Search Vacation Homes in Chianti Region

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Compare 368 Vacation Homes in Chianti Region with updated reviews, rates, and availability.

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (129)
"What can we say!!! We loved the little house….so much charm! The hosts were very easy to communicate with….the quietness and beauty of the property were just what we needed!! "
Farmhouse in the heart of the real chiantishire

Wonderful Tuscan farmhouse with large spaces and panoramic views

10.0 out of 10, Exceptional, (11)
"We had a great time. The vila was everything we expected and our host was very accessible. I would highly recommend."
Wonderful Tuscan farmhouse with large spaces and panoramic views

Il Nido in Chianti

10.0 out of 10, Exceptional, (11)
"This place was amazing! Beautiful apartment! Beautifully decorated. Loved the little terrace overlooking the picturesque piazza. Greve is a very charming town. You can't park in piazza. We found free parking up hill behind Il Nido. Two flights of narrow stairs but well worth it. The best place we have stayed in on our trip to beautiful Tuscany! "
Il Nido in Chianti

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

Holiday home in the Florentine Chianti half an hour from Florence

9.8 out of 10, Exceptional, (51)
"My wife and I spent nine nights is this spacious and well-equipped home in the quiet village of Montespertoli in the Chianti region of Tuscany. Bruno was a wonderful host, always quick to respond to our questions. He left the home equipped well for our first night or two and directed us to the Co-Op grocery store only a 3-4 minute walk from the front door. Our rental car was securely parked in his garage every night, so no need to park on the street or worry about not finding a place close to...
Holiday home in the Florentine Chianti half an hour from Florence

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

Glicini 1, your holiday home in Chianti just 30 minutes from Florence and Siena

10.0 out of 10, Exceptional, (49)
"We've been going to Italy for the last 15 years. This place was clean, conveniently located and perfect for a couple that need a quiet break. And the views of the surrounding hills were spectacular. We will be back, if we're lucky."
Glicini 1, your holiday home in Chianti just 30 minutes from Florence and Siena

A cottage in the middle of the countryside just a stone's throw from the center of Florence<br>

10.0 out of 10, Exceptional, (6)
"We thoroughly enjoyed this beautiful cottage, which has been lovingly built and maintained by Carlo. It is close enough to Florence for easy day trips - a car is recommended for convenient access to the property, but there is ample free parking in a nearby town to head downtown by bus. Accommodations were very comfortable, we made good use of the fridge and convection cooktop, and the views are unmatched. Carlo was kind and quick to respond with any questions we had. Pro tip for those not...
A cottage in the middle of the countryside just a stone's throw from the center of Florence<br>

Info House

10.0 out of 10, Exceptional, (11)
"Giovanni was an amazing host. He even gave us a welcoming gift of a bottle of wine and apples. I had such an incredible time just relaxing in the peace and quiet and getting some writing done. I would recommend this spot to anyone who is interested in doing the same."
Info House

Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.

8.8 out of 10, Excellent, (10)
"The house has lots of space. We liked the area around and specially Home Restaurant near by the house "
Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.

[Chianti] Riccimballa Luxury Penthouse

10.0 out of 10, Exceptional, (1)
"The location is amazing. House is surrounded by hills and valleys. Perfect view of Tuscany. Plenty of amenities. Very spacious and clean house. Stay is on the second floor so be prepared to carry the luggage. There are two bathrooms but only one shower. The shower drain was not properly draining so was a bit of an inconvenience since we were 8. Good for smaller groups. Highly recommend this stay. I was there during the end of March, was a bit chilly but I am sure it will be more beautiful in...
[Chianti] Riccimballa Luxury Penthouse

House on Florence Hills - 4 Miles Away from Downtown Florence!

9.8 out of 10, Exceptional, (41)
"The place was rustic and relaxing. Far away from thr city center so you will need transportation. The driving service was very expensive but worth it for the trip."
House on Florence Hills - 4 Miles Away from Downtown Florence!

Casa Elena Panoramic Chianti Hills, Greve in Chianti, Italy

Casa Elena Panoramic Chianti Hills, Greve in Chianti, Italy

Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi

10.0 out of 10, Exceptional, (2)
The price is SAR 644
SAR 827 total
includes taxes & fees
27 Nov - 28 Nov
Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi

Agriturismo La Ferrozzola

9.4 out of 10, Exceptional, (9)
"Are you still available? I want to bring my whole family:)"
The price is SAR 471
SAR 527 total
includes taxes & fees
28 Nov - 29 Nov
Agriturismo La Ferrozzola

Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

The price is SAR 1,483
SAR 1,969 total
includes taxes & fees
20 Dec - 21 Dec
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

Wonderful villa for 6 guests with private pool, WIFI, A/C, 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 "
Wonderful villa for 6 guests with private pool, WIFI, A/C, 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

Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena

10.0 out of 10, Exceptional, (52)
"We loved this home. It has a large family area and three very private bedrooms, each with their own assigned baths. The rooms were spacious, clean and the beds were comfortable. Two rooms had queen beds and the third had 2 twin beds. The owner was amazing, walking us through the home plus providing amazing guidance on what to do, where to go and how to travel. This was absolutely best place and will definitely consider again when we travel back to Italy. Only thing to add would be a...
Glicini 3, your holiday home in Chianti just 30 minutes from Florence and Siena

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
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

9.4 out of 10, Exceptional, (196)
"The property, staff, room and everything about this property is spectacular "
The price is SAR 342
SAR 386 total
includes taxes & fees
27 Nov - 28 Nov
Relais Villa Olmo

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.

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.