nuotraukose :)), buvo viskas, ko reikia: patalynė, rankšluosčiai, viskuo aprūpinta virtuvė. Šeimininkai draugiški ir, nors nedaug kalba angliškai, bet viską paaiškina :)... Miestelis irgi žavus - kupinas istorinio dvelksmo. Visai netoli (nuo būsto gal 5 min. pėsčiomis) yra nedidelė terminė versmė - gana karšta, tad tik vienas iš mūsų maudėsi, bet kojas pamirkėme visi ;)... Miestelio bare vaišinomės vynu - buvo labai malonu pabendrauti su vietiniais gyventojais. Žodžiu, šilčiausi atsiliepimai - ačiū už viską!
Guest favorite
Guest suite in Centro Storico
4.95 out of 5 average rating, 170 reviews

A due passi dal centro e lontano dal caos

BettinaRating, 5 stars1 day ago
Le logement de Stefania est idéal pour passer quelques jours sur Florence. Il y a tout le nécessaire et le centre reste accessible à pied ou en bus. Le frigo est un peu bruyant la nuit et cela a pu nous gêner de temps en temps.
Superhost
Home in Staggia
4.87 out of 5 average rating, 39 reviews

Vacanza nel Chianti Senese

JosefinRating, 5 stars9 months ago
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.
Guest favorite
Home in Pievescola
4.93 out of 5 average rating, 124 reviews

Antico Borgo Ripostena – n. 5 Rimessa

KeriRating, 5 stars6 months ago
Marina's place is one of the most beautiful places I've ever seen. The attention to details, the amenities and her communication made our stay very relaxing and enjoyable. Thanks Martina for a great stay in Tuscany.
Superhost
Apartment in Volterra
5 out of 5 average rating, 4 reviews

APPARTAMENTI 3 persone+ 4 persone

KasiaRating, 5 stars33 months ago
Claudia ist eine tolle Gastgeberin, immer sehr hilfsbereit und super nett. Wir haben uns sehr wohl gefühlt. Die Appartements haben alles was man braucht, das Pool ist super - sehr sauber und mit einem wunderbaren Blick. Die lage ist auch top - in etwa 15 Minuten ist man in der Volterra und bis zu San Gimignano braucht man nur eine halbe Stunde. Wir kommen sehr gerne wieder und bedanken uns für das leckere Öl und den schönen Urlaub!
Guest favorite
Home in Gaiole in Chianti
4.8 out of 5 average rating, 100 reviews

loft nel cuore del chianti toscano

CharlotteRating, 5 stars6 months ago
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.
Guest favorite
Home in Fibbiano
4.96 out of 5 average rating, 146 reviews

Casa in Toscana con piscina

PeggyRating, 5 stars6 months ago
Wir haben eine wunderbare Woche in Cristinas Haus in Fabbiano verbracht und dort unsere Auszeit vom Alltag sehr genossen. Das Haus ist wunderschön in den kleinen, ruhigen, sehr romantischen Ort eingebunden. Man geniest vom Garten aus einen wunderbaren Blick in das Tal und die Berge und kann vom Haus aus auch gleich eine schöne Wanderung aus unternehmen. Cristinas Empfang war sehr herzlich und gab uns das Gefühl, uns in ihrem Haus wirklich willkommen zu fühlen. Wir konnten sie jederzeit fragen, wenn wir Rat benötigten. Der Garten ist traumhaft. Leider war es für den Pool schon zu kalt. Dafür haben wir den Kamin sehr genossen. Trotz des durchwachsenen Wetters haben wir viel unternommen denn das Haus liegt zentral zwischen Meer, den Bergen und einiger sehr schöner Städte (z.B. Viareggio, Lucca, Pisa, Bargo). Da der Garten komplett eingezäunt ist, konnte sich auch unser Hund die ganze Zeit frei bewegen. Für kleine Familien, die Ruhe und Abgeschiedenheit lieben, ist das Haus ideal
Guest favorite
Farm stay in Sovicille
4.9 out of 5 average rating, 168 reviews

