
Family-friendly vacation 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.

Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

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.

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.

Green – The meadows in Tuscany
Apartment consisting of 1 double bedroom, fully equipped kitchen, large living room, and bathroom. TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. which is in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany. You will like the outdoor environment because it is magical by day and at night Free parking and WiFi Convenient location to visit both Tuscany and Umbria.

San Giovanni in Poggio, Villa Meriggio 95 sqm
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.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic Glamping for adults, in the heart of the Tuscan countryside. 35 sqm Yurt Tent + 7 sqm private indoor bathroom + private outdoor wood-fired Jacuzzi* (*SURCHARGE), private relaxation veranda. Heated in winter and air-conditioned in summer. Dinners with delivery directly to the Yurt, available for an even tastier experience (*ADDITIONAL CHARGE* * *). - Private parking, WiFi - Kitchen with fridge, microwave, (NO STOVE) + private outdoor barbecue.

"Sunflower" apartment with view of Siena
Caggiolo is a completely renovated farm consisting of several apartments, each with a private entrance and exclusive use of the garden, with a panoramic view of Siena. Located 1 km from 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). From the farm, you can hike to the Grotti Castle (6 km) or to our pond (2.5 km)

Casa al Gianni - Hut
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!

Casale Santa Barbara - Exclusive Apartment
Your private Tuscan retreat between Pienza and Montepulciano. A spacious 100 m² apartment for two, with exclusive access, a large private garden and breathtaking views over the Val d’Orcia hills. Elegance, calm and authenticity — just you… and Tuscany.
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing Tuscany Villa, FREE parking

Romantic Siena summer spa Francigena road

Charming estate with views. A/C in the bedrooms

Fontarcella, H&R- mediterranean home with jacuzzi
Wp Relais Villa Vignalunga

Montalcino Townhouse with Private Garden & Spa

La Casetta

Palazzo del Taja - in the center with whirlpool
Family- and pet-friendly home rentals

The Biricocolo Cottage

IL CANTUCCIO

Archi, Rustic apartment in Tuscany

Stuart White Tea Central Panoramic & Garden

Casa Bonari - a paradise for the eyes

Luxurious Medieval Tower & Private Concierge

Suite in Castello di Valle

At Paola's in Chianti
Family-friendly home rentals with a pool

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

Farmhouse apartment with pool

Family Forest - Pool in the Crete Senesi

Crete Senesi - Asciano Cavoni Hut

Casa Biancospino Crete Senesi | Podere Fossaccio

Charming home Crete Senesi

Podere on the Crete Senesi

Antico Borgo Ripostena – n. 8 Old House
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ551 | ﺩ.ﺇ610 | ﺩ.ﺇ595 | ﺩ.ﺇ712 | ﺩ.ﺇ723 | ﺩ.ﺇ764 | ﺩ.ﺇ878 | ﺩ.ﺇ885 | ﺩ.ﺇ775 | ﺩ.ﺇ676 | ﺩ.ﺇ584 | ﺩ.ﺇ544 |
| 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 vacation rentals that are family-friendly in Asciano

Total vacation rentals
Explore 430 vacation rentals in Asciano

Nightly prices starting at
Asciano vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

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

Pet-friendly vacation rentals
Find 220 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
390 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!
Destinations to explore
- Farmstay rentals Asciano
- Rentals with a washer and dryer Asciano
- Rentals with a hot tub Asciano
- Rentals with outdoor seating Asciano
- Rentals with a fire pit Asciano
- Rentals with a patio Asciano
- Bed and breakfasts Asciano
- Rentals with an EV charger Asciano
- Condo rentals Asciano
- Pet-friendly rentals Asciano
- Fitness-friendly rentals Asciano
- Smoking-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Rentals with a fireplace Asciano
- Luxury rentals Asciano
- House rentals Asciano
- Villa rentals Asciano
- Vacation home rentals Asciano
- Rentals with breakfast Asciano
- Rentals with pools Asciano
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Piazza della Signoria
- Mercato Centrale
- Ponte Vecchio
- Santa Maria Novella
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Salvatore Ferragamo Museum
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Del Chianti
- Siena Cathedral
- Lake Bolsena
- Basilica of Santa Maria Novella
- Cala Violina
- Piazzale Michelangelo
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Boboli's Garden
- Parco delle Cascine
- Eremo Di Camaldoli
- Palazzo Vecchio




