Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
San Leo
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
Vineyards
Amazing pools
National parks
Countryside
Farms
Rooms
Amazing views
Historical homes
Bed & breakfasts
Trending
Beach
Lake
Play
Design
Castles
Barns
New
Mansions
Beachfront
Luxe
Golfing
Chef's kitchens
Skiing
Grand pianos
Tiny homes
Lakefront
Earth homes
Cabins
Camping
Dammusi
Off the grid
Surfing
Boats
Ski-in/out
Filters
0
Show map
Search results; Over 1,000 places in San Leo
Over 1,000 places in San Leo
Guest favourite
Guest favourite
Villa in Localitá Marcena, Arezzo
VILLA LAMA - The window on the river
4 beds
4 beds
Apr. 5 – 10
Apr. 5 – 10
$151 CAD
night
$151 CAD per night
·
$757 CAD total
$757 CAD total
Show price breakdown
4.93 out of 5 average rating, 45 reviews
4.93 (45)
Villa in Arezzo
Villa in Poggio Arezzo.. Tuscany !!
7 beds
7 beds
Apr. 20 – 27
Apr. 20 – 27
$844 CAD
$732 CAD
night
$732 CAD per night, originally $844 CAD
·
$5,121 CAD total
$5,121 CAD total
Show price breakdown
4.83 out of 5 average rating, 24 reviews
4.83 (24)
Villa in Provincia di Arezzo
Elenas House
2 beds
2 beds
Apr. 2 – 7
Apr. 2 – 7
$456 CAD
night
$456 CAD per night
·
$2,280 CAD total
$2,280 CAD total
Show price breakdown
4.58 out of 5 average rating, 12 reviews
4.58 (12)
Guest favourite
Guest favourite
Villa in Arezzo
Tuscany Country House with swimming pool
8 beds
8 beds
Mar. 23 – 28
Mar. 23 – 28
$595 CAD
$492 CAD
night
$492 CAD per night, originally $595 CAD
·
$2,462 CAD total
$2,462 CAD total
Show price breakdown
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Guest favourite
Guest favourite
Villa in Arezzo
Villa Mandorlo in the heart of Tuscany
6 beds
6 beds
Mar. 30 – Apr. 4
Mar. 30 – Apr. 4
$1,040 CAD
night
$1,040 CAD per night
·
$5,202 CAD total
$5,202 CAD total
Show price breakdown
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Villa in Castiglion Fibocchi
Villa Lorena - Villa Lorena
8 beds
8 beds
Apr. 6 – 11
Apr. 6 – 11
$350 CAD
night
$350 CAD per night
·
$1,752 CAD total
$1,752 CAD total
Show price breakdown
4.88 out of 5 average rating, 16 reviews
4.88 (16)
Guest favourite
Guest favourite
Villa in Casavecchia
Villa "Il Meriggeto"
7 beds
7 beds
Mar. 25 – 30
Mar. 25 – 30
$558 CAD
night
$558 CAD per night
·
$2,791 CAD total
$2,791 CAD total
Show price breakdown
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Villa in Arezzo
Villa Cristina Tuscany,your dream!!
6 beds
6 beds
Mar. 26 – 31
Mar. 26 – 31
$1,192 CAD
night
$1,192 CAD per night
·
$5,962 CAD total
$5,962 CAD total
Show price breakdown
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Villa in Civitella in Val di Chiana
Casa Quinti, be surprised by the beauty.
3 double beds
3 double beds
Apr. 1 – 6
Apr. 1 – 6
$815 CAD
night
$815 CAD per night
·
$4,077 CAD total
$4,077 CAD total
Show price breakdown
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Guest favourite
Guest favourite
Villa in Ambra
Chianti Villa in Tuscany near Siena & Arezzo
5 beds
5 beds
Apr. 9 – 14
Apr. 9 – 14
$1,337 CAD
night
$1,337 CAD per night
·
$6,685 CAD total
$6,685 CAD total
Show price breakdown
4.98 out of 5 average rating, 106 reviews
4.98 (106)
Guest favourite
Guest favourite
Villa in Siena
The Lemonhouse: A Tuscan dream ~
2 beds
2 beds
Jul. 28 – Aug. 2
Jul. 28 – Aug. 2
$581 CAD
night
$581 CAD per night
·
$2,904 CAD total
$2,904 CAD total
Show price breakdown
4.95 out of 5 average rating, 105 reviews
4.95 (105)
Guest favourite
Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
5 beds
5 beds
Sep. 10 – 15
Sep. 10 – 15
$844 CAD
night
$844 CAD per night
·
$4,222 CAD total
$4,222 CAD total
Show price breakdown
4.93 out of 5 average rating, 164 reviews
4.93 (164)
Guest favourite
Guest favourite
Villa in Arezzo
Villa Leopoldina in the heart of Tuscany
6 beds
6 beds
Oct. 10 – 15
Oct. 10 – 15
$1,102 CAD
night
$1,102 CAD per night
·
$5,512 CAD total
$5,512 CAD total
Show price breakdown
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Guest favourite
Guest favourite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
8 beds
8 beds
Mar. 22 – 27
Mar. 22 – 27
$891 CAD
night
$891 CAD per night
·
$4,456 CAD total
$4,456 CAD total
Show price breakdown
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favourite
Guest favourite
Villa in Bucine
Villa Petrea - 20 sleeps, maid service and jacuzzi
14 beds
14 beds
Nov. 18 – 23
Nov. 18 – 23
$1,322 CAD
night
$1,322 CAD per night
·
$6,610 CAD total
$6,610 CAD total
Show price breakdown
4.94 out of 5 average rating, 54 reviews
4.94 (54)
Guest favourite
Guest favourite
Villa in Castiglion Fiorentino
Tuscan charm of villa - countryside
7 beds
7 beds
Mar. 29 – Apr. 3
Mar. 29 – Apr. 3
$875 CAD
night
$875 CAD per night
·
$4,375 CAD total
$4,375 CAD total
Show price breakdown
4.93 out of 5 average rating, 175 reviews
4.93 (175)
Guest favourite
Guest favourite
Villa in Arezzo
Emozioni Toscane - Tuscan Villa with private pool
3 double beds
3 double beds
Mar. 22 – 27
Mar. 22 – 27
$1,114 CAD
night
$1,114 CAD per night
·
$5,568 CAD total
$5,568 CAD total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Villa in Loro Ciuffenna
Villa Belvedere
8 beds
8 beds
Mar. 19 – 24
Mar. 19 – 24
$1,682 CAD
night
$1,682 CAD per night
·
$8,408 CAD total
$8,408 CAD total
Show price breakdown
4.95 out of 5 average rating, 37 reviews
4.95 (37)
1
2
3
4
…
15