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Compare 448 Vacation Homes in Chianti Region with updated reviews, rates, and availability.

Wonderful Tuscan farmhouse with large spaces and panoramic views

10.0 out of 10, Exceptional, (13)
"If you are looking for a beautiful area close to but not in Florence this is the place for you! Rustic Tuscan farmhouse that is just lovely with beautiful views. Mattia is a wonderful host with great recommendations for visits and food. This is close to all that Tuscany has to offer, would definitely stay here again ."
Wonderful Tuscan farmhouse with large spaces and panoramic views

The Porchereccia delle Bartaline

9.4 out of 10, Exceptional, (14)
"Great place and being in person is better than the on-line pictures. Beautiful views over looking the valley and vineyards below. Centrally located for plenty of great roadtrips. Enjoy!"
The Porchereccia delle Bartaline

Farmhouse in the heart of the real chiantishire

10.0 out of 10, Exceptional, (132)
"It was a perfect home base for my husband and I for daytripping around Tuscany and Emilia-Romagna, and a welcome break from staying at a hotel. The town is close to the property, and an easy stop for breakfast and coffee on our way to other destinations. Unfortunately it was raining most of the days we were there, so we did not get to enjoy the exterior as we had hoped.Note to others: the street to the farmhouse is not paved and there are many potholes, so drive slowly and carefully!"
Farmhouse in the heart of the real chiantishire

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

Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

9.6 out of 10, Exceptional, (46)
"The villa was a fantastic opportunity to get away from the hustle of city life. The local town was old world and friendly. The restaurant, La Toppa, was amazing. The owner of the restaurant & villa ands his family was very friendly, responsive and helpful. Wonderful stay in Tuscany. "
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

Chianti Craft House Badia a Passignano

9.8 out of 10, Exceptional, (7)
"The apartment is at the heart of the small village, central to several great restaurants and practically across the street from the incredible 11th century abbey. The place was very clean and has been recently renovated, but still had a very historic feel to it. Emanuel, our host, was very friendly and gracious. He offered several personal recommendations to restaurants and a wine tasting at a nearby castle, all of which were great! Would definitely stay here again!"
The price is SAR 639
SAR 899 total
includes taxes & fees
17 Apr - 18 Apr
Chianti Craft House Badia a Passignano

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

detached villa with private pool and garden

8.8 out of 10, Excellent, (19)
"We loved this property- very well equipped, lovely pool and great views. And, only a few minutes walk into the village with lovely bars restaurants and shops. A perfect location. The only thing that might cause an issue for some ( not for us) , is that the third bedroom is a mezzanine floor within the second bedroom with a very steep staircase. The only access to the bathroom from these rooms is either through the main bedroom or through the patio door and around the outside of the property. ...
detached villa with private pool and garden

Charming ancient farm house in Chianti

9.6 out of 10, Exceptional, (43)
"The primary reason for not recommending this property is due to our dealings with the host but there are other issues with the property. As has been said by other reviewers this property is very cluttered with very little space for renters to put any of their own things. The appliances are old, much of the china is chipped and we ended up buying our own pans rather than use the old aluminium ones in the property! The internet did not work at all for us, and Mariangela. who checked us in, told us...
Charming ancient farm house in Chianti

12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

10.0 out of 10, Exceptional, (21)
"We felt a bit misled by the listing. It wasn’t disclosed that WiFi was sporadic at best; nonexistent at worst. The delightful “living room” with the “fireplace” shown in the photos, was in a detached building, completely unusable in March. We also had a 100 weekly fuel charge that wasn’t disclosed. But the view from the patio over the Tuscan Hills was spectacular, especially as Spring arrived. DO have Serena cook dinner for you! She is a treasure! 100 for"
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

Apartment House with garden Tuscany Chianti , Florence 15km.

9.8 out of 10, Exceptional, (72)
"If you are looking for a quiet getaway with an amazing view, and great restaurants around- Book this property! The host is absolutely amazing and extremely sweet and was able to accommodate our every need. The landscape was serene, and the home was perfect for our party of three with bedrooms on opposite ends for privacy."
Apartment House with garden Tuscany Chianti , Florence 15km.

CASA SOLEALTO - Cozy apartment in the countryside near Florence Arezzo and Siena

9.8 out of 10, Exceptional, (48)
"Elegant and high standard place, with a very friendly welcoming owner."
CASA SOLEALTO - Cozy apartment in the countryside near Florence Arezzo and Siena

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

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>

House with views of the Chianti

House with views of the Chianti

The Fox - Comfort and luxury. Perfect location for your preciouse holidays

10.0 out of 10, Exceptional, (1)
"A une demie heure de Florence, en plein Chianti, dans la nature, ce logement est plein de charme, très propre très agréable au calme, et la propriétaire très accueillante. On y a passé un excellent séjour ! (Petit conseil si vous avez une voiture un peu basse, pour y accéder la route n’est pas goudronnée)."
The Fox - Comfort and luxury. Perfect location for your preciouse holidays

Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti

9.6 out of 10, Exceptional, (64)
"Beautiful home in Castellina in Chianti where my daughter and I visited for the UTCC race. The property has four separate 'apartments' that share a parking lot, pool, and outdoor space. The views are amazing and the sunsets were beautiful. Our 2 Bedroom apartment was very spacious and comfortable and we enjoyed calling it 'home' for 6 nights. Frederico was very kind and attentive but not overbearing as a host. We would definitely stay again if in the area and we recommend this property. Our...
Federico farmhouse with swimming pool and jacuzzi, panoramic position in Chianti

Sanlucchese 1

7.0 out of 10, Good, (2)
"Propriété bien distribuée dans un cadre champêtre très agréable Appartement spacieux avec de nombreuses baies vitrées donnant sur des terrasses. Attention chemin d’accès non goudronné avec de nombreuses ornières."
Sanlucchese 1

Capanna di Sopra by Interhome

9.8 out of 10, Exceptional, (17)
"Wenn man seine Ruhe haben möchte und Privatsphäre genießen will ist man hier genau richtig ! Vermieter sind sehr nett wohnen auch auf dem Grundstück . Das Haus ist wunderbar ein etwas rustikale Einrichtung aber das macht den toskanischen Flair auch etwas aus ☺️ Der Pool ist auch sehr schön gewesen diesen teilt man sich mit den anderen Urlaubern . Wir hatten ihn aber meist für uns alleine.es hat uns persönlich an nichts gefehlt . Der Standort ist gut für viele Ausflüge mit dem Auto . Wir können...
Capanna di Sopra 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

Hu Norcenni Girasole Village

4.0 star property
8.6 out of 10, Excellent, (279)
"Everything ok 🙂"
The price is SAR 282
SAR 317 total
includes taxes & fees
18 Apr - 19 Apr
Hu Norcenni Girasole Village

Relais Villa Olmo

9.4 out of 10, Exceptional, (204)
"Lovely hotel. Nice rooms - but a bit dark. The restaurant was very good and well priced. All of the staff was extremely helpful and accommodating. However without a car this hotel is quite isolated. The town nearby has very limited options for dining and shops."
The price is SAR 658
SAR 737 total
includes taxes & fees
18 Apr - 19 Apr
Relais Villa Olmo

Riserva di Fizzano Residence

3.0 star property
10.0 out of 10, Exceptional, (13)
"Amazing stay and experience. The property is well maintained and very peaceful. Everyone on the staff is friendly and very excited to have you as a guest. Food was wonderful. 5 stars all around. Convenient location for day trips or to just relax by the pool. Highly recommend"
Riserva di Fizzano Residence
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.