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Homes in Radda in Chianti
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Search results; Over 1,000 homes in Radda in Chianti
Over 1,000 homes in Radda in Chianti
Guest favourite
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms
,
·
4 beds
,
·
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,811 SGD
$1,645 SGD
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for 5 nights
,
·
4.98 out of 5 average rating, 50 reviews
4.98 (50)
Guest favourite
Guest favourite
Villa in Radda in Chianti
The Horn
5 bedrooms
5 bedrooms
,
·
4 double beds
4 double beds
,
·
3 bathrooms
3 bathrooms
19–26 Sept
19–26 Sept
$5,924 SGD
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for 7 nights
$5,924 SGD for 7 nights
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Flat in Radda in Chianti
Cottage
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,629 SGD
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for 5 nights
$1,629 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms
5 bedrooms
,
·
5 king beds
5 king beds
,
·
5 bathrooms
5 bathrooms
26–31 Oct
26–31 Oct
$9,789 SGD
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for 5 nights
$9,789 SGD for 5 nights
4.99 out of 5 average rating, 69 reviews
4.99 (69)
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Villa with pool in Chianti - Castellare Petroso
5 bedrooms
5 bedrooms
,
·
5 double beds
5 double beds
,
·
5 bathrooms
5 bathrooms
3–8 Oct
3–8 Oct
$6,497 SGD
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for 5 nights
$6,497 SGD for 5 nights
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
10–17 Oct
10–17 Oct
$5,378 SGD
$4,527 SGD
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for 7 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Gaiole in Chianti
Exclusive private villa with private pool
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
6 bathrooms
6 bathrooms
18–23 Oct
18–23 Oct
$6,967 SGD
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for 5 nights
$6,967 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Oct – 3 Nov
29 Oct – 3 Nov
$1,386 SGD
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for 5 nights
$1,386 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 87 reviews
4.98 (87)
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
7–12 Oct
7–12 Oct
$4,101 SGD
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for 5 nights
$4,101 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
15–20 Sept
15–20 Sept
$5,134 SGD
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for 5 nights
$5,134 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Holiday home in Radda in Chianti
Pineta on La Spugna - oasis of peace & relaxation
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,382 SGD
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for 5 nights
$1,382 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Flat in Figline e Incisa Valdarno
[Fattoria degli Innocenti] Tuscany's Historic Gem
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$663 SGD
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for 5 nights
$663 SGD for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Flat in Greve in Chianti
“Da Me” Apartment
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$1,140 SGD
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for 5 nights
$1,140 SGD for 5 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Home in Castellina in Chianti
Cignanbianco - Sunrise and Sunset by Interhome
5 bedrooms
5 bedrooms
,
·
3 single beds
3 single beds
,
·
3 bathrooms
3 bathrooms
15–22 Oct
15–22 Oct
$1,632 SGD
Show price breakdown
for 7 nights
$1,632 SGD for 7 nights
Free cancellation
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Top guest favourite
Guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Oct
16–21 Oct
$1,194 SGD
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for 5 nights
$1,194 SGD for 5 nights
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms
5 bedrooms
,
·
1 bed
1 bed
,
·
5 bathrooms
5 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$11,850 SGD
$10,671 SGD
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for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Cottage in Villa A Sesta
CASA MARIA
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,608 SGD
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for 5 nights
$1,608 SGD for 5 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Apartment in Ponte a Bozzone
The tranquility of the Geggiano forest
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$1,790 SGD
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for 5 nights
$1,790 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Superhost
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
5 bathrooms
5 bathrooms
14–19 Oct
14–19 Oct
$5,530 SGD
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for 5 nights
$5,530 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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