Chianti Region Vacation Homes from AED 460

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

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

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 664 total

includes taxes & fees

29 Sep - 30 Sep

A garden with various plants and flowers, a pathway, and a swing set.

2. Apartment House with garden Tuscany Chianti , Florence 15km.

Toscana

Robert M.

A view through a wooden door of a courtyard with stone walls and potted plants.

3. Chianti Craft House Badia a Passignano

Tavarnelle Val di Pesa

Oscar O.

AED 749 total

includes taxes & fees

5 Oct - 6 Oct

A stone building with a courtyard, outdoor seating, and potted plants.

4. Wonderful Tuscan farmhouse with large spaces and panoramic views

impruneta

Christine F.

AED 1,017 total

includes taxes & fees

29 Sep - 30 Sep

A poolside setting with two glasses of red drink, a tray with snacks, and a white umbrella.

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

Reggello provincia Firenze

Peter L.

AED 460 total

includes taxes & fees

29 Sep - 30 Sep

A stone building with a courtyard, a table with chairs, and a wheelbarrow.

6. House with views of the Chianti

impruneta

Chase B.

AED 941 total

includes taxes & fees

14 Oct - 15 Oct

A brick building with a garden, a metal fence, and a clear sky.

7. Casa Marisa in Castellina in Chianti

Castellina in Chianti

AED 1,255 total

includes taxes & fees

29 Oct - 30 Oct

A living room with a dining table, two sofas, a coffee table, and a ceiling fan.

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

Greve in Chianti

Linda L.

An open doorway leading to an outdoor patio with a wooden table and chairs, a stone floor, and a wooden barrel with bottles.

9. 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.

AED 1,682 total

includes taxes & fees

14 Oct - 15 Oct

A swimming pool with a wooden deck, a tree with red leaves, and a building with a beige facade.

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

Figline Valdarno

AED 493 total

includes taxes & fees

7 Oct - 8 Oct

A dining area with a brick archway, wooden dining table, chairs, and a chandelier.

11. Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Montevarchi

AED 1,674 total

includes taxes & fees

26 Oct - 27 Oct

A wooden table with two wine glasses and a bottle of wine, set outdoors with a view of greenery and hills.

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

Rignano sull'Arno

Anonymous traveler

AED 528 total

includes taxes & fees

2 Oct - 3 Oct

A swimming pool with a colorful inflatable ring and a water fountain.

13. Farmhouse in Chianti

gaiole in chianti

"We absolutely loved the pool and the view. The pool with a deep end and color changing light was our highlight. The hosts were very friendly, helpful and always available if needed, since they live upstairs in the same house. Still, they never complained about us being loud. Everything was perfectly clean, the pool was cleaned regularly during our stay. The road to the property might be rough, but the view is beautiful. Also, we were gifted some delicious wine."

Johanna K.

AED 2,192 total

includes taxes & fees

28 Oct - 29 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and hills.

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

Montespertoli

AED 611 total

includes taxes & fees

29 Sep - 30 Sep

A room with a large sliding glass door leading to a pool area with a view of rolling hills and a distant village.

15. Your nest in the Tuscany countryside

Certaldo - Firenze

AED 946 total

includes taxes & fees

11 Oct - 12 Oct

A stone building with a gravel path, outdoor seating, and greenery.

16. The Arch Among the Hills of Castellina

Topina

AED 1,351 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio with a wooden pergola, a sofa, a table, and chairs.

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

TERRANUOVA BRACCIOLINI

AED 745 total

includes taxes & fees

1 Oct - 2 Oct

An outdoor patio with a table, chairs, a grill, and a large umbrella.

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

Tavarnelle Val di Pesa

Ramona S.

A rectangular swimming pool with a wooden deck and metal railing, surrounded by a grassy area with trees and a clear sky.

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

Castelnuovo Berardenga

Anonymous traveler

AED 1,597 total

includes taxes & fees

29 Sep - 30 Sep

A covered patio with a wooden table and chairs, stone walls, and a view of a garden.

20. Villa 'Il Fienile Il Sole Verde' with Shared Pool and Wi-Fi

Bucine

Anonymous traveler

AED 1,658 total

includes taxes & fees

29 Sep - 30 Sep

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Top Chianti Region Hotel Reviews

Villa I Barronci Resort & Spa

10/10 Excellent

"Excellent dinner, spacious rooms, pol and jacuzzi, and incredible views!"

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

Hu Norcenni Girasole Village

10/10 Excellent

"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."

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. Apartment House with garden Tuscany Chianti , Florence 15km.

3. Chianti Craft House Badia a Passignano

4. Wonderful Tuscan farmhouse with large spaces and panoramic views