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Search results; Over 1,000 homes in Chianni
Over 1,000 homes in Chianni
Guest favourite
Guest favourite
Home in Chianni
Tuscan Dream Villa
5 bedrooms
,
·
5 beds
,
·
5 private bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$8,183 SGD
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for 5 nights
$8,183 SGD for 5 nights
,
·
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$5,147 SGD
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for 5 nights
$5,147 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3 bathrooms
3 bathrooms
18–23 Oct
18–23 Oct
$4,099 SGD
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for 5 nights
$4,099 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Villa in Castagneto Carducci
sea view villa with private infinity pool
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
10–17 Oct
10–17 Oct
$4,038 SGD
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for 7 nights
$4,038 SGD for 7 nights
Free cancellation
4.99 out of 5 average rating, 123 reviews
4.99 (123)
Top guest favourite
Guest favourite
Villa in Peccioli
Luxury Villa "Le Rondini" – Peccioli
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
4 bathrooms
4 bathrooms
8–13 Oct
8–13 Oct
$6,513 SGD
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for 5 nights
$6,513 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
11–16 Oct
11–16 Oct
$1,934 SGD
$1,547 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,732 SGD
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for 5 nights
$1,732 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in San Miniato
16th Century Tuscan Estate Near Florence.8
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
26–31 Oct
26–31 Oct
$3,522 SGD
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for 5 nights
$3,522 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$2,952 SGD
$2,673 SGD
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for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
19–26 Sept
19–26 Sept
$5,383 SGD
$4,538 SGD
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for 7 nights
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in Barberino Tavarnelle
Relaxing Tuscan Country Home with Beautiful Views
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
3–8 Nov
3–8 Nov
$1,207 SGD
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for 5 nights
$1,207 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 87 reviews
5.0 (87)
Guest favourite
Guest favourite
Flat in Montaione
Punteriolo Spereto Family Apartment With Pool, - P
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
29 Sept – 4 Oct
29 Sept – 4 Oct
$2,638 SGD
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for 5 nights
$2,638 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–17 Oct
10–17 Oct
$1,906 SGD
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for 7 nights
$1,906 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 72 reviews
5.0 (72)
Top guest favourite
Guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
6 bedrooms
6 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
24–29 Oct
24–29 Oct
$7,396 SGD
$5,885 SGD
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for 5 nights
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Top guest favourite
Guest favourite
Home in Pisa
Tenuta del Serra
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
10–15 Oct
10–15 Oct
$3,943 SGD
Show price breakdown
for 5 nights
$3,943 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Apartment in Scandicci
Vintage Residence with Pool in Chianti
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,082 SGD
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for 5 nights
$1,082 SGD for 5 nights
4.96 out of 5 average rating, 146 reviews
4.96 (146)
Top guest favourite
Guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
25–30 Oct
25–30 Oct
$1,105 SGD
Show price breakdown
for 5 nights
$1,105 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Top guest favourite
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Oct
23–28 Oct
$2,345 SGD
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for 5 nights
$2,345 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Home in Poggibonsi
Relax in Chianti countryside
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Sept
5–10 Sept
$2,163 SGD
Show price breakdown
for 5 nights
$2,163 SGD for 5 nights
5.0 out of 5 average rating, 38 reviews
5.0 (38)
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