Search Chianti Region Villa Rentals from CA $615

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Our top choices for Chianti Region villas

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 CA $559
CA $615 total
includes taxes & fees
Mar 28 - Mar 29
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 CA $1,523
CA $1,561 total
includes taxes & fees
Mar 28 - Mar 29
"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 CA $665
CA $732 total
includes taxes & fees
Apr 1 - Apr 2
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is CA $631
CA $1,184 total
includes taxes & fees
Mar 13 - Mar 14
Viniard Villa - Residence Le Rose in Chianti

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 CA $944
CA $1,038 total
includes taxes & fees
Mar 28 - Mar 29
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is CA $9,301
CA $10,089 total
includes taxes & fees
Mar 9 - Mar 10
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

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)
"Pictures do not do it justice, this house and location is absolutely beautiful. Very comfortable beds, clean house, beauty views, nice fireplace.owner goes above and beyond to make you feel welcome. She had her local wine, cooked us a delishes breakfast, and also brought her olive oil to do tasting. We will definitely be back, i thank you for an amazing experience and a beautiful house."
United States
Lidija M.
The price is CA $536
CA $706 total
includes taxes & fees
Apr 3 - Apr 4
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is CA $18,601
CA $18,601 total
includes taxes & fees
Mar 8 - Mar 9
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is CA $7,348
CA $8,136 total
includes taxes & fees
Mar 8 - Mar 9
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

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 CA $1,382
CA $1,538 total
includes taxes & fees
Mar 11 - Mar 12
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is CA $1,998
CA $2,154 total
includes taxes & fees
Mar 9 - Mar 10
Villa Torre Among the Hills of Siena

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas

Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center

Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 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 CA $1,273
CA $1,461 total
includes taxes & fees
Mar 8 - Mar 9
Tailored to you - Villa with Concierge, heated pool, 20 min to Florence center

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is CA $22,322
CA $22,322 total
includes taxes & fees
Mar 9 - Mar 10
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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 traveller
The price is CA $1,769
CA $2,775 total
includes taxes & fees
Apr 1 - Apr 2
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.
The price is CA $2,278
CA $2,669 total
includes taxes & fees
Apr 4 - Apr 5
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Beautiful Tuscan home between Florence & Siena

Beautiful Tuscan home between Florence & Siena
Florence
10.0 out of 10, Exceptional, (7 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 CA $1,405
CA $2,325 total
includes taxes & fees
Mar 14 - Mar 15
Beautiful Tuscan home between Florence & Siena

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Siena
The price is CA $2,790
CA $2,790 total
includes taxes & fees
Apr 3 - Apr 4
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

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 CA $2,554
CA $2,557 total
includes taxes & fees
Mar 9 - Mar 10
Villa Milani with Shared Pool, Private Terrace & Wi-Fi

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

Villa 'Il Frassine' with Private Pool, Wi-Fi and Air Conditioning
Rignano sull'Arno
7.0 out of 10, Good, (2 reviews)
"We arrived after dark, tired from long overnight flight. We had no water pressure upstairs and no hot water anywhere. This was corrected the next day. One on-suite toilette would not flush properly and leaked at the grinder motor. A "tech" was called in. He informed us that he could not fix it, they would need to call someone else. When we continued to report the issue to the host, she informed us that the "tech" said it was working OK. The "tech" informed us that it was not but he could not fix...
United States
Norman C.
The price is CA $2,307
CA $3,178 total
includes taxes & fees
Apr 6 - Apr 7
Villa 'Il Frassine' 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

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
129
Accommodation
571 Villas
Lowest Price
CA $615
Highest Price
CA $22,322

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between CA $615 and CA $22,322 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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