Montalcino 2-bedroom Vacation Rentals, Homes & More - 717 Rentals Available.
717 Vacation rentals
Filters applied: 2+ Bedrooms
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
$373.00
from $373.00 / night
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
$569.00
from $569.00 / night
Le Macine 6
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$287.00
from $287.00 / night
Villa Spuntone
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$315.00
from $315.00 / night
Montebello
Montalcino House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$432.00
from $432.00 / 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
$179.00
from $179.00 / 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
$266.00
from $266.00 / 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
5 bedroom Villa in Argiano, Tuscany, Italy : ref 5477069
Poggio alle Mura Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Ask about pets
$2,129.00
from $2,129.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5240725
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Ask about pets
$469.00
from $469.00 / night
Woman 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
$366.00
from $366.00 / night
6 bedroom Villa in Camigliano, Tuscany, Italy : ref 5239281
Poggio alle Mura Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$1,366.00
from $1,366.00 / night
4 bedroom Villa in Montalcino, Tuscany, Italy : ref 5477207
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$683.00
from $683.00 / 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
$712.00
from $712.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5242097
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Ask about pets
$545.00
from $545.00 / night
Villa near Montalcino - Villa Seggiano
Montalcino Villa
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$480.00
from $480.00 / 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
$878.00
from $878.00 / night
6 bedroom Villa in Camigliano, Tuscany, Italy : ref 5477293
Poggio alle Mura Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Ask about pets
$1,746.00
from $1,746.00 / night
the Playful
Montalcino Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
$946.00
from $946.00 / 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
$3,696.00
from $3,696.00 / 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
- Min stay varies
- Child friendly
- Ask about pets
$362.00
from $362.00 / night
Villa Asso
San Giovanni d'Asso Villa
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 16 16
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$821.00
from $821.00 / 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
- Min stay varies
- Swimming pool
- Child friendly
- Ask about pets
$295.00
from $295.00 / night
4 bedroom Villa in Montalcino, Tuscany, Italy : ref 5241911
Montalcino Villa
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$612.00
from $612.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5242154
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$924.00
from $924.00 / night
7 bedroom Villa in Montalcino, Tuscany, Italy : ref 5476883
Montalcino Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 18 18
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$852.00
from $852.00 / night
3 bedroom Villa in Montalcino, Tuscany, Italy : ref 5240911
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$791.00
from $791.00 / night
5 bedroom Villa in Argiano, Tuscany, Italy : ref 5239265
Poggio alle Mura Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Ask about pets
$1,670.00
from $1,670.00 / night
5 bedroom Villa in Argiano, Tuscany, Italy : ref 5240787
Poggio alle Mura Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$1,488.00
from $1,488.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.