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 Gaiole 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 Gaiole in Chianti
Over 1,000 homes in Gaiole in Chianti
Top guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
9–14 Nov
9–14 Nov
$3,242 SGD
$1,686 SGD
Show price breakdown
for 5 nights
,
·
4.96 out of 5 average rating, 112 reviews
4.96 (112)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Sestuccia
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
24–31 Oct
24–31 Oct
$6,520 SGD
Show price breakdown
for 7 nights
$6,520 SGD for 7 nights
Free cancellation
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Luxe
Luxe
Home in Gaiole in Chianti
La Tuscia – Tuscan Estate, Boutique Villa
4 bedrooms
4 bedrooms
,
·
4 king beds
4 king beds
17–22 Aug
17–22 Aug
$15,671 SGD
Show price breakdown
for 5 nights
$15,671 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Casanova of Bricciano
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
25–30 Oct
25–30 Oct
$2,753 SGD
Show price breakdown
for 5 nights
$2,753 SGD for 5 nights
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Il Masseto
4 bedrooms
4 bedrooms
,
·
3 double beds
3 double beds
20–25 Aug
20–25 Aug
$3,048 SGD
Show price breakdown
for 5 nights
$3,048 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Flat in Gaiole in Chianti
Mill in Chianti - Rosa
1 bedroom
1 bedroom
,
·
2 beds
2 beds
8–13 Aug
8–13 Aug
$1,494 SGD
Show price breakdown
for 5 nights
$1,494 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Villa in Gaiole in Chianti
Riecine Capanna 4
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
1–6 Nov
1–6 Nov
$3,594 SGD
Show price breakdown
for 5 nights
$3,594 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Villa in Gaiole in Chianti
Podere Sofia
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
21–26 Aug
21–26 Aug
$1,201 SGD
Show price breakdown
for 5 nights
$1,201 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
5 bedrooms
5 bedrooms
,
·
1 bed
1 bed
29 Aug – 3 Sept
29 Aug – 3 Sept
$12,199 SGD
Show price breakdown
for 5 nights
$12,199 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
23–28 Sept
23–28 Sept
$1,708 SGD
Show price breakdown
for 5 nights
$1,708 SGD for 5 nights
Free cancellation
Flat in Gaiole in Chianti
Podere L'Aquila- Agapanto
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
29 Aug – 3 Sept
29 Aug – 3 Sept
$1,601 SGD
Show price breakdown
for 5 nights
$1,601 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Galendino
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
19–26 Sept
19–26 Sept
$6,592 SGD
Show price breakdown
for 7 nights
$6,592 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms
5 bedrooms
,
·
5 king beds
5 king beds
26–31 Oct
26–31 Oct
$10,940 SGD
Show price breakdown
for 5 nights
$10,940 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 66 reviews
4.98 (66)
Superhost
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,672 SGD
Show price breakdown
for 5 nights
$1,672 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
Le Rondini - where it all began
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
24–29 Aug
24–29 Aug
$4,973 SGD
$2,586 SGD
Show price breakdown
for 5 nights
Extended stay discount
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 109 reviews
4.84 (109)
Guest favourite
Guest favourite
Apartment in Gaiole in Chianti
Casa BD, Vacation house with a view & travel guide
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
24–31 Aug
24–31 Aug
$3,625 SGD
$3,355 SGD
Show price breakdown
for 7 nights
Weekly discount
Free cancellation
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Montemarcoli
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
26 Sept – 3 Oct
26 Sept – 3 Oct
$3,447 SGD
Show price breakdown
for 7 nights
$3,447 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Guest favourite
Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
13–18 Oct
13–18 Oct
$4,125 SGD
Show price breakdown
for 5 nights
$4,125 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Sestuccina
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
31 Oct – 7 Nov
31 Oct – 7 Nov
$2,950 SGD
Show price breakdown
for 7 nights
$2,950 SGD for 7 nights
Free cancellation
4.93 out of 5 average rating, 45 reviews
4.93 (45)
1
2
3
4
…
15
