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Kid-friendly holiday rentals in Asciano

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Asciano 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.
Superhost
Home in Asciano
4.88 out of 5 average rating, 144 reviews

A Charming House in Asciano - Siena

CristinaRating, 5 stars8 months ago
Very nice place with a great view, very quiet and relaxing. The apartment was clean and cozy. The only inconvenience were the squeaky doors.
Guest favourite
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars1 month ago
My husband and I, plus our French Bulldog, had the pleasure of staying here for just over 3 weeks. Immediately felt like home, and host family had everything to do with that! Highly recommend. stunning views, fabulous location and some of the most gracious people I've ever met.
Top guest favourite
Home in San Quirico d'Orcia
4.99 out of 5 average rating, 208 reviews

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni

RobynRating, 5 stars6 days ago
We felt like kings of the castle in Stefano and Sylvias’s place. Top of a hill with expansive views and always such a beautiful breeze. San Quirico was lovely as was Bagno Vignoni at the bottom of our hill. We could see the twinkling lights of Pienza and Montepulciano both of which were an easy drive away. Generosity in the way the villa was presented and our hosts’ welcome, with many wonderful local suggestions. Would highly recommend.
Top guest favourite
Home in Monticchiello
4.98 out of 5 average rating, 182 reviews

"La Lambarda" tower Suite

TatianaRating, 5 stars1 week ago
The guard tower in the wall is a romantic Tuscan dream. The small town is tiny and calm. We had some trouble with Wi-Fi during our stay and never could really get it going for more than a few minutes but when we sent a message to Deb she immediately asked her IT person to review and offered us her restaurant location to work and connect. We decided this problem was a clear message to us to unplug and enjoy the serenity, and that’s exactly what we did. We ate at Deb’s Lounge, which was a great experience, especially because of the impeccable kindness and attention of Ousnane. He not only served us but gave us some excellent ideas for places to visit. The daily breakfast served by Laura, who was also very kind to us, was also really large and welcomed. We also took the suggestion of a guest review to visit the spa in Bagno Vignoni at Hotel Posta Marcucci and it was incredible and worth the money. We spent most of the day there and relaxed in the outdoor, indoor areas and massage.
Top guest favourite
Home in Villa a Sesta
4.98 out of 5 average rating, 436 reviews

Raffaella's House nel Chianti

AshleyRating, 5 stars1 week ago
Very peaceful and beautiful views from the rooms. Raffaella’s breakfast was very good and much appreciated! She gave amazing local food recommendations that are walkable from her house. She also helped us find parking in the city of Florence!
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 stars1 week 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 Asciano - Chiusure - Monte Oliveto Maggiore
4.96 out of 5 average rating, 182 reviews

Country House in the Crete Senesi

CharlotteRating, 5 stars1 month ago
We feel so lucky to of found Guido and his beautiful house. Firstly Guido could not be more helpful, so responsive, friendly and has the best recommendations! He made sure the house was spotless for our arrival, even the pool is so clean it was perfect. The house itself is stunning, stays lovely and cool in the heat but the garden is just drenched in sunshine. Guido has made sure you can bask in the sunshine by the pool or chill out in shade in the height of the afternoon. There are so many comfortable spots to sit in! The pool was lovely and refreshing when it was hot mid afternoon and looked beautiful in the evening. Tuscany is stunning, there's so much to explore - would heavily recommend a car for that. In walking distance there are a couple of very delicious restaurants and if you're feeling adventurous you can walk to the monostary nearby which is definitely worth visiting. Thank you Guido!

Family-friendly apartment rentals

Guest favourite
Flat in Laviano
4.9 out of 5 average rating, 114 reviews

Unique location farmhouse

MarieRating, 5 stars2 weeks ago
Wir waren 4 Nächte bei Flavio und wollten gar nicht mehr gehen. Der Hof ist ein Idyll in Umbrien, direkt an der Grenze zur Toskana. Das Zimmer war wie auf den Bildern, sehr sauber und alles da, was man braucht. Der Garten ist wunderbar, es gibt viele Sitzmöglichkeiten zum Essen und Ausblick genießen und der Pool war perfekt zum abkühlen nach unseren Unternehmungen. Toll fanden wir auch das Öl vom Hof. Wir kommen auf jeden Fall wieder.
Top guest favourite
Flat in Monteroni d'Arbia
4.98 out of 5 average rating, 203 reviews

