10 Best Family Friendly Hotels in Chianti Region for 2026

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Our top choices for Chianti Region family-friendly hotels

Torre a Cona Wine Estate

Rignano sull'Arno

Enchanting wine estate provides families with poolside fun, garden adventures, and lavish breakfasts for all ages.

RM1,313 total

includes taxes & fees

14 Jul - 15 Jul

Agriturismo San Sano

Gaiole in Chianti

Sip Tuscan wines by the pool while kids explore the playground and garden at this family-friendly farmhouse retreat.

RM597 total

includes taxes & fees

2 Jul - 3 Jul

La Certosa di Pontignano

Castelnuovo Berardenga

RM688 total

includes taxes & fees

5 Jul - 6 Jul

Hotel Le Fontanelle

Castelnuovo Berardenga

Family-friendly Tuscan retreat with both indoor and outdoor pools, game room, and personalised babysitting services.

RM2,347 total

includes taxes & fees

24 Jun - 25 Jun

Salvadonica - Borgo del Chianti

San Casciano in Val di Pesa

Tuscan countryside escape offers families an enchanting farm stay with bowling, cycling, and a refreshing pool to delight all ages.

RM1,290 total

includes taxes & fees

11 Jul - 12 Jul

Chapter Chianti

Cavriglia

RM1,530 total

includes taxes & fees

13 Jul - 14 Jul

Borgo di Pietrafitta Relais

Castellina in Chianti

Create memories at this countryside retreat with a dedicated playground, outdoor pool, and family adventures for all ages.

RM737 total

includes taxes & fees

18 Jun - 19 Jun

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Relax with little ones at a Tuscan wine country retreat, where the children's pool and games complement two sparkling pools and cots.

RM2,234 total

includes taxes & fees

14 Jul - 15 Jul

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Choose what matters most at family-friendly hotels in Chianti Region

Breakfast included

Pool

Family-friendly hotels with free breakfast in Chianti Region

Agriturismo San Sano

Gaiole in Chianti

RM597 total

includes taxes & fees

2 Jul - 3 Jul

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Family-friendly hotels with pools in Chianti Region

Agriturismo San Sano

Gaiole in Chianti

RM597 total

includes taxes & fees

2 Jul - 3 Jul

View all properties

Top Chianti Region Hotel Reviews

Castello Vicchiomaggio

10/10 Excellent

"The hotel is beautiful."

Villa I Barronci Resort & Spa

10/10 Excellent

"A lovely stay with my wife and 12 week baby. We had some initial difficulties with the room (AC not working), but marianna the manager was superb at sorting as soon as she was back on shift (we arrived late in the night and the night porter wasn’t helpful…!) We moved to a suite which I would recommend (31 or 32). The rooms have incredible views, and in June the pool was a lovely 30 degrees with some jacuzzi jets and the most amazing view. Continental breakfast was good and you can get drinks through the day and snacks, and pre order dinner. There was some small visiting works going on, but they were out of the way and clearly indicate that the hotel is trying to improve. Very good parking and I did note an electric charger that looked powered. We would definitely return and was ideally located for a rustic, up-market and authentic Tuscan hotel."

Hotel Villa Ambrosina

8/10 Good

"Pros: Beautiful place, great location and it was easy to catch a bus into Florence, nice view. Restaurant on site, I didn't get a chance to try the restaurant, but it really looked nice and the customers seemed like they really enjoyed it. . Very roomy, plenty of space. Great parking and car charging also available. Staff was very helpful and they serviced the room. CONS: They do charge for very basic Breakfast=sliced meats, pastries, and coffee. The wifi was sketchy the first day. The air conditioner was weak. I would have to open the windows at night to cool the room down."