
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.

Charming converted Hayloft overlooking the Chianti Hills
Inspired by the rustic Tuscan style, this gorgeously refurbished hayloft features ceilings with exposed beams and bricks and thoughtful touches for a stylish and comfortable decor. From the relaxing hammock and the stone made barbecue in a panoramic garden to the cozy fireplace, every space feels open and inviting. Immersed in total peace and tranquillity with a breathtaking view over the Chianti hills, halfway between Florence, Arezzo and Siena, the barn is a perfect homebase to visit Tuscany. The accommodation has 2 floors. The upper floor spaces 2 double bedrooms with wonderful views of the olive trees and a bathroom with window and large masonry shower. On the ground floor a cozy and spacious living area with fireplace and a kitchenette with gas stove a large fridge and oven. The barn has ceilings with exposed beams and bricks. Outside there is a panoramic garden set on its own where, in the shade of a walnut trees, you can relax on a hammock or grill your meal (included an authentic local Fiorentina steak :-) on the stone made barbecue. A garden table is there for romantic dinners 'al fresco'. Immersed in total peace and tranquility halfway between Florence, Arezzo and Siena the barn is a perfect homebase to visit Tuscany. To find the exact location of the house type the following code in GMaps: 8FMHGG25+QV The house is in the countryside. The closest towns are Cavriglia and the small Medioeval villages of Moncioni and Montegonzi. In each town you can find great local restaurants and a small grocery shop. Moncioni is 3 km far away. A big supermarket is located in Montevarchi and you can reach it in 8 minutes by car ( exactly 7 km far away). In Montevarchi you can also find one of the best farmer markets in Tuscany! The station of Montevarchi is 8 km away from the barn. From there you can take train to Florence and Arezzo. Siena can be reached in 30 minutes by car. The easy access to the motorway A1/E35 Milan-Florence-Rome (the Valdarno exit is only at 13 km) allows you to reach numerous interesting spots within a short time, both in Tuscany and Umbria, while few kilometres south of Cavriglia you enter the suggestive territory of the Crete Senesi. Out in the countryside, the home offers an authentic experience of Tuscany. Small towns and villages are a short drive away providing acces to exceptional local restaurants and fantastic farmers markets. A big supermarket is located in Montevarchi (7 km far away). The railway station is 8 km away from the barn. From there you can take train to Florence and Arezzo. Cities of interest like Siena, Montepulciano, Pienza and Monteriggioni can be reached in 40 minutes by car The only way to reach the house is by car. A taxi service is active from Montevarchi You will be provided of blankets and towels. The kitchen is equipped with and kind of pots, pans, bowl, plates and silverware. You are welcome to use them. Free Netflix available

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.

Farmhouse Fattoria La Parita
Provencal-style apartment nestled between vineyards and olive trees. You will enjoy the tranquility of the countryside 10 km from the city and 4 km from the highway. The song of jays and cuckoos will be the soundtrack to the stay while the roe deer graze among the olive trees. A basic Italian breakfast is included (coffee, tea, milk, biscuits, etc.), but if you prefer a richer breakfast served at the table, the cost is €15 per person (€10 from 5 to 15 years, free under 5 years). EV wallbox available.

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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.

The Chianti Classico Sunset
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.

The Ancient Views in Pitigliano
Spacious and elegant apartment (130 sq m), beautifully furnished with a nod to tradition. Generous living areas provide the perfect setting to unwind, recharge, or enjoy quality time with friends. Ideal for a couple, two pairs of friends, or a family of four. Bedrooms are equipped with air conditioning. However, if you're passionate about combating climate change, you can opt for the ceiling and floor fans available in every room. They ensure a refreshing stay, even on the warmest days.

Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

House at Gianni - Olmo
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

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

Amazing Tuscany Villa, FREE parking

Beautiful renovated barn in Tuscany

Agriturismo PURO - Charming Design House in Tuscany

Luxury Villa with a fantastic view

Villa unesco heritage, Jacuzzi & garden. BB Daria

PoggiodoroLoft, Tuscan dream e relax

La Casetta

Romantic stay where Tuscany meets the sky!
Family- and pet-friendly home rentals

Florence Country Side: Giogoli a place to be!

Stone farmhouse in Val D'Orcia

Antico Borgo Ripostena – 1 Casa Bertilla

Authentic Tuscan Country House WITH A/C

Fienile Santa Teresa

Il Roseto: your Villa in Tuscan Countryside

Poggio del Fattore-Villa with pool, hilltop, Chianti

House in Tuscany with pool
Family-friendly home rentals with a pool

Hidden gem in Tuscany

Panoramic Country Suite Montalcino

Cottage surrounded by nature

Infinity pool in Chianti area

Cercis - La Palmierina

Relaxing-unspoiled country place Il Monte...

Air Suite at Villa Santa Lucia Nuova

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




