Over 1,000 homes

Home in Montalcino
La Fornace. Stunning country house and grounds
9 beds
Nov 12 – 17
$973 per night
Superhost
Condo in Asciano
Crete Senesi farmhouse with heated pool and view
3 beds
Oct 17 – 22
$137 per night
Villa in Asciano
Contemporary villa with heated pool
7 beds
Nov 6 – 13
$535 per night
Villa in Asciano
Podere on the Crete Senesi
6 beds
Oct 16 – 22
$389 per night
Superhost
Apartment in Asciano
Country house near Siena in Tuscany
1 double bed
Oct 15 – 21
$80 per night
Superhost
Home in Asciano
Tuscan farmhouse near Siena + Cortona, heated pool
7 beds
May 6 – 11
$584 per night
Villa in Monteroni d'Arbia
Beautifully restored 8 bedroom Tuscan farmhouse
8 beds
Oct 22 – 27
$1,752 per night
Condo in Siena
Best of both: countryside mins away from Siena
1 double bed
Oct 20 – 25
$83 per night
Superhost
Hotel room in Monteroni D'arbia
B&B in charming CASTLE with swimming pool
1 double bed
Oct 21 – 27
$200 per night
Superhost
Barn in Trequanda
The Fienile, Montisi
2 beds
Oct 15 – 20
$109 per night
Superhost
Home in Asciano
A Charming House in Asciano - Siena
4 beds
Oct 8 – 15
$109 per night
Apartment in Asciano
The charm of Leonina and the clays of Siena
3 beds
Nov 1 – 7
$149 per night
Home in San Giovanni D'asso
Tuscan Villa Poggetto Montalcino
6 beds
Oct 15 – 22
$190 per night
Superhost
Villa in Asciano
Villa Padronale in Agriturismo Tenuta La campana
8 beds
Oct 31 – Nov 7
$351 per night, originally $477
Farm stay in Asciano
Green for family - The color of Tuscany's field
1 king bed
Oct 10 – 15
$64 per night
Superhost
Condo in Asciano
Detox Holiday in Palazzo Monaci
3 beds
Oct 6 – 11
$117 per night
Apartment in Monteroni D'arbia
San Giovanni in Poggio, Alba apartment 80sqm
2 double beds
Oct 12 – 18
$136 per night
Superhost
Apartment in Asciano
Agriturismo Tenuta La Campana Casa Chiocciola
4 single beds
Oct 23 – 28
$100 per night
Private room in Arbia
"at the Galle's"
1 double bed
Oct 21 – 26
$40 per night
Superhost
Villa in Asciano
15kms from Siena.Lovely independent barn with pool
2 double beds
Oct 12 – 17
$119 per night
Villa in Asciano
Beautiful farmhouse with magnificent views
1 bed
Oct 7 – 14
$38 per night, originally $48
Apartment in Asciano
Pozzo flat in a farmhouse with pool in Tuscany
1 double bed
Oct 10 – 15
$82 per night
Superhost
Apartment in Monteroni D'arbia
San Giovanni in Poggio, Vespro apartment 80sqm
2 double beds
Oct 18 – 24
$136 per night
Superhost
Farm stay in Monteroni d'Arbia
AGRITURISMO SANT'ALFREDO: OVEN
4 beds
Oct 4 – 9
$96 per night