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 Castellina in Chianti
Check in / Check out
Any week
Guests
Add guests
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
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Castellina in Chianti
Over 1,000 homes in Castellina in Chianti
Descriptions are based on details hosts provide
Top guest favourite
Guest favourite
Home in Castellina in Chianti
CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
17–22 Jul
17–22 Jul
$1,565 SGD
Show price breakdown
for 5 nights
$1,565 SGD for 5 nights
,
·
5.0 out of 5 average rating, 71 reviews
5.0 (71)
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
,
·
1 bathroom
1 bathroom
29 Oct – 3 Nov
29 Oct – 3 Nov
$2,434 SGD
Show price breakdown
for 5 nights
$2,434 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 96 reviews
5.0 (96)
Top guest favourite
Guest favourite
Flat in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
25–30 Jul
25–30 Jul
$955 SGD
Show price breakdown
for 5 nights
$955 SGD for 5 nights
4.94 out of 5 average rating, 53 reviews
4.94 (53)
Top guest favourite
Guest favourite
Farm stay in Noce
1600s villa with pool over vineyards
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
11–16 Nov
11–16 Nov
$2,827 SGD
$2,528 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 32 reviews
5.0 (32)
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
12–17 Oct
12–17 Oct
$1,107 SGD
Show price breakdown
for 5 nights
$1,107 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Top guest favourite
Guest favourite
Flat in San Gimignano
Private courtyard inside the city walls
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3 bathrooms
3 bathrooms
25–30 Jul
25–30 Jul
$4,357 SGD
Show price breakdown
for 5 nights
$4,357 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Natural pool and Turkish bath in Chianti
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$6,278 SGD
Show price breakdown
for 5 nights
$6,278 SGD for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Flat in Quercegrossa
Renovated farmhouse on a Chianti winery
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Oct
18–23 Oct
$1,391 SGD
Show price breakdown
for 5 nights
$1,391 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 72 reviews
4.97 (72)
Home in Poggibonsi
18th-century farmhouse with a private pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$2,069 SGD
Show price breakdown
for 5 nights
$2,069 SGD for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Farm stay in Panzano in Chianti
Family run Organic Farmhouse - Il Fienile
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
$3,562 SGD
Show price breakdown
for 5 nights
$3,562 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Top guest favourite
Guest favourite
Farm stay in Castellina in Chianti
Ancient monastery on a Chianti estate
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
12–17 Oct
12–17 Oct
$1,970 SGD
$1,777 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Loft in Castellina in Chianti
Penthouse in a 1434 palazzo, countryside views
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Aug
6–11 Aug
$885 SGD
Show price breakdown
for 5 nights
$885 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Farm stay in Panzano in Chianti
Villa Pecille - La Vigna apartment
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3 bathrooms
3 bathrooms
26–31 Oct
26–31 Oct
$4,098 SGD
Show price breakdown
for 5 nights
$4,098 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Top guest favourite
Guest favourite
Home in Poggibonsi
Borgo home among olive groves and vineyards
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
21–26 Aug
21–26 Aug
$1,904 SGD
Show price breakdown
for 5 nights
$1,904 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 32 reviews
5.0 (32)
Home in Barberino Tavarnelle
Converted barn on a Chianti estate
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$1,658 SGD
Show price breakdown
for 5 nights
$1,658 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Farm stay in Panzano in Chianti
17th-century manor with valley views
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
17–22 Aug
17–22 Aug
$5,793 SGD
Show price breakdown
for 5 nights
$5,793 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Cottage in Greve in Chianti
Very cosy cottage with beautiful views
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
4–10 Oct
4–10 Oct
$4,203 SGD
Show price breakdown
for 6 nights
$4,203 SGD for 6 nights
Free cancellation
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Top guest favourite
Guest favourite
Flat in Poggibonsi
Garden, balcony, and barbecue in Tuscany
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–15 Oct
10–15 Oct
$1,458 SGD
Show price breakdown
for 5 nights
$1,458 SGD for 5 nights
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Top guest favourite
Guest favourite
Home in Monteriggioni
Stone house with a pool in Tuscany
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–17 Oct
10–17 Oct
$1,947 SGD
Show price breakdown
for 7 nights
$1,947 SGD for 7 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
1
2
3
4
…
15