Search Villas in Chianti Region

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 584 Villas in Chianti Region with updated reviews, rates, and availability.

Your panoramic house in Tuscany between vineyards and olive groves.
Exterior

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (36)
"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"
Your panoramic house in Tuscany between vineyards and olive groves.
Elegant luxury villa near Florence with private pool and winery
Pool

Elegant luxury villa near Florence with private pool and winery

10.0 out of 10, Exceptional, (42)
"Heaven with daily service and smiles. Marco and staff were superb. Strongly recommend "
Elegant luxury villa near Florence with private pool and winery
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
Exterior

Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence

9.6 out of 10, Exceptional, (46)
"We had a great stay here. All of us really enjoyed the location!"
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Outdoor pool

Villa Salivolpe - on top of a Chianti hill - Private swimming pool

9.6 out of 10, Exceptional, (22)
"The villa was a beautiful home to send our our time in Tuscany, Italy. We enjoyed having our own bedrooms and baths. We had a special meal cooked by a local chef, Rachel. The kitchen worked well for the cooking, and for our breakfasts. The scenery was just breathtaking, and it is just as pictures in books looked like. We very much enjoyed our stay."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Holiday home in the Florentine Chianti half an hour from Florence
Interior

Holiday home in the Florentine Chianti half an hour from Florence

9.8 out of 10, Exceptional, (55)
"This house was perfect for our group of 9 girlfriends. Every room had a bathroom to share which was so convenient. It’s location was also perfect to explore Tuscany and all the hysterical gems. Montespertoli is a beautiful town to visit and Bruno was an excellent host! "
Holiday home in the Florentine Chianti half an hour from Florence
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Outdoor pool

Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

9.8 out of 10, Exceptional, (100)
"This villa exceeded our expectations. It has ample room for a large family and was very neat and clean. The host was very attentive to all of our needs and very easy to communicate with. The location is just far enough away from Florence to give it a great Tuscan feel in the middle of a vineyard and olive orchard. I highly recommend this property. "
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Outdoor pool

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

10.0 out of 10, Exceptional, (53)
"Gabbianuzzo was so beautiful and secluded. We had a wonderful time exploring Tuscany from this villa. "
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Outdoor pool

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Property grounds

Villa Andrei, a relaxing bath in the Tuscan countryside with private pool

10.0 out of 10, Exceptional, (53)
"The landscape around is amazing and the house is very welcoming. We spent a very nice week overthere."
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

Private villa in the heart of chianti with view of siena
Villa Casa al Sole Large Private Pool, WiFi
View from property

Villa Casa al Sole Large Private Pool, WiFi

9.8 out of 10, Exceptional, (20)
"Thank you for a fantastic experience - everything was just right."
Villa Casa al Sole Large Private Pool, WiFi
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Outdoor dining

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
Villa Cicogna Private Villa - sleeps 10 guests in 5 bedrooms
Pool

Villa Cicogna Private Villa - sleeps 10 guests in 5 bedrooms

10.0 out of 10, Exceptional, (5)
"Our family stayed here for a local wedding and enjoyed the charm of this quiet town and comfortable villa. The hosts were super responsive and welcoming, making sure we had everything we needed for a pleasant stay. Our toddler loved running around and swimming every day in the pool. The location is perfect to drive to nearby cities with parking provided. Would love to visit again!"
The price is AED 426
AED 426 total
includes taxes & fees
9 Jun - 10 Jun
Villa Cicogna Private Villa - sleeps 10 guests in 5 bedrooms
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Fireplace

Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

9.8 out of 10, Exceptional, (7)
"Lovely well-equipped home with space and easy privacy for family groups. Lovely property with local flora and magnificent views. Pool pleasant but shallow - for cooling off but not swimming. Note: house is large and has separate (entrance, parking,property) rental section. Pool only for you however and still good privacy."
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14
Private villa for 4 with a pool, A/C and tennis court
Aerial view

Private villa for 4 with a pool, A/C and tennis court

9.6 out of 10, Exceptional, (21)
"We had such a warm welcome from Laura and she was very aware and welcoming serving both aperitivios and fresh tomatoes from the garden. Over all we are very satisfied and happy with the stay at Treggiaia."
Private villa for 4 with a pool, A/C and tennis court
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Outdoor dining

Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.

10.0 out of 10, Exceptional, (8)
"Podere Ferrale is just amazing. We were a group of 8 people and Sam was an amazing host from start to finish. Our parents had big birthdays and Sam and her husband cooked a wonderful dinner for them. We would definatley come back!"
Exclusive Tuscan Winery Escape: Charming Villa with Pool & Breathtaking Views.
Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Pool

Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano

8.6 out of 10, Excellent, (8)
"nice hosts, but a little bit in the years"
Nice apartment in villa with pool, WIFI, TV, patio, panoramic view, parking, close to San Gimignano
Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.
Outdoor dining

Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.

Villa Buonagrazia: A charming three-story villa in the characteristic style of the Tuscan countryside.
Villa Poggio la Croce by MMega
Pool

Villa Poggio la Croce by MMega

Villa Poggio la Croce by MMega
La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
Exterior

La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti

La Casa Nel Bosco D’arte - Passo del Sugame, Greve in Chianti
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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Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between AED 426 and AED 426 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 584 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.