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

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Check prices for these dates

Tonight
7 Sep - 8 Sep
Tomorrow
8 Sep - 9 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Gaiole in Chianti Relais & Chateaux

1. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
AED 2,638
AED 2,944 total
includes taxes & fees
7 Oct - 8 Oct
Borgo San Felice Resort

2. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
AED 2,471
AED 2,718 total
includes taxes & fees
27 Sep - 28 Sep
Il Borro - Relais & Châteaux
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Top Gaiole in Chianti Hotel Reviews

Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 2 hours ago
Hotel Athena
Hu Firenze Camping In Town

Hu Firenze Camping In Town

10/10 Excellent
"Love this place, came back twice. Literally had all you need . The shuttle downtown is amazing, exploring with families can be chaotic this helped. The pool gets a bit crowded during peak season but still worth a visit."
Ama 2-night trip
Posted 9 hours ago
Hu Firenze Camping In Town
Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent
"One of the best stays I have ever had, the staff is so kind and helpful property is beautiful and there is a convenient shuttle to Florence. Breakfast was great and beautiful building very well maintained"
Manuel 5-night trip
Posted 2 days ago
Villa Olmi Firenze
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 3 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"Hotel was very clean. Location was great. The only negative, there was no elevator and our room was on the top floor."
Rita 3-night trip
Posted 6 days ago
Hotel Chiusarelli
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful place, very quiet, in love with gardens"
Malena 1-night trip
Posted 7 days ago
La Certosa di Pontignano
Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Beautiful hotel"
Umesh 1-night trip
Posted 9 days ago
Radisson Blu Hotel, Florence
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"WOW! What a beautiful place and awesome hosts! 15 of us traveled to celebrate several birthdays, to enjoy, to discover the area, eat well and create new experiences. For all of these I used the experience and recommendations of Jacopo and Beatrice. We maintained communication for 3 months, and everything turned out perfect! They are the perfect hosts and this is a perfect house whether you want to rest or use it as a base with a large group. The villa(house) is large, with plenty of to do's, with a nice pool and quiet surroundings. The pictures are accurate and the dinners from Beatrice are amazing. Do not hesitate to stay on this place, to pay for the villa and the experiences, and to work together with Jacopo and Beatrice for the perfect celebration and vacation. Don't skip taking a tour of local wineries and eating in one of the local restaurants. 100% Recommended!!"
Anonymous traveler 7-night trip
Posted 9 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

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