Search Family-Friendly Hotels in Gaiole in Chianti

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Check availability on Gaiole in Chianti Family-Friendly Hotels

Our top choices for Gaiole in Chianti family-friendly hotels

Seasonal outdoor pool, pool loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (90)
"This Castle is AMAZING! Agatha and Victor so kind. I highly recommend this place. Wines are extremely wonderful. We really enjoy the staying."
United States
Karem
Castello di Meleto
Garden view
Borgo Casa al Vento

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (38)
"Cute secluded property l!"
United States
Courtney
The price is 4.133.966 ₫
4.794.434 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Borgo Casa al Vento
Property amenity
Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2)
"Eines der herzlichsten Hotels, welches wir auf unserer Reise besucht haben."
Switzerland
Cornelia
The price is 4.211.456 ₫
4.756.137 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Agriturismo Crocino in Chianti
Aerial view
La Certosa di Pontignano

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is 1.642.412 ₫
1.930.251 ₫ total
includes taxes & fees
21 Dec - 22 Dec
La Certosa di Pontignano
Double Room, Terrace | Balcony
Il Sorriso

Il Sorriso

Il Sorriso
Oltrarno
9.2 out of 10, Wonderful, (129)
"Easy to check in remotely. It was located next to a lot of restaurants and a nice park that we were able to walk to. Angelica, the property manager was so helpful! She provided me with great information on how to check in and use keys to get into the building. "
United States
Natashka
Il Sorriso
Aerial view
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1008)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is 2.319.080 ₫
2.643.671 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hotel Athena
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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Top Gaiole in Chianti Hotel Reviews

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Great place I love it"
Christian 1-night trip
Posted 1 month ago
Radisson Blu Hotel, Florence

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Frequently asked questions

What's Gaiole in Chianti like for family-friendly holidays?
You may want to consider the remote destination of Gaiole in Chianti if you've been thinking about a trip for the whole family. The swimming spots, castle and famous monuments are just a few things that make this an attractive family holiday destination. Take to the air and fly into Peretola Airport (FLR), which is located 25.9 mi (41.7 km) from the city centre.
How many family hotels will I be able to find in Gaiole in Chianti?
Expedia has 8 family-friendly hotels and other accommodation options in Gaiole in Chianti.
When's the best time to book a family-friendly holiday in Gaiole in Chianti?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Gaiole in Chianti is 935 mm.
What's there to see and do with your family in Gaiole in Chianti?
While you and your family are visiting Gaiole in Chianti, you may want to explore some child-friendly attractions such as Gaiole in Chianti Stadium, Borgo di Vescine - Tenute di Castelvecchi and Villa a Sesta Polo Club. Make sure that you have lots of time for activities such as Siena Circuit and Siena State Archives.