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Family-friendly holiday rentals in Apennine Mountains

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Apennine Mountains family-friendly rentals

Family-friendly home rentals with a hot tub

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 stars2 weeks 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!
Top guest favourite
Home in Figline e Incisa Valdarno
4.96 out of 5 average rating, 105 reviews

Torretta Apartment

DebbieRating, 5 stars2 weeks 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
Villa in Montepulciano
4.91 out of 5 average rating, 126 reviews

Villa a Montepulciano con Piscina

SantiagoRating, 5 stars1 week ago
We just checked out of this wonderful villa today, and it has truly been one of the most special places we’ve ever stayed. We arrived with my husband’s parents, my husband, and our toddler, and from the moment we got there, everything exceeded our expectations. Alex greeted us warmly, gave us a tour of the villa and the property, and provided detailed printed information about nearby restaurants, supermarkets, cafés, bakeries, and wine tours. The property also produces its own wine, which was available for purchase and could be conveniently delivered to our villa during our stay. Alex shared his contact number and made himself available in case we needed anything—which we really appreciated. One of the highlights of the property was the stunning infinity pool overlooking the vineyard and offering breathtaking views. It was the perfect setting to disconnect and truly live in the moment. The air conditioning and hot water worked perfectly. Thank you Alex!
Superhost
Villa in Baschi
4.87 out of 5 average rating, 176 reviews

VILLALADOLCEVITA

SimonRating, 5 stars2 weeks ago
Very nice stay for a few days relaxing in summer. Beautiful olive gardens around the house, nice collection of wine. Everything clear, super big house, will come back next year!
Top guest favourite
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 400 reviews

Old hayloft on the Chianti hills

LaurenRating, 5 stars4 days ago
I can’t say enough good things about my stay here — from start to finish, this was one of the best Airbnb experiences I’ve ever had. Giovanni went above and beyond in every possible way. Communication was quick, clear, and kind, and they were always available for questions or local recommendations. Check-in was smooth and easy, and I immediately felt at home. The space itself was spotless, stylish, and incredibly comfortable — exactly as described (if not better). Small thoughtful touches like welcoming wine and snack board made it feel more like staying at a friend’s home than a rental. It’s clear that Giovanni genuinely cares about their guests’ comfort. I wish I could give more than 5 stars.
Top guest favourite
Home in Vico Equense
4.98 out of 5 average rating, 294 reviews

B&B la Palombara

RebeccaRating, 5 stars1 week ago
Where to start... prior to our arrival she provided her information so she could help pick us up with our bags and give us a personal tour. She treats her home with pride and her guests like family. Giovanna and her family all helped make our stay memorable and comfortable. She was flexible with us since we had a late wedding to attend and really cared about us personally. She remembers the little details like what you like for breakfast and even wished my husband a happy birthday. The view is beautiful, the room is cozy, her food is made with love and my heart is so full. My husband and I left feeling so cared for. Everyone is respectful of space and Giovanna is just a lovely person I hope to visit again. If you want an ordinary experience go elsewhere but if you want something extraordinary visit Giovanna <3
Top guest favourite
Villa in Todi
4.99 out of 5 average rating, 100 reviews

Villa in Todi with Pool CIN: IT054052C21M032265

RosemaryRating, 5 stars1 week ago
Our stay at this countryside villa in Todi was nothing short of magical. The property itself is breathtaking — surrounded by rolling hills, olive groves, and the tranquil beauty of Umbria. The villa was impeccably clean, tastefully decorated, and offered all the comforts of home with the added luxury of a sparkling pool overlooking the valley. Each morning felt like a dream as we sipped coffee under the pergola and watched the sun rise over the countryside. What truly set this experience apart, however, was the warmth and generosity of our host. Claudia and Alessandro welcomed us with a tasting of Alessandro’s homemade olive oil, which was absolutely divine. They also offered a selection of local wines and even Claudia’s own natural skin care products, all crafted with care and authenticity. This stay was the perfect blend of relaxation, culture, and indulgence. We left feeling completely rejuvenated and can’t wait to return.
Guest favourite
Farm stay in Gaiole in Chianti
4.94 out of 5 average rating, 233 reviews

