
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.

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.

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

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.

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.

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.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of 1 comfortable double bedroom (2 single beds can be provided on request), equipped kitchen, living room and bathroom. TV, BBQ, (if necessary, we provide a washing machine from 9 a.m. to 8 p.m., which is located in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and so you can visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

"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 - 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!

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.

La Pieve - the house next to the church
To the right of the Argenina church, after which it is named, it has the persuasive look of its 2 small arches facing west. Perhaps it was once the parish priest's house, or the one where cooking was done in the large wood-burning oven, who knows?
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

Your Private Tuscan Retreat

Villa di Geggiano – Guesthouse

Fontarcella, H&R- mediterranean home with jacuzzi

La Casetta

Domus Nannini - Loggia Salimbeni SPA
Family- and pet-friendly home rentals

The Biricocolo Cottage

Explore nature in the center of Vigneti Chianti

Spinosa Apartment in Podere Capraia

Mafuccio Farmhouse - "Casa di Rigo"

Casa Bonari - a paradise for the eyes

Amazing view of Val d'Orcia Pienza

Luxurious Medieval Tower & Private Concierge

Suite in Castello di Valle
Family-friendly home rentals with a pool

Tenuta Chiudendone in Tuscany

Apartment "Le Arcate" in an 18th century farmhouse

Farmhouse apartment with pool

Family Forest - Pool in the Crete Senesi

The Arches of Corsanello | Apt "Siena" x 3

Crete Senesi - Asciano Cavoni Hut

Casa Biancospino Crete Senesi | Fossaccio Farm

Charming home Crete Senesi
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $252 NZD | $279 NZD | $273 NZD | $326 NZD | $331 NZD | $350 NZD | $402 NZD | $405 NZD | $355 NZD | $310 NZD | $267 NZD | $249 NZD |
| 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 $67 NZD per night before taxes and fees

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

Pet-friendly accommodation
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

Wi-Fi availability
390 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!
Destinations to explore
- Holiday home rentals Asciano
- Farmstay rentals Asciano
- Rentals with an EV charger Asciano
- Pet-friendly rentals Asciano
- Rentals with a patio Asciano
- Smoking-friendly rentals Asciano
- Rentals with a washing machine and dryer Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Rentals with breakfast Asciano
- Condo rentals Asciano
- Rentals with a fire pit Asciano
- Bed and breakfasts Asciano
- Luxury rentals Asciano
- House rentals Asciano
- Villa rentals Asciano
- Rentals with outdoor seating Asciano
- Rentals with pools Asciano
- Rentals with a fireplace Asciano
- Fitness-friendly rentals Asciano
- Rentals with a hot tub 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
- Uffizi Gallery
- Eremo Di Camaldoli
- Piazzale Michelangelo
- Fortezza da Basso
- Piazza della Repubblica
- Pitti Palace
- Parco delle Cascine
- Boboli's Garden
- Palazzo Vecchio




