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! (270 reviews)
Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub
Travelers say...
Excellent breakfast.
Reviewed on Sep 30, 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! (130 reviews)
Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub
Travelers say...
Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car).
Reviewed on Oct 25, 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! (144 reviews)
Couples like: onsite spa services, couples spa treatments, al fresco dining, hot tub
Travelers say...
This is our favourite hotel! The staff, food, hotel and grounds are fantastic! We look forward to our next stay!
Reviewed on Sep 17, 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.
