Search Family-Friendly Hotels in Gaiole in Chianti

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Gaiole in Chianti Family-Friendly Hotels

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

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, (91)
"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
Exterior
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 Rp3.204.890
Rp3.683.072 total
includes taxes & fees
7 Jan - 8 Jan 2026
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 Rp2.687.945
Rp3.114.432 total
includes taxes & fees
3 Jan - 4 Jan 2026
Agriturismo Crocino in Chianti
Economy Double Room | View from room
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
Property entrance
JOIVY Together Florence Secret Nest

JOIVY Together Florence Secret Nest

JOIVY Together Florence Secret Nest
3.0 star property
Oltrarno
9.2 out of 10, Wonderful, (474)
"Is very nice place to stay, nice staff to comunícate. Very close to transportation and to local shops and restaurant"
United States
Belkys
The price is Rp1.385.643
Rp1.760.747 total
includes taxes & fees
6 Jan - 7 Jan 2026
JOIVY Together Florence Secret Nest
Executive Double or Twin Room | View from room
Hotel Athena

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1002)
"Excellent hotel, very helpful staff, highly recommended "
United States
Vikram
The price is Rp1.379.812
Rp1.576.928 total
includes taxes & fees
27 Jan - 28 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.
View all properties

Top Gaiole in Chianti Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Great location, very friendly staff"
Bennie 2-night trip
Posted 2 weeks ago
Hotel Athena
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Great place I love it"
Christian 1-night trip
Posted 2 months ago
Radisson Blu Hotel, Florence

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.
What's the best family accommodation in Gaiole in Chianti?
Ultimo Mulino Wellness Country Hotel is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Other good options to stay with the children include Agriturismo San Sano and Hotel Le Pozze Di Lecchi.
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 Wine Museum and Siena Circuit.