Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Bossi
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Italy
Italy
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
National parks
Countryside
Farms
Vineyards
Rooms
Amazing views
Historical homes
Lake
Bed & breakfasts
Beaches
Trending
Play
Design
Castles
Beachfront
Barns
New
Mansions
Chef's kitchens
Golfing
Luxe
Skiing
Grand pianos
Tiny homes
Cabins
Camping
Earth homes
Lakefront
Off-the-grid
Dammusi
Surfing
Boats
Ski-in/out
Filters
0
Show map
Search results; Over 1,000 places in Bossi
Over 1,000 places in Bossi
Guest favourite
Guest favourite
Apartment in Bossi
Villino Ersilia, the charm of Chianti
4 beds
4 beds
12 – 17 June
12 – 17 June
$1,920 AUD
total
Show price breakdown
$1,920 AUD total
4.9 out of 5 average rating, 31 reviews
4.9 (31)
Superhost
Superhost
Cottage in Castelnuovo Berardenga
Jino House independent Villa with fireplace
3 beds
3 beds
6 – 11 July
6 – 11 July
$1,006 AUD
total
Show price breakdown
$1,006 AUD total
4.79 out of 5 average rating, 57 reviews
4.79 (57)
Superhost
Superhost
Apartment in Bossi
Borgo Di Vino
2 beds
2 beds
20 – 25 May
20 – 25 May
$1,024 AUD
total
Show price breakdown
$1,024 AUD total
New place to stay
New
Apartment in Bossi in Chianti
Rosa - Bossi di Sopra - Bossi Castle
1 queen bed
1 queen bed
16 – 21 July
16 – 21 July
$1,945 AUD
$1,602 AUD
total
Show price breakdown
$1,602 AUD total, originally $1,945 AUD
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Guest favourite
Guest favourite
Home in Castelnuovo Berardenga
The Chianti Window
23 – 28 Oct
23 – 28 Oct
$1,440 AUD
total
Show price breakdown
$1,440 AUD total
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Guest favourite
Guest favourite
Apartment in Villa A Sesta
From Paola in Chianti
5 beds
5 beds
5 – 10 July
5 – 10 July
$845 AUD
total
Show price breakdown
$845 AUD total
4.93 out of 5 average rating, 152 reviews
4.93 (152)
Guest favourite
Guest favourite
Home in San Piero
My cozy home in Chianti
3 beds
3 beds
4 – 9 July
4 – 9 July
$720 AUD
total
Show price breakdown
$720 AUD total
4.97 out of 5 average rating, 32 reviews
4.97 (32)
Superhost
Superhost
Home in Gaiole In Chianti
Charming House Chianti Siena | 2-4 p | Casinetta
3 beds
3 beds
23 – 28 Apr
23 – 28 Apr
$2,400 AUD
total
Show price breakdown
$2,400 AUD total
4.91 out of 5 average rating, 46 reviews
4.91 (46)
Guest favourite
Guest favourite
Villa in Gaiole In Chianti
Lucignano Secondo - La Villa
5 queen beds
5 queen beds
2 – 7 June
2 – 7 June
$5,184 AUD
total
Show price breakdown
$5,184 AUD total
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favourite
Guest favourite
Condo in Castelnuovo Berardenga
Castello di Orgiale Charme Residenz
2 beds
2 beds
7 – 12 June
7 – 12 June
$2,208 AUD
total
Show price breakdown
$2,208 AUD total
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Guest favourite
Guest favourite
Home in Villa A Sesta
Raffaella's House in Chianti
3 beds
3 beds
10 – 15 Sept
10 – 15 Sept
$958 AUD
total
Show price breakdown
$958 AUD total
4.98 out of 5 average rating, 384 reviews
4.98 (384)
Guest favourite
Guest favourite
Apartment in San Gusmé
Beautiful medieval village!!!
2 double beds
2 double beds
23 – 28 Oct
23 – 28 Oct
$999 AUD
total
Show price breakdown
$999 AUD total
4.99 out of 5 average rating, 278 reviews
4.99 (278)
Guest favourite
Guest favourite
Villa in Siena
The Lemonhouse: A Tuscan dream ~
2 beds
2 beds
4 – 9 Aug
4 – 9 Aug
$3,316 AUD
total
Show price breakdown
$3,316 AUD total
4.95 out of 5 average rating, 108 reviews
4.95 (108)
Superhost
Superhost
Villa in Siena
XIII Century Tower with Private Panoramic Pool
6 beds
6 beds
22 – 27 June
22 – 27 June
$5,775 AUD
total
Show price breakdown
$5,775 AUD total
4.81 out of 5 average rating, 242 reviews
4.81 (242)
Guest favourite
Guest favourite
Farm stay in Gaiole In Chianti
La Pieve Apartment at La Pieve Marsina
3 beds
3 beds
4 – 9 May
4 – 9 May
$4,001 AUD
$2,089 AUD
total
Show price breakdown
$2,089 AUD total, originally $4,001 AUD
4.94 out of 5 average rating, 67 reviews
4.94 (67)
Superhost
Superhost
Villa in Siena
Fascinating Villa Senese with View!
6 beds
6 beds
25 – 30 Oct
25 – 30 Oct
$5,775 AUD
total
Show price breakdown
$5,775 AUD total
4.88 out of 5 average rating, 255 reviews
4.88 (255)
Superhost
Superhost
Home in Castelnuovo Berardenga
Casolare en Chianti
23 – 28 Oct
23 – 28 Oct
$3,284 AUD
total
Show price breakdown
$3,284 AUD total
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favourite
Guest favourite
Apartment in Siena
Villa di Geggiano - Alfieri Suite
1 king bed
1 king bed
20 – 25 May
20 – 25 May
$3,930 AUD
total
Show price breakdown
$3,930 AUD total
4.99 out of 5 average rating, 136 reviews
4.99 (136)
1
2
3
4
…
15
Enter dates and number of guests to show the total trip price including additional fees (but excluding any taxes).