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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Chianti Region villas

Property grounds

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Rosano - Florence
9.8 out of 10, Exceptional, (31 reviews)
"Local sights and food"
United States
Brian W.
The price is HK$2,900
HK$4,397 total
includes taxes & fees
29 Apr - 30 Apr
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Exterior

Villa Marcolina

Villa Marcolina
Castelnuovo Berardenga
The price is HK$7,414
HK$8,155 total
includes taxes & fees
2 Apr - 3 Apr
Villa Marcolina
Exterior

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is HK$128,311
HK$128,311 total
includes taxes & fees
22 Apr - 23 Apr
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
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, (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 HK$8,977
HK$9,193 total
includes taxes & fees
26 Apr - 27 Apr
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
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 HK$3,165
HK$3,482 total
includes taxes & fees
7 Apr - 8 Apr
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
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 HK$3,789
HK$4,168 total
includes taxes & fees
7 Apr - 8 Apr
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Terrace/patio

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is HK$3,591
HK$6,679 total
includes taxes & fees
7 Apr - 8 Apr
Viniard Villa - Residence Le Rose in Chianti
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 HK$2,686
HK$3,584 total
includes taxes & fees
13 Apr - 14 Apr
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Exterior

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is HK$105,932
HK$105,932 total
includes taxes & fees
9 Apr - 10 Apr
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Pool

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is HK$41,843
HK$46,332 total
includes taxes & fees
7 Apr - 8 Apr
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Exterior

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 HK$2,693
HK$3,824 total
includes taxes & fees
26 Apr - 27 Apr
Villa Il Signorino
Exterior

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 HK$8,354
HK$9,243 total
includes taxes & fees
7 Apr - 8 Apr
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
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 HK$5,341
HK$5,875 total
includes taxes & fees
7 Apr - 8 Apr
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate
Outdoor dining

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
Exterior

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 HK$16,159
HK$22,551 total
includes taxes & fees
5 Apr - 6 Apr
Beautiful Tuscan home between Florence & Siena
Exterior

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco

Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
Montespertoli
10.0 out of 10, Exceptional, (12 reviews)
"Amazing Property! The house was impeccably clean, with spacious bedrooms and comfortable beds. Our gracious host Nicola spoiled us with his generosity. He went beyond our expectations to ensure that our stay was perfect. He and his wife welcomed us with a delicious homemade apple cake. He drove us to the nearby town of Montespertoli to pick-up groceries and provisions. He recommended a local chef to cook for us at the villa. The meal was amazing and memorable. We will be back!"
United States
Elise D.
The price is HK$14,274
HK$16,339 total
includes taxes & fees
12 Apr - 13 Apr
Luxury,Charming,in true Chianti, sleeps 21 or +people with Sw-Pool,Wi-Fi,Airco
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, (38 reviews)
"Excellent in every way. Highly recommend"
United States
Ed M.
The price is HK$14,274
HK$16,339 total
includes taxes & fees
12 Apr - 13 Apr
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites
Pool

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 HK$16,159
HK$16,177 total
includes taxes & fees
9 Apr - 10 Apr
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

Escape the ordinary - Villa w/ concierge, heated pool, 20 min to Florence center

Escape the ordinary - Villa w/ concierge, heated pool, 20 min to Florence center
impruneta
10.0 out of 10, Exceptional, (106 reviews)
"We had an incredible stay at this Tuscan villa over the Christmas holidays with a group of 10, and the home was perfect in every way. The villa was spacious, comfortable, and ideal for a large group. Caterina and her sister Cecilia were exceptionally responsive, warm, and a pleasure to work with from start to finish. Caterina truly went above and beyond with our requests—it genuinely felt like having a five-star hotel concierge at our disposal. The pizza class and in-home dining experience were...
United States
Bernie K.
The price is HK$10,306
HK$11,810 total
includes taxes & fees
4 Apr - 5 Apr
Escape the ordinary - Villa w/ concierge, heated pool, 20 min to Florence center
Exterior

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is HK$12,055
HK$12,943 total
includes taxes & fees
7 Apr - 8 Apr
Villa Torre Among the Hills of Siena
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
"Beautiful property. Very professional staff with the owners family still helping out. Couldn’t recommend more. "
Timothy 1-night trip
Posted 5 hours ago
Salvadonica - Borgo del Chianti

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
207
Accommodation
540 Villas
Lowest Price
HK$3,584
Highest Price
HK$128,311

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between HK$3,584 and HK$128,311 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 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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