Chianti Region Luxury Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to RM 324 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
COMO Castello Del Nero
Strada Spicciano 7, Barberino Tavarnelle, FI
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbey of Passignano and Casa ...
9.4/10 Exceptional! (127 reviews)
"Beautiful!"
Reviewed on 2 Aug 2025
Castel Monastero - The Leading Hotels of the World
Monastero D'Ombrone, Castelnuovo Berardenga, SI
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
8.8/10 Excellent! (140 reviews)
Great family getaway
"Everything was perfect. Someone who stood out from the rest was Felipo; he went above and beyond was very attentive to what we needed made us feel at home. The property is gorgeous."
Reviewed on 12 Aug 2025
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85, Siena, SI
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
9.2/10 Wonderful! (552 reviews)
"My wife and I had a wonderful time. The hotel is spacious, nice and clean, as you would expect at a 5 star hotel. The location couldn’t be better. Hotel personnel is highly professional. You won’t find a better place to have breakfast than at the hotel."
Reviewed on 13 Aug 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.