Holiday Homes in Chianti Region

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Featured Holiday Homes in Chianti Region and around

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

9.4 out of 10, Exceptional, (48)
"A fantastic place to visit Tuscany from. The pool is great and the owners are very friendly."
Spacious Villa with Pool in the heart of Chianti, ideal for exploring Tuscany

A wonderful country house in the heart of Chianti

9.8 out of 10, Exceptional, (22)
"We enjoyed a relaxing week in this beautiful apartment surrounded by lush gardens with a view of the Tuscan hills. Our host was charming and welcoming. "
A wonderful country house in the heart of Chianti

Residence Le Chiuse -Casa Marrone

10.0 out of 10, Exceptional, (15)
"We were 4 adults and a 2 year old child and we had an amazing week here. Anna and Dino are very welcoming and it's easy to feel at home. We would recommend this place to anyone!"
Residence Le Chiuse -Casa Marrone

Villa with large garden in the Chianti hills

9.4 out of 10, Exceptional, (70)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
The price is €177
includes taxes & fees
17 Aug - 18 Aug
Villa with large garden in the Chianti hills

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

10.0 out of 10, Exceptional, (22)
"Lovely place"
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite

Leo&Kira House

10.0 out of 10, Exceptional, (1)
"This beautiful old house in Greve is very charming and true to Italian style, made of stones. The downstairs room is a combination of bedroom and living with a TV, with access to the yard. There is bathroom downstairs. Upstairs has two connected rooms with queen size beds un each and one bathroom. Downstairs there's a good size kitchen with a fridge, stove, and a table. My only issue with the place was that there were no screens on the windows so when you opened them sometimes you'd get flies...
Leo&Kira House

Amazing home in Castelfranco Piandiscó

Amazing home in Castelfranco Piandiscó

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

9.0 out of 10, Wonderful, (11)
"8 of us stayed for 4 nights and it was fantastic! mario, the owner was gracious and expediant with messages. Mamma and Nonna pasta made a meal fit for kings ad queens!! still talking about it. 10 minutes from greve in chianti, 1 minute walk to pizza joinjt. 5 minute drive to duda restaurant, 10 minutes to filigne valdarno and its train station to florence. will be back again and again!"
Casa l'Oca, a spacious and bright house in the heart of Tuscany, in the Chianti area.

Apartment House with garden Tuscany Chianti , Florence 15km.

9.8 out of 10, Exceptional, (72)
"Great property, well equipped, nice views, well maintained, very friendly and helpful host. We did really enjoy our stay :-)"
Apartment House with garden Tuscany Chianti , Florence 15km.

[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

Belvilla by OYO Limone

7.0 out of 10, Good, (2)
"Beautiful views out in the Tuscan countryside in a vineyard. If you are looking for peace and quiet, this place is wonderful. "
Belvilla by OYO Limone

3 bedroom cozy home in Poggibonsi SI

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."
3 bedroom cozy home in Poggibonsi SI

Capella by Interhome

9.0 out of 10, Wonderful, (2)
"Apartament dobrze przygotowany, bardzo czysto. Duży plus za możliwość pobytu ze zwierzakami. Ładny widok z tarasu. Kuchnia trochę ciasna. Niestety internet dostępny tylko na tarasie, bardzo słaby."
Capella by Interhome

Margherita Home Private Relaxing Garden, Bucine, Italy

10.0 out of 10, Exceptional, (1)
"Our stay was awesome. Thank you very much.Only complaint: there was no toilet paper when we arrived. Although our host hopped on the problem right away, he brought us 2 rolls. Total. 1 for each bathroom. There were 5 of us and we stayed Mon-Thu. Kind of odd…Other than that, it was great. Would do it again."
Margherita Home Private Relaxing Garden, Bucine, Italy

Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

9.8 out of 10, Exceptional, (60)
"We spent 3 weeks in Europe from Barcelona to Cadaques to Provence to Cannes to Nice to Monaco to Rome and Castellina in Chianti. Our stay in Stella at this location was our absolute favorite. Federico was very kind kind, greeted us upon arrival, helped us with questions, and gave us suggestions around the area. We highly recommend this place and are already making our plans to return."
Farmhouse with beautiful pool and jacuzzi, panoramic location in chianti

Home Elena private garden Chianti view, Greve in Chianti, Italy

Home Elena private garden Chianti view, Greve in Chianti, Italy

Capanna di Sopra by Interhome

9.8 out of 10, Exceptional, (17)
Capanna di Sopra by Interhome

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

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

Rosemary flat in VILLA with POOL

Rosemary flat in VILLA with POOL

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

9.8 out of 10, Exceptional, (79)
"Perfect location for a family reunion with our adult children and their partners. We had a wonderful time."
Luxury vacation home with fantastic views, pool, 4 bedrooms, 2 bathrooms
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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