
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.

Old Farmhouse near Panzano Castle Abbacìo
The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

Giglio Blu Charming Loft
The accommodation is a portion of a historical noble residence dating back to the 14th century, adorned with frescoes and tastefully restored. It is located on the ground floor of a quiet and safe street, with a private and independent entrance and self check-in. The space is cozy, comfortable, and elegant, perfect for guests seeking an authentic Tuscan experience with modern comfort and technology. It is situated just a few kilometers away from Florence, Pisa, Lucca, Vinci, San Gimignano...

Terra Delle Sidhe, Seggiano, Tuscany, Italy
Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Wonderful Loft in Villa with Pool in Chianti
Located on the second and top floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location for exploring Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation on the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees... and remember that all the vegetables from the Valline vegetable garden are at your disposal!

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.

House at Gianni - Olmo
Hi, we're Cristina & Carmelo! We invite you to discover the rustic charm and authenticity of "Casa al Gianni," our farmhouse in the heart of the Tuscan countryside, 20 minutes from Siena. After a recent renovation, our accommodations are ready to welcome you with all modern comforts without losing the essence of tradition. In the Olmo Apartment, brand new beds await you, a promise of peaceful and regenerating sleep, a new kitchen and a new bathroom.

Poggio dell'orso.Traditional Casale. Amazing views
Fantastic, recently restored, 150 years old Casale in Tuscany with amazing views. Two bed rooms, a spacious living room with a double sofa bed, a 85" smart TV, a corner with a desk and a fully equipped kitchen. Outside a stone table, a huge garden, a gazebo, a state of art warmed Jacuzzi (optional if available) a fantastic 6 x 12 infinity pool . All the property is fenced. Pet friendly.

Explore nature in the center of Vigneti Chianti
Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

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.
Popular amenities for Tuscany family-friendly rentals
Family-friendly home rentals with a hot tub

Infinity pool in Chianti area

Amazing Tuscany Villa, FREE parking

"Sunflower" apartment with view of Siena

San Giovanni in Poggio, villa Meriggio 95mq

La Villa farm stay - L'Olivo, Pool & Hot Tub

Your Private Tuscan Retreat

Villa di Geggiano – Guesthouse

Nada Home
Family- and pet-friendly home rentals

Tuscan cottage with an heavenly view

Belforti Tower

Casa del Giardino

Casa Al Poggio & Chianti view

Piazzale Michelangelo among the olive trees

Mafuccio Farmhouse - "Casa di Rigo"

Your Tuscan oak tree house, enchanting Val d'Orcia

Stunning Tuscan apartment for 2
Family-friendly home rentals with a pool

Casa Bada - Barn

Stone House with Exclusive Pool Codilungo in Chianti

Amazing view, pool and relax, 5 adults

Country house 9 km to Florence-2+1g,free parking

Tuscan countryside, peace and relaxation 10 minutes from Siena

The twigs

Stone farmhouse, exclusive private pool

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