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Family-friendly vacation rentals in Asciano

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 450 vacation rentals in Asciano

  • Nightly prices starting at

    Asciano vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 8,090 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 230 rentals that welcome pets

  • Vacation rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Asciano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Asciano rentals

  • 4.8 Average rating

    Asciano stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Asciano

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Asciano

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Indoor spacesFamilySolo travel

4.96 out of 5 average rating, 142 reviews
Guest favorite
Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

Small, cosy apartment with independent access, consisting of charming bedroom with a beautiful view, equipped with ample closet space, a comfortable canopy bed and private bathroom and pretty living room / breakfast area, with sofa-bed. A delicious breakfast is included in the price and from April through October guests also have the option of dining on-site in our traditional farm restaurant. If dates are not available the property includes other rooms in charming cottage also on Airbnb.

KitchenFamilyWalkability

4.92 out of 5 average rating, 359 reviews
Guest favorite
A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.
Farm stay in Campiglia D'orcia

Agriturismo Poggio Bicchieri ap. Memoria

Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!

Indoor spacesKitchenHospitality

4.92 out of 5 average rating, 627 reviews
Top guest favorite
An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.
Condo in Asciano

Rosa come il cielo al tramonto

Appartamento si trova al 1 piano , composto da 2 camere ( possibilità di fare matrimoniali o singoli a seconda delle esigenze del cliente ) un bagno, ampio soggiorno e cucina attrezzata per cucinare . Tv, ( per chi fa richiesta, lavatrice a disposizione dalle 9 alle 20 nella nostra lavanderia ) . Per venire da noi è consigliata l'auto , per essere indipendenti , sia per visitare la campagna toscana . Posizione strategica per visitare la Toscana Vi aspetto per mostrarvi la vera Toscana.

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 236 reviews
Top guest favorite
An aerial view captures the agriturismo surrounded by lush green fields and a neatly arranged row of tall cypress trees. The inviting pool reflects the serene landscape, and the winding dirt road leads towards the property, nestled amid the picturesque Crete Senesi.
Apartment in Asciano

Loggiato 1 in agriturismo con piscina condivisa

Appartamento per 2 persone nell'agriturismo Santa Lucia (agriturismo DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi a 10 km da Siena. Situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Composto da camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale. Spazio esterno con tavolo e sedie a disposizione al piano terreno. ARIA CONDIZIONATA in camera A PAGAMENTO secondo il consumo.

Indoor spacesKitchenParking

4.97 out of 5 average rating, 188 reviews
Top guest favorite
A serene pool area is showcased with two sun loungers positioned beside a tranquil salt-water pool. The expansive view of the valley and distant cityscape adds to the peaceful ambiance, while greenery surrounds the space, enhancing the sense of privacy and relaxation.
Farm stay in Monte San Savino

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.

FamilyIndoor spacesComfort

4.99 out of 5 average rating, 116 reviews
Top guest favorite
A yurt is shown at night, illuminated warmly from within. The starry sky features the Milky Way, providing a stunning backdrop. An outdoor seating area with a thatched roof is visible, showcasing a tranquil atmosphere amidst a natural landscape.
Yurt in Asciano

2 ❤️ e 1 Yurta Glamping in Tuscany solo adulti

Romantico Glamping per adulti, nel cuore della campagna Toscana. Tenda Yurta di tipologia Silver 35mq + bagno interno privato 7mq + Jacuzzi a legna all'aperto privata* (*SUPPLEMENTO), veranda relax privata. Riscaldata in inverno e aria condizionata in estate. Cene con consegna direttamente alla Yurta, disponibili per un'esperienza ancora più gustosa (*SUPPLEMENTO*). - Parcheggio privato, WiFi - Cucina con frigorifero, microonde, (NO FORNELLI) + barbecue privato all'aperto.

Indoor spacesKitchenComfort

4.98 out of 5 average rating, 196 reviews
Top guest favorite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 294 reviews
Top guest favorite
An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.
Villa in Sarteano

Casale in pietra in Val D’Orcia

Casale toscano del '800 con pietre a vista immerso nella meravigliosa campagna Toscana con uno splendido panorama sulla Val di Chiana. E' circondato da un parco di 6 ettari con un uliveto di 300 piante. Si trova a Sarteano, nel paese, un antico borgo medioevale con un castello da sogno, conosciuto per il Festival della Musica e del Jazz che si svolge alla fine dell'estate. Siamo nella bellissima Val d'Orcia, patrimonio naturale dell'umanità dall'UNESCO dal 2004.

