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Top Luxury vacation packages in Chianti Region

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

Villa Casagrande Resort & SPA

￥240,712

per person

Mar 3 - Mar 7

found 1 day ago

Roundtrip flight included

Tokyo (NRT) to Florence (FLR)

9.2/10 Wonderful! (371 reviews)

Always beautiful when I stay here, staff are helpful and every room clean and tidy

Reviewed on Jan 5, 2026

Villa I Barronci Resort & Spa

￥249,414

per person

Mar 3 - Mar 7

found 1 day ago

Roundtrip flight included

Tokyo (NRT) to Florence (FLR)

9.2/10 Wonderful! (409 reviews)

Stayed here as part of our honeymoon. Staff were super helpful with reservations and recommendations. The view is beautiful and the rooms are cozy. The breakfast was delicious as well.

Reviewed on Nov 2, 2025

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Top Luxury Chianti Region Hotels

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

10 min drive from Antinori nel Chianti Classico

Treat yourself to some sumptuous lodging at COMO Castello Del Nero, where you'll find private pools and Egyptian cotton sheets. Deluxe amenities at this hotel ...

9.4/10 Exceptional! (132 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

Castel Monastero - The Leading Hotels of the World

Monastero D'Ombrone Castelnuovo Berardenga SI

1 hour drive from Antinori nel Chianti Classico

Choose luxury at Castel Monastero - The Leading Hotels of the World, where you can enjoy amenities like massage services, designer toiletries, and more. Deluxe ...

8.8/10 Excellent! (144 reviews)

Overall great. It was a bit colder when we went. I wish they put heat lamps in outside seating areas in the evenings. I did ask and they put one but it needed time to heat up. But other than that - amazing stay!

Reviewed on Oct 4, 2025

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

53 min drive from Antinori nel Chianti Classico

Grand Hotel Continental Siena – Starhotels Collezione is one of the Siena luxury 5-star boutique properties where you can pamper yourself with 24-hour room service, ...

9.2/10 Wonderful! (577 reviews)

Staff is amazing! The hotel is beautiful! Hotel is very clean and a respite from walking all day! Be sure and ask for different pillows if you are particular... they have many kinds to choose from!

Reviewed on Jan 20, 2026

See all 4,763 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.