A stone castle with battlements overlooking a lush valley with vineyards.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Gaiole in Chianti cottages

A stone building with a rustic entrance, a small patio area with outdoor furniture, and a wooden fence in the foreground.

1. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (57 reviews)
"Very nice place close to"
Canada
Annie
The price is AED 357
AED 410 total
includes taxes & fees
27 Oct - 28 Oct
Fullino Nero
A stone house with a tiled roof, a patio with a table and chairs, surrounded by trees and a grassy field.

2. Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti

Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
Monteaperti
10.0 out of 10, Exceptional, (3 reviews)
"We loved this place. Modern cabin set in a rustic Tuscan setting. Beautiful property, very comfortable stay, and very attentive staff. Family owned and operated. Amazing restaurant just steps away. A perfect place for respite"
United States
Ian F.
The price is AED 594
AED 701 total
includes taxes & fees
22 Oct - 23 Oct
Cosy double room in pretty cottage with WiFi and AC in enchanting Monteaperti
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

3. Pettirosso c/o Le Mascie

Pettirosso c/o Le Mascie
Sovicille
The price is AED 1,721
AED 1,730 total
includes taxes & fees
2 Nov - 3 Nov
Pettirosso c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
The price is AED 1,268
AED 1,277 total
includes taxes & fees
2 Nov - 3 Nov
Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Apartment in Chianti with pool ID 453

Apartment in Chianti with pool ID 453
Sovicille
The price is AED 1,268
AED 1,277 total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti with pool ID 453
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

6. Batticoda c/o Le Mascie

Batticoda c/o Le Mascie
Sovicille
The price is AED 1,268
AED 1,277 total
includes taxes & fees
2 Nov - 3 Nov
Batticoda c/o Le Mascie
A stone patio with a table and a vase of flowers.

7. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
The price is AED 1,268
AED 1,277 total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti with pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
The price is AED 1,721
AED 1,730 total
includes taxes & fees
2 Nov - 3 Nov
Capinera c/o Le Mascie
A stone house with a tiled roof, two windows, and a door.

9. The independent Capannina on the Tuscan hills

The independent Capannina on the Tuscan hills
Toscana
10.0 out of 10, Exceptional, (2 reviews)
"The perfect Tuscan holiday, the perfect location to explore the surrounding attractions and come back to a comfortable home on the hill. Colle is very close, has everything we were looking for without the crowds. The bed is very comfortable, the bathroom perfectly set up. The kitchen has what is needed, but could do with a few more bowls, platters, spices oil. Best to bring that along.Our hosts were very friendly and with great communication.We highly recommend this beautiful little house!...
United States
Regina A.
The independent Capannina on the Tuscan hills
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

10. Rondine c/o Le Mascie

Rondine c/o Le Mascie
Sovicille
The price is AED 861
AED 869 total
includes taxes & fees
2 Nov - 3 Nov
Rondine c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

11. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
The price is AED 1,268
AED 1,277 total
includes taxes & fees
2 Nov - 3 Nov
Cardellino c/o Le Mascie
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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Top Gaiole in Chianti Hotel Reviews

Villa Olmi Firenze

Villa Olmi Firenze

10/10 Excellent
"great"
Stela 2-night trip
Posted less than an hour ago
Villa Olmi Firenze