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Our top choices for Chianti Region villas

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28
Gaiole in Chianti
The price is AED 25,077
AED 27,202 total
includes taxes & fees
23 Mar - 24 Mar
CHIANTIGAIO - Fourteen Bedroom Villa, Sleeps 28

"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 AED 3,672
AED 3,774 total
includes taxes & fees
28 Mar - 29 Mar
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18
Castellina in Chianti
The price is AED 19,811
AED 21,936 total
includes taxes & fees
23 Mar - 24 Mar
VILLA IL PRINCIPE - Nine Bedroom Villa, Sleeps 18

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36
Colle Val D'Elsa
The price is AED 50,153
AED 50,153 total
includes taxes & fees
23 Mar - 24 Mar
VILLA ALTAMIRA - Eighteen Bedroom Villa, Sleeps 36

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 AED 1,499
AED 1,648 total
includes taxes & fees
28 Mar - 29 Mar
My Exclusive Italy - Classic Suite in a Luxury Wine Estate

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 AED 1,794
AED 1,973 total
includes taxes & fees
28 Mar - 29 Mar
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37
Firenze
The price is AED 60,184
AED 60,184 total
includes taxes & fees
23 Mar - 24 Mar
VILLA ARTIUM - Twenty Bedroom Villa, Sleeps 37

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 AED 3,726
AED 4,147 total
includes taxes & fees
23 Mar - 24 Mar
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Viniard Villa - Residence Le Rose in Chianti

Viniard Villa - Residence Le Rose in Chianti
Castellina in Chianti
The price is AED 1,700
AED 3,115 total
includes taxes & fees
27 Mar - 28 Mar
Viniard Villa - Residence Le Rose in Chianti

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 AED 1,272
AED 1,705 total
includes taxes & fees
1 Apr - 2 Apr
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Start to finish service - 24/7 Concierge, heated pool, 20 min to Florence center

Start to finish service - 24/7 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 AED 4,176
AED 4,788 total
includes taxes & fees
31 Mar - 1 Apr
Start to finish service - 24/7 Concierge, heated pool, 20 min to Florence center

Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 5,386
AED 5,807 total
includes taxes & fees
23 Mar - 24 Mar
Villa Torre Among the Hills of Siena

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 AED 2,529
AED 2,781 total
includes taxes & fees
28 Mar - 29 Mar
My Exclusive Italy - Presidential Suite with view in a Luxury Wine Estate

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 AED 6,885
AED 6,894 total
includes taxes & fees
24 Mar - 25 Mar
Villa Milani with Shared Pool, Private Terrace & 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 AED 3,787
AED 6,269 total
includes taxes & fees
26 Mar - 27 Mar
Beautiful Tuscan home between Florence & Siena

Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas

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 AED 4,769
AED 7,483 total
includes taxes & fees
1 Apr - 2 Apr
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 AED 6,142
AED 7,196 total
includes taxes & fees
1 Apr - 2 Apr
Villa 'Martignana' with Private Pool, Private Garden and Wi-Fi

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!
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 AED 5,440
AED 6,231 total
includes taxes & fees
24 Mar - 25 Mar
Luxury,Charming,in true Chianti, sleeps 22 or +/- pople., with AIR-CONDITION!!!!

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20

VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
Siena
The price is AED 7,523
AED 7,523 total
includes taxes & fees
3 Apr - 4 Apr
VILLA SOLATA - Nine Bedroom Villa, Sleeps 20
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

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between AED 1,705 and AED 60,184 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.