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Compare 447 Villas in Chianti Region with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (105)
"We were 5 teens and 2 adults. The house was great - so much space, all the bedrooms were a nice size with en-suites, the pool table was very well used, there was so much to do in the house, the kitchen was very well stocked for cooking a few meals, and there was a beautiful view from the terrace. We would definitely stay again."
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa Casa al Sole Large Private Pool, WiFi
Beautiful villa with private pool, terrace, and garden

Villa Casa al Sole Large Private Pool, WiFi

9.8 out of 10, Exceptional, (19)
"This is a beautiful villa with plenty of space for our large group. It is in a remote location and very quiet. It was perfect for short trips to local towns and then a swim in the afternoon. We spent most evenings on the patio enjoying the Tuscan sunsets. We would definitely stay again! "
Villa Casa al Sole Large Private Pool, WiFi
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Outdoor dining

Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

10.0 out of 10, Exceptional, (95)
"Have you ever felt that you were at home when you knew you weren't ? That's the feeling we had when we stayed with Cate at her family home for two weeks. The property is absolutely exquisite. Every view is a painted picture. The house has lots of nooks and crannies for people to just relax. And her family was there at a moments notice if we needed anything. Cecilia, Cate sister is a spectacular chef, We ordered breakfast every morning and it was set up beautifully and certainly had more food...
The price is SAR 3,598
SAR 4,126 total
includes taxes & fees
13 Dec - 14 Dec
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly
View of the Villa from garden-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 Moriana by MMega
Exterior

Villa Moriana by MMega

Villa Moriana by MMega
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
View from the pool

Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl

10.0 out of 10, Exceptional, (38)
"Great location in the hills above Greve. Vineyards and olive orchards surround you in this beautiful property. Furniture was plentiful and well maintained. Our hosts, Elena and Agustino were very warm and welcoming. They made a special birthday dinner for us that exceeded expectations. Truly a memorable visit to their villa above Greve. "
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Charming Villa w/ pool nestled in Chianti vineyards, with AC, close to Florence
The pool at Villa Carmignani

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
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Sunset from our garden

Luxury converted barn with hilltop views in chianti wine region, Tuscany

10.0 out of 10, Exceptional, (87)
"I wish we could have stayed longer; such a beautiful location. The villa was very nice and comfortable. We enjoyed meals prepared by Serena twice during our visit; she cooked multi-course dinners that were delicious. Highly recommend the property and Serena’s cooking. We look forward to going back!"
Luxury converted barn with hilltop views in chianti wine region, Tuscany
Luxury 17th century villa,6Kms from Florence historic city center!Pool-AC-WiFi
The private pool of the villa

Luxury 17th century villa,6Kms from Florence historic city center!Pool-AC-WiFi

9.8 out of 10, Exceptional, (36)
"Our group of 4 couples loved everything about the villa. Lots of room, 4 bathrooms, clean, good kitchen, room to relax inside or outside. Great views of the surrounding Tuscan valley. We highly recommend using the driver services we would not want to drive or park at any of the Tuscan region’s cities It is highly recommended "
Luxury 17th century villa,6Kms from Florence historic city center!Pool-AC-WiFi
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
Pool

Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.

9.6 out of 10, Exceptional, (17)
"Our 2-wk. reservation (Oct. 5-19) was actually increased by a week Sept. 28-Oct. 5, making it a 3-wk reservation, however, due to a medical issue, we had to return to the USA 10 days early. Gabriella was a wonderful property manager assisting us with seeking medical and hospital care. Lovely property and location."
Apartment Suite Azalea. Pool, panoramic view on the Chianti hills.
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Pool

VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.

