Holiday Rentals in Chianti Region

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Holiday Rentals in Chianti Region

Relais Villa Olmo

9.4 out of 10, Exceptional, (197)
"The property, staff, room and everything about this property is spectacular "
The price is €98
includes taxes & fees
9 Dec - 10 Dec
Relais Villa Olmo

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
Hu Norcenni Girasole Village

Villa Il Palagio

8.8 out of 10, Excellent, (48)
"Thank you all is perfect"
Villa Il Palagio

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

Camping Village Il Poggetto

3.0 star property
8.0 out of 10, Very good, (41)
"Nice safe village with restaurant, bar and pool. Staff were excellent. "
Camping Village Il Poggetto

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 €1,120
includes taxes & fees
6 Dec - 7 Dec
Tailored to you・Villa w/heated pool and Concierge only 8 mile to Florence center

Chianti Village Morrocco

3.0 star property
8.6 out of 10, Excellent, (94)
"Staff is lovely and very helpful. "
The price is €102
includes taxes & fees
4 Dec - 5 Dec
Chianti Village Morrocco

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 €96
includes taxes & fees
10 Dec - 11 Dec
Relais Villa Belvedere

Castello di Montegufoni

8.0 out of 10, Very good, (26)
"Beautiful castle that would be so much more enjoyable with just a few changes. Windows need to be able to attach to shutters so will stay open and not blow closed with wind. Basic items such as toilet paper, seasonings for cooking, more comfortable twin mattress, ability to order basic meals at restaurant if wanted. "
Castello di Montegufoni

Palazzo Pacini

9.6 out of 10, Exceptional, (83)
"Beautiful hotel run by a lovely family. Great terrace to enjoy a glass of wine overlooking the valley. Delicious buffet breakfast. Rooms fantastic with very comfy bed and lovely sheets. "
The price is €122
includes taxes & fees
4 Dec - 5 Dec
Palazzo Pacini

Beautiful villa for 6 guests with private pool, A/C, WIFI, TV, patio, pets allowed and parking

9.8 out of 10, Exceptional, (8)
"Très bien installés afin de faire de super ballades Merci nous avons passé un très bon séjour "
Beautiful villa for 6 guests with private pool, A/C, WIFI, TV, patio, pets allowed and parking

House with character in typical medieval borgo on the Chianti Classico hills

9.6 out of 10, Exceptional, (47)
"Our three year old granddaughter thought it was her castle and that she was a princess. Michele and Elisabetta remain exquisite hosts and the neighbors are very welcoming. Rental cars and train system allowed us to visit neighboring cites. Overall, a wonderful vacation!!!!"
House with character in typical medieval borgo on the Chianti Classico hills

Vacation home Tara by Interhome

8.8 out of 10, Excellent, (8)
"Beautiful guesthouse! Kitchen had everything we needed. Bigger bath towels would have been better. Difficult to communicate with the landlords as they had no English and I had very little italian"
Vacation home Tara by Interhome

Yellow House Country Villa in Chianti Classico

10.0 out of 10, Exceptional, (95)
"The place was excellent and the location is out in the country and wonderful."
Yellow House Country Villa in Chianti Classico

Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

10.0 out of 10, Exceptional, (106)
"Great location. Beautiful property. Wonderful host. We’d absolutely stay here again.Highly recommend."
Enchanting Tuscany Vacation Rental in Medieval Fortress Town Panoramic Views

House in a typical village in the heart of Chianti

9.6 out of 10, Exceptional, (68)
"Our 2 bedroom apartment was beautiful in every way. Perfect location, accommodations, and atmosphere for a 5 day holiday away from crowds. We loved it. The owners were friendly and helpful."
House in a typical village in the heart of Chianti

House consists of a "two-room" and a "trilocale", Valdarno Aretino

10.0 out of 10, Exceptional, (49)
"Santa & Giovanni were wonderful! Anything we needed help with they were always available. Even gave us a ride to the train station! Fresh fruit & vegetables were plentiful! The air conditioners worked very well. It was very hot while we were there for 5 1/2 weeks. The pool was very refreshing. They even cooked for us along with their son & daughters help. We would definitely recommend you staying at this lovely home. It was very private, but the town was only 5 minutes away. "
House consists of a "two-room" and a "trilocale", Valdarno Aretino

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (69)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
Villa with large garden in the Chianti hills

Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

9.8 out of 10, Exceptional, (72)
"The house is picture perfect - and the views are absolutely stunning. As others have said, to get to it, you need to drive down a bit of bumpy dirt road (so having a SUV would be a wise choice), but once you get there l, the pure serenity and peacefulness of the Tuscan hills await you. It was so relaxing and quiet and really felt like you had it all to yourself. The house itself was great - 4 large bedrooms and 2 large bathrooms (especially for European standards) provided plenty of space to...
Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms

Red House -- Country villa in Chianti Classico

9.8 out of 10, Exceptional, (108)
"The little red house is a wonderful place to completely relax and enjoy the Tusan/Chianti countryside. Very secluded and quiet. Easy access to dining options. Our host, Stefano, was very helpful and replied quickly to any questions."
Red House -- Country villa in Chianti Classico
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 types of properties in Chianti Region you may be interested in

Villa I Barronci Resort & Spa

4.0 star property
9.2 out of 10, Wonderful, (353)
"The views are impressive, and the rooms (villas) are spacious with a beauriful and practical design."
The price is €115
includes taxes & fees
8 Dec - 9 Dec
Villa I Barronci Resort & Spa

Hotel Borgo di Cortefreda Relais

4.0 star property
9.4 out of 10, Exceptional, (397)
"The pictures on the site do not do this place justice. It's a beautiful stay in a quiet setting. Excellence breakfast, well kept gardens, and comfortable rooms. "
The price is €68
includes taxes & fees
20 Dec - 21 Dec
Hotel Borgo di Cortefreda Relais

Il Borro - Relais & Châteaux

9.2 out of 10, Wonderful, (71)
"This was an amazing property. Would love to come back "
The price is €432
includes taxes & fees
10 Dec - 11 Dec
Il Borro - Relais & Châteaux
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.