Search Chianti Region Villa Rentals from CA $1,057

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Browse Select Chianti Region Villas

Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

10.0 out of 10, Exceptional, (115)
"It was a great experience. The villa was perfect. Hosts were amazing. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.

Elegant luxury villa near Florence with private pool and winery

10.0 out of 10, Exceptional, (43)
"Heaven with daily service and smiles. Marco and staff were superb. Strongly recommend "
Elegant luxury villa near Florence with private pool and winery

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

9.8 out of 10, Exceptional, (103)
"Our family (9 adults, 1 kid, 2 babies) had a wonderful time staying at the villa! My dad uses a wheelchair and the home was satisfactorily accessible (very hard to find abroad!). Katia was extremely helpful when needs arose and made sure we had cribs for the babies. The location was perfect; it was easy to drive into Florence and to other towns. I wish the pool had been open, but the grounds were stunning and the patios were perfect for downtime and dinners at home. Thank you, Katia!"
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City

Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

10.0 out of 10, Exceptional, (38)
"Excellent in every way. Highly recommend"
The price is CA $2,396
CA $2,744 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Villa with Swimmingpool in Chianti/Sleeps 21 - or more in extra suites

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

9.6 out of 10, Exceptional, (23)
"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

Luxury Villa Basilio Chianti

Luxury Villa Basilio Chianti

Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

10.0 out of 10, Exceptional, (78)
"Bianca was the perfect host. She communicated quickly and clearly. She was so eager to help and spend time with us as we inquired about the region. She was super helpful to help arrange transportation and give us good insight to our visit. The property is in a great loction. Close to Florence yet out in the fields of Tuscany. There were ten of us and the villa worked so well. We all would go back to the villa and Bianca."
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside

Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

9.4 out of 10, Exceptional, (65)
"Beautiful location!"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi

Villa in Chianti with private pool, walking to a restaurant Electric car charger

10.0 out of 10, Exceptional, (15)
"We thoroughly enjoyed this property .it is well off the main road , totally private, and the view is breathtaking .We are happy to recommend this villa to future travelers."
Villa in Chianti with private pool, walking to a restaurant Electric car charger

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (1)
"Fantastiskt boende med underbar trädgård och utsikt, nära vingårdar och historiska städer!"
Private villa in the heart of chianti with view of siena

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

10.0 out of 10, Exceptional, (55)
"The house was fantastic and had more than enough space for our large family. What was particularly great was the large table where we always ate before we went to the very large swimming pool."
Quiet and Beautiful Property, Large Pool, Airco in bedrooms

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

9.8 out of 10, Exceptional, (30)
"Local sights and food"
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.

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

10.0 out of 10, Exceptional, (55)
"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

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

8.0 out of 10, Very good, (1)
"We spent a great family time at Adme’s house.The house has everything. Was very clean and well maintained . Will highly recommend."
The price is CA $1,057
CA $2,098 total
includes taxes & fees
Sep 3 - Sep 4
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC

Beautiful Tuscan home between Florence & Siena

10.0 out of 10, Exceptional, (5)
"Property was just as listed. Clean, large, and a great location for wine tasting, local restaurants, and more. The owners were super helpful in planning some local outings. Highly recommended. "
The price is CA $2,174
CA $3,224 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful Tuscan home between Florence & Siena

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

10.0 out of 10, Exceptional, (70)
"Everything was as good or better as the pictures! Beautiful location and the villa was perfect. Cinzia was very helpful in getting us names of drivers and a chef. "
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

Villa Andressa Grande: A spacious and welcoming age-old estate in the characteristic style of the Tuscan countryside, with Free WI-FI.

Villa Andressa Grande: A spacious and welcoming age-old estate in the characteristic style of the Tuscan countryside, with Free WI-FI.

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

9.8 out of 10, Exceptional, (8)
"My family and I stayed here for almost a full week in the spring, and had an amazing time. The host was extremely responsive about the check-in process leading up to the stay, during the stay whenever we had any issues, and even after our stay when we needed to recover an item that was left behind. There were some slight hiccups with the house during our stay (garage door opener was out of batteries one time and the shower drain clogged one time), but the host was proactive as can be and quick...
Villa in Colle Di Val D’elsa with 7 bedrooms sleeps 14

3 BDR House_view on the Chianti hills_wide basement_ ideal for families/friends

9.6 out of 10, Exceptional, (44)
"We greatly enjoyed our stay at this lovely property. We had ample room for our family. Everything was extremely clean and well maintained. Angela was amazing and anticipated all our needs. Loved our morning walks to the coffee shop. Easy drive to train station. Highly recommend "
3 BDR House_view on the Chianti hills_wide basement_ ideal for families/friends
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