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Family-friendly holiday rentals in Asciano

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 450 holiday rentals in Asciano

  • Nightly prices starting at

    Asciano holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 8,090 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    310 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    400 of Asciano holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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 favourite
Farm stay in Rapolano Terme

Capannacce WORKING-Horse farm: Torricella Loft

Loft open space located on the first floor of a traditional farm fifties with a total of two beds (plus sofa bed). Furnished in a functional and country chic, light colors and restful, chosen by the interior designer Giorgia Kirchner. There is a double bed, living area and fully equipped kitchen. The bathroom is fully equipped, bathtube is in a dedicate space. From the covered terrace you can enjoy the summer sunset. There is access to a large shared garden with barbecue, hammock and table for outdoor dining. Guests can use the organic vegetable garden. Ideal in any season to live and enjoy the country life, away from any disturbance citizen. Fulcrum of the company is the breeding of thoroughbred horses with mares and foals, rare breeds cattle Pontremoli and agricultural production organic standard. You can enjoy guided tours of the farm, walking along the banks of the river Ombrone and in the woods to discover an untouched landscape, cultivated fields, abandoned farms, and many species of wild animals and birds. Nearby excellent restaurants and taverns with local cuisine and magnificent wines. A few steps away are the thermal baths of Rapolano (with whom we have an agreement), and cities such as Siena, Arezzo, Florence with their beautiful surroundings. not to mention the smaller gems like Lucignano, Pienza, Montalcino, Montepulciano, San Gimignano, Trequanda, Montisi, Chiusure etc .. The price of any heating gas lpg (but there is a wood stove running) is NOT included in the price!

FamilyKitchenBackyard

4.88 out of 5 average rating, 103 reviews
Guest favourite
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.

FamilyIndoor spacesHospitality

4.96 out of 5 average rating, 142 reviews
Guest favourite
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.

Indoor spacesFamilyHiking

4.92 out of 5 average rating, 359 reviews
Top Guest favourite
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.

KitchenFamilyValue

4.99 out of 5 average rating, 236 reviews
Top Guest favourite
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.

Indoor spacesKitchenOutdoor spaces

4.99 out of 5 average rating, 116 reviews
Guest favourite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Apartment in Asciano

Appartamento Loggiato 2 in toscana con piscina

L'appartamento Loggiato 2 per 2 persone si trova nell'agriturismo Santa Lucia (L'AGRITURISMO è DIVISO IN 7 APPARTAMENTI) nelle Crete Senesi vicino Siena ed è un bilocale situato al primo piano con tavolino privato dinanzi alle vetrate del loggiato d'ingresso. Ci sono una camera matrimoniale (due letti singoli uniti per formare un letto matrimoniale), bagno con doccia e soggiorno con cucina funzionale e televisione. L' APPARTAMENTO HA L'ARIA CONDIZIONATA nella camera ( A PAGAMENTO ).

FamilyIndoor spacesCondition

4.94 out of 5 average rating, 162 reviews
Top Guest favourite
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 spacesFamilyValue

4.98 out of 5 average rating, 196 reviews
Top Guest favourite
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!

Indoor spacesFamilyBreakfast

4.93 out of 5 average rating, 294 reviews
Top Guest favourite
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.

KitchenFamilyView

4.98 out of 5 average rating, 160 reviews
Top Guest favourite
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.

FamilyKitchenCleanliness

4.98 out of 5 average rating, 108 reviews
Guest favourite
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.

KitchenIndoor spacesTV

4.89 out of 5 average rating, 311 reviews
Guest favourite
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.

KitchenIndoor spacesHeating

4.87 out of 5 average rating, 141 reviews

Popular amenities for Asciano family-friendly rentals

Family-friendly home rentals with a hot tub

When is the best time to visit Asciano?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$266 AUD$272 AUD$263 AUD$281 AUD$297 AUD$320 AUD$340 AUD$343 AUD$300 AUD$262 AUD$272 AUD$297 AUD
Avg. temp5°C6°C9°C12°C16°C21°C23°C24°C19°C14°C9°C5°C

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