Vacation Rentals in Montalcino, Tuscany: Compare 10+ Sites & Save

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409 Best Vacation Rentals in Montalcino (Starting from $87)

CASA DI ELENA
CASA DI ELENA
Apartment
Montalcino, Italy
0.2k from Montalcino center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.3

Superb

48 reviews

$202
Average price / night
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Room 'Camera Verde' with Shared Terrace and Wi-Fi
Room 'Camera Verde' with Shared Terrace and Wi-Fi
Apartment
Montalcino, 53024, Italy
0.1k from Montalcino center

Breakfast Available, Heater, Internet, Kitchen, Living Area, No Smoking, Patio, TV

1 Bedroom2 Guests
New to Booking
$137
Average price / night
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Casa per l'Osticcio con Vista Panoramica
Casa per l'Osticcio con Vista Panoramica
Apartment
Montalcino, Italy
0.2k from Montalcino center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms5 Guests
8.9

Fabulous

22 reviews

$188
Average price / night
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Wonderful private villa for 6 people with WIFI, A/C, hot tub, TV, patio and panoramic view
Wonderful private villa for 6 people with WIFI, A/C, hot tub, TV, patio and panoramic view
Villa
Montalcino, 53024, Italy
0.1k from Montalcino center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$1588
Average price / night
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Montalcino numero10
Montalcino numero10
Apartment
Montalcino, Italy
0.2k from Montalcino center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms7 Guests
9.5

Superb

2 reviews

$93
Average price / night
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Apartment 'Casa Francesca' with Hills View & Courtyard
Apartment 'Casa Francesca' with Hills View & Courtyard
Apartment
Montalcino, 53024, Italy
0.1k from Montalcino center

Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry, Patio, TV, Washer

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$294
Average price / night
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Il Barlanzone Affittacamere
Il Barlanzone Affittacamere
House
Montalcino, Italy
0.2k from Montalcino center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals

5 Bedrooms4 Guests
9.3

Superb

230 reviews

$94
Average price / night
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Villa Piazza della Fortezza - Villa with Jacuzzi
Villa Piazza della Fortezza - Villa with Jacuzzi
Villa
Montalcino, 53024, Italy
0.2k from Montalcino center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$1462
Average price / night
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CASA COSTA DELLE CASERME
CASA COSTA DELLE CASERME
Apartment
Montalcino, Italy
0.2k from Montalcino center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
8.6

Fabulous

48 reviews

$178
Average price / night
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Brunello di Montalcino Apartment Farmhouse Bonacchi
Brunello di Montalcino Apartment Farmhouse Bonacchi
House
Siena, 53024, Italy
0.2k from Montalcino center

AC, Balcony, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$276
Average price / night
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Rocci al 17
Rocci al 17
Apartment
Montalcino, Italy
0.2k from Montalcino center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
8.7

Fabulous

79 reviews

$87
Average price / night
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Podere Belsogno-camera Lavanda
Podere Belsogno-camera Lavanda
House
Montalcino, 53024, Italy
0.2k from Montalcino center

AC, Free Parking, Heater, Hot Tub, Internet, No Smoking, Outdoor Space, TV

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$160
Average price / night
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Casa Mustiola
Casa Mustiola
House
Montalcino, Tuscany, Italy
0.2k from Montalcino center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

4 Bedrooms11 Guests
9.0

Fabulous

127 reviews

$136
Average price / night
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Villa La Fortezza in the heart of the historic center of Montalcino with Jacuzzi
Villa La Fortezza in the heart of the historic center of Montalcino with Jacuzzi
House
Montalcino, 53024, Italy
0.2k from Montalcino center

AC, Free Parking, Internet, No Smoking, Pool

3 Bedrooms7 Guests
10.0

Exceptional

4 reviews

$1042
Average price / night
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Palazzo Tamanti - 4BR Estate Home
Palazzo Tamanti - 4BR Estate Home
Villa
Montalcino, Italy
0.3k from Montalcino center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$683
Average price / night
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Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
House
Montalcino, 53024, Italy
0.3k from Montalcino center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$1264
Average price / night
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Anna Camere
Anna Camere
House
Montalcino, Tuscany, Italy
0.3k from Montalcino center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals, Places to stay

8 Bedrooms7 Guests
8.6

Fabulous

484 reviews

$115
Average price / night
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B&B Le Scalette di Piazza
B&B Le Scalette di Piazza
House
Scale di Via Bandi 6, Montalcino, 53024, Italy
0.3k from Montalcino center

AC, Breakfast Included, Heater, Housekeeping, Internet, Kitchen, Parking Available, Soundproof Room, TV

9.4

Superb

92 reviews

$126
Average price / night
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La casa di Annetta
La casa di Annetta
Apartment
Montalcino, Italy
0.3k from Montalcino center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$122
Average price / night
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Tuscany View, Montalcino
Tuscany View, Montalcino
House
Via Giacomo Matteotti 37, Montalcino, 53024, Italy
0.3k from Montalcino center

Heater, Internet, Living Area, No Smoking, TV

8.6

Fabulous

8 reviews

$143
Average price / night
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Podere Il Lampo
Podere Il Lampo
House
Montalcino, Italy
0.3k from Montalcino center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Self-catering

3 Bedrooms8 Guests
9.4

Superb

46 reviews

$324
Average price / night
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Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
House
Montalcino, 53024, Italy
0.4k from Montalcino center

AC, Balcony, Extra Bed, Heater, Internet, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
7.0

Good

2 reviews

$425
Average price / night
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Apartment 'Rocci Al 17' with Mountain View and Wi-Fi
Apartment 'Rocci Al 17' with Mountain View and Wi-Fi
Apartment
Montalcino, 53024, Italy
0.4k from Montalcino center

Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$101
Average price / night
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In centro
In centro
Apartment
Montalcino, Italy
0.3k from Montalcino center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
8.9

Fabulous

67 reviews

$184
Average price / night
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Apartment with a view in montalcino
Apartment with a view in montalcino
Apartment
Toscana, 53024, Italy
0.4k from Montalcino center

AC, Internet, No Smoking

1 Bedroom4 Guests
New to Booking
$1161
Average price / night
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Podere Belsogno
Podere Belsogno
House
Montalcino, 53024, Italy
0.4k from Montalcino center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$455
Average price / night
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Podere Belsogno-camera Rosmarino
Podere Belsogno-camera Rosmarino
House
Montalcino, 53024, Italy
0.4k from Montalcino center

AC, Crib, Free Parking, Heater, Hot Tub, Internet, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
9.0

Fabulous

4 reviews

$160
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Montalcino.

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Frequently Asked Questions

You can explore 409 verified vacation rentals in Montalcino. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Montalcino vary depending on the season, property size, and location. Rates typically start from around $87 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Montalcino include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Montalcino welcome pets. Currently, 32 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Montalcino often include amenities such as Fireplace/Heating, Internet, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.