Holiday Homes in Chianti Region

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Featured Holiday Homes in Chianti Region and around

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

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 €222
includes taxes & fees
1 Dec - 2 Dec
Holiday Home 'Casa Ernesto - Porzione Di Colonica' with Private Garden and Wi-Fi

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

The price is €502
includes taxes & fees
20 Dec - 21 Dec
Holiday Home "Altrove" with Private Pool, Private Terrace & Wi-Fi

Wonderful villa for 6 guests with WIFI, private pool, 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 WIFI, private pool, 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

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

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

House in a typical village in the heart of Chianti

9.4 out of 10, Exceptional, (34)
"It's a great home base to start exploring the region. Two wineries are very close by, and Florence is an easy drive away. The traditional way the house is built keeps it nice and cold during the day. We loved it!"
House in a typical village in the heart of Chianti

Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

9.8 out of 10, Exceptional, (59)
"The best features of this villa are its outside spaces and fantastic views. We had a great week with wonderful weather and really made the most of being in this stunning location. The villa is up a bumpy dusty track, but once you get used to that, it is quick and easy to get to Castellina in Chianti for provisions, and there is even a great winery and beautiful restaurant at the bottom of the track in Fonterutoli itself - a definite highlight for us. However all was not perfect. Before we...
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

Chianti Holiday House, private jacuzzi up to 6 pax

9.4 out of 10, Exceptional, (19)
"• Pros: Beautiful grounds, garden and hot tub; dishwasher was greatly appreciated, lovely views, excellent Instructions to reach the village. Cons: • Internet/cell connectivity in village is poor and upon arrival, couldn’t connect with cell phone OR my portable wifi. I couldn’t reach the owners, and had no photos to identify the house was ours, and instructions were incomplete. Had to knock on doors which was awkward. • Password for the wifi is wrong. Passwords are case-sensitive! This wasted a...
Chianti Holiday House, private jacuzzi up to 6 pax

Apartment with pool in village in Chainti

5.0 out of 10, (2)
"…. leider kein Ansprechpartner vor Ort. Auch FeWo direkt konnte niemanden erreichen, so dass wir nicht einchecken konnten und wieder abreisen mussten. Die Unterstützung durch den Mitarbeiter von FeWo Direkt war hervorragen. Das Objekt allerdings nicht empfehlenswert. Abgesehen von unserer Riesenpleite beim Check-In, konnten wir die gesamte Anlage ja live sehen. Die Bilder haben mit der Realität nur bedingt etwas zu tun. Sollte also der Check-In gelingen, ist es fraglich, ob der Aufenthalt...
Apartment with pool in village in Chainti
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)
"Such a beautiful property with amazing views. The staff and service is top notch. The Realis Villa Olmo was everything we hoped for and more for our first Tuscany experience. I highly recommend this hotel. We walked to a couple restaurants and had an amazing meal. We were close enough to Florence so we could do a day trip. Beautiful property! We cannot wait to come back "
The price is €99
includes taxes & fees
4 Dec - 5 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
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.