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Our top choices for Chianti Region villas

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Florence
10.0 out of 10, Exceptional, (9 reviews)
"We had a lovely stay at this place in the country! It was charming, Paola and family were wonderful and we would stay here again!"
United States
Becky F.
The price is ¥60,898
¥93,229 total
includes taxes & fees
Jun 12 - Jun 13
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
10.0 out of 10, Exceptional, (2 reviews)
"Nice place 👌 "
United States
Avi A.
The price is ¥58,130
¥83,412 total
includes taxes & fees
May 18 - May 19
Villa Il Signorino

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is ¥123,808
¥137,665 total
includes taxes & fees
May 20 - May 21
Villa Marcolina

Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is ¥18,269
¥22,145 total
includes taxes & fees
May 21 - May 22
Rooster House, cooking classes and opera

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events

Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events
Colle di Val d'Elsa
The price is ¥1,568,577
¥1,746,657 total
includes taxes & fees
May 22 - May 23
Luxury Tuscan Villa Collalto with 18 rooms -Perfect for Exclusive Events

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is ¥2,613,065
¥2,613,065 total
includes taxes & fees
May 19 - May 20
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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

AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.
Pontassieve, Florence
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful, quiet and peaceful."
United States
Tim G.
The price is ¥57,022
¥87,692 total
includes taxes & fees
May 31 - Jun 1
AGRITURISMO in FLORENTINE HILLS-CHIANTI. 100% Travelers Recommend.

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 ¥83,686
¥92,055 total
includes taxes & fees
May 19 - May 20
My Exclusive Italy - Classic Suite in a Luxury Wine Estate

"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, (8 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 ¥274,040
¥278,469 total
includes taxes & fees
May 25 - May 26
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

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 ¥102,495
¥112,744 total
includes taxes & fees
May 18 - May 19
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
The price is ¥405,086
¥437,332 total
includes taxes & fees
Jun 14 - Jun 15
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

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 ¥197,309
¥238,092 total
includes taxes & fees
May 18 - May 19
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is ¥2,177,554
¥2,177,554 total
includes taxes & fees
May 18 - May 19
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

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 ¥141,046
¥155,150 total
includes taxes & fees
May 18 - May 19
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is ¥860,134
¥952,403 total
includes taxes & fees
May 18 - May 19
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is ¥316,668
¥357,451 total
includes taxes & fees
Jun 2 - Jun 3
Villa Torre Among the Hills of Siena

Entire Estate & Villa for 18 people at Tuscan Vineyard Estate with Pool & BBQ

Entire Estate & Villa for 18 people at Tuscan Vineyard Estate with Pool & BBQ
Poggibonsi
The price is ¥208,192
¥316,930 total
includes taxes & fees
May 18 - May 19
Entire Estate & Villa for 18 people at Tuscan Vineyard Estate with Pool & BBQ

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas

Stay tailored exclusively for you with concierge service and heated pool

Stay tailored exclusively for you with concierge service and heated pool
impruneta
10.0 out of 10, Exceptional, (109 reviews)
"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 ¥242,148
¥277,395 total
includes taxes & fees
May 28 - May 29
Stay tailored exclusively for you with concierge service and heated pool

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, (1 review)
"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 ¥234,050
¥351,911 total
includes taxes & fees
Jun 1 - Jun 2
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
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
142
Accommodation
540 Villas
Lowest Price
¥22,145
Highest Price
¥2,613,065

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between ¥22,145 and ¥2,613,065 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 540 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 vacation 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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