A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region villas

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is NZ$1,597
includes taxes & fees
30 June - 1 July
Villa Marcolina

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$480
includes taxes & fees
30 June - 1 July
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is NZ$242
includes taxes & fees
30 June - 1 July
Rooster House, cooking classes and opera

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$906
includes taxes & fees
30 June - 1 July
Villa Il Signorino

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$798
includes taxes & fees
30 June - 1 July
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

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$1,007
includes taxes & fees
30 June - 1 July
My Exclusive Italy - Classic Suite in a Luxury Wine Estate

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Bucine
The price is NZ$1,358
includes taxes & fees
19 July - 20 July
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is NZ$28,580
includes taxes & fees
6 July - 7 July
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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$1,233
includes taxes & fees
2 July - 3 July
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

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$854
includes taxes & fees
30 June - 1 July
Villa 'La Tinaia Il Sole Verde' with Shared Pool and Wi-Fi

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is NZ$3,910
includes taxes & fees
26 July - 27 July
Villa Torre Among the Hills of Siena

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is NZ$1,265
includes taxes & fees
5 July - 6 July
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

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$1,697
includes taxes & fees
30 June - 1 July
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

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

Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Bucine
10.0 out of 10, Exceptional, (2 reviews)
"Pros: Wunderschönes charmantes, rustikales Ferienhaus in der wunderschönen Toskana. Tolle Lage, sehr freundlicher und charmanter Gastgeber. Senore Guidi und seine Ehefrau sind zauberhafte Gastgeber. Sehr hilfsbereit und zuvorkommend! Die Fotos der Unterkunft stimmen zu 100% überein! Toller Poolbereich. Senor Guidi hat zur Wein- und Olivenöl -Verkostung eingeladen und uns auf Anfrage zu einer persönlichen Begehung seiner Oliven-und-Weinberge mitgenommen. Sehr persönliche und menschliche...
Germany
Anonymous traveller
The price is NZ$930
includes taxes & fees
30 June - 1 July
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Podere Le Casette - Five Bedroom Villa, Sleeps 10

Podere Le Casette - Five Bedroom Villa, Sleeps 10
Cassia
10.0 out of 10, Exceptional, (1 review)
"The home was recently renovated immaculately and is an incredible place to enjoy Tuscany as well as Florence. The pictures don’t do it justice. We enjoyed our stay and would recommend to any group of any age. The views will last forever."
United States
Geoff B.
Podere Le Casette - Five Bedroom Villa, Sleeps 10

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (8 reviews)
"From the moment we entered to our last day everything was perfect. Group of 15 and we all fit comfortably. "
United States
Debra P.
Beautiful Tuscan home between Florence & Siena

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Everything about this house is exquisite and very homey. Decors are really tasteful. Outdoors spaces and the views are absolutely beautiful. Kitchen is really well appointed. There is no shortage of dish-wear, silverware and glasses. Location is very central to explore Tuscany. Our host, Lapo is very welcoming and helpful with all recommendations. He is the kind of host that you want to stay in touch and come back to see him. "
United States
Ravin N.
The price is NZ$3,427
includes taxes & fees
2 July - 3 July
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"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 NZ$4,000
includes taxes & fees
12 July - 13 July
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is NZ$3,727
includes taxes & fees
19 July - 20 July
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

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

Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
Empoli
10.0 out of 10, Exceptional, (1 review)
"The villa is divided into 4 apartments and was perfect for our group of eleven. The property was beautiful and it is convenient to the Empoli train station."
United States
Vicki C.
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi
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 Chianti Region Hotel Reviews

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
33
Accommodation
502 Villas
Lowest Price
NZ$242
Highest Price
NZ$28,580

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between NZ$242 and NZ$28,580 per night. These escapes 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 Chianti Region?
Chianti Region has 502 villas to choose from. Enter your destination and dates and lock in your perfect trip today.
What is there to do near my villa in Chianti Region?
Whether you love food, shopping, history or sightseeing, Chianti Region offers something for everyone! The major city of San Gimignano boasts lots of things to do, including Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery, Historical Torture Museum and Ornithological Museum. If you're headed to Radda in Chianti, Castello di Albola, Castello di Radda Winery and Borgo di Vescine - Tenute di Castelvecchi shouldn't be missed.

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