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Search results; Over 1,000 homes in Castiglione d'Orcia
Over 1,000 homes in Castiglione d'Orcia
Descriptions are based on details hosts provide
Guest favourite
Guest favourite
Apartment in Castiglione d'Orcia
Ermione
1 bedroom
,
·
3 beds
,
·
1 private bathroom
26–31 Jul
26–31 Jul
$1,055 SGD
$806 SGD
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for 5 nights
,
·
4.92 out of 5 average rating, 212 reviews
4.92 (212)
Top guest favourite
Guest favourite
Home in Castiglione d'Orcia
Tuscan terrace with sunset views over Montalcino
4.95 out of 5 average rating, 174 reviews
4.95 (174)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Aug
13–18 Aug
$1,044 SGD
Show price breakdown
for 5 nights
$1,044 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Castiglione d'Orcia
Stone house renovated in 2025, Val d’Orcia
5.0 out of 5 average rating, 25 reviews
5.0 (25)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
26–31 Jul
26–31 Jul
$1,089 SGD
Show price breakdown
for 5 nights
$1,089 SGD for 5 nights
Top guest favourite
Guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
4.98 out of 5 average rating, 115 reviews
4.98 (115)
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
20–25 Jul
20–25 Jul
$2,825 SGD
$2,254 SGD
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for 5 nights
Top guest favourite
Guest favourite
Home in Castiglione d'Orcia
Da nonna Ornella - nest in Val d'Orcia
4.96 out of 5 average rating, 129 reviews
4.96 (129)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Oct
16–21 Oct
$751 SGD
$572 SGD
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for 5 nights
Extended stay discount
Free cancellation
Top guest favourite
Guest favourite
Farm stay in Pienza
Medieval castle with exposed beams and pool
4.97 out of 5 average rating, 177 reviews
4.97 (177)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
25–30 Mar
25–30 Mar
$1,011 SGD
Show price breakdown
for 5 nights
$1,011 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Monticchiello
Casa Bonari - a paradise for the eyes
4.97 out of 5 average rating, 183 reviews
4.97 (183)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,348 SGD
Show price breakdown
for 5 nights
$1,348 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Castiglione d'Orcia
46-hectare estate in Val d’Orcia
5.0 out of 5 average rating, 21 reviews
5.0 (21)
,
·
11 bedrooms
11 bedrooms
,
·
10 beds
10 beds
,
·
11 bathrooms
11 bathrooms
17–22 Oct
17–22 Oct
$32,223 SGD
Show price breakdown
for 5 nights
$32,223 SGD for 5 nights
Top guest favourite
Guest favourite
Farm stay in Monticchiello
Val d’Orcia views and a travertine pool
4.99 out of 5 average rating, 67 reviews
4.99 (67)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
30 Oct – 4 Nov
30 Oct – 4 Nov
$2,810 SGD
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for 5 nights
$2,810 SGD for 5 nights
Guest favourite
Guest favourite
Villa in Poggioferro
Pool with stunning views among olive groves
5.0 out of 5 average rating, 7 reviews
5.0 (7)
,
·
4 bedrooms
4 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
6–11 Oct
6–11 Oct
$3,142 SGD
Show price breakdown
for 5 nights
$3,142 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Farm stay in Montalcino
Tuscan Farmhouse ~ Magic Sunsets ~ 360° view
4.98 out of 5 average rating, 43 reviews
4.98 (43)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$2,049 SGD
Show price breakdown
for 5 nights
$2,049 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Pienza
A 1500s barn on an organic farm
5.0 out of 5 average rating, 154 reviews
5.0 (154)
,
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2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
19–24 Oct
19–24 Oct
$1,514 SGD
Show price breakdown
for 5 nights
$1,514 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Castiglione d'Orcia
farmhouse for families with children in val d'orcia
4.96 out of 5 average rating, 75 reviews
4.96 (75)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$1,348 SGD
Show price breakdown
for 5 nights
$1,348 SGD for 5 nights
Free cancellation
Flat in Castiglione d'Orcia
Casa Aldobrandesca
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
17–22 Jul
17–22 Jul
$611 SGD
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for 5 nights
$611 SGD for 5 nights
Top guest favourite
Guest favourite
Tower in San Quirico d'Orcia
A 1000-year-old tower overlooking Val d’Orcia
5.0 out of 5 average rating, 113 reviews
5.0 (113)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
24–29 Aug
24–29 Aug
$2,965 SGD
Show price breakdown
for 5 nights
$2,965 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Pienza
17th-century farmhouse amid olive groves
4.99 out of 5 average rating, 109 reviews
4.99 (109)
,
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2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
22–27 Aug
22–27 Aug
$2,111 SGD
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for 5 nights
$2,111 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Pienza
Historic 1400s building near the Duomo
4.98 out of 5 average rating, 44 reviews
4.98 (44)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
13–18 Aug
13–18 Aug
$1,040 SGD
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for 5 nights
$1,040 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Montalcino
Domus Antiqua
4.95 out of 5 average rating, 40 reviews
4.95 (40)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
25–30 Jul
25–30 Jul
$3,721 SGD
Show price breakdown
for 5 nights
$3,721 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Montepulciano
The walnut tree view, Montepulciano
5.0 out of 5 average rating, 121 reviews
5.0 (121)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
31 Oct – 5 Nov
31 Oct – 5 Nov
$1,208 SGD
Show price breakdown
for 5 nights
$1,208 SGD for 5 nights
Free cancellation
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