Chianti Region Kid friendly Holidays

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Top flight + Kid friendly hotel deals in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Villa Pitiana

Villa Pitiana

Save 100% on your flight
£213
per person
15 Oct - 18 Oct
found 4 hours ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (155 reviews)
We spent our honeymoon here and it was absolutely beautiful

Reviewed on 9 Sept 2026

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa
£439
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.4/10 Exceptional! (520 reviews)
Relais Della Rovere

Relais Della Rovere

£328
per person
15 Oct - 18 Oct
found 11 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (263 reviews)
Perfect.

Reviewed on 9 Sept 2026

Villa Lecchi Hotel Wellness

Villa Lecchi Hotel Wellness

£494
per person
15 Oct - 18 Oct
found 11 hours ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (87 reviews)
Beautiful place, beautiful and amazing people starting with the owners, and then Mateo, Sarah, Georgia and Claudia. We didn’t want to leave they were amazing treat us like family.

Reviewed on 19 Aug 2026

Hotel Borgo San Luigi

Hotel Borgo San Luigi

£407
per person
15 Oct - 18 Oct
found 11 hours ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (438 reviews)
Had an incredible stay here! It was so beautiful and peaceful, the staff was also amazing and super helpful.

Reviewed on 7 Sept 2026

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3 Night Kid friendly holidays in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Villa Pitiana

Villa Pitiana

Save 100% on your flight
£213
per person
15 Oct - 18 Oct
found 4 hours ago
Return flight included
London (LON) to Florence (FLR)
8.6/10 Excellent! (155 reviews)
We spent our honeymoon here and it was absolutely beautiful

Reviewed on 9 Sept 2026

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa
£439
per person
10 Oct - 13 Oct
found 1 day ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.4/10 Exceptional! (520 reviews)
Relais Della Rovere

Relais Della Rovere

£328
per person
15 Oct - 18 Oct
found 11 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (263 reviews)
Perfect.

Reviewed on 9 Sept 2026

Don't see what you're looking for?
See all available trips from London to Chianti Region
View all trips

4 Night Kid friendly holidays in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais

Tavarnelle Val di Pesa
Save 100% on your flight
£395
per person
19 Oct - 23 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Florence (FLR)
9.4/10 Exceptional! (520 reviews)
Don't see what you're looking for?
See all available trips from Manchester to Chianti Region
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FAQs: family holidays in Chianti Region

How can I find the best family-friendly holidays in Chianti Region?

At Expedia, it’s super-easy to find family-friendly holidays in Chianti Region in our vast inventory. Use our handy filters to find hotels and resorts with the best reviews, most amenities and lowest price tags. You can also hunt out great flights and smashing deals on car hire, so you can book the whole shebang in one place.

Are there any cheap Chianti Region family holidays?

Avoid forking out for multiple hotel rooms by booking a villa or apartment with a kitchen and give your brood plenty of space and all the meals they love at a fraction of the cost. Find the most affordable family holidays by filtering your search by price. Generally, Chianti Region family getaways start at £213. Prices and availability are subject to change and additional terms may apply.

Can I book an all-inclusive Chianti Region family holiday package?

All-inclusive holidays can keep the costs down when you’re travelling as a family. Think unlimited mocktails for the little'uns and double doses of gin for the bigguns. Use our all-inclusive filter to see what’s available in Chianti Region and book the whole package in just a few clicks.

How can I book the best family activity holiday in Chianti Region?

Family holidays are all about spending quality time together, laughing, playing and bonding as you try new things. Pack your trip full of family activities they’ll love and make memories that’ll last a lifetime.

Can I find luxury family holidays in Chianti Region?

To treat the kids to a luxury holiday they’ll never forget, take a look at the most indulgent hotels and resorts in Chianti Region by using our 5-star filter. To really travel in style, use the first-class filter to find the best flights, too.

How can I search for Chianti Region family holiday deals?

Start by entering your dates, then use the family-friendly filter to narrow down your search to show the best available Chianti Region family holiday deals. If your travel dates are flexible, play around to see if you can find cheaper options or more availability at different times.

Can I book a Chianti Region family vacation package with free cancellation and/or flexible dates?

Plans change, so booking a family holiday with free cancellation is a great way to ensure you don’t lose out if they do. Use the fully refundable and reserve now pay later filters to find flexibility. Make sure you always check terms and conditions, too.

Why should I book my Chianti Region family trip with Expedia?

Forget family fights and start thinking about family flights. Our huge selection of easy to browse family-friendly holidays means you can find and book your dream family trip to Chianti Region in no time.

Top Kid friendly Chianti Region Hotels

Querceto di Castellina

Querceto di Castellina

Località Querceto 9 Castellina in Chianti SI
  • 24 min drive from Antinori nel Chianti Classico
Stay at this country house in Castellina in Chianti. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Il Molino di Grace Winery and Pieve ...
9.4/10 Exceptional! (43 reviews)
"First of all, the property is in a beautiful location with amazing views and a very peaceful, quiet atmosphere. It has so much potential! The swimming pool is absolutely beautiful, with an incredible view—it really feels like a dream pool. Castellina, the charming old town nearby, was also one of ..."

Reviewed on 30 Aug 2026

Querceto di Castellina
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

Via Norcenni 7 Figline e Incisa Valdarno FI
  • 40 min drive from Antinori nel Chianti Classico
Stay at this family-friendly campsite in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools and 3 restaurants. Popular attractions Fashion Groove ...
8.6/10 Excellent! (331 reviews)

Families like: Outdoor pools, free water park access, children's club, playground

Travellers say...
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."

Reviewed on 3 Sept 2026

Hu Norcenni Girasole Village
Villa Rigacci

Villa Rigacci

Località Rigacci 75, loc. Vaggio Reggello FI
  • 51 min drive from Antinori nel Chianti Classico
Stay at this business-friendly hotel in Reggello. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Masaccio Museum of Sacred Art and Soffena ...
9.4/10 Exceptional! (55 reviews)
"Excellent place, great food, awesome pool."

Reviewed on 16 Aug 2026

Villa Rigacci
See all 4,922 properties in Chianti Region
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

£21
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

£18
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
Michaelangelo's David

Accademia timed-entry Ticket with App Guide

£33
per adult
90% of travellers recommend
Accademia timed-entry Ticket with App Guide
See all activities in Chianti Region

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.