Chianti Region Vacation Rentals
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Our top choices for Chianti Region vacation rentals

Villa Cassia di Baccano
Villa Cassia di BaccanoLoro Ciuffenna
9.4 out of 10, Exceptional, (23)
The price is P7,107
P7,818 total
includes taxes & fees
Jan 8 - Jan 9, 2026

Villa il Fedino
Villa il FedinoSan Casciano in Val di Pesa
9.6 out of 10, Exceptional, (97)
The price is P8,629
P9,768 total
includes taxes & fees
Jan 25 - Jan 26, 2026
The price is P33,437
P37,058 total
includes taxes & fees
Dec 31 - Jan 1, 2026

Relais Villa Belvedere
Relais Villa BelvedereFigline e Incisa Valdarno
9.2 out of 10, Wonderful, (70)
The price is P5,830
P6,517 total
includes taxes & fees
Jan 10 - Jan 11, 2026

B&B La Fonte del Machiavelli
B&B La Fonte del MachiavelliSan Casciano in Val di Pesa
9.2 out of 10, Wonderful, (82)
The price is P7,183
P8,179 total
includes taxes & fees
Dec 28 - Dec 29

Agriturismo La Ferrozzola
Agriturismo La FerrozzolaCastellina in Chianti
9.4 out of 10, Exceptional, (9)

Rocca di Castagnoli
Rocca di CastagnoliGaiole in Chianti
9.2 out of 10, Wonderful, (28)
The price is P10,082
P11,645 total
includes taxes & fees
Jan 8 - Jan 9, 2026
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 Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais
10/10 Excellent
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