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Flight and Honeymoon hotel deals in Chianti Region

Price found within the past 48 hours. Click for updated prices.

Palazzo Leopoldo Dimora Storica & Spa

CA $1,644

per person

May 3 - May 9

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

9.2/10 Wonderful! (278 reviews)

I booked a massage with my husband at the spa and was not very impressed by the whole process first of all the girl came in 10 minutes later and stopped at the 15 minute mark, even though she was late I felt like the massage did not massage us did not Put any effort into it. It was very lame as far as I’m concerned I’ve had many many massages in this was probably one of my worst and my husband, the same thing.

Reviewed on Sep 25, 2025

Hotel Palazzo San Lorenzo & SPA

CA $2,650

per person

May 2 - May 8

found 23 hours ago

Roundtrip flight included

Kelowna (YLW) to Florence (FLR)

9.4/10 Exceptional! (438 reviews)

Parking is tricky, but we found a free parking lot close by. Check-in was easy and Livia was a gem full of helpful tips and resources. Check out - the front desk guy wasn’t very helpful. We paid the city tax in cash and wanted our change in coins - just a few coins to use in town- very much needed in Italy and he wasn’t willing to provide coins or even break a ten. He offered no assistance. Overall the room, spa and property is nice. No restaurant during off season, but the breakfast provided was excellent.

Reviewed on Mar 20, 2026

Hotel Borgo di Cortefreda Relais

CA $2,595

per person

May 2 - May 8

found 23 hours ago

Roundtrip flight included

Kelowna (YLW) to Florence (FLR)

9.4/10 Exceptional! (488 reviews)

The views were spectacular and the grounds were so peaceful

Reviewed on Nov 5, 2025

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Honeymoon Hotels in Chianti Region

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI

9 min drive from Antinori nel Chianti Classico

Book a stay at this luxury hotel in San Casciano in Val di Pesa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...

9.2/10 Wonderful! (414 reviews)

Wonderful stay. Clean rooms. Such friendly and accommodating staff. The restaurant was temporarily closed but they still made sure there was a full breakfast buffet every morning and dinner had a set menu option each night. The pool was open and warm! Lots of parking if you’re renting a car. Great ...

Reviewed on Mar 12, 2026

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

10 min drive from Antinori nel Chianti Classico

Book a stay at this luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbey of Passignano and Pieve ...

9.6/10 Exceptional! (133 reviews)

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

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

42 min drive from Antinori nel Chianti Classico

Book a stay at this golf residence in Monteriggioni. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Hedonistic Hiking and Alta Val ...

9/10 Wonderful! (20 reviews)

We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding.

Reviewed on Apr 27, 2025

See all 4,856 properties in Chianti Region

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.