A stone building with a clock tower, steps leading up to it, and people walking around.

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Check availability on Castellina in Chianti Family Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Castellina in Chianti family-friendly hotels

Game room

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (177 reviews)
  • cleanliness
    Create memories at this countryside retreat with a dedicated playground, outdoor pool, and family adventures for all ages.
The price is AED 531
AED 600 total
includes taxes & fees
23 Jul - 24 Jul
Borgo di Pietrafitta Relais
Gift shop

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (185 reviews)
  • cleanliness
    Tuscan family adventures await at this hillside haven with a sparkling outdoor pool, wine tastings, and kid-friendly activities.
The price is AED 513
AED 589 total
includes taxes & fees
4 Jul - 5 Jul
Belvedere di San Leonino
Lounge

Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (17 reviews)
The price is AED 341
AED 392 total
includes taxes & fees
31 Jul - 1 Aug
Mariani Bed & Breakfast
Exterior

Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
The price is AED 538
AED 609 total
includes taxes & fees
16 Jul - 17 Jul
Residenzia del Sogno
Exterior

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi

Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
Toscana
Istrice cosy apartment in the Chianti garden swimming pool, tennis and wifi
Panoramic Apartment (2) | Terrace/patio

Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
8.8 out of 10, Excellent, (3 reviews)
The price is AED 528
AED 606 total
includes taxes & fees
18 Jul - 19 Jul
Casa Vacanze Squarcialupi
Property grounds

La Misura, cottage with garden and swimming pool on the hills of Chianti

La Misura, cottage with garden and swimming pool on the hills of Chianti
Castellina in Chianti
10.0 out of 10, Exceptional, (2 reviews)
La Misura, cottage with garden and swimming pool on the hills of Chianti
Exterior

Rondine cosy apartment in the Chianti garden pool tennis wifi

Rondine cosy apartment in the Chianti garden pool tennis wifi
Toscana
Rondine cosy apartment in the Chianti garden pool tennis wifi
Garden

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is AED 1,216
AED 1,363 total
includes taxes & fees
29 Jul - 30 Jul
Chapter Chianti
Bar (on property)

Wyndham Garden Florence

Wyndham Garden Florence
4.0 star property
Florence
8.6 out of 10, Excellent, (689 reviews)
  • cleanliness
    Adventures for the whole family await at this Florence hotel with amenities and Cascine Park just steps away.
The price is AED 298
AED 386 total
includes taxes & fees
2 Jul - 3 Jul
Wyndham Garden Florence
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.
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Choose what matters most at family-friendly hotels in Castellina in Chianti

Pool
Breakfast included

Family-friendly hotels with pools in Castellina in Chianti

Restaurant
Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (177)
The price is AED 531
AED 600 total
includes taxes & fees
23 Jul - 24 Jul
Borgo di Pietrafitta Relais
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.
View all properties

Top Castellina in Chianti Hotel Reviews

Art Hotel Villa Agape

Art Hotel Villa Agape

10/10 Excellent
"This hotel was simply amazing. The views from the gorgeous gardens overlooking the rolling hills of Tuscany were breathtaking. The breakfast was so delicious. The staff were very kind. We felt so relaxed and wished we could stay longer! It’s the perfect location if you are in Florence!"
Karen 3-night trip
Posted 12 hours ago
Art Hotel Villa Agape

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Frequently asked questions

What's Castellina in Chianti like for family-friendly vacations?
The remote destination of Castellina in Chianti is a great choice if you've been thinking about a vacation with the kids. The swimming spots and forests are just a few things that make this the ideal place for a family vacation. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 23.2 mi (37.4 km) from the city center.
What's the best hotel for a family vacation in Castellina in Chianti?
Villa Casalecchi Country Hotel is a hotel with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other choices to stay with the kids include Belvedere di San Leonino and Beautiful house on Chianti hilltop with exceptional views..
How many family-friendly hotels will I find in Castellina in Chianti?
Expedia has 11 family-friendly hotels and other accommodations in Castellina in Chianti.
When's the best time to book a family-friendly vacation in Castellina in Chianti?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.
What's there to see and do with your family in Castellina in Chianti?
While you are visiting Castellina in Chianti, you and the family might want to check out some interesting spots such as Archaeological Museum of Chianti, Walls of Monteriggioni, and Chianti Observatory. Make sure you have lots of time for activities like Borgo di Vescine - Tenute di Castelvecchi and Archeodromo di Poggibonsi.