Chianti Region Romantic Holidays
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Top Romantic Chianti Region Hotels
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (68 reviews)
Tuscany stay
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country"
Reviewed on 14 Jun. 2025
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 WiFi, free parking, and a full-service spa. Popular attractions Castello di Radda Winery and Borgo ...
9.2/10 Wonderful! (261 reviews)
"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 WiFi, and free parking. Popular attractions Abbey of Passignano and Casa ...
9.4/10 Exceptional! (123 reviews)
"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
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.