Il Nido - un romantico focolare

MattRating, 5 stars3 weeks ago
This is a phenomenal place. One of the best Airbnb’s I’ve stayed at (and I’ve stayed at many). Gabrielle was an excellent host and curated a perfect experience. The views are breathtaking, the cooking class onsite is an authentic Italian experience, and the pool/property are the perfect Tuscan escape. Book this if you’re debating. A+ in every way

Family- and pet-friendly home rentals

Guest favourite
Flat in Assisi
4.98 out of 5 average rating, 191 reviews

Assisi Al Quattro - Historic Centre of Assisi

YvonneRating, 5 stars2 weeks ago
We thoroughly enjoyed our stay and fell in love with Assisi. Very helpful and responsive host. The home was immaculate and had everything we needed. The illy coffee was a nice touch. Wish we had stayed longer in this charming place. We hope to visit again soon.
Top guest favourite
Villa in Sarteano
4.97 out of 5 average rating, 125 reviews

Casale in pietra in Val D’Orcia

Theng JuhRating, 5 stars3 weeks ago
Stefania was super nice to wait for us despite we were later for 3 hours. Her house was very beautiful and lots of space for 10 of us. Everyone can have their own space on the balcony or terrace. Can have BBQ too. House was very well equipped with everything that we expected. Had a wonderful time. Thank you.
Top guest favourite
Farm stay in Arezzo
4.97 out of 5 average rating, 230 reviews

Esplora la natura al centro di Vigneti Chianti

BaileyRating, 5 stars2 weeks ago
Staying at Agrigreen La Lama was hands down the best Airbnb experience I’ve ever had. From the moment we arrived, Rita welcomed us with such warmth and hospitality that we felt at home. The property is peaceful, beautifully maintained, and full of charm—surrounded by nature and the kind of quiet that soothes the soul. One of the most memorable parts of our stay was getting to cook in Rita’s own home, which she generously opened to us. It was such a unique and personal experience that made us feel truly connected to the space and the spirit of the farm. If you’re looking for a place to slow down, feel grounded, and enjoy genuine hospitality, Rita’s space is an absolute gem. I’m already looking forward to the day I can return.
Guest favourite
Apartment in Porto Santo Stefano
4.88 out of 5 average rating, 163 reviews

Villa Rosetta, apt 1, Lovely beach historic house

MarkusRating, 5 stars2 weeks ago
Wir hatten einen wunderschönen Urlaub, sehr entspannt, die Lage ist echt traumhaft, es ist ein altes, wunderschönes Haus. Wir kommen wieder.
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!
Superhost
Farm stay in Roccatederighi
4.92 out of 5 average rating, 136 reviews

Holiday in antique farm, Belvedere

MauriceRating, 5 stars2 weeks ago
Wat een rust en wat een uitzicht. Mooi landgoed en supervriendelijk mensen die het je naar de zin proberen te maken. Ook een mooi en fijn zwembad voor als het erg warm is.
Top guest favourite
Flat in Montepulciano
4.97 out of 5 average rating, 392 reviews

A view from the top, Montepulciano

AliciaRating, 5 stars1 month ago
We had a wonderful stay at Luca’s and the view cannot be beat! Luca went above expectations by meeting us at checkin to show us where to park and taking our luggage to and from the unit. Hope to stay here again one day!
Guest favourite
Farm stay in Pienza
4.94 out of 5 average rating, 172 reviews

Agriturismo Palazzi del Papa Val d'Orcia Pienza

AntiamRating, 5 stars2 months ago
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.

