
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 $68 NZD 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, Wi-Fi 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.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit, and an outdoor kitchen. Ideal for those seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, complete with relaxation in the hot tub and al fresco dining. A memorable getaway awaits you in this slice of paradise!
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Poggio Bicchieri Holiday Farm - Memoria apartment
Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!
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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.
KitchenFamilySolo travel

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.
Indoor spacesFamilyAir conditioning

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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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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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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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.
KitchenIndoor spacesQuiet

IL CANTUCCIO
Bright studio apartment with a very comfortable double sofa bed, a fully equipped kitchen, a bathroom with a shower, a small veranda, and a garden. Independent entrance and private parking. Located 500 meters from the historic center of Asciano, very close to the train station and supermarket. Pets allowed. Private parking inside the garden for bicycles.
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Country House in the Crete Senesi
County house deep into the natural reserve that surrounds the village of Chiusure and the Abbey of Monte Oliveto Maggiore. Intimate oasis of relax with private garden and pool located in the heart of Siena's area between Val d'Orcia and Crete Senesi
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Popular amenities for Asciano family-friendly rentals
Family-friendly home rentals with a hot tub

La Pieve - the house next to the church
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Villa di Geggiano – Guesthouse
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Amazing Tuscany Villa, FREE parking
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Wine Experience Villa in Montepulciano
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Luxury frescoed apartment in the historical center
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San Giovanni in Poggio, Villa Meriggio 95 sqm
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Tuscan charm of villa - countryside - Villa Senaia
Indoor spacesKitchenNearby

Farmhouse in Chianti with Swimming Pool
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Family- and pet-friendly home rentals

Villa Tonacato - Charming Villa with private pool
KitchenIndoor spacesPets

Stone farmhouse in Val D'Orcia
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Tuscan country house at Mascagni Farmhouse in Pienza
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The Chianti window
Indoor spacesFamilyParking

Tuscan farmhouse stay with restaurant and pool
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La Casina
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Tuscan cottage with an heavenly view
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Mimosa Apartment - Poggio al Vento
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Family-friendly home rentals with a pool

Podere Vergianoni nestled in Chianti with a pool
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House Rigomagno Siena
FamilyKitchenWalkability

Family Forest - Pool in the Crete Senesi
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Sosta Eroica • Panoramic View & Quiet Pool Retreat
Indoor spacesFamilyGetting around

Relax, swimming pool and...Crete Senesi!
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PODERE SCURCOLI FARMHOUSE
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House for Groups Relax Among Nature and Silence
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Siena, Monteroni d 'Arbia, La Staalla apartment
Indoor spacesCleanlinessAmenities
When is the best time to visit Asciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $320 NZD | $326 NZD | $316 NZD | $338 NZD | $357 NZD | $385 NZD | $408 NZD | $412 NZD | $361 NZD | $314 NZD | $326 NZD | $357 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 |
Destinations to explore
- Bed and breakfasts Asciano
- Rentals with breakfast Asciano
- Condo rentals Asciano
- Farmstay rentals Asciano
- Rentals with pools Asciano
- Holiday home rentals Asciano
- Villa rentals Asciano
- Pet-friendly rentals Asciano
- Apartment 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
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Things to do Asciano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Museums 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