Casa al Gianni - Leccio

Dav Et LaetRating, 5 stars1 week ago
Notre séjour à la ferme nous a enchanté ! L'environnement est incroyable. L'appartement était propre et plus grand que sur les photos. Nous avons pu avoir des produits de la ferme (viande, pâte, oeufs, bières) et profiter des installations (ping pong, freesbee, badminton) Les enfants ont adoré pouvoir voir de près les cochons et les ânes. Un feu de cheminée pour couronner le tout, séjour en pleine nature vraiment dépaysant et reposant. Hôte hyper réactif, sympathique et à notre écoute 👍👍

Family-friendly home rentals with a pool

Superhost
Home in Volterra
4.88 out of 5 average rating, 50 reviews

Tuscan Villa with Privacy,Pool,near towncentre

GaiaRating, 5 stars1 week ago
Ambiente paradisiaco, in uno scenario spettacolare, vicinissimo al centro. Casa piena di tutti i comfort, elegante, perfetta per un totale soggiorno di relax. Antonio sempre pronto a soddisfare ogni tua richiesta, gentile, cordiale ed ospitale. Da ritornare sicuramente!!
Top guest favorite
Villa in Siena
4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

MarkRating, 5 stars7 months ago
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!
Guest favorite
Villa in Baco
4.86 out of 5 average rating, 83 reviews

Tuscan Villa

DeeRating, 5 stars7 months ago
Five friends made to feel very welcome to this beautiful spacious villa with a lovely pool set amongst olive groves. The scenery that surrounded us was beautiful. Invited to Mark's villa who shared his knowledge and history of the olive groves which was very interesting and the hospitality received was first class (vino and yummy bruschetta's). This was the perfect place to stay and would highly recommend.
Top guest favorite
Home in Piano di Coreglia
4.99 out of 5 average rating, 76 reviews

Casa del Sole

ChristianRating, 5 stars7 months ago
Nous avons passé un superbe séjour chez Carlo et Elena. Le jardin clôturé et la piscine étaient de vrais plus. Sans compter toutes les petites attentions que Carlo a pu avoir pour nous, et même un cadeau pour notre petit chiot. Le logement est paisible entouré de montagnes avec une belle vue. Nous recommandons cette maison et son hôte car tout était parfait!
Guest favorite
Home in Lecchi in Chianti
4.96 out of 5 average rating, 135 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars6 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Top guest favorite
Apartment in La Felce
4.98 out of 5 average rating, 107 reviews

La Felce Country House

GarrettRating, 5 stars7 months ago
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!
Guest favorite
Apartment in Capannori
4.91 out of 5 average rating, 34 reviews

Casa Colle

SallyRating, 5 stars7 months ago
We had a very relaxing few days staying with Lucy and her family, and their dog Amber. They were really friendly and welcoming, and always ready to answer any queries we had. The pool area was lovely, and extremely peaceful. The accommodation was spacious, very clean and comfortable. The village is small with a butchers and bakers, a couple of restaurants and a bar. We did a lovely circular walk from the property through the woods to the nearby hill top village, Castel Vecchio. There’s nothing in the village but it’s very pretty and the views are great. You need a car to get to the supermarket and Lucca is a very easy 20 minute drive away. We had a super time and thank you Lucy for your generous hospitality.
Guest favorite
Home in Cerbaia
4.9 out of 5 average rating, 21 reviews

Podere Villanuova 2

AndrewRating, 5 stars8 months ago
Great location - close if you are flying into/from the Florence airport - extremely close to to Villa Antinori - Dario Ceccini in Panzano - San Gimignano - Siena, etc. Pictures are representative of the apartment - grounds exceed the pictures. Grounds are very well maintained. The pool is exceptional. Great cats and dogs to welcome you throughout the day. Kitchen is very workable, knives are sharp, gas stove and kitchen utensils are stocked and ready for your carbonara or amatriciana. Plenty of staff is located on premises but are not at all intrusive. 11 out of 10. Will return.

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $70 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

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