
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 7,720 verified reviews to help you choose

Pet-friendly accommodation
Find 240 rentals that welcome pets

Holiday rentals with a pool
330 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, 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.

Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
Indoor spacesKitchenSleep quality

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and historic property dating back to the 1600s, located in the beautiful hills of Chianti in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to you. The apartment is available for 2 adults with the option of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique sunsets.
Indoor spacesKitchenView

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.
Indoor spacesKitchenShared spaces

Villa with View for Family & Friends, in Tuscany
Huge and charming top floor apt in Tuscan Villa with breathtaking view! Visit Montepulciano, Pienza, Siena, explore country side, vineyards and hot springs, hiking or e-biking, strolling or driving! Two roomy suites with top quality beds and bathroom ensuite. Windows walled living room, comfy sofas, professional kitchen at your own use. We can set Winery visits & tasting, Cooking classes and private dinners. NEW Hot tub facing green hilltop! ExperienceTuscany as a local, with your local Host!
KitchenIndoor spacesNearby

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.
KitchenFamilySolo travel

Siena - apartment in the countryside near Siena
The Siena apartment for 5 people is located in the Santa Lucia farmhouse (DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is an apartment of about 100 square meters, located on the ground floor, consisting of three bedrooms (one double; one with two beds and one single), a large living room with fireplace, kitchen, two bathrooms with shower. Private outdoor gazebo with table and benches located in a private garden. AIR CONDITIONING in the rooms for a FEE according to consumption.
Indoor spacesKitchenLaundry

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.
KitchenIndoor spacesAccess

Celeste – The color of the summer sky in Tuscany
The apartment is located on the 2nd floor and consists of 2 bedrooms (possibility of making single or double beds on request), a bathroom, a living room, and a kitchen equipped for cooking. (Washing machine available from 9 a.m. to 8 p.m. in the laundry room) Free parking and wifi. Convenient location for visiting Tuscany's tourist centers. 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
FamilyIndoor spacesPool

Flat, Agriturismo "Biofattoria l'Upupa"
The flat is on the first floor of a classic Tuscan farmhouse called ‘Biofattoria l'Upupa’. Magnificent hillside location between the Val d'Orcia and the Crete Senesi. Suitable for families with children. Consisting of kitchen, large living room, bathroom with shower, 1 double bedroom and 1 bedroom with bunk beds. There is a double sofa bed in the living room. The flat is equipped with wifi. Free parking on private property. Complete breakfast kit including homemade cakes.
KitchenFamilyCheck-in

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic glamping for adults, in the heart of the Tuscan countryside. Silver Yurt tent, 35 sq m + private en-suite bathroom, 7 sq m + private outdoor wood-fired hot tub* (*EXTRA CHARGE), private relaxation veranda. Heated in winter and air-conditioned in summer. Dinners with delivery directly to the Yurt, available for an even tastier experience (*SURCHARGE*). - Private parking, WiFi - Kitchen with refrigerator, microwave, (NO STOVE) + private outdoor barbecue.
KitchenFamilyWi-Fi

"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
FamilyIndoor spacesComfort

Charming home Crete Senesi
Less than 15 kilometers from Siena, the terraced apartment is located in a characteristic Tuscan village on the high that leads to the picturesque "Site Transitoire”. The property is completed by a lovely garden overlooking Siena and a comfortable swimming pool.
Indoor spacesFamilyShared spaces
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.
FamilyIndoor spacesPool

Amazing Tuscany Villa, FREE parking
Indoor spacesFamilyCheck-in

Torretta Apartment
Indoor spacesFamilyCleanliness

Villa in Montepulciano with a Pool
Indoor spacesFamilyTV

Le Rondini - where it all began
KitchenFamilyDecor

Tuscany View - Villa Arianna
FamilyKitchenHiking

Typical Tuscan country house
FamilyKitchenCleanliness

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
FamilyIndoor spacesCleanliness
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view
FamilyIndoor spacesCheck-in

Belforti Tower
KitchenIndoor spacesLaundry

Beautiful medieval village!!!
KitchenFamilyBreakfast

Mascagni Farmhouse in Val d'Orcia, Pienza
Indoor spacesKitchenCleanliness

Podere Piazza house with panoramic view
FamilyIndoor spacesBiking

In Tuscany Rooms
Indoor spacesKitchenNearby

Secret Garden Siena
FamilyIndoor spacesPets

Poggio Bicchieri Holiday Farm - Memoria apartment
Indoor spacesFamilyLocation
Family-friendly home rentals with a pool

Farmhouse apartment with pool
Indoor spacesFamilyAccuracy

"Le Arcate" apartment in an 18th-century farmhouse
Indoor spacesViewBathroom

Family Forest - Pool in the Crete Senesi
Indoor spacesFamilyTV

The Eagle and the Olive Tree
Indoor spacesFamilySleep quality

Charme and Beauty - Tuscan Views
BathroomHospitalitySleep quality

Casa Biancospino Crete Senesi | Podere Fossaccio
Indoor spacesFamilyComfort

Farmhouse in the Crete Senesi
KitchenIndoor spacesSleep quality

House Rigomagno Siena
FamilyKitchenComfort
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 AUD | $273 AUD | $264 AUD | $277 AUD | $282 AUD | $297 AUD | $342 AUD | $345 AUD | $302 AUD | $263 AUD | $273 AUD | $299 AUD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with a washing machine and dryer Asciano
- Rentals with breakfast Asciano
- Condo rentals Asciano
- Fitness-friendly rentals Asciano
- Rentals with outdoor seating Asciano
- Farmstay rentals Asciano
- Rentals with a fire pit Asciano
- Rentals with pools Asciano
- Holiday home rentals Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Smoking-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Rentals with a patio Asciano
- Rentals with an EV charger Asciano
- House rentals Asciano
- Rentals with a fireplace Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Cathedral of Santa Maria del Fiore
- Lake Trasimeno
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Regionale Della Maremma
- Uffizi Gallery
- Fortezza da Basso
- Stazione Santa Maria Novella
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Parco delle Cascine
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Piazza della Signoria
- Centro Storico Orvieto
- Cascate del Mulino
- Basilica of Santa Croce
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Food and drink Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







