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Compare 462 Villas in Chianti Region with updated reviews, rates, and availability.

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
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Private 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
Archipettoli - a historical manor house with stunning panoramic views
Pool

Archipettoli - a historical manor house with stunning panoramic views

10.0 out of 10, Exceptional, (34)
"What a wonderful privilege to stay in a house with such history and beauty inside and out! Beautifully restored, comfortable and charming. We were very happy to spend several evenings there, including one where our hosts arranged for a cook to come in, at our request (wonderful food!). The sunsets were stunning, and we got a beautiful vista and breezes. We did take advantage of the great location though, with day trips to Florence, Siena, Volterra and Panzano.Giampaulo and his wife were easy to...
Archipettoli - a historical manor house with stunning panoramic views
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
Villa MURGIANO's Infinity Edge Pool & spacious Lounging Area

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

9.8 out of 10, Exceptional, (98)
"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
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, (96)
"We had a fantastic stay at this lovely villa. We were a group of two families with four adults and four kids ages 5 to 13. Cate, the hostess, was extremely attentive and helped us arrange various activities during our stay. She helped us arrange a cooking class at the villa, a bike tour through Chianti region with a private wine tasting, and a chef cooking a Thanksgiving meal for us (we opted for Tuscan - not American food). We also got to tour a working olive mill. In addition, upon hearing...
The price is SAR 3,548
SAR 4,068 total
includes taxes & fees
12 Jan - 13 Jan
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa "Torre in Chianti" your homeaway in Tuscany!!!

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

10.0 out of 10, Exceptional, (106)
"The property was beautiful and just as advertised. Beatrice and Jacopo prepared several meals for us and the food was great and plentiful! They were wonderful hosts!"
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
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
Luxury Villa with large pool close to Florence
Pool

Luxury Villa with large pool close to Florence

10.0 out of 10, Exceptional, (62)
"Beautiful, historic villa with a fantastic view of the valley below. Our hosts were friendly, helpful and entertaining as well. The icing on the cake was Fonsi's providing breakfast and cooking dinners as requested. Her chef skills were more than we could ask for. "
Luxury Villa with large pool close to Florence
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
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
Pool

EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE

10.0 out of 10, Exceptional, (70)
"Pictures do not do this beautiful villa justice. We enjoyed every second we were there. Cinzia made us feel like family! Thanks to Duccio our driver for amazing rides!wTusawayway!!!wayTusca"
EXCLUSIVE CHIANTI VILLA SPECTACULAR POOL TENNIS COURT 15 MIN TOFLORENCE
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, (37)
"We had such a great stay for almost two weeks. As two family groups with young children we were able to spread out as the rooms are very large. It’s one of the rare places that is better than the photos! Great to get the Tuscan experience and still be able to drive into central Florence. "
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.
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
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE

LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE

10.0 out of 10, Exceptional, (45)
"This is such a lovely property that I enjoyed with my family for a special birthday celebration. Our host Margherita is as beautiful as the property is magnificent. She was so gracious and helpful. We so enjoyed taking a cooking class with her and her mother Veronica, who learned traditional Tuscan cooking from her grandmother. They also made a delicious dinner for us one evening. The rooms are beautifully appointed in neutral shades and very comfortable. We highly recommend this fabulous...
LA QUERCIA ESTATE, QUINTESSENTIAL ITALIAN EXPERIENCE
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
Wonderful private villa with WIFI, private pool, TV, patio, panoramic view, parking, close to Siena
Building Exterior, Pool

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

10.0 out of 10, Exceptional, (15)
Wonderful 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, (4)
"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
Borgo La Casina
Exterior

Borgo La Casina

Borgo La Casina
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, (200)
"My family and I stayed there for 2 nights, at the family suite. It was very clean and well decorated & furnished, with private pool and garden. The environment and view were good, staff were helpful, buffet breakfast got lot of choices. Highly recommended this lovely place "
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
Relais Villa Belvedere
Outdoor pool

Relais Villa Belvedere

9.2 out of 10, Wonderful, (64)
"Beautiful apartments and grounds with lovely views, Every one was very helpful and friendly. breakfast was very good, wish we could have stayed longer."
The price is SAR 340
SAR 379 total
includes taxes & fees
14 Jan - 15 Jan
Relais Villa Belvedere
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 3,548 and SAR 3,548 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 462 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.