A stone castle with battlements overlooking a lush valley with vineyards.

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Check availability on Gaiole in Chianti Family Hotels

Our top choices for Gaiole in Chianti family-friendly hotels

Restaurant

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is ₩490,815
₩550,018 total
includes taxes & fees
Aug 4 - Aug 5
Chapter Chianti, a Member of Design Hotels
Seasonal outdoor pool, sun loungers

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (101 reviews)
The price is ₩230,805
₩267,382 total
includes taxes & fees
Jul 28 - Jul 29
Castello di Meleto
Daily buffet breakfast for a fee

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
  • cleanliness
    Families thrive at this historical Tuscan hotel with dual pools, kid-friendly dining, and spa experiences for all ages.
The price is ₩201,970
₩232,290 total
includes taxes & fees
Jul 28 - Jul 29
Palazzo Leopoldo Dimora Storica & Spa
Exterior

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (100 reviews)
  • cleanliness
    Sip Tuscan wines by the pool while kids explore the playground and garden at this family-friendly farmhouse retreat.
The price is ₩174,537
₩198,798 total
includes taxes & fees
Jul 22 - Jul 23
Agriturismo San Sano
Indoor pool, seasonal outdoor pool, sun loungers

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (192 reviews)
  • cleanliness
    Spectacular family retreats in Tuscany with indoor and outdoor pools, bicycle rentals, and fun archery sessions.
The price is ₩224,247
₩256,795 total
includes taxes & fees
Jul 24 - Jul 25
Hotel Palazzo San niccolò & Spa
Garden view

Borgo Casa al Vento

Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (39 reviews)
The price is ₩319,041
₩364,442 total
includes taxes & fees
Jul 26 - Jul 27
Borgo Casa al Vento
Property grounds

Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
9.6 out of 10, Exceptional, (44 reviews)
The price is ₩255,035
₩294,154 total
includes taxes & fees
Jul 22 - Jul 23
Badia a Coltibuono
Property amenity

Agriturismo Crocino in Chianti

Agriturismo Crocino in Chianti
Gaiole in Chianti
9.0 out of 10, Wonderful, (2 reviews)
  • cleanliness
    Explore Tuscan farm adventures with pool, hot tub, and castle proximity for family memory-making at this vineyard retreat.
The price is ₩230,069
₩266,573 total
includes taxes & fees
Jul 29 - Jul 30
Agriturismo Crocino in Chianti
Poolside bar

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (299 reviews)
  • cleanliness
    Family paradise at historic wine country hotel with rooftop pool and arcade room for all-ages entertainment.
The price is ₩305,180
₩387,494 total
includes taxes & fees
Aug 13 - Aug 14
Relais Vignale & Spa
Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (548 reviews)
The price is ₩178,064
₩209,361 total
includes taxes & fees
Jul 30 - Jul 31
La Certosa di Pontignano
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 Gaiole in Chianti

Pool
Breakfast included

Family-friendly hotels with pools in Gaiole in Chianti

Seasonal outdoor pool, sun loungers
Castello di Meleto

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (101)
The price is ₩230,805
₩267,382 total
includes taxes & fees
Jul 28 - Jul 29
Castello di Meleto
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

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"The staff was wonderful. The service was beyond my expectations. They even have a pillow menu. It is close to shopping, and restaurants. Everything was clean and beautiful."
Rachel 1-night trip
Posted 12 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

What's Gaiole in Chianti like for family-friendly vacations?
You might 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 notable monuments are just a few things that make this an attractive family vacation spot. Take to the air and fly into Florence Airport, Peretola (FLR), which is located 25.9 mi (41.7 km) from the city center.
What's the best hotel when traveling with kids to 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 choices for your stay with the kids include Agriturismo San Sano and Agriturismo Crocino in Chianti.
How many family-friendly hotels will I find in Gaiole in Chianti?
Expedia has 7 family-friendly hotels and other accommodations in Gaiole in Chianti.
When's the best time to book a family-friendly vacation in Gaiole 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 Gaiole in Chianti is 37 inches.
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 might want to check out some kid-friendly attractions such as Gaiole in Chianti Stadium, Borgo di Vescine - Tenute di Castelvecchi, and Archaeological Museum of Chianti. Make sure you have lots of time for activities like Villa a Sesta Polo Club and Chianti Observatory.