Search Hotels with Pool in Gaiole in Chianti

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Our top choices for Gaiole in Chianti hotels with a pool

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

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 4.124.570 ₫
4.783.538 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Borgo Casa al Vento

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 4.201.884 ₫
4.745.327 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Agriturismo Crocino in Chianti

Rocca di Castagnoli

Rocca di Castagnoli
Gaiole in Chianti
9.2 out of 10, Wonderful, (28)
"It was wonderful to stay in a castle in Tuscany no less Every person we met was attentive and kind We were staying near friends and didn’t hang around the grounds much or use the pool but everything seemed well kept It’s really a place to retreat to eat at and sleep at which served our purpose well "
Canada
Shingo
The price is 4.481.870 ₫
5.176.722 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Rocca di Castagnoli

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (479)
"The views were spectacular and the grounds were so peaceful"
United States
Michelle
The price is 2.829.269 ₫
3.297.079 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hotel Borgo di Cortefreda 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.

Top Gaiole in Chianti Hotel Reviews

Frequently asked questions

What is there to see and do in Gaiole in Chianti?
Make a point to visit attractions such as Borgo di Vescine - Tenute di Castelvecchi and Siena Circuit. During your stay, visit sights such as Meleto Castle, Badia a Coltibuono and Cantalici Winery. You'll also discover lots of options for wineries in Gaiole in Chianti.
When is the best time to book a hotel with a pool in Gaiole in Chianti?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Gaiole in Chianti in the warmest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is 6°C.