Montalcino 2-bedroom Vacation Rentals, Homes & More - 823 Rentals Available.
823 Vacation rentals
Filters applied: 2+ Bedrooms
Casal d'Asso
San Giovanni d'Asso House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 7 7
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$560.00
from $560.00 / night
Villa Spuntone
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$310.00
from $310.00 / night
Villa San Giuseppe
Castelnuovo dell'Abate Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$1,530.00
from $1,530.00 / night
Montebello
Montalcino House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$424.00
from $424.00 / 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
$262.00
from $262.00 / 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
$3,633.00
from $3,633.00 / 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
$700.00
from $700.00 / 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
Responds fast! Avg. 2 hours 37 minutes
$807.00
from $807.00 / 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
$554.00
from $554.00 / night
Villa Rental in Tuscany, Castlenuovo dell'Abate - Mulino Abate
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$667.00
from $667.00 / night
Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino
Montalcino Farmhouse
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$358.00
from $358.00 / night
the Playful
Montalcino Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$930.00
from $930.00 / 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
$478.00
from $478.00 / 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
$863.00
from $863.00 / night
2 bedroom Apartment in Montalcino, Tuscany, Italy : ref 5239516
Montalcino Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 3 3
- 7 nights min
- Child friendly
- Ask about pets
$165.00
from $165.00 / night
2 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5239457
San Giovanni d'Asso Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Ask about pets
$154.00
from $154.00 / night
4 bedroom Villa in Montalcino, Tuscany, Italy : ref 5239877
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$334.00
from $334.00 / 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
$188.00
from $188.00 / night
3 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5241882
San Giovanni d'Asso Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Ask about pets
$207.00
from $207.00 / night
2 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5241888
San Giovanni d'Asso Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$179.00
from $179.00 / 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
$180.00
from $180.00 / 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
$163.00
from $163.00 / night
7 bedroom Villa in Montalcino, Tuscany, Italy : ref 5476883
Montalcino Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 18 18
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$564.00
from $564.00 / 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
$1,064.00
from $1,064.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5242097
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Ask about pets
$269.00
from $269.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5240725
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Ask about pets
$244.00
from $244.00 / night
4 bedroom Villa in San Giovanni d'Asso, Tuscany, Italy : ref 5576861
San Giovanni d'Asso Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$274.00
from $274.00 / night
4 bedroom Villa in Montalcino, Tuscany, Italy : ref 5218259
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$347.00
from $347.00 / night
4 bedroom Villa in Montalcino, Tuscany, Italy : ref 5477207
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$400.00
from $400.00 / night
8 bedroom Villa in San Giovanni d'Asso, Tuscany, Italy : ref 5455320
San Giovanni d'Asso Villa
- 8 bedrooms 8
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$1,105.00
from $1,105.00 / night
2 bedroom Apartment in San Giovanni d'Asso, Tuscany, Italy : ref 5241885
San Giovanni d'Asso Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Ask about pets
$169.00
from $169.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.