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Kid-friendly vacation rentals in Asciano

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Asciano kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A quaint terrace is presented with a small round table and two chairs. Potted flowers add natural color, while a beautiful view of rolling hills and vineyards is visible in the background under a clear blue sky.
Home in Panzano
4.98 out of 5 average rating, 441 reviews

Old Farmhouse near Panzano Castle Abbacìo

KayRating, 5 stars4 days ago
Before arriving, Stephano informed me in detail if we would get lost, and he also carried a heavy carrier. A welcoming wine gift warmed our heart on the table. He also gave us detailed instructions on how to get on the bus to Florence and the bus stop. He wanted to tell us anything. In the old farmhouse, everything is prepared like a house for family, not travelers. I took pictures of the fantastic sunset and scenery. When I go back to Seoul and get tired of my daily life, I think I will reminisce about this picture. And thank you for the gifts, Nicoletta.
Guest favorite
A lush green garden is framed by a rustic pergola made of wooden beams. Grassy paths lead deeper into the garden, where vibrant flowers and trees provide a natural backdrop. Rolling hills and a clear blue sky are visible in the distance, creating a serene outdoor setting.
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.
Guest favorite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
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.
Guest favorite
An outdoor area features a quaint seating arrangement with a small table and four chairs, nestled under the shade of a rustic covered porch. Surrounding planters hold vibrant flowers, and a brick well adds charm to the lush green lawn.
Home in Cerreto Guidi
4.95 out of 5 average rating, 474 reviews

Casa del Giardino

LoriRating, 5 stars4 weeks 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 favorite
A view from the window reveals a serene landscape of rolling hills and valleys bathed in soft morning light. The garden below is adorned with colorful flowers and greenery, enhancing the tranquil atmosphere of the Tuscan countryside.
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 stars2 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 favorite
A spacious bedroom features a large bed with a patterned coverlet. Two open doors lead to a private balcony with a table and chairs. Natural light floods the room, highlighting the scenic view of the surrounding hills and trees.
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 favorite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
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 favorite
The image showcases a serene swimming pool with crystal-clear water reflecting the blue sky. In the background, a rustic two-story house with brick exterior is framed by lush greenery and flowering plants, creating a tranquil setting.
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!

Kid-friendly apartment rentals

Guest favorite
A serene outdoor space is framed by tall, leafy trees, creating a natural canopy. Within the gravel area, terracotta pots with greenery are visible, offering a sense of tranquility. The expansive view stretches across the hills and valleys of the surrounding landscape.
Apartment 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 favorite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Apartment 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 favorite
A well-maintained outdoor pool is surrounded by sun loungers and patio umbrellas, providing a tranquil setting. Lush greenery and colorful flowers frame the area, with a backdrop of a historic villa nestled among trees, capturing the essence of the serene countryside.
Apartment in Laviano
4.9 out of 5 average rating, 114 reviews

Unique location farmhouse

MarieRating, 5 stars1 week 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.
Guest favorite
An outdoor dining area is surrounded by lush greenery and flowering plants, featuring a circular table with four elegant wrought iron chairs. A cozy blanket is draped over one chair, and a scenic view of rolling hills extends in the background under a muted sky.
Apartment in Monteroni d'Arbia
4.96 out of 5 average rating, 247 reviews

Appartamento "Red Rose" con vista su Siena.

AudreyRating, 5 stars1 week ago
Magnifique endroit qui nous a tout de suite charmé, avec vue splendide sur la toscane et sur Sienne qui fait rêver. L’accueil était chaleureux et tout était très beau et très propre. Nous reviendrons!
Top guest favorite
A spacious bedroom features a comfortable bed with a soft grey headboard and neutral bedding. A small dining area with a wooden table and two dishes is visible. A large mirror and a flat-screen TV are mounted on the wall, reflecting natural light from a nearby window.
Apartment in Sinalunga
4.99 out of 5 average rating, 275 reviews

