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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Castellina in Chianti villas

Exterior detail
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Villa in Castellina in Chianti

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
The price is ￥863,644
￥955,511 total
includes taxes & fees
Jan 4 - Jan 5
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Terrace/patio
Viniard Villa - Residence Le Rose in Chianti

Villa in Castellina in Chianti

Viniard Villa - Residence Le Rose in Chianti
The price is ￥58,795
￥120,787 total
includes taxes & fees
Jan 6 - Jan 7
Viniard Villa - Residence Le Rose in Chianti
Exterior detail
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25

Villa in Careggi Rifredi

VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
10.0 out of 10, Exceptional, (1)
"Staff went over and above for us. Food was wonderful service 5 stars"
United States
robert g.
The price is ￥1,753,425
￥1,753,425 total
includes taxes & fees
Jan 3 - Jan 4
VILLA MEDICEA - Seven Bedroom Villa, Sleeps 25
Pool
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa in Montespertoli

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
10.0 out of 10, Exceptional, (1)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is ￥298,377
￥298,745 total
includes taxes & fees
Jan 6 - Jan 7
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Property grounds
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

Villa in Siena

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
The price is ￥876,713
￥968,805 total
includes taxes & fees
Feb 1 - Feb 2
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Pool
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
The price is ￥1,093,221
￥1,185,088 total
includes taxes & fees
Jan 4 - Jan 5
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Exterior
Villa "Arnilù" with Private Pool & Wi-Fi

Villa in San Gimignano

Villa "Arnilù" with Private Pool & Wi-Fi
The price is ￥855,331
￥923,637 total
includes taxes & fees
Jan 5 - Jan 6
Villa "Arnilù" with Private Pool & Wi-Fi
Pool
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa in Radda in Chianti

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
10.0 out of 10, Exceptional, (1)
"Pros: Świetna lokalizacja i przyjemne otoczenie domu. Dom położony na wzniesieniu z którego roztaczał się piękny widok. Cons: Osoba opiekująca się domem nie mówiła po angielsku co utrudniało komunikację. Nie byliśmy świadomi że dom podzielony jest na 2 części góra i piwnica w której były dodatkowe 3 pokoje. Uszkodzona pralka która nie dopierała pranych ubrań - brudna woda z zanieczyszczeniami które dodatkowo brudziły ubrania."
Poland
Anonymous traveler
The price is ￥322,656
￥440,004 total
includes taxes & fees
Jan 9 - Jan 10
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
TV, table tennis
Tuscany Garden Villa

Villa in Figline Valdarno

Tuscany Garden Villa
10.0 out of 10, Exceptional, (2)
"Rymligt hus med bra toaletter! Väl utrustat kök. Saknade dock ac i ett av sovrummen"
Sweden
Gertrud R.
The price is ￥64,307
￥92,418 total
includes taxes & fees
Jan 21 - Jan 22
Tuscany Garden Villa
Property grounds
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning

Villa in Rignano sull'Arno

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
7.0 out of 10, Good, (2)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is ￥463,764
￥565,343 total
includes taxes & fees
Jan 7 - Jan 8
Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Exterior
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

Villa in Colle Val D'Elsa

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
The price is ￥2,168,068
￥2,168,068 total
includes taxes & fees
Jan 4 - Jan 5
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Outdoor spa tub
Villa Dei Pavoni - Luxury Villa on top of hills in Florence

Villa in Toscana

Villa Dei Pavoni - Luxury Villa on top of hills in Florence
10.0 out of 10, Exceptional, (1)
"The host was amazing! The property was beautiful. All was seamless! All of our needs were met. Highly recommend! "
United States
Leopard I.
The price is ￥327,415
￥374,084 total
includes taxes & fees
Jan 6 - Jan 7
Villa Dei Pavoni - Luxury Villa on top of hills in Florence
Terrace/patio
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Villa in Gaiole in Chianti

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
10.0 out of 10, Exceptional, (8)
"Country location but easy access to a great local winery/restaurant and the town of Gaiole."
Canada
russ h.
The price is ￥190,992
￥195,402 total
includes taxes & fees
Jan 9 - Jan 10
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior
Welcome home: Villa with concierge service and heated pool 20 minute to Florence

