Chianti Region Romantic Vacations
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Top Romantic Chianti Region Hotels
Palazzo Leopoldo Dimora Storica & Spa
Via Roma 33, Radda in Chianti, SI
Book a stay at this romantic hotel, featuring a spa and in-room massages. Couples will appreciate the hot tub, al fresco dining, and garden.
9.2/10 Wonderful! (261 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
Travelers say...
"A place to stay where you can’t go wrong. Relaxing with lots of activities nearby"
Reviewed on Jun 28, 2025
COMO Castello Del Nero
Strada Spicciano 7, Barberino Tavarnelle, FI
For a romantic stay, consider this upscale hotel, featuring a spa, a Michelin star restaurant, and a garden. Couples will appreciate the hot tub and Egyptian ...
9.4/10 Exceptional! (123 reviews)
Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub
Travelers 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 May 13, 2025
Villa il Poggiale - Dimora Storica
Via Empolese 69, San Casciano in Val di Pesa, FI
Spa services, al fresco dining, and a garden await visiting couples at this romantic property. The property also offers a hot tub and a rooftop terrace.
9.4/10 Exceptional! (131 reviews)
Couples like: onsite spa services, couples spa treatments, al fresco dining, hot tub
Travelers 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 Jun 21, 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.