Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Monticello
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
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
Display total before taxes
Show map
Search results; Over 1,000 places in Monticello
Over 1,000 places in Monticello
Flat in Terranuova Bracciolini
Studio apartment for 2 people + 1 between Florence and Arezzo
2 beds
2 beds
2–7 May
2–7 May
$84 SGD
night
$84 SGD per night
4.78 out of 5 average rating, 126 reviews
4.78 (126)
Guest favourite
Guest favourite
Flat in Monticchiello
Romantic Tower's dating 1200
1 bed
1 bed
3–8 Aug
3–8 Aug
$377 SGD
night
$377 SGD per night
4.99 out of 5 average rating, 297 reviews
4.99 (297)
Guest favourite
Guest favourite
Flat in Villa A Sesta
From Paola in Chianti
5 beds
5 beds
5–10 Jul
5–10 Jul
$144 SGD
night
$144 SGD per night
4.93 out of 5 average rating, 152 reviews
4.93 (152)
Guest favourite
Guest favourite
Flat in San Gusmé
Beautiful medieval village!!!
2 double beds
2 double beds
23–28 Oct
23–28 Oct
$168 SGD
night
$168 SGD per night
4.99 out of 5 average rating, 278 reviews
4.99 (278)
Guest favourite
Guest favourite
Flat in Montepulciano
The Tramonti di Eramo , downtown Montepulciano.
2 double beds
2 double beds
11–16 Nov
11–16 Nov
$183 SGD
night
$183 SGD per night
4.96 out of 5 average rating, 46 reviews
4.96 (46)
Guest favourite
Guest favourite
Flat in San Giovanni Valdarno
San Giovanni Guest House
3 beds
3 beds
7–12 May
7–12 May
$150 SGD
night
$150 SGD per night
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Guest favourite
Guest favourite
Flat in Loro Ciuffenna
Typical residence in the village
2 beds
2 beds
24–29 May
24–29 May
$68 SGD
night
$68 SGD per night
4.97 out of 5 average rating, 70 reviews
4.97 (70)
Guest favourite
Guest favourite
Flat in Ville di Corsano
"Red Rose" apartment with a view of Siena.
1 double bed
1 double bed
1–6 Jun
1–6 Jun
$220 SGD
night
$220 SGD per night
4.97 out of 5 average rating, 200 reviews
4.97 (200)
Guest favourite
Guest favourite
Flat in Castiglioncello del Trinoro
Stunning Tuscan apartment in 14 Century Palazzo
1 double bed
1 double bed
28 Jul – 2 Aug
28 Jul – 2 Aug
$278 SGD
night
$278 SGD per night
5.0 out of 5 average rating, 223 reviews
5.0 (223)
Guest favourite
Guest favourite
Flat in Arezzo
Piazza Grande Boutique Apartment
3 beds
3 beds
24–29 May
24–29 May
$334 SGD
night
$334 SGD per night
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favourite
Guest favourite
Flat in Poggibonsi
Laura Chianti Vacanze
5 beds
5 beds
6–11 Nov
6–11 Nov
$130 SGD
night
$130 SGD per night
4.99 out of 5 average rating, 174 reviews
4.99 (174)
Guest favourite
Guest favourite
Flat in Castelnuovo Berardenga
Villa di Geggiano - Perellino Suite
1 double bed
1 double bed
20–25 May
20–25 May
$420 SGD
night
$420 SGD per night
4.92 out of 5 average rating, 127 reviews
4.92 (127)
Guest favourite
Guest favourite
Flat in Pogi
Borgo Iesolana Suite Superior
1 double bed
1 double bed
26 Jun – 1 Jul
26 Jun – 1 Jul
$486 SGD
night
$486 SGD per night
4.97 out of 5 average rating, 61 reviews
4.97 (61)
Guest favourite
Guest favourite
Flat in Florence
Renaissance Apartment with Duomo Views
2 beds
2 beds
6–11 Nov
6–11 Nov
$535 SGD
night
$535 SGD per night
5.0 out of 5 average rating, 421 reviews
5.0 (421)
Guest favourite
Guest favourite
Flat in Florence
Apartment in Renaissance Palace.
4 single beds
4 single beds
11–16 May
11–16 May
$734 SGD
$505 SGD
night
$505 SGD per night, originally $734 SGD
4.97 out of 5 average rating, 250 reviews
4.97 (250)
Guest favourite
Guest favourite
Flat in Florence
Luxury New Apartment Duomo View 4 sleeps Ac Wifi
3 beds
3 beds
26–31 Jul
26–31 Jul
$513 SGD
night
$513 SGD per night
4.96 out of 5 average rating, 137 reviews
4.96 (137)
Guest favourite
Guest favourite
Flat in Florence
Art Apartment Luxury Por Santa Maria
2 beds
2 beds
28 Oct – 2 Nov
28 Oct – 2 Nov
$545 SGD
night
$545 SGD per night
4.98 out of 5 average rating, 135 reviews
4.98 (135)
Guest favourite
Guest favourite
Flat in Florence
LUXURIUS DUPLEX PENTHOUSE IN A MEDIEVAL TOWER
2 double beds
2 double beds
5–10 Nov
5–10 Nov
$588 SGD
night
$588 SGD per night
4.99 out of 5 average rating, 138 reviews
4.99 (138)
1
2
3
4
…
15