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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Chianti Region villas

Outdoor dining

Villa in Pergine Valdarno

PIEVE-POGGIO CASE - POGGIO CASE
9.6 out of 10, Exceptional, (5 reviews)
"This was an adorable rustic farmhouse. Our family enjoyed the time we spent there."
United States
Janae G.
The price is ￥25,382
￥41,103 total
includes taxes & fees
Mar 4 - Mar 5
PIEVE-POGGIO CASE - POGGIO CASE
Exterior

Villa in Castiglion Fibocchi

Very panoramic villa with private fenced swimming pool situated between Arezzo and Florence. The tow
10.0 out of 10, Exceptional, (2 reviews)
"Wir waren mit 16 Personen im Haus Es war herrlich und super super entspannend Der Vermieter sehr zuvorkommend Dort bekam man auch Olivenöl und Wein Sauberer Pool Sehr zu empfehlen "
Germany
Bettina
The price is ￥68,707
￥118,475 total
includes taxes & fees
Mar 5 - Mar 6
Very panoramic villa with private fenced swimming pool situated between Arezzo and Florence. The tow
Terrace/patio

Villa in Bucine

LA CASA DI PRISCILLA - LA CASA DI PRISCILLA
The price is ￥33,870
￥33,870 total
includes taxes & fees
Apr 1 - Apr 2
LA CASA DI PRISCILLA - LA CASA DI PRISCILLA
Pool

Villa in Bucine

Nice cottage ideal for couples, large enclosed garden with private pool. Pets are welcome. Bucine is
The price is ￥37,354
￥37,354 total
includes taxes & fees
Apr 1 - Apr 2
Nice cottage ideal for couples, large enclosed garden with private pool. Pets are welcome. Bucine is
Exterior

Villa in Rignano sull'Arno

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
The price is ￥64,989
￥71,488 total
includes taxes & fees
Mar 28 - Mar 29
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Pool

Villa in Gaiole in Chianti

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
The price is ￥978,769
￥1,070,932 total
includes taxes & fees
Mar 3 - Mar 4
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Property grounds

Villa in Gaiole in Chianti

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 ￥176,953
￥181,377 total
includes taxes & fees
Mar 28 - Mar 29
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

Villa in Rignano sull'Arno

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
The price is ￥77,804
￥85,584 total
includes taxes & fees
Mar 28 - Mar 29
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Pool

Villa in Castellina in Chianti

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
The price is ￥773,227
￥865,390 total
includes taxes & fees
Mar 4 - Mar 5
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Pool

Villa in San Sano

San Sano - San Sano ,Tuscany
The price is ￥37,140
￥72,960 total
includes taxes & fees
Mar 9 - Mar 10
San Sano - San Sano ,Tuscany
Pool

Villa in Pergine Valdarno

PIEVE-LOGGIATO - LOGGIATO
8.0 out of 10, Very Good, (4 reviews)
"Beautiful location and a great house. Well appointed and well maintained. Better directions for how to check in and get keys would be helpful."
United States
Pete M.
The price is ￥24,589
￥40,137 total
includes taxes & fees
Mar 5 - Mar 6
PIEVE-LOGGIATO - LOGGIATO
Exterior

Villa in Firenze

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
The price is ￥2,349,045
￥2,349,045 total
includes taxes & fees
Mar 3 - Mar 4
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Terrace/patio

Villa in Castellina in Chianti

Viniard Villa - Residence Le Rose in Chianti
The price is ￥58,984
￥118,411 total
includes taxes & fees
Mar 6 - Mar 7
Viniard Villa - Residence Le Rose in Chianti
Exterior

Villa in Loro Ciuffenna

AGRITURISMO ARCOBALENO - ARCOBALENO
The price is ￥47,418
￥80,597 total
includes taxes & fees
Apr 2 - Apr 3
AGRITURISMO ARCOBALENO - ARCOBALENO
Exterior

Villa in Rignano sull'Arno

My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
The price is ￥109,659
￥120,625 total
includes taxes & fees
Mar 31 - Apr 1
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

Villa in Loro Ciuffenna

AGRITURISMO CA DI VESTRO - CA DI VESTRO
10.0 out of 10, Exceptional, (1 review)
"We would return anytime!"
Germany
Felix K.
The price is ￥47,418
￥80,597 total
includes taxes & fees
Apr 1 - Apr 2
AGRITURISMO CA DI VESTRO - CA DI VESTRO
Pool

Villa in Tavarnelle Val di Pesa

Independent Luxury Villa with Pool and Jacuzzi in the Chianti Region
The price is ￥204,012
￥331,841 total
includes taxes & fees
Mar 16 - Mar 17
Independent Luxury Villa with Pool and Jacuzzi in the Chianti Region
Exterior

Villa in Bucine

Beautiful farmhouse with heated pool and jacuzzi
The price is ￥95,064
￥115,978 total
includes taxes & fees
Mar 9 - Mar 10
Beautiful farmhouse with heated pool and jacuzzi
Exterior

Villa in Castelfranco di Sopra

Villa composed of 3 apartaments. Private pool
The price is ￥40,454
￥77,002 total
includes taxes & fees
Mar 8 - Mar 9
Villa composed of 3 apartaments. Private pool
Exterior

Villa in Vico dʼArbia

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
The price is ￥177,321
￥195,569 total
includes taxes & fees
Mar 12 - Mar 13
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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

Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"The staff were very helpful and the buffet breakfast was delicious! "
Marie 2-night trip
Posted 8 days ago
Salvadonica - Borgo del Chianti

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
20
Accommodation
571 Villas
Lowest Price
￥33,870
Highest Price
￥2,349,045

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between ￥33,870 and ￥2,349,045 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 571 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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