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- Upfront pricingWe are not like the others - we include taxes and fees
Our top choices for Chianti Region castles




1. Castello Di Montemasso
Castello Di MontemassoGreve in Chianti
9.8 out of 10, Exceptional, (29 reviews)
9.8/10
Exceptional
(29 reviews)
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."Quan
$107 nightly
The price is $119
$119 total
Nov 15 - Nov 16
Total with taxes and fees




2. Cattaleya Rooms
Cattaleya RoomsSanta Maria Novella
8.4 out of 10, Very good, (62 reviews)
8.4/10
Very good
(62 reviews)
"The place is very clean and within walking distance of the tourist attractions. Thank you."
"The place is very clean and within walking distance of the tourist attractions. Thank you."Claribel
$51 nightly
The price is $69
$69 total
Nov 16 - Nov 17
Total with taxes and fees




3. CASTELLO NELLE CRETE
CASTELLO NELLE CRETESiena
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina,
Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...
"Picture yourself in a century-old castle high on a hill in the heart of Tuscany. Your surroundings are those of a majestic Monet painting. Birds humming, and the smell of fresh croissants fills the air. A cup of hot cappucino is being brought to you by the most professional but always smiling and always friendly staff .No you're not dreaming, you and your family of 30 are guests at Villa Leonina,
Every room has an ensuite bathroom with daily maintenance and fresh towels. The kitchen and...joanne s.
$17,132 nightly
The price is $17,132
$17,132 total
Nov 12 - Nov 13
Total with taxes and fees
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.
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.
Learn more about Chianti Region
Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

