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Villas in Chianti Region

Private villa in the heart of chianti with view of siena
Pool

Private villa in the heart of chianti with view of siena

10.0 out of 10, Exceptional, (3)
"Beautiful villa and stunning location. The host was very responsive and helpful. I would love to return someday. "
Private villa in the heart of chianti with view of siena
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool

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

10.0 out of 10, Exceptional, (120)
"We spent 2 weeks in this beautiful villa with close access to Florence and the easy trains of Italy. Bea and Jacapo were wonderful hosts and meals at the villa were delicious. The pool was a great relief at the end of warm and busy traveling days. We highly recommend this beautiful villa. "
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Villa with concierge service and heated pool at 20 minute from Florence center
Exterior

Villa with concierge service and heated pool at 20 minute from Florence center

10.0 out of 10, Exceptional, (104)
"Our host (Cate), along with her sister and mother, were fantastic. Very responsive, easy to get ahold of and worked very hard to ensure our visit was amazing. Cate was onsite and worked closely with the catering company and made sure all went well.."
Villa with concierge service and heated pool at 20 minute from Florence center
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, (103)
"A wonderful place to gather with friends and family to celebrate food, wine, Italy and life in general!"
Spectacular Villa sleeping 12, Large private Pool, 9 km South of Florence City
3 BDR House_view on the Chianti hills_wide basement_ ideal for families/friends
Interior

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

9.6 out of 10, Exceptional, (45)
"Our family of 5 adults thoroughly enjoyed our stay for 3 nights. Location was perfect for our daily adventures. Angie was a fantastic host. Definitely will stay here again if ever back in Tuscany. "
3 BDR House_view on the Chianti hills_wide basement_ ideal for families/friends
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, (23)
"We are just back from 5 days in this beautiful villa. The scenery is fantastic. The villa was so clean and spacious."
Villa Salivolpe - on top of a Chianti hill - Private swimming pool
Luxury Villa Basilio Chianti
Seasonal outdoor pool

Luxury Villa Basilio Chianti

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

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

10.0 out of 10, Exceptional, (64)
"We had booked the villa for our wedding week to host 23 of our closest friends and family. It exceeded expectations in everyway, the views are breathtaking, the outside living areas are perfect for hosting large lunches and dinners, all the rooms are beautiful, and Raffaella and her team made sure we had everything we needed and more during our stay. It is so peaceful and quiet to enjoy the true beauty of Tuscany but also so close to the local town for dinners and shopping. The list of...
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
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, (42)
"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.
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Exterior

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

10.0 out of 10, Exceptional, (80)
"Our family of eight spent twelve days at Villa Le Colline. The Villa was the perfect location from which to tour various areas of Italy. We could not have been more pleased. The home, grounds and views are much more beautiful than the pictures showed! It was a wonderful stay, and we would highly recommend this Villa for large families spending several days in the area. "
Exclusive 7BR-8BA Villa with pool, a few mins from town, yet in the countryside
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
A heated pool

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

10.0 out of 10, Exceptional, (42)
"We celebrated our 25th wedding anniversary with friends. It was a beautiful property with the most amazing views. This family owned and operated property was well taken care of. The service was exceptional."
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Pool

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

9.4 out of 10, Exceptional, (66)
"The Leoni Villa is the perfect spot for a family vacation. There were 14 of us from 2 years old to 65 years old and we all had a great time! The rooms are great as well as the grounds which offers lemon, plum and olive trees. The Villa also has a spectacular pool with great views. Marco the caretaker was wonderful and helped us with anything we needed."
Villa between Florence Siena and Pisa. 1 km to village. A/C in all rooms-Wi Fi
Relais Badia a Passignano
Land view from property

Relais Badia a Passignano

10.0 out of 10, Exceptional, (1)
Relais Badia a Passignano
Elegant luxury villa near Florence with private pool and winery
Property grounds

Elegant luxury villa near Florence with private pool and winery

10.0 out of 10, Exceptional, (44)
"Heaven with daily service and smiles. Marco and staff were superb. Strongly recommend "
Elegant luxury villa near Florence with private pool and winery
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Exterior

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

10.0 out of 10, Exceptional, (56)
"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 GIOTTO, FLORENCE
Outdoor pool

VILLA GIOTTO, FLORENCE

9.8 out of 10, Exceptional, (8)
"Our family First time in Tuscany. Lorenzo was very helpful always there when we needed him. He suggested restaurants and winery locations. Very responsive, the pool was very pristine and great for kids of all ages."
VILLA GIOTTO, FLORENCE
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Outdoor dining

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

9.8 out of 10, Exceptional, (31)
"Friendly hosts. Very beautiful place. Nicely located, near Firenze. The pool and the gardens were amazing. Very clean and we had everything we needed!"
VILLA in FLORENTINE HILLS. 300+ EXCELLENT REVIEWS. 100% travelers recommend.
Villa Andrei, a relaxing bath in the Tuscan countryside with private pool
Outdoor pool

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

10.0 out of 10, Exceptional, (57)
"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
Outdoor 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 ￥112,927
￥225,776 total
includes taxes & fees
Oct 7 - Oct 8
4-bedroom stonehouse with stunning pool in the Chianti countryside with WiFi, AC
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
Outdoor pool

SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI

10.0 out of 10, Exceptional, (5)
"Amazing location with everything you need for a relaxing and pleasant stay! Uncomplicated check-in and check-out, fast replies to any questions. Thanks a lot Arianna and Natale!"
SPECIAL PRIVE !! Exclusive Villa with Pool near San Gimignano + FREE WIFI
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

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This hotel is wonderful with beautiful views from the terrace! The only complaint is the number of stairs you have to take if staying on upper floors (no elevator) - my husband has a bad back so that’s a consideration. Also, wish they would accommodate all the guests in the gourmet restaurant as we couldn’t get a reservation during our 2-day stay! Book ahead of time!"
Polina 1-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

Find out more about Chianti Region

Find out more about Chianti Region

Chianti Region Villas information

Number of reviews
777
Accommodation
613 Villas
Lowest Price
￥225,776
Highest Price
￥225,776

Frequently asked questions

How much do villas in Chianti Region cost?
Villas in Chianti Region cost between ￥225,776 and ￥225,776 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 613 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.

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