FamilyIndoor spacesCleanliness

4.98 out of 5 average rating, 160 reviews
Top guest favorite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Indoor spacesFamilyCheckout

4.98 out of 5 average rating, 107 reviews
Guest favorite
Villa in Siena

Villa Capanna, Private Pool, Breathtaking Views

Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.

Indoor spacesKitchenCheck-in

4.89 out of 5 average rating, 311 reviews
Guest favorite
An open living space features a cozy double sofa bed in the background, complemented by a small dining area with a white table and red chairs. Decorative shelves display kitchenware against a neutral wall. A door leads to an outdoor area with greenery visible beyond.
Apartment in Asciano

IL CANTUCCIO

Luminoso monolocale provvisto di comodissimo divano letto matrimoniale, cucina completamente attrezzata,bagno con doccia, piccola veranda e giardino. Entrata indipendente e parcheggio privato. Situato a 500 mt dal centro storico di Asciano, vicinissimo a stazione ferroviaria e supermercato. Ammessi animali domestici. Parcheggio privato all'interno del giardino per biciclette.

Indoor spacesFamilyComfort

4.87 out of 5 average rating, 141 reviews

Popular amenities for Asciano family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

Villa di Geggiano - Guesthouse

Indoor spacesFamilyLaundry

4.99 out of 5 average rating, 155 reviews
Guest favorite
Villa in Castiglione d'Orcia

Wp Relais Villa Vignalunga

Indoor spacesKitchenCondition

4.93 out of 5 average rating, 117 reviews
Top guest favorite
An elegantly furnished living room features classic decor, including a chandelier and ornate details. Large windows offer views of the city's architectural highlights. Comfortable seating arrangements, including a tufted sofa and armchairs, are arranged around a glass coffee table, enhancing the room's inviting ambiance.
Home in Siena

Domus Nannini - Loggia Salimbeni SPA

Indoor spacesKitchenQuiet

4.96 out of 5 average rating, 156 reviews
Top guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano

Amazing Tuscany Villa, FREE parking

KitchenIndoor spacesPets

4.92 out of 5 average rating, 337 reviews
Guest favorite
A heated mini hydro-massage pool is surrounded by greenery, featuring subtle chromotherapy lighting in shades of purple. In the background, a rustic farmhouse is set against a serene twilight sky, with tall cypress trees lining the space.
Villa in Monteroni d'Arbia

San Giovanni in Poggio, villa Meriggio 95mq

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 128 reviews
Guest favorite
A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.
Home in Cetona

Casa Dolce Toscana | Panoramic Suite & View

Indoor spacesFamilyTV

4.98 out of 5 average rating, 187 reviews
Top guest favorite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Apartment in Siena

Luxury frescoed apartment in the historical center

KitchenFamilyAmenities

4.97 out of 5 average rating, 116 reviews
Top guest favorite
A warm living area is presented, featuring a comfortable sofa adorned with soft pillows and a round dining table. The space is illuminated by wall sconces, while an arched entryway leads to another room. Large windows allow natural light to fill the area.
Farm stay in Gaiole in Chianti

La Pieve - the house next to the church

Indoor spacesKitchenQuiet

4.97 out of 5 average rating, 117 reviews

Family- and pet-friendly home rentals

Top guest favorite
A charming stone cottage is set within lush greenery, featuring a covered porch with outdoor seating. Olive trees surround the area, enhancing the natural beauty. A bicycle leans against the wall, inviting exploration of the peaceful countryside.
Cottage in Osteria delle Noci

Your Tuscan oak tree house, enchanting Val d'Orcia

Indoor spacesFamilyOutdoor spaces

5.0 out of 5 average rating, 116 reviews
Superhost
An aerial view captures the extensive grounds of the agriturismo, showcasing a swimming pool surrounded by tall cypress trees and lush green fields. The rustic buildings are nestled among the natural landscape, with rolling hills visible in the background.
Apartment in Buonconvento

Appaloosa - Apartment for couples and families

KitchenIndoor spacesHeating

4.86 out of 5 average rating, 124 reviews
Guest favorite
Aerial view of a serene agriturismo surrounded by lush vineyards and golden fields. The property features a pool set amidst well-kept gardens and tall cypress trees. Rolling hills in the background extend towards the horizon, contributing to the peaceful landscape.
Farm stay in Montepulciano

