Top 10 Family Hotels & Accommodation in Chianti Region from NZ$181

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Check availability on Chianti Region Family Hotels

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Our top choices for Chianti Region family-friendly hotels

1. La Certosa di Pontignano

Castelnuovo Berardenga

includes taxes & fees

19 Aug - 20 Aug

2. 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.

includes taxes & fees

27 Aug - 28 Aug

3. 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.

includes taxes & fees

2 Aug - 3 Aug

4. 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.

includes taxes & fees

6 Aug - 7 Aug

5. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Families thrive at this historical Tuscan hotel with dual pools, kid-friendly dining, and spa experiences for all ages.

includes taxes & fees

4 Aug - 5 Aug

6. Relais Vignale & Spa

Radda in Chianti

Family paradise at historic wine country hotel with rooftop pool and arcade room for all-ages entertainment.

includes taxes & fees

31 Aug - 1 Sept

7. Borgo Del Cabreo

Greve in Chianti

includes taxes & fees

5 Aug - 6 Aug

8. Chapter Chianti, a Member of Design Hotels

Cavriglia

includes taxes & fees

5 Aug - 6 Aug

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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

La Certosa di Pontignano

Castelnuovo Berardenga

includes taxes & fees

19 Aug - 20 Aug

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

includes taxes & fees

4 Aug - 5 Aug

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

includes taxes & fees

6 Aug - 7 Aug

Chapter Chianti, a Member of Design Hotels

Cavriglia

includes taxes & fees

5 Aug - 6 Aug

View all properties

Family-friendly hotels with pools in Chianti Region

Chapter Chianti, a Member of Design Hotels

Cavriglia

includes taxes & fees

5 Aug - 6 Aug

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

includes taxes & fees

4 Aug - 5 Aug

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

includes taxes & fees

6 Aug - 7 Aug

View all properties

Top Chianti Region Hotel Reviews

Villa San Filippo

10/10 Excellent

"This place was beautiful, quiet like a picture you’d see in the movies"

Villa Il Palagio

10/10 Excellent

"Our family of five enjoyed our time at the property very much. The rooms were comfortable and the surrounding area is beautiful. The pool is a huge plus to cool down and have a relaxing time. The Rignano train station nearby makes it easy to get around Italy, by connecting to Florence’s main station. Truly an asset. The A1 highway is also nearby connecting you within easy access to beautiful Tuscany. Restaurants in the area were very good also. I would definitely stay again at Vila Il Palagio."

Villa I Barronci Resort & Spa

10/10 Excellent

"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Hotel Villa Campomaggio

10/10 Excellent

"I was fortunate enough to stay in this beautiful hotel whilst photographing a wedding in Tuscany and I was so pleased that I am hoping to stay again as soon as I can. The staff were lovely, the hotel was beautiful and the surrounding areas were stunning. The spa was clean and calming, with three different rooms to try and a jacuzzi. I was offered a free yoga class one morning and my room was cleaned before 10am every day. On my last day, I checked out at 11am after breakfast and was offered a place to keep my bags so that I could stay out by the pooI until I needed to leave. I would highly recommend this beautiful hotel to anyone travelling through Tuscany!"