
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.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Loggia 1 in farmhouse with shared pool
Apartment for 2 people in the Santa Lucia farmhouse (farmhouse DIVIDED IN 7 APARTMENTS) in the Crete Senesi, 10 km from Siena. Located on the second floor with a private table in front of the windows of the entrance loggia. It consists of a double bedroom (two single beds joined to form a double bed), a bathroom with shower and a living room with functional kitchen. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room FOR A FEE according to consumption.

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.

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.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

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

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

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.

House at Gianni - Olmo
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!

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic glamping for adults, in the heart of the Tuscan countryside. Silver Yurt, 35 m² + private en-suite bathroom, 7 m² + 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.

TOWER apartment in small castle near Florence
Romantic, Historically unique, Magical atmosphere, 360 degree views of the countryside and Florence. Great retreat for digital nomads, or simply to retreat from the hustle and bustle. Convenient for Chianti and Tuscany explorations. A/C in 2 rooms. Cooking class and wine tasting available. If you'd like to add more space and comfort, book the TOWER PENTHOUSE: double the space, a large kitchen, another bathroom. Perfect for families!
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

San Giovanni in Poggio, Villa Meriggio 95 sqm

Beautiful renovated barn in Tuscany

Luxury frescoed apartment in the historical center

Tuscany View - Villa Arianna

Cottage in Val d'Orcia Tuscany, Jacuzzi & Hot Tub!
Family- and pet-friendly home rentals

Belforti Tower

Beautiful medieval village!!!

Mascagni Farmhouse in Val d'Orcia, Pienza

Esplora la natura al centro di Vigneti Chianti

Siena, Monteroni d 'Arbia, Apartment La Capanna

La Casetta di Brunello, very panoramic with terrace

Secret Garden Siena

Your Tuscan oak tree house, enchanting Val d'Orcia
Family-friendly home rentals with a pool

Relax, swimming pool and...Crete Senesi!

Romantic cottage in Tuscany with pool and garden

Farmhouse Crete Senesi. Pool+magnificent view

Country chic house in a village,private pool,wiFi

Podere on the Crete Senesi

The twigs

Elegant farmhouse Siena

Tuscan Barn Apartment for 6 with panoramic pool
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £125 | £122 | £146 | £148 | £157 | £180 | £182 | £159 | £139 | £144 | £158 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Asciano

Total holiday rentals
Explore 430 holiday rentals in Asciano

Nightly prices starting at
Asciano holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 7,590 verified reviews to help you choose

Pet-friendly holiday rentals
Find 220 rentals that welcome pets

Holiday rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
390 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!
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with a washing machine and dryer Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Luxury rentals Asciano
- Rentals with a hot tub Asciano
- Apartment rentals Asciano
- Rentals with a firepit Asciano
- Flat rentals Asciano
- Rentals with lake access Asciano
- House rentals Asciano
- Rentals with an EV charger Asciano
- Holiday home rentals Asciano
- Rentals with a patio Asciano
- Rentals with breakfast Asciano
- Farm stay rentals Asciano
- Fitness-friendly rentals Asciano
- Smoking-friendly rentals Asciano
- Rentals with outdoor seating Asciano
- Rentals with pools Asciano
- Rentals with a fireplace Asciano
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Ponte Vecchio
- Santa Maria Novella
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Lake Bolsena
- Basilica of Santa Maria Novella
- Del Chianti
- Mercato Centrale
- Cala Violina
- Eremo Di Camaldoli
- Fortezza da Basso
- Uffizi Gallery
- Cascate del Mulino
- Piazza della Repubblica
- Piazzale Michelangelo
- Great Synagogue of Florence
- Pitti Palace
- Parco delle Cascine
- Palazzo Vecchio
- Boboli's Garden
- Stadio Artemio Franchi
- Things to do Asciano
- Things to do Siena
- Sports activities Siena
- Art and culture Siena
- Nature and outdoors Siena
- Food and drink Siena
- Sightseeing Siena
- Tours Siena
- Things to do Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Sports activities Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Things to do Italy
- Sightseeing Italy
- Food and drink Italy
- Sports activities Italy
- Art and culture Italy
- Tours Italy
- Wellness Italy
- Entertainment Italy
- Nature and outdoors Italy






