Chianti Region Vacation Homes from AED 448

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region vacation homes

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

AED 679 total

includes taxes & fees

14 Sep - 15 Sep

2. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

AED 781 total

includes taxes & fees

26 Sep - 27 Sep

3. Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta

Christine F.

AED 1,043 total

includes taxes & fees

28 Sep - 29 Sep

4. House with views of the Chianti

impruneta

Chase B.

AED 986 total

includes taxes & fees

17 Sep - 18 Sep

5. casagreve - stylish house in Tuscan village - breathtaking view from its terrace

Greve in Chianti

Linda L.

6. House in the Florentine hills with swimming pool, free parking and wifi

Reggello provincia Firenze

Peter L.

AED 513 total

includes taxes & fees

10 Oct - 11 Oct

7. Holiday Home 'Il Piccolo Rifugio' with Private Pool, Garden and Wi-Fi

Figline Valdarno

AED 448 total

includes taxes & fees

1 Oct - 2 Oct

8. Your nest in the Tuscany countryside

Certaldo - Firenze

AED 979 total

includes taxes & fees

12 Sep - 13 Sep

9. Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,154 total

includes taxes & fees

13 Sep - 14 Sep

10. Blue villa surrounded by greenery between Arezzo Florence and Siena

TERRANUOVA BRACCIOLINI

AED 778 total

includes taxes & fees

1 Oct - 2 Oct

11. Tuscan Farmhouse with Private Pool & Chianti Vineyard Views - 3 Bedr + AC

Montespertoli

"We found sanctuary at this lovely farmhouse during the July heat wave--refreshing dip in the pool, relaxing dinner in the courtyard, restful sleep in the air-conditioned home. Got up to watch the sunrise over the vineyards, absolutely stunning scenery, and watched three hot air balloons also taking in the sights. Matteo was very welcoming, and we bridged the language barrier with a little help from Google translate. Wished we could have stayed longer!"

Susan A.

12. Holiday Home 'Sandra House Certaldo' with Private Garden and Wi-Fi

Certaldo

Anonymous traveler

AED 529 total

includes taxes & fees

13 Sep - 14 Sep

13. Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Tavarnelle Val di Pesa

Ramona S.

AED 1,281 total

includes taxes & fees

6 Oct - 7 Oct

14. Historic 'Felciolina' Country House with Private Terrace, 30 Minutes from Florence

Rignano sull'Arno

Anonymous traveler

AED 713 total

includes taxes & fees

28 Sep - 29 Sep

15. The Arch Among the Hills of Castellina

Topina

AED 1,278 total

includes taxes & fees

1 Oct - 2 Oct

16. Farmhouse in Chianti

gaiole in chianti

"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...

Lara W.

AED 2,060 total

includes taxes & fees

13 Sep - 14 Sep

17. THE CASINA OF SANT 'AGOSTINO

Colle di Val d'Elsa

AED 655 total

includes taxes & fees

26 Sep - 27 Sep

18. Holiday Home "Limonaia" with Shared Pool, Communal Garden and Wi-Fi

Castelnuovo Berardenga

Anonymous traveler

AED 1,582 total

includes taxes & fees

11 Sep - 12 Sep

19. Raffaello Apartment with garden

San Gersolé-torre Rosse

AED 1,399 total

includes taxes & fees

2 Oct - 3 Oct

20. Villa Il Frantoio with Shared Pool, Private Terrace & Wi-Fi

Montespertoli

AED 624 total

includes taxes & fees

13 Sep - 14 Sep

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Top Chianti Region Hotel Reviews

hu Firenze Certosa camping in town

10/10 Excellent

"Friendly staff!"

Chapter Chianti, a Member of Design Hotels

8/10 Good

"The property is beautiful and newly renovated. Surrounded by olive trees and tuscan hills. The stay was very pleasant and the staff is very friendly. However, the management needs to improve two things. Firstly, the hotel is extremely understaffed. This means you wait for everything (e.g. I waited for a pool towel for 40 min). Even though the staff is very engaged they simply don’t have the manpower to attend to all guests. Secondly, the agressive in-hotel pricing policy makes for an unpleasant element. The hotel asks to be paid 20 eur for an avocado toast for breakfast, which is unacceptable. An espresso costs 5 eur or a bottle of water by the pool costs 7 eur. Comparing these prices to hotels/restaurants etc. in Tuscany makes you wonder why is this hotel so expensive."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region vacation homes

1. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

2. Chianti Craft House Badia a Passignano