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

Townhouse in Loro Ciuffenna
Villa Cassia di Baccano9.4 out of 10, Exceptional, (23)
The price is P7,107
P7,818 total
includes taxes & fees
Jan 8 - Jan 9, 2026

Townhouse in San Casciano in Val di Pesa
Villa il Fedino9.6 out of 10, Exceptional, (97)
The price is P8,629
P9,768 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The price is P29,965
P33,239 total
includes taxes & fees
Jan 1 - Jan 2, 2026

Aparthotel in Figline e Incisa Valdarno
Relais Villa Belvedere9.2 out of 10, Wonderful, (70)
The price is P4,860
P5,450 total
includes taxes & fees
Jan 23 - Jan 24, 2026

Townhouse in San Casciano in Val di Pesa
B&B La Fonte del Machiavelli9.2 out of 10, Wonderful, (82)

Vacation Home in Castellina in Chianti
Agriturismo La Ferrozzola9.4 out of 10, Exceptional, (9)
The price is P10,059
P11,618 total
includes taxes & fees
Jan 4 - Jan 5, 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.
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Top Chianti Region Hotel Reviews

Hotel Borgo di Cortefreda Relais
10/10 Excellent
Find out more about Chianti Region
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