Montalcino 2-bedroom Vacation Rentals, Homes & More - 762 Rentals Available.
762 Vacation rentals
Filters applied: 2+ Bedrooms
Montebello
Montalcino House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$430.00
from $430.00 / night
Villa San Giovanni
San Giovanni d'Asso Villa
- 8 bedrooms 8
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Ask about children
- Pet friendly
$908.00
from $908.00 / night
Alborata 10
San Giovanni d'Asso Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 94 mi
- Swimming pool
- Ask about children
$371.00
from $371.00 / night
Montebendico 4
Montalcino Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Nearest beach 60 mi
- Swimming pool
- Ask about children
$178.00
from $178.00 / night
Casal d'Asso
San Giovanni d'Asso House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 7 7
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$706.00
from $706.00 / night
Villa Spuntone
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$314.00
from $314.00 / night
Villa San Giuseppe
Castelnuovo dell'Abate Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- 3 nights min
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$1,551.00
from $1,551.00 / night
Villa Asso
San Giovanni d'Asso Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$817.00
from $817.00 / night
4 bedroom Villa in Segromigno in Piano, Tuscany, Italy : ref 5218476
Poggio alle Mura Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$617.00
from $617.00 / night
Villa il Poggetto
San Giovanni d'Asso House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$314.00
from $314.00 / night
Le Macine 6
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$286.00
from $286.00 / night
This stunning property with outdoor private pool can host up to 12 people and is
Montalcino House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$473.00
from $473.00 / night
the Playful
Montalcino Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$959.00
from $959.00 / night
3 bedroom Villa in San Giovanni d'Asso, Tuscany, Italy : ref 5455309
San Giovanni d'Asso Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$436.00
from $436.00 / night
This beautiful property can host up to 16 people with 8 bedrooms and it has an i
Montalcino House
- 8 bedrooms 8
- 8 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$709.00
from $709.00 / night
5 bedroom Villa in Argiano, Tuscany, Italy : ref 5239265
Poggio alle Mura Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Ask about pets
$1,017.00
from $1,017.00 / night
Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on
Montalcino House
- 14 bedrooms 14
- 14 bathrooms
- sleeps 30 30
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$3,679.00
from $3,679.00 / night
4 bedroom Villa in Sant'Antimo, Tuscany, Italy : ref 5049050
Castelnuovo dell'Abate Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$489.00
from $489.00 / night
Luxury villa Capanno
Montalcino Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$413.00
from $413.00 / night
6 bedroom Villa in Camigliano, Tuscany, Italy : ref 5239281
Poggio alle Mura Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$823.00
from $823.00 / night
3 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5239454
San Giovanni d'Asso Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Ask about pets
$194.00
from $194.00 / night
2 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5239460
San Giovanni d'Asso Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$167.00
from $167.00 / night
3 bedroom Villa in Camigliano, Tuscany, Italy : ref 5624491
Poggio alle Mura Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$217.00
from $217.00 / night
6 bedroom Villa in Siena, Tuscany, Italy : ref 5433059
Castelnuovo dell'Abate Villa
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$597.00
from $597.00 / night
4 bedroom Villa in Castelnuovo dell'Abate, Tuscany, Italy : ref 5311120
Castelnuovo dell'Abate Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Ask about pets
$1,073.00
from $1,073.00 / night
2 bedroom Apartment in Montalcino, Tuscany, Italy : ref 5239520
Montalcino Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Child friendly
- Ask about pets
$190.00
from $190.00 / night
4 bedroom Apartment in Siena, Tuscany, Italy : ref 5455316
Montalcino Apartment
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$1,095.00
from $1,095.00 / night
4 bedroom Villa in Castelnuovo dell'Abate, Tuscany, Italy : ref 5676521
Castelnuovo dell'Abate Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Ask about pets
$1,131.00
from $1,131.00 / night
4 bedroom Villa in Siena, Tuscany, Italy : ref 5455310
Montalcino Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Ask about pets
$570.00
from $570.00 / night
Donna Olga 8+2
Tavernelle House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 71 mi
- Swimming pool
- Ask about children
$364.00
from $364.00 / night
5 bedroom Villa in Argiano, Tuscany, Italy : ref 5240787
Poggio alle Mura Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$826.00
from $826.00 / night
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