
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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 7,720 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
400 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!
Top-rated family-friendly rentals in Asciano
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

Casa al Gianni - Fig
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

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.

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.

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.

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.

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

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantico Glamping per adulti, nel cuore della campagna Toscana. Tenda Yurta di tipologia Silver 35mq + bagno interno privato 7mq + Jacuzzi a legna all'aperto privata* (*SUPPLEMENTO), veranda relax privata. Riscaldata in inverno e aria condizionata in estate. Cene con consegna direttamente alla Yurta, disponibili per un'esperienza ancora più gustosa (*SUPPLEMENTO*). - Parcheggio privato, WiFi - Cucina con frigorifero, microonde, (NO FORNELLI) + barbecue privato all'aperto.

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.

Appaloosa - Apartment for couples and families
Appaloosa apartment accommodates 4–5 guests and offers air conditioning, Wi-Fi and direct access to the panoramic swimming pool. Ideal for couples or families looking for a relaxing stay in the Tuscan countryside. On the ground floor there is a kitchen, living area, a twin bedroom and a bathroom with shower. Upstairs, reached by a spiral staircase, is the double bedroom with an additional single chair bed.

IL CANTUCCIO
Luminoso monolocale provvisto di comodissimo divano letto matrimoniale, cucina completamente attrezzata,bagno con doccia, piccola veranda e giardino. Entrata indipendente e parcheggio privato. Situato a 500 mt dal centro storico di Asciano, vicinissimo a stazione ferroviaria e supermercato. Ammessi animali domestici. Parcheggio privato all'interno del giardino per biciclette.
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

White lily with a view of Siena

San Giovanni in Poggio, Villa Meriggio 95 sqm

Villa unesco heritage, Jacuzzi & garden. BB Daria

La Pieve - the house next to the church
Wp Relais Villa Vignalunga

Tuscany View - Villa Arianna
Family- and pet-friendly home rentals

The Eagle and the Olive Tree

Mascagni Farmhouse in Val d'Orcia, Pienza

Farmhouse on a winery

Tuscan Apartment in Village + wine & olive oil

Chianti, elegant barn among vineyards and pool

In Tuscany Rooms

Secret Garden Siena

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

Tuscany Breath - Panoramic Pool & Tennis Court

Luxury Hilltop Villa | Infinity Pool, Sauna, View

The Artist's House 6, Emma Villas

Siena, Monteroni d 'Arbia, Apartment La Capanna

Tuscany accommodation with panoramic view terrace

Country chic house in a village,private pool,wiFi

Tuja

House Rigomagno Siena
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $246 SGD | $238 SGD | $250 SGD | $254 SGD | $268 SGD | $308 SGD | $310 SGD | $272 SGD | $237 SGD | $246 SGD | $269 SGD |
| 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
- Apartment rentals Asciano
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- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Stazione Santa Maria Novella
- Lake Trasimeno
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Piazza della Repubblica
- Uffizi Gallery
- Del Chianti
- Centro Storico Orvieto
- Piazzale Michelangelo
- Pitti Palace
- Palazzo Vecchio
- Boboli's Garden
- Parco delle Cascine
- Basilica of Santa Croce
- Medici Chapel
- Piazza della Signoria
- Avignonesi Winery Fattoria Le Capezzine
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Tours Siena
- Nature and outdoors Siena
- Sports activities Siena
- Food and drink Siena
- Things to do Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Tours Tuscany
- Sightseeing Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Things to do Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Wellness Italy
- Art and culture Italy
- Entertainment Italy
- Tours Italy







