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Search results; Over 1,000 homes in San Gimignano
Over 1,000 homes in San Gimignano
Guest favourite
Guest favourite
Holiday home in San Gimignano
Tuscan House with Private Jacuzzi in Chianti
2 bedrooms
,
·
2 beds
,
·
2 private bathrooms
7–12 Jan
7–12 Jan
$1,403 SGD
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for 5 nights
$1,403 SGD for 5 nights
,
·
4.95 out of 5 average rating, 95 reviews
4.95 (95)
Top guest favourite
Guest favourite
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
28 Oct – 2 Nov
28 Oct – 2 Nov
$2,409 SGD
$2,101 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Apartment in San Gimignano
AnticaVista, Luxury Apartment with Tower Views
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
1–6 Nov
1–6 Nov
$1,641 SGD
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for 5 nights
$1,641 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 69 reviews
5.0 (69)
Top guest favourite
Guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
18–23 Oct
18–23 Oct
$1,578 SGD
$1,404 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 119 reviews
4.97 (119)
Flat in Certaldo
La Casa di Mario: Apt near Siena and Florence
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
12–17 Oct
12–17 Oct
$1,102 SGD
$970 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
11–16 Oct
11–16 Oct
$1,927 SGD
$1,543 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Flat in San Gimignano
Apartment at ground floor with garden
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
9–14 Nov
9–14 Nov
$1,132 SGD
$985 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 183 reviews
4.97 (183)
Top guest favourite
Guest favourite
Flat in San Gimignano
Private Courtyard | 3BR/3BA | Garage
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
18–23 Oct
18–23 Oct
$3,650 SGD
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for 5 nights
$3,650 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
15–20 Sept
15–20 Sept
$5,132 SGD
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for 5 nights
$5,132 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
16–21 Oct
16–21 Oct
$1,193 SGD
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for 5 nights
$1,193 SGD for 5 nights
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Superhost
Superhost
Flat in San Gimignano
Tuscan Countryside Hideaway • La Casa Rossa n.3
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
18–23 Sept
18–23 Sept
$1,587 SGD
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for 5 nights
$1,587 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Flat in San Gimignano
Teruzzi Country House - Apartment La Buvette
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
18–23 Sept
18–23 Sept
$1,727 SGD
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for 5 nights
$1,727 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
2–7 Oct
2–7 Oct
$6,328 SGD
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for 5 nights
$6,328 SGD for 5 nights
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom
1 bedroom
,
·
3 beds
3 beds
2–7 Nov
2–7 Nov
$2,328 SGD
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for 5 nights
$2,328 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 98 reviews
5.0 (98)
Top guest favourite
Guest favourite
Farm stay in San Gimignano
Casa Renai - holidays with friends in San Gimignano
13 bedrooms
13 bedrooms
,
·
15 beds
15 beds
18–23 Oct
18–23 Oct
$1,102 SGD
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for 5 nights
$1,102 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Top guest favourite
Guest favourite
Home in Volterra
Vacation home with private pool, view
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
31 Oct – 5 Nov
31 Oct – 5 Nov
$2,223 SGD
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for 5 nights
$2,223 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
10–17 Oct
10–17 Oct
$2,165 SGD
$1,893 SGD
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for 7 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favourite
Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
4–9 Oct
4–9 Oct
$4,379 SGD
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for 5 nights
$4,379 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Villa in San Gimignano
Exclusive Villa with pool in San Gimignano
10 bedrooms
10 bedrooms
,
·
11 beds
11 beds
14–19 Sept
14–19 Sept
$8,140 SGD
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for 5 nights
$8,140 SGD for 5 nights
4.97 out of 5 average rating, 37 reviews
4.97 (37)
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