Resort Panoramic view - Free parking

EnricoRating, 5 starstoday
Soggiorno incantevole, camera e patio con vista inarrivabile per bellezza e quiete. Camera bellissima, fornitissima, tutto estremamente curato nei dettagli da una persona -Elena, pur non avendo avuto l'occasione di incontrarsi- che ci mette amore nel fornire una esperienza assolutamente da ripetere. Anche gli spazi comuni sono estremamente curati e confortevoli.
Guest favorite
A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.
Apartment 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.
Top guest favorite
A tranquil outdoor pool is surrounded by well-maintained gardens and olive trees. Sun loungers are positioned along the poolside, providing space for relaxation. The stone-clad building in the background complements the landscape, contributing to the serene environment.
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 stars2 weeks 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!
Top guest favorite
A restored stone mill stands surrounded by trees in a tranquil setting. The building features multi-level architecture with red window accents. A gravel pathway leads to the structure, while a vibrant green lawn and rustic stone borders enhance the natural landscape.
Apartment in Barberino Val d'Elsa
4.99 out of 5 average rating, 122 reviews

Appartamento nel Chianti al Mulino dell'Argenna

MarkusRating, 5 stars1 week 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!

Kid-friendly condo rentals

Top guest favorite
A lush garden surrounds the farmhouse, featuring a winding brick pathway lined with vibrant greenery and colorful flowers. Mature trees provide shade, and a variety of plants contribute to a serene atmosphere, enhancing the natural beauty of the outdoors.
Condo in Strada In Chianti
4.95 out of 5 average rating, 372 reviews

Chianti Apartment in 12th Century Tuscan farmhouse

PaulRating, 5 stars6 days ago
Bryan en Marina hebben een waar groen paradijs gemaakt rondom deze fraaie oude boerderij. Naast Bryan en Marina zijn in het gebouw 2 appartementen opgenomen, benevens een derde appartement dat door anderen verhuurd wordt. De appartementen van Bryan en Marina zijn zeer smaakvol ingericht met een Engelse touch. Wij hebben daar heel veel van genoten. De mooie grote tuin en het terras wordt met elkaar gedeeld, voor het appartement is nog een klein eigen terras. De locatie ligt erg mooi en handig om de vele bezienswaardigheden in de omgeving te bezoeken. Wij vonden Bryan en Marina zeer hartelijk en we hebben veel leuke gesprekken met ze gevoerd. We hebben een heel fijn verblijf gehad.
Guest favorite
A spacious living area features a large window with elegant curtains, allowing natural light to illuminate the room. A comfortable sofa adorned with a cozy blanket is positioned facing a wooden coffee table, while a television and decorative elements add to the ambiance.
Condo 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.
Guest favorite
An open living space features a wooden shelf with decorative plants, providing a natural touch. A cozy sleeping area is visible through the partition, complemented by a colorful bedspread. A dining table with floral design adds a welcoming element, while modern lights enhance the overall ambiance.
Condo 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 favorite
A charming outdoor seating area is set against a backdrop of rolling green hills. Two green metal chairs and a matching table are surrounded by flowering plants, with cypress trees rising in the distance under a partly cloudy sky.
Condo in Pienza
5 out of 5 average rating, 111 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 favorite
An aerial view reveals the historic village of San Donato in Poggio, showcasing charming medieval architecture and surrounding hills. The apartment is distinguished by its stone façade, nestled among lush greenery and olive trees, with terracotta rooftops complementing the landscape.
Condo 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.
Top guest favorite
A spacious bedroom features warm brick walls and a wooden beamed ceiling. A large bed with a striped blanket is positioned next to a cozy seating area. A desk and chair setup is visible, along with a Smart TV mounted above, completing the functional space.
Condo in Torrenieri
4.97 out of 5 average rating, 241 reviews

[9 minutes from Montalcino] Elegant House Mafalda

AnthonyRating, 5 stars2 weeks ago
Marco’s place is away from the hustle and bustle of Siena very quietly comfortable and super clean. The view from the balcony alone is worth the night rate. Close to all the lovely sights in Val D’Orcia. In a very quaint town with locals who actually live here. Marco is very responsive and clearly explained everything to us. Must try the pizza at Pizza I’ll Vecchio…a hidden gem in Tuscany
Top guest favorite
The elegant bedroom features a spacious bed covered with a green quilt. Two large, historic windows provide natural light and overlook a quiet garden. A dark cabinet and a lamp add functional elements, while a cozy seating area is included in the room.
Condo 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.
Top guest favorite
An open dining area features a wooden table surrounded by white upholstered chairs. A large window allows natural light to fill the space, highlighting plants in decorative pots. The room is adorned with artwork and has a comfortable seating area in the background.
Condo 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!

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

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$8,359 GYD 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. Kid-friendly rentals