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
$3,244 SGD
$1,687 SGD
Show price breakdown
for 5 nights
,
·
4.96 out of 5 average rating, 113 reviews
4.96 (113)
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
$6,524 SGD
Show price breakdown
for 7 nights
$6,524 SGD for 7 nights
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
$15,679 SGD
Show price breakdown
for 5 nights
$15,679 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
$3,050 SGD
Show price breakdown
for 5 nights
$3,050 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Villa in Gaiole in Chianti
Podere Sofia
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
21–26 Aug
21–26 Aug
$1,118 SGD
Show price breakdown
for 5 nights
$1,118 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$3,596 SGD
Show price breakdown
for 5 nights
$3,596 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
$12,205 SGD
Show price breakdown
for 5 nights
$12,205 SGD for 5 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
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
$1,602 SGD
Show price breakdown
for 5 nights
$1,602 SGD for 5 nights
Flat in Gaiole in Chianti
Podere L'Aquila- Lavanda
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
23–28 Sept
23–28 Sept
$1,709 SGD
Show price breakdown
for 5 nights
$1,709 SGD for 5 nights
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
$10,946 SGD
Show price breakdown
for 5 nights
$10,946 SGD for 5 nights
4.98 out of 5 average rating, 66 reviews
4.98 (66)
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
$6,596 SGD
Show price breakdown
for 7 nights
$6,596 SGD for 7 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Home in Gaiole in Chianti
San Piero Terre, villa in the Chianti region.
6 bedrooms
6 bedrooms
,
·
11 beds
11 beds
10–15 Sept
10–15 Sept
$10,164 SGD
Show price breakdown
for 5 nights
$10,164 SGD for 5 nights
Pay $0 today
Free cancellation
4.67 out of 5 average rating, 18 reviews
4.67 (18)
Guest favourite
Guest favourite
Home in Radda in Chianti
Villa le Scope 5*
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
18–23 Aug
18–23 Aug
$1,708 SGD
$1,570 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
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
$2,951 SGD
Show price breakdown
for 7 nights
$2,951 SGD for 7 nights
4.93 out of 5 average rating, 45 reviews
4.93 (45)
Top guest favourite
Guest favourite
Farm stay in Greve in Chianti
Typical Tuscan country house
2 bedrooms
2 bedrooms
,
·
2 double beds
2 double beds
7–12 Nov
7–12 Nov
$1,047 SGD
Show price breakdown
for 5 nights
$1,047 SGD for 5 nights
4.99 out of 5 average rating, 428 reviews
4.99 (428)
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
$3,626 SGD
$3,356 SGD
Show price breakdown
for 7 nights
Weekly discount
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Top guest favourite
Guest favourite
Holiday home in Siena
New! Luxury Apartment in Historic Centre of Siena
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
24–29 Aug
24–29 Aug
$2,084 SGD
$1,735 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$5,183 SGD
$2,695 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.84 out of 5 average rating, 109 reviews
4.84 (109)
1
2
3
4
…
15