10.0 out of 10, Exceptional, (7)
"The house was great and Paula and Niccolo the best. Not a lot of restaurants nearby and you need to make reservations, but about 15 minuntes to Florence."
VILLA in FLORENTINE HILLS. 220+ EXCELLENT REVIEWS. 100% travelers recommend.
Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti
Pool

Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti

9.8 out of 10, Exceptional, (9)
"The house and location are beautiful set on a hillside overlooking the Tuscan countryside. The house has everything you need with a perfectly positioned pool. A good kitchen with good eating areas and plenty of room. We loved our stay!"
Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti
VILLA GIOTTO, FLORENCE
Pool

VILLA GIOTTO, FLORENCE

9.4 out of 10, Exceptional, (3)
"The villa was great. My family and I had a fantastic time. Lorenzo was the perfect host. Always there when needed to help with a dinner reservation or to answer questions about how to do something or where to go. If you want Italian charm...this is it. And the pool was spectacular. I can't recommend more highly."
VILLA GIOTTO, FLORENCE
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Pool

Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax

9.8 out of 10, Exceptional, (63)
"Stay was wonderful. Host met us upon arrival and explained everything to us. The only small comment would be that a regular toaster would be nice. "
Villa - PrivatePool, Fenced Garden 6000m², 3rooms 8-people, Chianti-Wine-Relax
Macia Viva, Castellina in Chianti, Siena and Chianti
Pool

Macia Viva, Castellina in Chianti, Siena and Chianti

8.0 out of 10, Very Good, (2)
"The views were beyond compare! Proximity to Castellina in Chianti was wonderful and the management team were responsive to a few issues. My main comment would be, especially considering the rental cost, that the furniture and kitchen supplies (dishes etc) needs upgrading and the quality of the beds/linens should be improved. Overall however, it was a lovely stay! Grazie."
Macia Viva, Castellina in Chianti, Siena and Chianti
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Building Exterior, Pool

Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena

10.0 out of 10, Exceptional, (15)
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Exterior

Torretta Barbischio, Gaiole in Chianti, Siena and Chianti

10.0 out of 10, Exceptional, (3)
"This property is beautiful inside and out. If I remember correctly, there’s 20-25 people currently living in Barbischio. It’s peaceful with fantastic views to the west over Gaiole. Gailoe is less than 10 minutes away with access to grocery, meat market, several restaurants and gelato! The location is perfect with access to the train in Montivarchi in 25-30 minutes. Radda, Volpaia, Greve,,Siena, San Gimignano…all close. We will stay here again. "
Torretta Barbischio, Gaiole in Chianti, Siena and Chianti
Private Villa with private pool, WIFI, A/C, hot tub, TV, panoramic view, parking, close to Florence
Pool

Private Villa with private pool, WIFI, A/C, hot tub, TV, panoramic view, parking, close to Florence

9.8 out of 10, Exceptional, (26)
"The house was stunning, even better than the pictures! Marco was a fantastic host, super accommodating and hopeful. I would highly recommend this house to anyone. We truly enjoyed our stay."
Private Villa with private pool, WIFI, A/C, hot tub, TV, panoramic view, parking, close to Florence
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
View from the dining room table

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

10.0 out of 10, Exceptional, (55)
"A+"
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Exterior

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

9.4 out of 10, Exceptional, (58)
"Beautiful location!"
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
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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Other property types in Chianti Region

Relais Villa Olmo
Aerial view

Relais Villa Olmo

9.4 out of 10, Exceptional, (196)
"The property, staff, room and everything about this property is spectacular "
The price is SAR 350
SAR 394 total
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Olmo
Hu Norcenni Girasole Village
Exterior

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Exterior

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

10.0 out of 10, Exceptional, (105)
"We were 5 teens and 2 adults. The house was great - so much space, all the bedrooms were a nice size with en-suites, the pool table was very well used, there was so much to do in the house, the kitchen was very well stocked for cooking a few meals, and there was a beautiful view from the terrace. We would definitely stay again."
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
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.

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region range between SAR 3,598 and SAR 3,598 per night. These getaways provide the privacy of your own space at a price that’s friendly to your wallet. 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 447 villas to pick from. Enter your destination and dates and get a start on planning your dream getaway today.
Why book your villa in Chianti Region with Expedia?
We think organizing a vacation shouldn’t be difficult, so if you’re searching for villas at a great price, Expedia delivers. Stick to the budget and select an all-inclusive stay, or splurge on a luxe villa to spoil your loved ones. Take advantage of our search filters to find an escape in Chianti Region that suits you best.
How can I find cheap villas in Chianti Region?
A fantastic way to zero in on cheap villas in Chianti Region is with Expedia’s easy-to-use filter tool. Refine your search results by star rating, budget and amenities to land unbeatable prices in only a few clicks.