Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Montepulciano
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
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
Beach
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 Montepulciano
Over 1,000 places in Montepulciano
Guest favourite
Guest favourite
Villa in Montepulciano
Amazing Tuscany Villa, FREE parking
4 beds
4 beds
Jul. 22 – 27
Jul. 22 – 27
$333 CAD
night
$333 CAD per night
·
$1,667 CAD total
$1,667 CAD total
Show price breakdown
4.98 out of 5 average rating, 97 reviews
4.98 (97)
Guest favourite
Guest favourite
Villa in Montepulciano
La Casina Toscana Montepulciano Siena
5 beds
5 beds
May 7 – 12
May 7 – 12
$219 CAD
night
$219 CAD per night
·
$1,095 CAD total
$1,095 CAD total
Show price breakdown
4.98 out of 5 average rating, 86 reviews
4.98 (86)
Guest favourite
Guest favourite
Villa in Montepulciano
Wine Experience Villa in Montepulciano
5 beds
5 beds
Apr. 30 – May 5
Apr. 30 – May 5
$879 CAD
night
$879 CAD per night
·
$4,393 CAD total
$4,393 CAD total
Show price breakdown
4.96 out of 5 average rating, 74 reviews
4.96 (74)
Guest favourite
Guest favourite
Villa in Montepulciano
Terra Antica Suite & Villas - Montepulciano
4 beds
4 beds
Jun. 10 – 15
Jun. 10 – 15
$1,108 CAD
night
$1,108 CAD per night
·
$5,538 CAD total
$5,538 CAD total
Show price breakdown
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Villa in Monticchiello
Villa unesco heritage, Jacuzzi & garden. BB Daria
4 beds
4 beds
Aug. 5 – 10
Aug. 5 – 10
$961 CAD
night
$961 CAD per night
·
$4,805 CAD total
$4,805 CAD total
Show price breakdown
4.98 out of 5 average rating, 110 reviews
4.98 (110)
Guest favourite
Guest favourite
Villa in Montepulciano
A paradise in Montepulciano...
5 beds
5 beds
Apr. 18 – 23
Apr. 18 – 23
$618 CAD
night
$618 CAD per night
·
$3,091 CAD total
$3,091 CAD total
Show price breakdown
4.95 out of 5 average rating, 116 reviews
4.95 (116)
Guest favourite
Guest favourite
Villa in Montepulciano
Villa in Montepulciano with Pool
4 beds
4 beds
Jul. 5 – 10
Jul. 5 – 10
$1,001 CAD
night
$1,001 CAD per night
·
$5,006 CAD total
$5,006 CAD total
Show price breakdown
4.88 out of 5 average rating, 92 reviews
4.88 (92)
Guest favourite
Guest favourite
Villa in Monticchiello
Villa with garden. Il Giardino del Cardinale.
4 double beds
4 double beds
Jul. 27 – Aug. 1
Jul. 27 – Aug. 1
$1,064 CAD
night
$1,064 CAD per night
·
$5,319 CAD total
$5,319 CAD total
Show price breakdown
4.95 out of 5 average rating, 43 reviews
4.95 (43)
Guest favourite
Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
5 beds
5 beds
Jun. 22 – 27
Jun. 22 – 27
$842 CAD
night
$842 CAD per night
·
$4,210 CAD total
$4,210 CAD total
Show price breakdown
4.93 out of 5 average rating, 164 reviews
4.93 (164)
Guest favourite
Guest favourite
Villa in Siena
The Lemonhouse: A Tuscan dream ~
2 beds
2 beds
Aug. 4 – 9
Aug. 4 – 9
$585 CAD
night
$585 CAD per night
·
$2,925 CAD total
$2,925 CAD total
Show price breakdown
4.95 out of 5 average rating, 108 reviews
4.95 (108)
Villa in Montepulciano
[Luxury Villa] Poggio alla Famina
9 beds
9 beds
Apr. 24 – 29
Apr. 24 – 29
$1,734 CAD
night
$1,734 CAD per night
·
$8,669 CAD total
$8,669 CAD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Villa in Montepulciano
Poggio Golo | Tuscan Escape | Private Pool | Wine
8 beds
8 beds
Apr. 21 – 26
Apr. 21 – 26
$1,888 CAD
$1,606 CAD
night
$1,606 CAD per night, originally $1,888 CAD
·
$8,029 CAD total
$8,029 CAD total
Show price breakdown
4.94 out of 5 average rating, 81 reviews
4.94 (81)
Villa in Montepulciano
Podere Pisinano 8+2, Emma Villas
5 beds
5 beds
Apr. 20 – 25
Apr. 20 – 25
$888 CAD
night
$888 CAD per night
·
$4,441 CAD total
$4,441 CAD total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Villa in Montepulciano
villa pianoia charming house
8 beds
8 beds
Apr. 28 – May 3
Apr. 28 – May 3
$1,844 CAD
$1,475 CAD
night
$1,475 CAD per night, originally $1,844 CAD
·
$7,376 CAD total
$7,376 CAD total
Show price breakdown
Guest favourite
Guest favourite
Villa in Montepulciano
Villa Nobile - Private Jacuzzi
5 beds
5 beds
Jul. 2 – 7
Jul. 2 – 7
$2,642 CAD
night
$2,642 CAD per night
·
$13,212 CAD total
$13,212 CAD total
Show price breakdown
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Guest favourite
Guest favourite
Villa in Cortona
Villa Le Vigne, 10 pax, private pool, Top Comfort
6 beds
6 beds
Apr. 18 – 23
Apr. 18 – 23
$1,110 CAD
$923 CAD
night
$923 CAD per night, originally $1,110 CAD
·
$4,615 CAD total
$4,615 CAD total
Show price breakdown
4.92 out of 5 average rating, 39 reviews
4.92 (39)
Villa in Montepulciano
Le Colombelline 12, Emma Villas
6 double beds
6 double beds
May 11 – 16
May 11 – 16
$1,367 CAD
night
$1,367 CAD per night
·
$6,837 CAD total
$6,837 CAD total
Show price breakdown
Guest favourite
Guest favourite
Villa in Castiglion d'orcia
Villa Vignalunga
4 king beds
4 king beds
Apr. 27 – May 2
Apr. 27 – May 2
$1,820 CAD
$1,194 CAD
night
$1,194 CAD per night, originally $1,820 CAD
·
$5,971 CAD total
$5,971 CAD total
Show price breakdown
4.95 out of 5 average rating, 76 reviews
4.95 (76)
1
2
3
4
…
15