Top Romantic Chianti Region Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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.

10/10 Exceptional! (69 reviews)

Couples like: hot tub, fireplace

Amazing Property and Hosts!

"This is my first time staying in Italy and San Gimignano. The listing of the property is accurate and everything was very clean and well maintained. The hosts Gabriel,, and rest of the team are exceptional with quick responses and clear communication. Our party had four adults and three children ..."

Reviewed on Aug 10, 2025

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 garden.

9.2/10 Wonderful! (265 reviews)

Couples like: full-service spa, couples spa treatments, al fresco dining, hot tub

Travelers say...

"We loved it was easy to get to wineries or small towns we wanted to visit"

Reviewed on Jul 11, 2025

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 ...

9.4/10 Exceptional! (127 reviews)

Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub

Travelers say...

"Beautiful!"

Reviewed on Aug 2, 2025

See all 5,174 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.