
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 8,090 verified reviews to help you choose

Pet-friendly accommodation
Find 230 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
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.

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.

Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

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.

Charming Tuscan Villa with View forFamily&Friends
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!

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.

Casa al Gianni - Hut
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 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.

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.

A Big Dream in a Little Tower.
The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Castel Brunello - 2 doublebed rooms + terrace
Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.
Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

"Red Rose" apartment with view of Siena.

LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA

Amazing Tuscany Villa, FREE parking

San Giovanni in Poggio, Villa Meriggio 95 sqm

Villa unesco heritage, Jacuzzi & garden. BB Daria
Wp Relais Villa Vignalunga

La Pieve - the house next to the church

Green Dome @ The Land Before Time Retreats
Family- and pet-friendly home rentals

Mascagni Farmhouse in Val d'Orcia, Pienza

Borgo Ripostena – No. 5 Garage

Authentic Tuscan Country House WITH A/C

Le Splandole Farm – Crete Senesi

Villa Tonacato - Charming Villa with private pool

Poggio Bicchieri Holiday Farm - Memoria apartment
La Piazzetta - Cozy open space in the historic center of Montepulciano

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

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

Family Forest - Pool in the Crete Senesi

Tuscany Breath - Panoramic Pool & Tennis Court

house with pool between Siena and Valdorcia

Country chic house in a village,private pool,wiFi

Farmhouse in the Crete Senesi

Country House in the Crete Senesi

House Rigomagno Siena
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 AUD | $271 AUD | $262 AUD | $281 AUD | $296 AUD | $319 AUD | $339 AUD | $342 AUD | $299 AUD | $261 AUD | $271 AUD | $296 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
- Rentals with breakfast Asciano
- Bed and breakfasts Asciano
- Condo rentals Asciano
- Farmstay rentals Asciano
- Rentals with pools Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Apartment rentals Asciano
- Rentals with lake access Asciano
- Holiday home rentals Asciano
- Rentals with a hot tub Asciano
- House rentals Asciano
- Luxury rentals Asciano
- Family-friendly rentals Siena
- Family-friendly rentals Tuscany
- Family-friendly rentals Italy
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Lake Bolsena
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Parco Regionale Della Maremma
- Cala Violina
- Stazione Santa Maria Novella
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Things to do Asciano
- Things to do Siena
- Sightseeing Siena
- Art and culture Siena
- Entertainment Siena
- Food and drink Siena
- Nature and outdoors Siena
- Tours Siena
- Sports activities Siena
- Things to do Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Sports activities Tuscany
- Sightseeing Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Food and drink Tuscany
- Things to do Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Food and drink Italy
- Sports activities Italy
- Sightseeing Italy
- Tours Italy
- Entertainment Italy







