
Family-friendly vacation 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 immerso nelChianti con piscina
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.

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.

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...

Farmhouse with pool in Chianti
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is on the first floor of the main farmhouse, with independent access and garden with trees. The rustic furnishings in the classic Tuscan style, with wooden beam ceilings and terracotta floors give a characteristic touch to the environment.

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.

The Chianti Classico Sunset
If you are looking for an idyllic location in the heart of the classic Chianti, immersed in the vineyards and olive groves of the beautiful Tuscan hills, in the farm of a historic Villa of the ‘500, then come to our barn!! It has a dominating position with a stunning view, where you can enjoy breathtaking sunsets. The total independence of the house, the cozy garden, the large loggia allow you to spend stays in complete peace of mind. Our reviews are your best guarantee.

The Castle of 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.

Tower Penthouse in small castle near Florence
900 year old tower-penthouse apartment in Chianti Villa, spacious & super-scenic historical home that combines magical atmosphere with space, light, character, convenience. Painting-like 360° views of Tuscan Hills all the way to Florence; sun-filled, private grounds. Perfect location for an unforgettable family stay. Ample private property (including forest). Walking distance from village shops. Convenient location, Florence in sight.

Mafuccio Farmhouse - "Casa di Rigo"
Casa di Rigo is the smallest apartment of Agriturismo Mafuccio, a farmhouse immersed in unspoiled nature in the Sovara Valley, a stone's throw from the Rognosi Mountains nature reserve and nestled at the foot of Monte Castello. A quiet and peaceful place like the streams that cross the valley, where you can find peace, and fully experience nature... in the company of the Valley Kids!

Casa al Gianni - Capanna
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.
Popular amenities for Tuscany family-friendly rentals
Family-friendly home rentals with a hot tub

Il Fienile, Cottage in the country with Jacuzzi

[Near Florence] Nautilus loft

San Giovanni in Poggio, villa Meriggio 95mq

Agriturismo PURO - Charme Design House in Tuscany

Villa di Geggiano – Guesthouse

Nada Home

Fontarcella, H&R- mediterranean home with jacuzzi

La Pieve - the house next to the church
Family- and pet-friendly home rentals

Beautiful medieval village!!!

The Fox's Lair

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

Casa Bonari - a paradise for the eyes

Michelangelo: entire space in the heart of Tuscany

Your Tuscan oak tree house, enchanting Val d'Orcia

Suite in Castle of Valle

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

dependance in villa Toscana

Panoramic Country Suite Montalcino

Cottage surrounded by nature

Infinity pool in Chianti area

Spinosa Apartment in Podere Capraia

Stone farmhouse, exclusive private pool

Villa Isabella

Casa Gave - Nature and relax in Tuscany
Destinations to explore
- Villa rentals Tuscany
- Campsite rentals Tuscany
- Bungalow rentals Tuscany
- Lakehouse rentals Tuscany
- Rentals with an accessible height toilet Tuscany
- Apartment rentals Tuscany
- Vacation home rentals Tuscany
- Hotel rooms Tuscany
- Cabin rentals Tuscany
- Aparthotel rentals Tuscany
- Rentals with outdoor seating Tuscany
- Rentals with a balcony Tuscany
- Condo rentals Tuscany
- Rentals with a fireplace Tuscany
- Chalet rentals Tuscany
- Luxury rentals Tuscany
- Nature eco lodge rentals Tuscany
- Rentals with pools Tuscany
- Rentals with a home theater Tuscany
- RV rentals Tuscany
- Rentals with an EV charger Tuscany
- Waterfront rentals Tuscany
- Loft rentals Tuscany
- Townhouse rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Fitness-friendly rentals Tuscany
- Earth house rentals Tuscany
- Pet-friendly rentals Tuscany
- Rentals with a fire pit Tuscany
- Rentals with a patio Tuscany
- Guesthouse rentals Tuscany
- Rentals with breakfast Tuscany
- Resort rentals Tuscany
- Cottage rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Tower rentals Tuscany
- Beach house rentals Tuscany
- Smoking-friendly rentals Tuscany
- Tiny house rentals Tuscany
- Boutique hotels Tuscany
- Farmstay rentals Tuscany
- Rentals with a kayak Tuscany
- Rentals with a washer and dryer Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Private suite rentals Tuscany
- Serviced apartment rentals Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Hostel rentals Tuscany
- House rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Tent rentals Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Family-friendly rentals Italy
- Things to do Tuscany
- Nature and outdoors Tuscany
- Sports activities Tuscany
- Art and culture Tuscany
- Food and drink Tuscany
- Tours Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Things to do Italy
- Sightseeing Italy
- Art and culture Italy
- Wellness Italy
- Entertainment Italy
- Tours Italy
- Food and drink Italy
- Sports activities Italy
- Nature and outdoors Italy




