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

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  3.  Italy
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  5.  Montalcino

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60 Best Villa Rentals in Montalcino (Starting from $196)

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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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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Agriturismo Pertimali
Agriturismo Pertimali
Villa
Montalcino, Italy
1.5k from Montalcino center

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

3 Bedrooms6 Guests
New to Booking
$391
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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Molino Sant'Antimo
Molino Sant'Antimo
Villa
Castelnuovo dellʼAbate, Italy
6.6k from Montalcino center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms8 Guests
6.0

Review score

1 reviews

$544
Average price / night
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Villa in Montalcino with 11 bedrooms sleeps 22
Villa in Montalcino with 11 bedrooms sleeps 22
Villa
Montalcino, 53024, Italy
0.5k from Montalcino center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Free Parking, Heater

11 Bedrooms22 Guests
New to Booking
$13245
Average price / night
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Borgo Finocchieto
Borgo Finocchieto
Villa
Montalcino, Tuscany, Italy
7.3k from Montalcino center

Balcony/Terrace, Pool, Wheelchair Accessible, Kitchen, Internet, Air Conditioner, Pet Friendly

20 Bedrooms40 Guests
New to Booking
$3853
Average price / night
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Villa Montalcino - Montalcino ,Tuscany
Villa Montalcino - Montalcino ,Tuscany
Villa
Montalcino, 53024, Italy
1.2k from Montalcino center

Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

3 Bedrooms8 Guests
New to Booking
$524
Average price / night
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villa montalcino palazzina castelverdelli
villa montalcino palazzina castelverdelli
Villa
Siena, Italy
7.9k from Montalcino center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms8 Guests
8.9

Fabulous

8 reviews

$271
Average price / night
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Classic, Private Villa with Breathtaking Views - Private Pool
Classic, Private Villa with Breathtaking Views - Private Pool
Villa
montalcino, 99999, Italy
2.2k from Montalcino center

AC, Arcade, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms6 Guests
10.0

Exceptional

25 reviews

$660
Average price / night
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Bibbianello
Bibbianello
Villa
Buonconvento, Italy
8.0k from Montalcino center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

5 Bedrooms10 Guests
9.2

Superb

5 reviews

$335
Average price / night
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Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia
Wonderful new villa in Maremma, near Montalcino and Castiglione della Pescaia
Villa
Montalcino, 53024, Italy
2.6k from Montalcino center

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

3 Bedrooms6 Guests
9.6

Exceptional

25 reviews

$609
Average price / night
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Villa Fragranza - Homelike Villas
Villa Fragranza - Homelike Villas
Villa
Buonconvento, Italy
8.1k from Montalcino center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$434
Average price / night
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Antico Convento I Cappuccini - Villa & Wedding Venue
Antico Convento I Cappuccini - Villa & Wedding Venue
Villa
Montalcino, 53024, Italy
3.0k from Montalcino center

Fireplace, Kitchen, Laundry, Pool

14 Bedrooms26 Guests
10.0

Exceptional

3 reviews

$3297
Average price / night
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Villa di Montesoli
Villa di Montesoli
Villa
Villa Montesoli, Italy
8.7k from Montalcino center

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

1 Bedroom18 Guests
New to Booking
$2333
Average price / night
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VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Villa
Montalcino, 53024, Italy
4.4k from Montalcino center

AC, Elevator, Free Parking, Heater, Internet, No Smoking, Outdoor Space, Pool, Toys

12 Bedrooms24 Guests
New to Booking
$7371
Average price / night
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Podere La Villa
Podere La Villa
Villa
Vergelle, Italy
8.7k from Montalcino center

Air Conditioner, Balcony/Terrace, View, Smoking, Pet Friendly, Internet, Security/Safety

2 Bedrooms4 Guests
9.5

Superb

4 reviews

$196
Average price / night
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Cerretalta - Country villa with private pool
Cerretalta - Country villa with private pool
Villa
San Quirico D'orcia, 53024, Italy
5.9k from Montalcino center

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

7 Bedrooms14 Guests
10.0

Exceptional

9 reviews

$816
Average price / night
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Il Fienile di Montesoli
Il Fienile di Montesoli
Villa
Villa Montesoli, Italy
8.8k from Montalcino center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$1218
Average price / night
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Casa Cerralta 14, Montalcino, Siena and Chianti
Casa Cerralta 14, Montalcino, Siena and Chianti
Villa
Montalcino, 53028, Italy
5.9k from Montalcino center

AC, Barbecue, Fireplace, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

7 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$843
Average price / night
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Lavacchio 12 by Salogi Villas
Lavacchio 12 by Salogi Villas
Villa
Montalcino, Tuscany, Italy
9.3k from Montalcino center

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

6 Bedrooms12 Guests
New to Booking
$916
Average price / night
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Villa Belle Vue: a Charm
Villa Belle Vue: a Charm
Villa
Montalcino, 53024, Italy
5.9k from Montalcino center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

7 Bedrooms14 Guests
10.0

Exceptional

1 reviews

$1155
Average price / night
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Beautiful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
Beautiful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
Villa
San Quirico D'orcia, 53024, Italy
6.0k from Montalcino center

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

7 Bedrooms14 Guests
10.0

Exceptional

11 reviews

$885
Average price / night
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Wine & History in Montalcino- Stay in an ancient mill
Wine & History in Montalcino- Stay in an ancient mill
Villa
Castelnuovo dell'Abate, 53024, Italy
6.8k from Montalcino center

AC, Barbecue, Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$755
Average price / night
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Cosy apartment in villa for 6 people with WIFI, pool, TV, terrace, pets allowed and panoramic view
Cosy apartment in villa for 6 people with WIFI, pool, TV, terrace, pets allowed and panoramic view
Villa
San Giovanni D'asso, 53024, Italy
7.0k from Montalcino center

Crib, Free Parking, Heater, Internet, Kitchen, No Smoking, Pool, TV, Washer

2 Bedrooms6 Guests
New to Booking
$231
Average price / night
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Quiet country house with swimming pool. A stone's throw from Chianti
Quiet country house with swimming pool. A stone's throw from Chianti
Villa
Toscana, 53022, Italy
7.0k from Montalcino center

AC, Dryer, Heater, Internet, Laundry, Washer

3 Bedrooms5 Guests
New to Booking
$691
Average price / night
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Cosy apartment in villa for 4 guests with WIFI, pool, patio, pets allowed and panoramic view
Cosy apartment in villa for 4 guests with WIFI, pool, patio, pets allowed and panoramic view
Villa
San Giovanni D'asso, 53024, Italy
7.1k from Montalcino center

Crib, Free Parking, Heater, Internet, Kitchen, No Smoking, Patio, Pool, Washer

2 Bedrooms4 Guests
New to Booking
$283
Average price / night
Check Availability

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 Villa Rentals in Montalcino.

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Frequently Asked Questions

You can currently explore 60 verified villa rentals in Montalcino. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Montalcino vary depending on the season, location, and amenities. Rates typically start from around $196 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Montalcino are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Montalcino.

Yes, Montalcino offers a wide range of villas ideal for group stays. Many properties include 9 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Montalcino villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Montalcino often include highly sought-after amenities such as Internet, Fireplace/Heating, and Balcony/Terrace. These features enhance comfort and convenience, making them especially popular among travelers visiting Montalcino.

To discover top-rated villas in Montalcino, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.