Appartamento "Sunflower" con vista su Siena

M.A.Rating, 5 stars3 weeks ago
Sunflower è bellissima!! Un oasis de paix! La vue y est si magnifique que nous avons opté de toujours souper à la maison afin d’assister au majestueux spectacle que la nature nous offre: le coucher de soleil!! Il y a quelques appartements dans le complexe, mais on se sentait seuls puisque les espaces jardins sont biens divisés. Le secteur est paisible, mais en même temps près de Sienne et de plusieurs merveilleuses régions de la Toscane facilement accessibles en voiture. Le livre d’instructions, disponible à l’appartement est complet. Il comprend aussi des suggestions de parcours très agréables. Nous avons eu un accueil très chaleureux de Lorenzo, papa de Marta, qui nous a très bien expliqué les fonctionnalités de l’appartement. Merci pour la bouteille de vin, très apprécié! Nous recommandons vivement cet appartement! Nous y avons pris de nombreuses photos, mais aucune ne reflète entièrement l’extrême beauté du paysage. Grazzie mille Marta & tutta la famiglia!
Top guest favourite
Flat in Castiglioncello del Trinoro
5 out of 5 average rating, 315 reviews

Stunning Tuscan apartment in 14 Century Palazzo

SharonRating, 5 stars1 week ago
A truly magical and unique stay in a castle apartment. After 24 days exploring the beauty of Italy, our arrival at Simone's third floor apartment in the village was breathtaking. This truly magnificent setting, nestled within a castle, immediately enveloped us in a serene and peaceful atmosphere. The apartment itself is not only beautifully appointed and meticulously cared for, but also boasts spectacular views across the mountain range that invited us to sit for hours, simply unwinding and soaking in the tranquility. While we ventured down the mountain a few times, we found ourselves drawn to the gentle rhythm of morning and evening walks, always culminating in a visit to the piazza to once again marvel at the stunning views Simone, our host, is simply the most considerate and attentive host I have encountered in 15 years of travel. His dedication ensured our stay was nothing short of exceptional. Grazie mille, Simone, for sharing this incredible piece of paradise with us. We depart
Superhost
Flat in Larciano
4.84 out of 5 average rating, 123 reviews

Biancospino apart, amazing view, pool open fromApr

SylviaRating, 5 stars1 month ago
Top locatie, met prima voorzieningen. Het uitzicht is prachtig en een dikke plus voor de privé kookles! Niet twijfelen, gewoon boeken.
Guest favourite
Flat in Montepulciano
4.94 out of 5 average rating, 196 reviews

I Tramonti di Eramo , Montepulciano centro.

SeungheeRating, 5 stars2 days ago
The picture of the sunset view from the balcony on the description attracted me, but I was wondering how much the expectation will be met. The actual view even surpassed the expectation. The stunning view is unforgettable. Everything in the house was tidy, cosy and lovely. The small town of Montepulciano was like something in a fairy tale, beautiful and peaceful.
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!
Guest favourite
Flat in Carpineto
4.95 out of 5 average rating, 171 reviews

Campagna Toscana, pace e relax a 10 min da Siena

AnneRating, 5 stars2 days ago
Die Wohnung von Francesco und Cecilia ist wirklich toll und die beiden sind hervorragende und sehr sympathische Gastgeber! Wir waren hier für vier Nächte mit unserem Baby und es hat uns an nichts gefehlt. Man ist mitten in der Natur, hat einen wunderbaren Garten mit Pool und ist innerhalb weniger Minuten im Supermarkt oder in Siena. Auch für weitere Ausflüge in die Toskana ist das hier ein super Startpunkt. Absolut empfehlenswert!
Guest favourite
Flat in Monticchiello
4.97 out of 5 average rating, 153 reviews

Casa Bonari - un paradiso per gli occhi

KristopherRating, 5 stars3 weeks ago
This is Tuscany at its finest! Our stay at Casa Bonari was perfect. The villa inside was spacious, beautiful, comfortable, and wonderfully Italian. It was equipped with everything we needed. The exterior grounds were gorgeous and the views from the property in every direction were breathtaking. We made dinner and ate on the patio - it looked like a picture from a magazine. The villa is within easy walking distance of the charming Monticchiello which has a few excellent restaurants. We enjoyed strolling the picturesque streets and the incredible views of the countryside from the village. Our hostess, Valentina, was very gracious and helpful. We enjoyed meeting some of the friendly family members. They were so kind and left us with happy memories. We highly recommend Casa Bonari and hope to visit again.

