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Selection of Top Ten Family Oriented Accommodations

Kids on Vacation in Chianti

A list of the best top ten family oriented hotels, vacation apartments and villa rentals in the Chianti area where you can combine the beauty of Tuscany with quality family time.

1. Agriturismo Vernianello

Poolside at Agriturismo VernianelloCool off at the pool at Agriturismo Vernianello

Where: Loc. Buche, Poggibonsi (Siena)

With all the activities and games for all ages, it is possible that the kids just won’t have time to be bored; the options at Agriturismo Vernianello seem endless. There are mountain bikes, ping pong, a playground, a pool, giant games like Connect 4 and chess, swings, mini volleyball and football fields, mini library with books in different languages. And for the adults, you are surrounded by the spectacular wine region of Chianti. The estate produces wine and olive oil.

2. Agriturismo Incrociata

Twin bedroom at Agriturismo IncrociataTwin bedroom at Agriturismo Incrociata

Where: Località L' Incrociata, Bucine (Arezzo)

Choose between large luminous apartments or an independent vacation villa, you'll find an option that fits your family needs. This rambling Tuscan farm, nestled among olive groves and vineyards, will satisfy parents and children alike. Picnic tables, BBQ grill and play house for the kids, in addition to a game room with table soccer and pool table. Great views, pool and garden at Agriturismo Incrociata, just the thing for quality family time.

3. Rocca di Cispiano

Cantina at Rocca di CispianoTour the cantina at Rocca di Cispiano

Where: Località Cispiano, Castellina in Chianti (Siena)

When travelling with kids, we all know how nice it is to have a washing machine at hand. It is almost as nice as knowing that there will be a complimentary bottle of wine waiting for you. Located in the heart of Chianti the large apartments at Rocca di Cispiano can be furnished with a baby cot upon request and single beds for the little ones. Check out the kid friendly pool!

4. Podere Casanova

Stone farmhouse at Podere CasanovaTypical Tuscan stone farmhouse at Podere Casanova

Where: Loc. Botinaccio, Montespertoli (Florence)

What could be more Italian than a vacation that includes a pizza party? Join in the fun and learn the secrets of making the perfect pizza... that is when you aren’t busy exploring Chianti from this prime position or just simply enjoying the great view and panoramic pool at Podere Casanova.

5. Agriturismo Montalbino

Pool at Agriturismo MontalbinoPool and gardens at Agriturismo Montalbino

Where: Montespertoli (Florence)

A dream come true, where you'll find a tree fort on vacation! Agriturismo Montalbino is a child’s vacation fantasy land with the many opportunities to visit the petting zoo and create new adventures. And as if that isn’t enough, the owners program activities in the kitchen and around the farm to tempt the kids to truly enjoy Tuscany.

6. Cabbiavoli

Double bedroom at CabbiavoliDouble bedroom at Cabbiavoli

Where: Castelfiorentino (Florence)

It’s the little things that can make a big difference when travelling with the kids. Cabbiavoli provides a typical Tuscany atmosphere in elegantly, yet simply decorated apartments while furnishing many extra services such as a large swimming pool (6x12 m), a garden, bowling green, table tennis, barbecue, children's playground and a shared laundry room (washing machine).

7. Residence Santa Maria

Gated property with pool at Santa Maria ResidenceGated property with pool at Santa Maria Residence

Where: Montaione (Florence)

Large apartments and a totally fenced in yard, guarantee comfort and peace of mind for families traveling in Tuscany. Within walking distance of Residence Santa Maria there are several restaurants and a park area for the kids. Enjoy the gardens around the apartments, rich with fruit and color. The pool is well furnished with chairs and tables for everyone to laze (and play) in the sun.

8. Borgo Sicelle

Indoor and outdoor space for kids at Borgo SicelleIndoor and outdoor space for kids at Borgo Sicelle

Where: Località Sicelle, Castellina in Chianti (Siena)

This kid friendly accommodation is family run by people who know what it means to want to entertain the kids, have fun and comfort on your holidays. The game room and garden area at Borgo Sicelle will provide entertainment for all ages and the panoramic pool will satisfy Mom and Dad’s desire to see the best of Chianti.

9. Camping Village Orlando

Pool at Camping Village OrlandoPool at Camping Village Orlando

Where: Cavriglia, Arezzo

Make visiting Chianti an adventure for everyone. The Camping Village Orlando is full of fun surprises including organized events for the kids and Italian styled BBQs for the family. And what’s more, they have a super large and activity filled pool area including a water slide and games.

10. La Casina di Cioccolata

Bedroom at La Casina di CioccolataBedroom at La Casina di Cioccolata

Where: Barberino di Val dʼElsa

The key phrase at La Casina di Cioccolata is kid friendly suites and apartments. The owners pay special attention to details and this has made them a favorite with families. Nothing is too much trouble, even special menus for those with special needs. Cleanliness and friendliness have distinguished La Casina di Cioccolata making it a great place to stay with the family.

Author: Donna Scharnagl

It has been over 24 years since I took my first steps in Italy and I still haven’t found a good reason to leave.  Between the food, the culture, the history, the art, the landscapes … did I mention the food? I have become a lifelong student. And I soon learned that Italians all have stories that long to be told; stories that paint a picture of how hard work produces character, how life is made of ups and downs and how good it feels to laugh.


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