
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 8,090 verified reviews to help you choose

Pet-friendly holiday rentals
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

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.

Capannacce WORKING-Horse farm: Torricella Loft
Loft open space located on the first floor of a traditional farm fifties with a total of two beds (plus sofa bed). Furnished in a functional and country chic, light colors and restful, chosen by the interior designer Giorgia Kirchner. There is a double bed, living area and fully equipped kitchen. The bathroom is fully equipped, bathtube is in a dedicate space. From the covered terrace you can enjoy the summer sunset. There is access to a large shared garden with barbecue, hammock and table for outdoor dining. Guests can use the organic vegetable garden. Ideal in any season to live and enjoy the country life, away from any disturbance citizen. Fulcrum of the company is the breeding of thoroughbred horses with mares and foals, rare breeds cattle Pontremoli and agricultural production organic standard. You can enjoy guided tours of the farm, walking along the banks of the river Ombrone and in the woods to discover an untouched landscape, cultivated fields, abandoned farms, and many species of wild animals and birds. Nearby excellent restaurants and taverns with local cuisine and magnificent wines. A few steps away are the thermal baths of Rapolano (with whom we have an agreement), and cities such as Siena, Arezzo, Florence with their beautiful surroundings. not to mention the smaller gems like Lucignano, Pienza, Montalcino, Montepulciano, San Gimignano, Trequanda, Montisi, Chiusure etc .. The price of any heating gas lpg (but there is a wood stove running) is NOT included in the price!
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Casa al Gianni - Oak
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!
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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.
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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!
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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.
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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.
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LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
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Family Forest - Pool in the Crete Senesi
Relax with the whole family in our hideaway in Palazzo Monaci in the heart of the Crete Senesi! Our apartment is located in a residence with a swimming pool and breathtaking views, ideal 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 local wines, and immerse yourself in the culture and history of this fascinating region.
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2 ❤️ and 1 Yurt Glamping in Tuscany for adults only
Romantic glamping for adults, in the heart of the Tuscan countryside. Silver 35 m² yurt tent + 7 m² private en-suite bathroom + private outdoor wood-fired hot tub* (*EXTRA CHARGE), private relaxation veranda. Heating in the winter and air conditioning in the 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.
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Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
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Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
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Charming home Crete Senesi
Less than 15 kilometers from Siena, the ground floor apartment is located in a characteristic Tuscan village on the hill that leads to the picturesque "Site Transitoire". The property is completed by a lovely garden overlooking Siena and a comfortable swimming pool.
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Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

Villa di Geggiano – Guesthouse
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La Pieve - the house next to the church
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Wp Relais Villa Vignalunga
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Amazing Tuscany Villa, FREE parking
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San Giovanni in Poggio, Villa Meriggio 95 sqm
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Tuscan charm of villa - countryside - Villa Senaia
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Luxury frescoed apartment in the historical center
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Typical Tuscan country house
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Family- and pet-friendly home rentals

Stone farmhouse in Val D'Orcia
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Appaloosa - Apartment for couples and families
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IL CANTUCCIO
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Beautiful medieval village!!!
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Tuscan country house at Mascagni Farmhouse in Pienza
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Villa Tonacato - Charming Villa with private pool
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Poggio Bicchieri Holiday Farm - Memoria apartment
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Tuscan cottage with an heavenly view
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Family-friendly home rentals with a pool

House Rigomagno Siena
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Sosta Eroica • Panoramic View & Quiet Pool Retreat
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Casa Olivo | Il Fossaccio Farm
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Tuscany Breath - Panoramic Pool & Tennis Court
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Relax, swimming pool and...Crete Senesi!
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Cozy home in countryside with tennis and pool
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Country chic house in a village,private pool,wiFi
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Ulivi House
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When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 SGD | $243 SGD | $235 SGD | $252 SGD | $266 SGD | $286 SGD | $304 SGD | $306 SGD | $268 SGD | $234 SGD | $243 SGD | $266 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
- Bed and breakfasts Asciano
- Rentals with breakfast Asciano
- Apartment rentals Asciano
- Farm stay rentals Asciano
- Rentals with pools Asciano
- Holiday home rentals Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Flat rentals Asciano
- Rentals with lake access Asciano
- House rentals Asciano
- Luxury rentals Asciano
- Rentals with a hot tub 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
- Cala Violina
- Stazione Santa Maria Novella
- Parco Regionale Della Maremma
- Mercato Centrale
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Centro Storico Orvieto
- Cascate del Mulino
- Mount Amiata
- Things to do Asciano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Outdoors Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







