Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Ossaia
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Italy
Italy
Europe
Europe
Mexico
Mexico
Caribbean
Caribbean
United Kingdom
United Kingdom
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
Farms
Countryside
Vineyards
Rooms
Amazing views
Historical homes
Bed & breakfasts
Beach
Lake
Trending
Play
Design
Castles
Barns
New
Mansions
Beachfront
Chef's kitchens
Golfing
Luxe
Skiing
Grand pianos
Tiny homes
Earth homes
Lakefront
Cabins
Camping
Off the grid
Dammusi
Surfing
Boats
Ski-in/out
Filters
0
Show map
Search results; Over 1,000 places in Ossaia
Over 1,000 places in Ossaia
Guest favourite
Guest favourite
Apartment in Cortona
Casa Le Contesse
1 double bed
1 double bed
Jun. 25 – 30
Jun. 25 – 30
$162 CAD
night
$162 CAD per night
·
$810 CAD total
$810 CAD total
Show price breakdown
4.97 out of 5 average rating, 96 reviews
4.97 (96)
Guest favourite
Guest favourite
Apartment in Monticchiello
Romantic Tower's dating 1200
1 bed
1 bed
Jul. 8 – 13
Jul. 8 – 13
$394 CAD
night
$394 CAD per night
·
$1,971 CAD total
$1,971 CAD total
Show price breakdown
4.99 out of 5 average rating, 294 reviews
4.99 (294)
Guest favourite
Guest favourite
Apartment in Cortona
Cortona’s Rooftop Nest
3 beds
3 beds
May 14 – 19
May 14 – 19
$217 CAD
night
$217 CAD per night
·
$1,083 CAD total
$1,083 CAD total
Show price breakdown
4.99 out of 5 average rating, 108 reviews
4.99 (108)
Guest favourite
Guest favourite
Apartment in Cortona
Signorelli
2 queen beds
2 queen beds
Jun. 29 – Jul. 4
Jun. 29 – Jul. 4
$300 CAD
night
$300 CAD per night
·
$1,498 CAD total
$1,498 CAD total
Show price breakdown
4.99 out of 5 average rating, 111 reviews
4.99 (111)
Guest favourite
Guest favourite
Apartment in Cortona
Cortona Shabby Chic House (Independent & balcony)
2 beds
2 beds
Apr. 1 – 6
Apr. 1 – 6
$144 CAD
night
$144 CAD per night
·
$721 CAD total
$721 CAD total
Show price breakdown
4.96 out of 5 average rating, 306 reviews
4.96 (306)
Apartment in Montalla
Villetta Montalla
1 double bed
1 double bed
Apr. 2 – 7
Apr. 2 – 7
$253 CAD
night
$253 CAD per night
·
$1,265 CAD total
$1,265 CAD total
Show price breakdown
4.8 out of 5 average rating, 5 reviews
4.8 (5)
Guest favourite
Guest favourite
Apartment in Cortona
Panoramic Country House in Cortona
4 beds
4 beds
Apr. 1 – 6
Apr. 1 – 6
$265 CAD
night
$265 CAD per night
·
$1,326 CAD total
$1,326 CAD total
Show price breakdown
4.92 out of 5 average rating, 175 reviews
4.92 (175)
Guest favourite
Guest favourite
Apartment in Cortona
CasaNella: bright, panoramic and central
1 double bed
1 double bed
Apr. 8 – 13
Apr. 8 – 13
$179 CAD
$165 CAD
night
$165 CAD per night, originally $179 CAD
·
$825 CAD total
$825 CAD total
Show price breakdown
4.96 out of 5 average rating, 137 reviews
4.96 (137)
Guest favourite
Guest favourite
Apartment in Cortona
I Terrazzini apt.1
3 beds
3 beds
Apr. 4 – 9
Apr. 4 – 9
$185 CAD
night
$185 CAD per night
·
$923 CAD total
$923 CAD total
Show price breakdown
4.96 out of 5 average rating, 140 reviews
4.96 (140)
Guest favourite
Guest favourite
Apartment in Cortona
Baldelli | Apartment in the city's main square
2 beds
2 beds
Apr. 1 – 6
Apr. 1 – 6
$202 CAD
night
$202 CAD per night
·
$1,008 CAD total
$1,008 CAD total
Show price breakdown
4.88 out of 5 average rating, 130 reviews
4.88 (130)
Guest favourite
Guest favourite
Apartment in Camucia
Apartment Il Sasso
1 bed
1 bed
Apr. 8 – 13
Apr. 8 – 13
$67 CAD
night
$67 CAD per night
·
$336 CAD total
$336 CAD total
Show price breakdown
4.92 out of 5 average rating, 38 reviews
4.92 (38)
Guest favourite
Guest favourite
Apartment in Cortona
"The Window on Tuscany", enchanting view
2 double beds
2 double beds
Apr. 29 – May 4
Apr. 29 – May 4
$165 CAD
night
$165 CAD per night
·
$825 CAD total
$825 CAD total
Show price breakdown
4.93 out of 5 average rating, 127 reviews
4.93 (127)
Guest favourite
Guest favourite
Apartment in Cortona
THE SMALL TERRACE
3 beds
3 beds
Apr. 1 – 6
Apr. 1 – 6
$218 CAD
night
$218 CAD per night
·
$1,091 CAD total
$1,091 CAD total
Show price breakdown
4.93 out of 5 average rating, 74 reviews
4.93 (74)
Guest favourite
Guest favourite
Apartment in Montepulciano
The Tramonti di Eramo , downtown Montepulciano.
2 double beds
2 double beds
Nov. 11 – 16
Nov. 11 – 16
$208 CAD
night
$208 CAD per night
·
$1,039 CAD total
$1,039 CAD total
Show price breakdown
4.95 out of 5 average rating, 38 reviews
4.95 (38)
Guest favourite
Guest favourite
Apartment in Passignano sul Trasimeno
Boutique room - Torre - Di Colle in Colle
1 double bed
1 double bed
Jun. 6 – 11
Jun. 6 – 11
$313 CAD
night
$313 CAD per night
·
$1,565 CAD total
$1,565 CAD total
Show price breakdown
5.0 out of 5 average rating, 71 reviews
5.0 (71)
Superhost
Superhost
Apartment in Cortona
Casa Samuela
2 beds
2 beds
May 26 – 31
May 26 – 31
$270 CAD
night
$270 CAD per night
·
$1,349 CAD total
$1,349 CAD total
Show price breakdown
4.76 out of 5 average rating, 17 reviews
4.76 (17)
Superhost
Superhost
Apartment in Cortona
Maya Luxury Home
2 double beds
2 double beds
Apr. 8 – 13
Apr. 8 – 13
$192 CAD
night
$192 CAD per night
·
$959 CAD total
$959 CAD total
Show price breakdown
4.83 out of 5 average rating, 12 reviews
4.83 (12)
Guest favourite
Guest favourite
Apartment in Cortona
La Casa di Lucia
3 beds
3 beds
Apr. 8 – 13
Apr. 8 – 13
$368 CAD
night
$368 CAD per night
·
$1,839 CAD total
$1,839 CAD total
Show price breakdown
4.93 out of 5 average rating, 30 reviews
4.93 (30)
1
2
3
4
…
15