Tuscan farmhouse stay with restaurant and pool

Indoor spacesKitchenView

4.94 out of 5 average rating, 108 reviews
Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

Tuscan cottage with an heavenly view

Indoor spacesKitchenParking

4.97 out of 5 average rating, 251 reviews
Guest favorite
A spacious bedroom features a large bed with a neutral bedspread and decorative pillows. A wooden headboard complements the light-coloured walls. A turquoise wardrobe stands against the wall, with a small table and lamp positioned nearby. Natural light fills the room, highlighting the terracotta flooring.
Home in Pievescola

Borgo Ripostena – n. 9 Frantoio

FamilyIndoor spacesShared spaces

4.94 out of 5 average rating, 118 reviews
Superhost
A panoramic view showcases rolling hills bathed in soft morning light. The landscape is characterized by gentle slopes and varied textures, with patches of greenery and earth tones creating a harmonious scene. Distant mountains are faintly visible against the clear blue sky.
Condo in Asciano

La Casina

KitchenFamilyBiking

4.73 out of 5 average rating, 169 reviews
Top guest favorite
A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.
Farm stay in Pienza

Castello di Spedaletto, Val d'Orcia, Pienza

FamilyKitchenBathroom

4.97 out of 5 average rating, 185 reviews
Guest favorite
A fenced swimming pool is showcased, featuring clear blue water and surrounded by sunbeds with colorful towels. An umbrella provides shade over the pool area, with lush greenery and rolling hills visible in the background.
Home in Asciano

house with pool between Siena and Valdorcia

FamilyKitchenValue

4.91 out of 5 average rating, 33 reviews

Family-friendly home rentals with a pool

Top guest favorite
The exterior of a charming farmhouse is visible, featuring stone walls adorned with climbing greenery. Large windows reflect natural light and overlook the landscaped garden. A gravel path leads to the entrance, surrounded by greenery and trees under a clear blue sky.
Home in Rigomagno

House Rigomagno Siena

FamilyKitchenAir conditioning

4.96 out of 5 average rating, 125 reviews
Top guest favorite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce

Podere Vergianoni immerso nelChianti con piscina

Indoor spacesFamilyEV charging

5.0 out of 5 average rating, 352 reviews
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 Abbey of Monte Oliveto Maggiore

Country House in the Crete Senesi

FamilyKitchenTV

4.97 out of 5 average rating, 210 reviews
Top guest favorite
An aerial view showcases a rustic farmhouse surrounded by lush greenery. The property features a terracotta roof, several outdoor areas, and multiple swimming pools nestled among trees, emphasizing the tranquil rural setting.
Farm stay in Murlo

Elegant farmhouse Siena

KitchenIndoor spacesAccuracy

4.96 out of 5 average rating, 168 reviews
Guest favorite
A private swimming pool is surrounded by lush greenery and decorative flowerpots. Sun loungers with umbrellas provide space for relaxation. The tranquil setting features tall trees and a rustic backdrop, creating an inviting outdoor area for guests to enjoy.
Farm stay in Monteroni d'Arbia

Farmhouse with pool (Rosmarino)

KitchenFamilyCondition

4.87 out of 5 average rating, 105 reviews
Superhost
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
Home in Asciano

Family Forest - Piscina nelle Crete Senesi

FamilyIndoor spacesAmenities

4.87 out of 5 average rating, 87 reviews
Top guest favorite
Home in Asciano

Sosta Eroica • Panoramic View & Quiet Pool Retreat

FamilyKitchenLocation

4.97 out of 5 average rating, 36 reviews
Superhost
Vacation home in Asciano

Tuscany Breath - Panoramic Pool & Tennis Court

Indoor spacesKitchenOutdoor spaces

5.0 out of 5 average rating, 10 reviews

When is the best time to visit Asciano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 687ﺩ.ﺇ 701ﺩ.ﺇ 679ﺩ.ﺇ 727ﺩ.ﺇ 768ﺩ.ﺇ 826ﺩ.ﺇ 878ﺩ.ﺇ 885ﺩ.ﺇ 775ﺩ.ﺇ 676ﺩ.ﺇ 701ﺩ.ﺇ 768
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

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