Chianti Region Romantic Holidays
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Top Romantic Chianti Region Hotels
Palazzo Leopoldo Dimora Storica & Spa
Via Roma 33, Radda in Chianti, SI
Stay at this 4-star spa hotel in Radda in Chianti. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Castello di Radda Winery and Borgo ...
9.2/10 Wonderful! (261 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
Travellers say...
"A place to stay where you can’t go wrong. Relaxing with lots of activities nearby"
Reviewed on 28 Jun 2025
COMO Castello Del Nero
Strada Spicciano 7, Barberino Tavarnelle, FI
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbey of Passignano and Casa ...
9.4/10 Exceptional! (123 reviews)
Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub
Travellers say...
"Fantastic staff, warm but professional! Great recs and helped with booking good transport. Breakfast was the best I had in Europe! Amazing views"
Reviewed on 13 May 2025
Villa il Poggiale - Dimora Storica
Via Empolese 69, San Casciano in Val di Pesa, FI
Stay at this spa property in San Casciano in Val di Pesa. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Monastary of Sorelle Clarisse ...
9.4/10 Exceptional! (131 reviews)
Couples like: on-site spa services, couples spa treatments, al fresco dining, Hot tub
Travellers say...
"Our stay at this Villa was magical. Great location, beautiful properly, view but what was exceptional was their hospitality and food quality. Would highly recommend anyone who wants to stay in the Chianti area."
Reviewed on 21 Jun 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.