A stone building with a clock tower, steps leading up to it, and people walking around.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Castellina in Chianti villas

Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
7.0 out of 10, Good, (2 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is NZ$358
includes taxes & fees
3 July - 4 July
Villa Montecastello
Outdoor dining

Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (147 reviews)
"Beautiful property and great experience "
United States
edward p.
The price is NZ$792
includes taxes & fees
19 July - 20 July
Luxury Villa in the Florentine hills
Outdoor dining

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Gaiole in Chianti
The price is NZ$481
includes taxes & fees
5 July - 6 July
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is NZ$241
includes taxes & fees
3 July - 4 July
Rooster House, cooking classes and opera
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is NZ$1,591
includes taxes & fees
1 Aug - 2 Aug
Villa Marcolina
Exterior

The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is NZ$401
includes taxes & fees
15 July - 16 July
The three owls of san gimignano
Outdoor dining

Casa dei Renai by Rentbeat

Casa dei Renai by Rentbeat
Signa
The price is NZ$537
includes taxes & fees
19 July - 20 July
Casa dei Renai by Rentbeat
Property grounds

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is NZ$10,501
includes taxes & fees
15 July - 16 July
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Property grounds

Exclusive Estate in Florence, Private Pool, 13 bedrooms

Exclusive Estate in Florence, Private Pool, 13 bedrooms
Oltrarno
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful stay for our large extended family. Everyone was comfortable, and the proximity to the city center was ideal. Hosts had many helpful suggestions. Make sure you ask about hiring the private chef they recommend! "
United States
Molly M.
The price is NZ$14,030
includes taxes & fees
27 July - 28 July
Exclusive Estate in Florence, Private Pool, 13 bedrooms
Exterior

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is NZ$6,643
includes taxes & fees
15 July - 16 July
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Exterior

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is NZ$885
includes taxes & fees
15 July - 16 July
Villa Il Signorino
Outdoor dining

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is NZ$803
includes taxes & fees
2 July - 3 July
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is NZ$1,008
includes taxes & fees
5 July - 6 July
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is NZ$1,229
includes taxes & fees
5 July - 6 July
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Exterior

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning

Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
San Casciano in Val di Pesa
The price is NZ$6,779
includes taxes & fees
2 July - 3 July
Villa 'Il Conventino' with Private Pool, Wi-Fi, and Air Conditioning
Exterior

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Upon arrival Guido had everything prepared for us. A bottle of his amazing wine that he makes along with 2 wine glasses we’re waiting on the farmhouse table. The home had 2 very comfortable bedrooms and a bathroom along with a living room and kitchen. Front porch overlooks the stunning Tuscany fields. The swimming pool was refreshing and everything was beyond perfect. This location was everything and more. The hosts were so helpful. I will come back her again..make sure to take time for the...
United States
Marianne H.
The price is NZ$851
includes taxes & fees
3 July - 4 July
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is NZ$28,621
includes taxes & fees
6 July - 7 July
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Exterior detail

Golden Hour - wedding in Florence

Golden Hour - wedding in Florence
Toscana
The price is NZ$6,106
includes taxes & fees
7 July - 8 July
Golden Hour - wedding in Florence
Exterior

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!

NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Oltrarno
10.0 out of 10, Exceptional, (1 review)
"Struttura a dir poco fantastica. Siamo stati non bene benissimo e sicuramente ci ritorneremo.Approfitto anche per fare un ringraziamento a Serena e Venita per l’immensa disponibilità, professionalità e cordialità ricevuta."
United States
Giuseppe F.
The price is NZ$1,557
includes taxes & fees
15 July - 16 July
NEW Dreaming in Pian dei Giullari Villa with private stunning swimming Pool!
Exterior

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is NZ$1,699
includes taxes & fees
5 July - 6 July
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
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

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

10/10 Excellent
"Loved our stay here. Would definitely stay here again"
vicki 6-night trip
Posted 9 hours ago
The Social Hub Florence Belfiore

Find out more about Castellina in Chianti

Castellina in Chianti Villas information

Number of reviews
165
Accommodation
1608 Villas
Lowest Price
NZ$241
Highest Price
NZ$28,621

Frequently asked questions

How much do villas in Castellina in Chianti cost?
Villas in Castellina in Chianti range between NZ$241 and NZ$28,621 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 1608 villas in Castellina in Chianti. No matter if you're travelling with the family or planning a getaway with your buddies, Expedia will help you find the ideal base for your squad.
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.

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