
Family-friendly holiday rentals in Asciano
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Asciano
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Apartment in Tuscan farm house.
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.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Farmhouse with pool in Chianti
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

San Giovanni in Poggio, villa Meriggio 95mq
Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 1st floor and consists of 2 bedrooms (possibility of single or double beds on request), bathroom, living room, and kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and WiFi Strategic location for visiting the tourist centers of Tuscany. We are in the countryside, in the heart of the Crete Senesi, a car is recommended to be independent and visit the magnificent Tuscan countryside

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Pozzo Accommodation in a farmhouse in the Crete Senesi
The Pozzo apartment for 2 people is located in the Santa Lucia farmhouse (HOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi, just 10 km from the center of Siena. It is a ground floor apartment with a private garden and table with chairs for outdoor dining. Outdoor barbecue. Consisting of a double bedroom, bathroom with shower and living room with kitchenette, television. Air conditioning is available for a fee based on usage.

Tuscan countryside, peace and relaxation 10 minutes from Siena
Our accommodation is close to Siena, therefore to nightlife, the city center but also to the small airport of Ampugnano, parks, and public transport. You'll love our place for its light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our apartment is suitable for couples, solo adventurers, business travelers, families (with children) and furry friends (pets).

Casa al Gianni - Capanna
Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

Beautiful renovated barn in Tuscany

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Your Private Tuscan Retreat

Villa di Geggiano – Guesthouse

Poggio dell'orso.Traditional Casale. Amazing views

Fontarcella, H&R- mediterranean home with jacuzzi

La Casetta
Family- and pet-friendly home rentals

Authentic Tuscan Country House WITH A/C

Podere Guidi

Casa Bonari - a paradise for the eyes

Michelangelo: entire space in the heart of Tuscany

Secret Garden Siena

Your Tuscan oak tree house, enchanting Val d'Orcia
La Piazzetta - Cozy open space in the historic center of Montepulciano

Jenny's Barn
Family-friendly home rentals with a pool

Panoramic Country Suite Montalcino

Cercis - La Palmierina

Podere La Castellina - No. 1 COTTAGE

Charming home Crete Senesi

Siena Country Loft Hideway

Countryside Dream farm in Tuscany

Antico Borgo Ripostena – n. 8 Old House

Country House in the Crete Senesi
Quick stats about holiday rentals that are family-friendly in Asciano
Total holiday rentals
Explore 470 holiday rentals in Asciano
Nightly prices starting at
Asciano holiday rentals start at € 34 per night before taxes and fees
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Over 7,430 verified reviews to help you choose
Pet-friendly holiday rentals
Find 230 rentals that welcome pets
Holiday rentals with a pool
350 properties feature pools
Rentals with dedicated workspaces
150 properties have a dedicated workspace
Wifi availability
430 of Asciano holiday rentals include wifi 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!
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- Santa Maria Novella
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- Ponte Vecchio
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- Mercato Centrale
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