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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Chianti Region villas

Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is £686
includes taxes & fees
23 Jun - 24 Jun
Villa Marcolina
Property grounds

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is £107
includes taxes & fees
24 Jun - 25 Jun
Rooster House, cooking classes and opera
Iron/ironing board, WiFi, bed sheets

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 £214
includes taxes & fees
23 Jun - 24 Jun
Villa 'Podere Sofia' with Mountain View, Private Terrace and Wi-Fi
Property grounds

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Pontassieve, Florence
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, quiet and peaceful."
United States
Tim G.
The price is £432
includes taxes & fees
24 Jun - 25 Jun
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
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 £395
includes taxes & fees
23 Jun - 24 Jun
Villa Il Signorino
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 £432
includes taxes & fees
23 Jun - 24 Jun
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
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 £348
includes taxes & fees
23 Jun - 24 Jun
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Pool

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 £327
includes taxes & fees
24 Jun - 25 Jun
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 £12,274
includes taxes & fees
6 Jul - 7 Jul
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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 £530
includes taxes & fees
25 Jun - 26 Jun
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Pool

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 £365
includes taxes & fees
27 Jun - 28 Jun
Villa 'La Stalla Il Sole Verde' with Shared Pool, Wi-Fi, Pets Allowed
Exterior

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.
The price is £2,377
includes taxes & fees
19 Jul - 20 Jul
Beautiful Tuscan home between Florence & Siena
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 £729
includes taxes & fees
25 Jun - 26 Jun
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Exterior detail

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
The price is £1,118
includes taxes & fees
25 Jun - 26 Jun
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Terrace/patio

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 £543
includes taxes & fees
3 Jul - 4 Jul
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Outdoor dining

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 £609
includes taxes & fees
18 Jul - 19 Jul
Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi
Pool

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.
The price is £1,079
includes taxes & fees
19 Jul - 20 Jul
Podere Le Casette - Five Bedroom Villa, Sleeps 10
Property grounds

"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 £1,472
additional charges may apply
29 Jun - 30 Jun
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Montespertoli
10.0 out of 10, Exceptional, (39 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is £1,881
includes taxes & fees
27 Jun - 28 Jun
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 Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent
"The staff was very polite and helpful. The breakfast buffet was the best, with a great selection of food."
Christopher 3-night trip
Posted 2 hours ago
Villa I Barronci Resort & Spa

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
82
Accommodation
510 Villas
Lowest Price
£107
Highest Price
£12,274

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between £107 and £12,274 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 510 villas to choose from. Enter your destination and dates and lock in your perfect trip today.
Why book your villa in Chianti Region with Expedia?
We think arranging a holiday should be a breeze, so if you're looking for villas at a great price, Expedia delivers. Keep costs down and choose an all-inclusive stay, or splurge on a plush villa to spoil the ones you love most. Our handy filters make it easy to find a property in Chianti Region that matches your needs.
How can I find cheap villas in Chianti Region?
With Expedia's user-friendly filter tool, scoring cheap villas in Chianti Region has never been easier. To find stays that won't break the bank, fine-tune your search by star rating, budget and amenities.
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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