Family-friendly home rentals with a pool

Guest favourite
Cottage in Radicofani
4.85 out of 5 average rating, 130 reviews

Cottage "Girasole" in Tuscany

LauraRating, 5 stars3 weeks ago
Nous avons passé un excellent séjour dans le cottage de Clarissa et Antonio qui est situé dans un endroit magnifique et au calme mais proche du centre du village de Radicofani. On peut s’y rendre à pied et l’on y trouve de petits commerces et de bons restaurants. Le cottage est bien équipé, propre et très agréable. Nous avons été accueillis par Sara et Marcello qui sont très avenant et très sympathiques. Nous avons beaucoup apprécié les petites attentions de bienvenue. Le cottage est très bien situé géographiquement pour visiter les principaux villages de Toscane et profiter de magnifiques paysages. Nous avons pu profiter de la piscine en fin de séjour ce qui a été très appréciable. Nous reviendrons avec plaisir séjourner chez Clarissa et Antonio.
Top guest favourite
Castle in Montecatini Val di Cecina
4.99 out of 5 average rating, 118 reviews

Torre dei Belforti

JoyRating, 5 stars5 days ago
What a wonderful week we had with Luca and Emilia at the tower! It was amazing to see all the pictures in real life - it was even more amazing in person. And the garden is just magical. I had no idea the beauty of the pool area. Laying by the pool and listening to nature we felt transported to a simpler time. To top it off Luca was so delightful. We enjoyed his company and hearing more about the story of the tower and the town. I would recommend this as a stop on anyone’s vacation to Italy. Wonderful hosts in a magical setting!
Top guest favourite
Villa in Tavarnelle Val di Pesa
4.93 out of 5 average rating, 148 reviews

PODERE GUIDI

TerryRating, 5 stars2 weeks ago
Giuliani is a wonderful host who made us feel as if this slice of paradise was our home, too. The location, the meticulously restored home, the views all make for the ultimate Tuscan experience. But Giuliani and her husband bring it all together with their warmth and attentiveness. It was a tough place to say goodbye to — for now. If you are looking for a Tuscan experience, this is it. And remember to ask for the hosts’ home-cooked meal. It is a culinary experience in the very best sense.
Superhost
Farm stay in Provincia di Siena
4.87 out of 5 average rating, 118 reviews

Spigo - Indipendent Cottage Zampugna

FilipRating, 5 stars1 week ago
Nádherné místo, vše připraveno i s občerstvením, ubytování klidné a čisté ... Klimatizace funkční, ale skoro nebyla potřeba, protože to bylo krásné klasické toskánské ubytování, kde jsme rozhodně nebyli naposledy
Top guest favourite
Farm stay in Loro Ciuffenna
4.99 out of 5 average rating, 106 reviews

Il Roseto: your Villa in Tuscan Countryside

ToniRating, 5 stars4 weeks ago
Odina was the perfect spot to relax. Beautiful and comfortable accommodation, wonderful dinners and great communication. Would definitely recommend Odina to people wanting to get away from the city and relax in the countryside.
Top guest favourite
Flat in Barberino Val d'Elsa
4.99 out of 5 average rating, 122 reviews

Appartamento nel Chianti al Mulino dell'Argenna

MarkusRating, 5 stars2 weeks ago
Wir waren nun schon zum zweiten Mal in der Unterkunft von Elisa und Alessandro – und es war wieder einfach wunderschön und absolut erholsam! Der Ort ist eine richtige Oase, in der man perfekt abschalten kann. Elisa und Alessandro sind äußerst hilfsbereit und herzlich. Sie haben uns mit tollen Tipps für Unternehmungen und Restaurants versorgt, sodass wir unseren Aufenthalt rundum genießen konnten. Wir kommen sehr gerne wieder und können diese Unterkunft nur wärmstens empfehlen!
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 stars2 weeks 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!
Guest favourite
Guest house in Antria
4.92 out of 5 average rating, 130 reviews

A charming Tuscan retreat

janeRating, 5 stars3 weeks ago
A very peaceful retreat in a beautiful garden with lots of private places to sit or eat and an extended view over the valley towards Arezzo and mountains beyond. Caroline was helpful but did not intrude. The cottage has an authentic Tuscan style and furniture to match and although quite dark there are big windows looking out onto the garden and view. We enjoyed using the private pool and exploring the local area as well as a National Park to the north (lovely beech forest) and Siena. The TV isn’t ‘smart’ and there is no dishwasher but this is reflected in the price (however there’s a large book collection including lots of guidebooks). It was a very relaxing stay for us, thank you.

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