Villa Rentals in Bosco della Ragnaia, Montalcino: Compare 10+ Sites & Save

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  3.  Italy
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87 Best Villa Rentals in Bosco della Ragnaia (Starting from $174)

Pasqui Villas Tribbio villa con piscina vista WiFi vicino al paese
Pasqui Villas Tribbio villa con piscina vista WiFi vicino al paese
Villa
San Giovanni dʼAsso, Italy
0.4k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
New to Booking
$497
Average price / night
Check Availability
Private Villa with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Montalcino
Private Villa with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
0.1k from Bosco della Ragnaia center

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

8 Bedrooms14 Guests
New to Booking
$1281
Average price / night
Check Availability
Pasqui Villas La Consuma villa storica in paese con vista pscina WiFi
Pasqui Villas La Consuma villa storica in paese con vista pscina WiFi
Villa
San Giovanni dʼAsso, Italy
0.5k from Bosco della Ragnaia center

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

8 Bedrooms14 Guests
New to Booking
$976
Average price / night
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Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Beautiful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
0.2k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
New to Booking
$1462
Average price / night
Check Availability
Pasqui Villas La Capanna accogliente casa in paese con vista piscina WiFi
Pasqui Villas La Capanna accogliente casa in paese con vista piscina WiFi
Villa
San Giovanni dʼAsso, Italy
0.6k from Bosco della Ragnaia center

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

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$339
Average price / night
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Pasqui Villas Il Tribbio, San Giovanni d'Asso-Montalcino, 53024, IT
Pasqui Villas Il Tribbio, San Giovanni d'Asso-Montalcino, 53024, IT
Villa
San Giovanni d'Asso-Montalcino, 53024, Italy
0.5k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$924
Average price / night
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Alborata 10, Emma Villas
Alborata 10, Emma Villas
Villa
Montalcino, Italy
0.6k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
5.0

Review score

1 reviews

$637
Average price / night
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 Pasqui Villas Historic Villa La Consuma San Giovanni D'Asso-Italy
Pasqui Villas Historic Villa La Consuma San Giovanni D'Asso-Italy
Villa
SAN GIOVANNI D'ASSO, 53024, Italy
0.5k from Bosco della Ragnaia center

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

8 Bedrooms16 Guests
New to Booking
$853
Average price / night
Check Availability
Casale Le Borghe - Montalcino,Toscana
Casale Le Borghe - Montalcino,Toscana
Villa
San Giovanni dʼAsso, Italy
1.7k from Bosco della Ragnaia center

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

10 Bedrooms23 Guests
8.7

Fabulous

4 reviews

$201
Average price / night
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Villa il Moro
Villa il Moro
Villa
Montalcino, Italy
1.8k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$502
Average price / night
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INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
INDEPENDENT VILLA WITH POOL IN THE HEART OF TUSCANY
Villa
San Giovanni d'Asso, 53020, Italy
0.7k from Bosco della Ragnaia center

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

5 Bedrooms10 Guests
9.8

Exceptional

37 reviews

$596
Average price / night
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Il Poggio
Il Poggio
Villa
Bosco della Ragnaia, Montalcino, Tuscany, Italy
3.3k from Bosco della Ragnaia center

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

6 Bedrooms13 Guests
New to Booking
$706
Average price / night
Check Availability
Stunning private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
Stunning private villa with A/C, WIFI, private pool, TV, patio, panoramic view, close to Montalcino
Villa
San Giovanni D'asso, 53020, Italy
1.0k from Bosco della Ragnaia center

AC, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking

6 Bedrooms12 Guests
New to Booking
$3332
Average price / night
Check Availability
Villa Asciano 20 by Mmega
Villa Asciano 20 by Mmega
Villa
Trequanda, Italy
4.1k from Bosco della Ragnaia center

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

9 Bedrooms20 Guests
New to Booking
$2162
Average price / night
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Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Historic Villa Ferrano has modern amenities, ideal for medium-sized events.
Villa
Toscana, 53020, Italy
1.2k from Bosco della Ragnaia center

AC, Barbecue, Breakfast Included, Crib, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking

23 Bedrooms38 Guests
10.0

Exceptional

1 reviews

$7198
Average price / night
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Villa S.Anna
Villa S.Anna
Villa
Montisi, Italy
4.1k from Bosco della Ragnaia center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$403
Average price / night
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Recently restored Villa in Tuscany, sleeps 12, sw.pool,  gym, big garden.
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Villa
San Giovanni d' Asso, 53024, Italy
1.3k from Bosco della Ragnaia center

AC, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

6 Bedrooms12 Guests
10.0

Exceptional

13 reviews

$2539
Average price / night
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Castelmuzio by PosarelliVillas
Castelmuzio by PosarelliVillas
Villa
Castelmuzio, Italy
4.7k from Bosco della Ragnaia center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$174
Average price / night
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Villa with private pool and panoramic view in beautiful Val d'Orcia
Villa with private pool and panoramic view in beautiful Val d'Orcia
Villa
San Giovanni d'Asso, 53020, Italy
2.1k from Bosco della Ragnaia center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

11 reviews

$401
Average price / night
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Podere La Villa
Podere La Villa
Villa
Vergelle, Italy
5.1k from Bosco della Ragnaia 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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  Montalcino,private villa with pool in Tuscany,stunning wiews!
Montalcino,private villa with pool in Tuscany,stunning wiews!
Villa
Montisi, 53024, Italy
3.3k from Bosco della Ragnaia center

Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

7 Bedrooms15 Guests
9.8

Exceptional

17 reviews

$854
Average price / night
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Villa Asciano 30 by Mmega
Villa Asciano 30 by Mmega
Villa
Montisi, Italy
5.1k from Bosco della Ragnaia center

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

14 Bedrooms30 Guests
New to Booking
$3112
Average price / night
Check Availability
Villa in Montalcino, exclusive for you, stunning view!!!
Villa in Montalcino, exclusive for you, stunning view!!!
Villa
Montalcino, 53024, Italy
3.3k from Bosco della Ragnaia center

Barbecue, Crib, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms11 Guests
10.0

Exceptional

86 reviews

$570
Average price / night
Check Availability
Monterzi 4, Emma Villas
Monterzi 4, Emma Villas
Villa
San Giovanni dʼAsso, Italy
6.0k from Bosco della Ragnaia center

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

2 Bedrooms4 Guests
9.7

Exceptional

3 reviews

$288
Average price / night
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Casal d'Asso In San Giovanni d'asso, Tuscany
Casal d'Asso In San Giovanni d'asso, Tuscany
Villa
San Giovanni d'Asso, 53020, Italy
3.6k from Bosco della Ragnaia center

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

4 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$991
Average price / night
Check Availability
Borgo Belsedere -Perfect for Family-Reunions, Retreats, intimate Weddings & more
Borgo Belsedere -Perfect for Family-Reunions, Retreats, intimate Weddings & more
Villa
Trequanda, 53020, Italy
3.8k from Bosco della Ragnaia center

AC, Balcony, Breakfast Available, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

11 Bedrooms22 Guests
New to Booking
$1670
Average price / night
Check Availability
Montalcino: Private villa in the heart of Tuscany, private pool, A/C
Montalcino: Private villa in the heart of Tuscany, private pool, A/C
Villa
Montisi, 53024, Italy
4.1k from Bosco della Ragnaia center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

60 reviews

$521
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 Bosco della Ragnaia.

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Frequently Asked Questions

You can currently explore 87 verified villa rentals in Bosco della Ragnaia. 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 Bosco della Ragnaia vary depending on the season, location, and amenities. Rates typically start from around $174 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 Bosco della Ragnaia 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 Bosco della Ragnaia.

Yes, Bosco della Ragnaia offers a wide range of villas ideal for group stays. Many properties include 2 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 Bosco della Ragnaia 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 Bosco della Ragnaia often include highly sought-after amenities such as Pool, Internet, and Fireplace/Heating. These features enhance comfort and convenience, making them especially popular among travelers visiting Bosco della Ragnaia.

To discover top-rated villas in Bosco della Ragnaia, 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.