Family-friendly apartment rentals

Guest favourite
Apartment in San Gimignano
4.93 out of 5 average rating, 119 reviews

Luxury Medieval Tower - Penthouse

MichaelRating, 5 stars2 weeks ago
Alessio and Beatrice were perfect hosts. The place couldn’t be in a better location, right on the north end of the Main road through San Gimignano. Having the top floor really made it peaceful despite the sometimes bustle of the town. The apartment was beautiful and comfortable; a great base for exploring San Gimignano and the surrounding Tuscan countryside!
Guest favourite
Apartment in Chiusdino
4.87 out of 5 average rating, 103 reviews

Appartamento Chiusdino - Centro storico

NicholasRating, 5 stars1 month ago
Alloggio ottimo, casa come da foto e descrizione, locata in un piccolo paesino molto carino. Struttura pulita e ordinata, Host sempre disponibile per qualsiasi informazione e gentile.
Top guest favourite
Apartment in Pienza
5 out of 5 average rating, 112 reviews

Mascagni Farmhouse in Val d'Orcia Pienza

SachinRating, 5 stars2 weeks ago
A beautiful Agro tourismo right in the lap of nature…very close to the picturesque Pienza town and with gorgeous views of Tuscany rolling hills all around the house.. Bianca’s father met us upon arrival and explained us all the details about the house, his farm, olive oil making and the background of the place.. They stay on the first floor of the house and Airbnb is on ground floor… The house was built in 1576 and it was one of its kind of experience to be staying in it… The house is quite spacious and very well decorated. We stayed here for 3 nights and did 2 day trips - 1 to Florence and other to Siena ( a must visit place with marvellous cathedral and piazza del campo ) and picture perfect Chianti region.. Having a car is absolutely necessary as the place is 8-10 km from Pienza and public transport is minimal… Regards, Sachin
Top guest favourite
Apartment in Barberino Tavarnelle
5 out of 5 average rating, 254 reviews

Old medieval apartment

AndyRating, 5 stars3 days ago
A lovely apartment with everything you need in a peaceful quaint village. Leonardo was an exceptional host, great communication before arrival and helpful recommendations upon check in. Love the double shower. Thank you for a pleasant stay.
Top guest favourite
Apartment in Torrenieri
4.97 out of 5 average rating, 242 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AngieRating, 5 stars1 day ago
La casa es preciosa, tiene una vista hermosa en el balcón de uno de sus cuartos. Los ambientes son cómodos, acogedores y muy limpios. Volvería a quedarme en el lugar. Yo fui en carro y se me hizo fácil moverme a los pueblitos más cercanos.
Top guest favourite
Apartment in Siena
4.96 out of 5 average rating, 170 reviews

Elegant vintage decorated home in the old Siena

DeniseRating, 5 stars3 weeks ago
Perfectly located vintage decorated home within walking distance of historic center of Siena. We spent a month here and used her place as a center base to discover Tuscany. Close to shopping and restaurants. WiFi is excellent as my husband worked remotely for a few days a week. Kitchenette and washing machine were a big help as we cooked a few nights staying in. Mattress is very comfy and the apartment is very quiet. Church bells rang daily and drummers in the contrade practice for parades and Palio. Experience Medieval Siena here. We were very comfortable in Grazia’s place. Nice to have a 1/2 bath on main level, as bedroom and bathroom with shower is on the upper level. Grazia provides everything you could possibly want and has excellent suggestions for places to eat and sights to visit. She was indispensable helping us always responding within minutes if we had a question or needed help. Perfect place for the Tuscan vacation! Grazia is a wonderful and caring host!
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!

Quick stats about holiday rentals that are kid-friendly in Asciano

  • Total rentals

    100 properties

  • Nightly prices starting at

    ₹3,440 before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    60 properties allow pets

  • Rentals with a pool

    70 properties have a pool

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Asciano
  6. Family-friendly rentals