Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Castiglione d'Orcia
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
Show map
Search results; Over 1,000 homes in Castiglione d'Orcia
Over 1,000 homes in Castiglione d'Orcia
Top guest favourite
Guest favourite
Villa in Castiglione d'Orcia
Wp Relais Borgo Vignalunga
7 bedrooms
,
·
7 beds
,
·
6 private bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$9,776 SGD
$7,880 SGD
Show price breakdown
for 5 nights
,
·
4.96 out of 5 average rating, 142 reviews
4.96 (142)
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, 112 reviews
4.98 (112)
,
·
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
5.5 bathrooms
5.5 bathrooms
18–23 Nov
18–23 Nov
$2,960 SGD
Show price breakdown
for 5 nights
$2,960 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Castiglione d'Orcia
Borgo71 - In the Heart of the 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
$1,071 SGD
Show price breakdown
for 5 nights
$1,071 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Tower in San Quirico d'Orcia
Luxurious Medieval Tower & Private Concierge
5.0 out of 5 average rating, 112 reviews
5.0 (112)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
5–10 Jul
5–10 Jul
$2,453 SGD
$1,995 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Farm stay in Monticchiello
Podere Lamino, Val d'Orcia, Pienza
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
$2,814 SGD
Show price breakdown
for 5 nights
$2,814 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Pienza
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
4.99 out of 5 average rating, 109 reviews
4.99 (109)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Nov
11–16 Nov
$1,566 SGD
Show price breakdown
for 5 nights
$1,566 SGD for 5 nights
Top guest favourite
Guest favourite
Farm stay in Pienza
Selvoli Farmhouse - La Chiocciola
4.97 out of 5 average rating, 34 reviews
4.97 (34)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$3,281 SGD
Show price breakdown
for 5 nights
$3,281 SGD for 5 nights
Top guest favourite
Guest favourite
Flat in Montepulciano
A view from the gate, Montepulciano.
4.97 out of 5 average rating, 321 reviews
4.97 (321)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
12–17 Nov
12–17 Nov
$1,245 SGD
Show price breakdown
for 5 nights
$1,245 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Flat in Montalcino
Wp Relais Argante Apartment
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
2–7 Jul
2–7 Jul
$2,244 SGD
Show price breakdown
for 5 nights
$2,244 SGD for 5 nights
Top guest favourite
Guest favourite
Villa in Castiglione d'Orcia
Wp Relais Podere Vignalunga
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
$32,276 SGD
Show price breakdown
for 5 nights
$32,276 SGD for 5 nights
Free cancellation
Superhost
Superhost
Farm stay in Monte San Savino
(M) Luxury Villa | Infinity Pool, Sauna & Cinema
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
5.5 bathrooms
5.5 bathrooms
12–17 Aug
12–17 Aug
$9,685 SGD
$8,233 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Apartment in Pienza
Mascagni Farmhouse in Val d'Orcia, Pienza
5.0 out of 5 average rating, 151 reviews
5.0 (151)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
19–24 Oct
19–24 Oct
$1,561 SGD
Show price breakdown
for 5 nights
$1,561 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Castiglione d'Orcia
Il Gugnolo - Farmhouse in Val d'Orcia
4.75 out of 5 average rating, 4 reviews
4.75 (4)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
7–12 Jul
7–12 Jul
$3,048 SGD
Show price breakdown
for 5 nights
$3,048 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Montalcino
Domus Antiqua
4.95 out of 5 average rating, 39 reviews
4.95 (39)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
14–19 Jul
14–19 Jul
$3,727 SGD
Show price breakdown
for 5 nights
$3,727 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Montalcino
City Center Palazzo: 4 King BR 6 Bath and Garage
5.0 out of 5 average rating, 23 reviews
5.0 (23)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
5 bathrooms
5 bathrooms
1–6 Jul
1–6 Jul
$6,352 SGD
Show price breakdown
for 5 nights
$6,352 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest suite in Cetona
Cozy country house
5.0 out of 5 average rating, 15 reviews
5.0 (15)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Aug
26–31 Aug
$3,117 SGD
Show price breakdown
for 5 nights
$3,117 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Farm stay in Cortona
Relaxing-unspoiled country place Il Monte...
5.0 out of 5 average rating, 31 reviews
5.0 (31)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$3,125 SGD
Show price breakdown
for 5 nights
$3,125 SGD for 5 nights
Top guest favourite
Guest favourite
Guest house in Macciano
Tuscan cottage with an heavenly view
4.97 out of 5 average rating, 228 reviews
4.97 (228)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
30 Oct – 4 Nov
30 Oct – 4 Nov
$1,724 SGD
Show price breakdown
for 5 nights
$1,724 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Castiglion Fiorentino
Hidden gem in Tuscany
5.0 out of 5 average rating, 51 reviews
5.0 (51)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
11–16 Aug
11–16 Aug
$5,292 SGD
Show price breakdown
for 5 nights
$5,292 SGD for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15