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Top Romantic vacation packages in Chianti Region

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

Palazzo Leopoldo Dimora Storica & Spa

￥309,032

per person

May 31 - Jun 6

found 1 day ago

Roundtrip flight included

Tokyo (TYO) 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

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Top Romantic Chianti Region Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

29 min drive from Antinori nel Chianti Classico

Romance awaits at this villa, which features a garden and a hot tub. Couples will appreciate the in-room fireplaces and outdoor pool.

Palazzo Leopoldo Dimora Storica & Spa

Via Roma 33 Radda in Chianti SI

35 min drive from Antinori nel Chianti Classico

Book a stay at this romantic hotel, featuring a spa and in-room massages. Couples will appreciate the hot tub, al fresco dining, and wine tasting rooms.

COMO Castello Del Nero

Strada Spicciano 7 Barberino Tavarnelle FI

10 min drive from Antinori nel Chianti Classico

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 ...

9.6/10 Exceptional! (133 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

See all 4,855 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.