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Search results; Over 1,000 homes in Monteriggioni
Over 1,000 homes in Monteriggioni
Photo 1 of 29
Apartment in Monteriggioni
Lornano Winery Farm - Villa ''Trebbiano''
1 bedroom
,
·
1 bed
,
·
1 private bathroom
27 Oct – 2 Nov
27 Oct – 2 Nov
$1,155 SGD
Show price breakdown
for 6 nights
$1,155 SGD for 6 nights
,
·
4.85 out of 5 average rating, 168 reviews
4.85 (168)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Monteriggioni
Comfort Apartment in the Chianti Vineyards
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
19–24 Oct
19–24 Oct
$1,893 SGD
Show price breakdown
for 5 nights
$1,893 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 455 reviews
4.93 (455)
Photo 1 of 29
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
$1,876 SGD
Show price breakdown
for 7 nights
$1,876 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Monteriggioni
Rooms and Wine Monteriggioni, Il chianti
1 double bed
1 double bed
3–8 Nov
3–8 Nov
$1,133 SGD
Show price breakdown
for 5 nights
$1,133 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Photo 1 of 29
Home in Monteriggioni
Below the Monteriggioni Walls
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
4–9 Oct
4–9 Oct
$1,529 SGD
Show price breakdown
for 5 nights
$1,529 SGD for 5 nights
Free cancellation
Photo 1 of 17
Guest favourite
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom
1 bedroom
,
·
2 beds
2 beds
16–21 Oct
16–21 Oct
$606 SGD
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for 5 nights
$606 SGD for 5 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
7 bedrooms
7 bedrooms
,
·
7 beds
7 beds
1–6 May
1–6 May
$5,502 SGD
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for 5 nights
$5,502 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Photo 1 of 26
Top guest favourite
Guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
26–31 Oct
26–31 Oct
$1,174 SGD
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for 5 nights
$1,174 SGD for 5 nights
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
3–8 Nov
3–8 Nov
$944 SGD
Show price breakdown
for 5 nights
$944 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 391 reviews
4.92 (391)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Castellina in Chianti
Capanna di Sotto by Interhome.
2 bedrooms
2 bedrooms
9–14 Oct
9–14 Oct
$755 SGD
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for 5 nights
$755 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Photo 1 of 23
Top guest favourite
Guest favourite
Flat in Monteriggioni
Osea Agritourism, Alba apartment
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
8–13 Oct
8–13 Oct
$675 SGD
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for 5 nights
$675 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Monteriggioni
Next to castle of Villa-Siena. heart Francigena
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
10–15 Oct
10–15 Oct
$843 SGD
Show price breakdown
for 5 nights
$843 SGD for 5 nights
Free cancellation
4.84 out of 5 average rating, 158 reviews
4.84 (158)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Monteriggioni
Spacious Apartament
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
19–24 Oct
19–24 Oct
$875 SGD
Show price breakdown
for 5 nights
$875 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 442 reviews
4.96 (442)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Monteriggioni
Romantic panoramic farmhouse near Siena
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
21–26 Oct
21–26 Oct
$1,135 SGD
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for 5 nights
$1,135 SGD for 5 nights
Free cancellation
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Photo 1 of 26
Top guest favourite
Guest favourite
Home in Colle di Val d'Elsa
Casa per la Costa – Colle di Val d'Elsa
1 bedroom
1 bedroom
,
·
2 beds
2 beds
1–6 Nov
1–6 Nov
$672 SGD
Show price breakdown
for 5 nights
$672 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 295 reviews
4.96 (295)
Photo 1 of 19
Guest favourite
Guest favourite
Flat in Staggia
The Optimist's House
1 bedroom
1 bedroom
,
·
1 bed
1 bed
21–26 Oct
21–26 Oct
$578 SGD
Show price breakdown
for 5 nights
$578 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 71 reviews
4.9 (71)
Photo 1 of 29
Top guest favourite
Guest favourite
Flat in Poggibonsi
App. Poggiarello
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
11–16 Oct
11–16 Oct
$1,493 SGD
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for 5 nights
$1,493 SGD for 5 nights
4.96 out of 5 average rating, 57 reviews
4.96 (57)
Photo 1 of 11
Top guest favourite
Guest favourite
Home in Poggiolo
Country House Podere l 'Assunta
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
27 Oct – 1 Nov
27 Oct – 1 Nov
$944 SGD
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for 5 nights
$944 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 92 reviews
5.0 (92)
Photo 1 of 29
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
7–12 Oct
7–12 Oct
$5,085 SGD
Show price breakdown
for 5 nights
$5,085 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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