Chianti Region Vacation Homes from ￥15,543

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

￥28,393 total

includes taxes & fees

Oct 21 - Oct 22

A stone building with multiple windows and a chimney.

2. Agriturismo La Ferrozzola

Castellina in Chianti

Ruth

￥22,939 total

includes taxes & fees

Nov 15 - Nov 16

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.

￥31,970 total

includes taxes & fees

Oct 28 - Oct 29

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

4. House with views of the Chianti

impruneta

Chase B.

￥47,636 total

includes taxes & fees

Oct 29 - Oct 30

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

5. Your nest in the Tuscany countryside

Certaldo - Firenze

￥40,598 total

includes taxes & fees

Oct 17 - Oct 18

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

6. Sorbeto Vacation Home

impruneta

Christine F.

￥52,653 total

includes taxes & fees

Oct 21 - Oct 22

A modern kitchen with a tiled backsplash, a dining area with a table and chairs, and a staircase with a plant shelf.

7. Little cozy house

Loro Ciuffenna

￥15,543 total

includes taxes & fees

Oct 28 - Oct 29

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

8. 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.

￥59,212 total

includes taxes & fees

Nov 15 - Nov 16

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Top Chianti Region Hotel Reviews

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

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."

Find out more about Chianti Region

Chianti Region Vacation Homes information

Number of reviews	95
Accommodation	447 Vacation Homes
Lowest Price	￥15,543
Highest Price	￥63,762

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Our top choices for Chianti Region vacation homes