
Family-friendly holiday rentals in Tuscany
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tuscany
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Sunset on Chianti Classico
Se cercate una location idilliaca nel cuore del Chianti classico, immersi nei vigneti e oliveti delle splendide colline toscane, nel podere di una Villa storica del ‘500, allora venite nel nostro fienile!! Ha una posizione dominante con una vista strepitosa, dove è possibile godersi tramonti mozzafiato. La totale indipendenza della casa, l'accogliente giardino, il grande loggiato permettono di trascorrere soggiorni in totale tranquillità. Le nostre recensioni sono la vostra migliore garanzia.

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.

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

The Tower
Ancient Tuscan villa, beautiful, with exclusive private garden, completely renovated, surrounded by the beautiful and gentle Tuscan hills. The villa has a breathtaking view, is very sunny, well furnished and equipped with all amenities, quiet and not isolated. The house is located in Bagnolo, a small hamlet of Impruneta at the gates of Chianti, an area of olive groves, vineyards and peace. The house is about 10 km by car from the center of Florence.

Casa al Gianni - Hut
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!

Poggio Bicchieri Holiday Farm - Poesia apartment
Overlooking the Val d 'Orcia, our holiday farm consists of 2 apartments each with a kitchen, bedroom, and bathroom. Large equipped garden. Surrounded by silence, close to Pienza, Montalcino, Bagno Vignoni, and the natural thermal baths of Bagno San Filippo. Getting here is very easy; the last km of the road is unpaved but accessible for all.

Tenuta Chiudendone in Tuscany
Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Countryside Dream farm in Tuscany
Great place in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

Suite in Castello di Valle
A unique experience in a historical dwelling located in the Chianti region. This medieval castle is situated in a strategic position, surrounded by the major Tuscan touristic attractions. The suite is at the entrance floor level: double bedroom with bathroom, sofa bed for two people, kitchenette, fireplace.

San Giusto Abbey {medieval Tower}
Let us tempt you with a truly unique experience: sleeping among the four thick stone walls of a medieval tower! The breathtaking view, the charming and comfortable interiors, sleeping high above, overlooking the world, make staying in the tower absolutely unforgettable.
Popular amenities for Tuscany family-friendly rentals
Family-friendly home rentals with a hot tub

A Big Dream in a Little Tower.

"Sunflower" apartment with view of Siena

Beautiful renovated barn in Tuscany

2 ❤️ and 1 Yurt Glamping in Tuscany for adults only

Il Fienile di Tigliano (former barn in Vinci-Florence)

Your Private Tuscan Retreat

La Pieve - the house next to the church

Montalcino Townhouse with Private Garden & Spa
Family- and pet-friendly home rentals

Beautiful medieval village!!!

Antico Borgo Ripostena – 1 Casa Bertilla

Spinosa Apartment in Podere Capraia

Mafuccio Farmhouse - "Casa di Rigo"

Stunning Tuscan apartment for 2

La Dimora del Luca

Pieve di Caminino Historic Farm

TOWER apartment in small castle near Florence
Family-friendly home rentals with a pool

Loggia 1 in farmhouse with shared pool

Belforti Tower

Podere La Castellina - No. 2 LECCETO

Apartment in Chianti at Mulino dell'Argenna

Wonderful Loft in Villa with Pool in Chianti

Villa Isabella

TREEhouse / casaBARTHEL

Farmhouse on the hills of Siena
Destinations to explore
- Tent rentals Tuscany
- House rentals Tuscany
- Fitness-friendly rentals Tuscany
- Aparthotel rentals Tuscany
- Rentals with a washing machine and dryer Tuscany
- Lakehouse rentals Tuscany
- Cottage rentals Tuscany
- Chalet rentals Tuscany
- Bungalow rentals Tuscany
- Apartment rentals Tuscany
- Loft rentals Tuscany
- Rentals with an accessible-height bed Tuscany
- Castle rentals Tuscany
- Hostel rentals Tuscany
- Rentals with a balcony Tuscany
- Resort rentals Tuscany
- Rentals with a kayak Tuscany
- Tiny house rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Earth house rentals Tuscany
- Tower rentals Tuscany
- Villa rentals Tuscany
- Beach house rentals Tuscany
- Luxury rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Hotel rooms Tuscany
- Holiday home rentals Tuscany
- Rentals with pools Tuscany
- Rentals with an accessible-height toilet Tuscany
- Motorhome rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Nature eco lodge rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Waterfront rentals Tuscany
- Rentals with breakfast Tuscany
- Campsite rentals Tuscany
- Rentals with a fireplace Tuscany
- Flat rentals Tuscany
- Rentals with outdoor seating Tuscany
- Rentals with an EV charger Tuscany
- Ski-in/ski-out rentals Tuscany
- Private suite rentals Tuscany
- Serviced apartment rentals Tuscany
- Pet-friendly rentals Tuscany
- Rentals with a patio Tuscany
- Cabin rentals Tuscany
- Rentals with a cinema Tuscany
- Guest house rentals Tuscany
- Townhouse rentals Tuscany
- Rentals with a firepit Tuscany
- Smoking-friendly rentals Tuscany
- Boutique hotels Tuscany
- Farm stay rentals Tuscany
- Family-friendly rentals Italy
- Things to do Tuscany
- Art and culture Tuscany
- Nature and outdoors Tuscany
- Tours Tuscany
- Sports activities Tuscany
- Food and drink Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Sightseeing Italy
- Nature and outdoors Italy
- Art and culture Italy
- Food and drink Italy
- Wellness Italy
- Entertainment Italy
- Sports activities Italy
- Tours Italy