Villa in impruneta

Welcome home: Villa with concierge service and heated pool 20 minute to Florence
10.0 out of 10, Exceptional, (106)
"The Villa and grounds are absolutely beautiful! Caterina and her family members were the most gracious hosts. They could not do enough to make sure we had a "once in a lifetime" multi-generational family trip and truly made us feel like part of their family during our stay. We loved every second of our time in Tuscany and would highly recommend this amazing property."
United States
Charles S.
The price is ￥215,052
￥246,471 total
includes taxes & fees
Jan 14 - Jan 15
Welcome home: Villa with concierge service and heated pool 20 minute to Florence
Property grounds
Casa dei Renai by Rentbeat

Villa in Signa

Casa dei Renai by Rentbeat
The price is ￥9,104
￥45,548 total
includes taxes & fees
Jan 26 - Jan 27
Casa dei Renai by Rentbeat
Garden
Wine Apartments Florence Lawrence

Villa in Scandicci

Wine Apartments Florence Lawrence
The price is ￥11,188
￥54,485 total
includes taxes & fees
Jan 6 - Jan 7
Wine Apartments Florence Lawrence
Exterior
Country House with heated pool near the center

Villa in Careggi Rifredi

Country House with heated pool near the center
9.4 out of 10, Exceptional, (10)
"The property was outstanding and our family had a blast. It was a nice get away from the crowds in the city to enjoy the animals and greenery of the house on the farm. "
United States
Nancy P.
The price is ￥55,255
￥87,671 total
includes taxes & fees
Jan 6 - Jan 7
Country House with heated pool near the center
A heated pool
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10

Villa in Siena

POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
8.0 out of 10, Very Good, (1)
"Villa magnifique dans un environnement superbe. Les chambres sont d'un grand confort. S'agissant d'une maison récemment rénovée, quelques réglages sont à réaliser pour atteindre la perfection : nombre de fauteuils bain de soleil insuffisant, améliorer la protection solaire sur la terrasse extérieure et le nombre de fauteuils ; petites difficultés liées à l'usage du lave linge mais très vite réglées. Globalement c'est un très agréable séjour dans une magnifique demeure, rénovée avec goût et...
France
Pierre V.
The price is ￥328,767
￥384,022 total
includes taxes & fees
Jan 3 - Jan 4
POGGIO AL SOLE - Five Bedroom Villa, Sleeps 10
Outdoor pool
Beautiful Tuscan home between Florence & Siena

Villa in Florence

Beautiful Tuscan home between Florence & Siena
10.0 out of 10, Exceptional, (6)
"Judy was amazing and very helpfulNothing to do with the property, but I sure you pre book all nights out/transportation"
United States
Frank V.
The price is ￥119,351
￥220,468 total
includes taxes & fees
Jan 3 - Jan 4
Beautiful Tuscan home between Florence & Siena
Exterior
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Villa in Montespertoli

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is ￥238,855
￥273,581 total
includes taxes & fees
Jan 14 - Jan 15
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
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.
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Top Castellina in Chianti Hotel Reviews

Hotel Calimala Florence

Hotel Calimala Florence

10/10 Excellent
"Very Nice Hotel and Centrally located near everything"
Albert 2-night trip
Posted 7 hours ago
Hotel Calimala Florence

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
147
Accommodation
1968 Villas
Lowest Price
￥45,548
Highest Price
￥1,753,425

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between ￥45,548 and ￥1,753,425 per night. These stays offer the privacy of your own space at a price that doesn't break the bank. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Castellina in Chianti?
You can choose from 1968 villas in Castellina in Chianti. No matter if you're traveling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.
Why book your villa in Castellina in Chianti with Expedia?
Reserving a villa in Castellina in Chianti is as simple as deciding on your travel dates and picking the option suited to your needs. In search of something affordable or luxurious, or a property that also has a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Castellina in Chianti?
The easiest way to compare cheap villas in Castellina in Chianti is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to nab awesome rates in only a few clicks.
What is there to do near my villa in Castellina in Chianti?
Whatever your interests, Castellina in Chianti has loads to keep you on the hop. Buondonno Winery, City Hall Castellina In Chianti and Casa Vinicola Luigi Cecchi are on most visitors' itineraries. Don't forget to explore Walls of Monteriggioni, Castellina Fortress and Archaeological Museum of Chianti either. With Expedia's Castellina in Chianti hotel deals, you can discover even more terrific attractions like these with the cash you save.