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

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  3.  Italy
  4.  Tuscany
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  6.  Bosco della Ragnaia

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419 Best Vacation Rentals in Bosco della Ragnaia (Starting from $79)

Il Borghetto - Oliviera loft
Il Borghetto - Oliviera loft
Apartment
San Giovanni dʼAsso, Italy
0.4k from Bosco della Ragnaia center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
7.0

Good

2 reviews

$142
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
Il Borghetto - Oliviera Townhouse
Il Borghetto - Oliviera Townhouse
Apartment
San Giovanni dʼAsso, Italy
0.4k from Bosco della Ragnaia center

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

2 Bedrooms3 Guests
9.7

Exceptional

3 reviews

$142
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 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
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Apartment in a medieval village
Apartment in a medieval village
House
San Giovanni d'Asso, 53020, Italy
0.3k from Bosco della Ragnaia center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom3 Guests
9.0

Fabulous

10 reviews

$79
Average price / night
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Ca' Montalcino
Ca' Montalcino
Apartment
San Giovanni dʼAsso, Italy
0.5k from Bosco della Ragnaia center

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

1 Bedroom3 Guests
8.4

Very Good

18 reviews

$79
Average price / night
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Villa \"Casa Luisa\"\nvery welcoming apartment, pets are allowed
Villa \"Casa Luisa\"\nvery welcoming apartment, pets are allowed
Apartment
San Giovanni d'Asso, 53020, Italy
0.5k from Bosco della Ragnaia center

Balcony, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$123
Average price / night
Check Availability
VAL D'ORCIA DELUXE 1 ELEGANTE CASA immersa nel verde con WiFi, giardino e parcheggio
VAL D'ORCIA DELUXE 1 ELEGANTE CASA immersa nel verde con WiFi, giardino e parcheggio
Apartment
San Giovanni dʼAsso, Italy
0.5k from Bosco della Ragnaia center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.3

Superb

36 reviews

$160
Average price / night
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Pasqui Villas:  Capanna ,country chic house in a village: garden,pool,view,WIFi
Pasqui Villas: Capanna ,country chic house in a village: garden,pool,view,WIFi
House
San Giovanni d'Asso, 53024, Italy
0.5k from Bosco della Ragnaia center

AC, Balcony, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$381
Average price / night
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VAL D'ORCIA DELUXE 2, RAFFINATA CASA immersa nel verde con WiFi, giardino e parcheggio
VAL D'ORCIA DELUXE 2, RAFFINATA CASA immersa nel verde con WiFi, giardino e parcheggio
Apartment
Montalcino, Italy
0.5k from Bosco della Ragnaia center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom9 Guests
8.9

Fabulous

34 reviews

$137
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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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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 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
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VAL D'ORCIA DELUXE 3 incantevole casa con vista sulle colline, WiFi e parcheggio
VAL D'ORCIA DELUXE 3 incantevole casa con vista sulle colline, WiFi e parcheggio
House
San Giovanni dʼAsso, Italy
0.6k from Bosco della Ragnaia center

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

4 Bedrooms7 Guests
9.7

Exceptional

22 reviews

$181
Average price / night
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Alborata 10, Emma Villas
Alborata 10, Emma Villas
Villa
San Giovanni d'Asso, 53020, Italy
0.6k from Bosco della Ragnaia center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$1313
Average price / night
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Cottage Casa Luisa
Cottage Casa Luisa
Apartment
Montalcino, Italy
0.6k from Bosco della Ragnaia center

Apartments, Cheap, Accommodations, Parking, Cottages, Pet-friendly, Lodgings, Places to stay, Family

4 Bedrooms9 Guests
9.5

Superb

4 reviews

$120
Average price / night
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Apartment 'Cottage Casa Luisa' with Private Pool, Shared Terrace and Wi-Fi
Apartment 'Cottage Casa Luisa' with Private Pool, Shared Terrace and Wi-Fi
Apartment
Montalcino, 53024, Italy
0.7k from Bosco della Ragnaia center

Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$150
Average price / night
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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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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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Wonderful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
Wonderful private villa with A/C, private pool, WIFI, TV, patio, panoramic view, close to Montalcino
House
San Giovanni D'asso, 53024, Italy
1.0k from Bosco della Ragnaia center

AC, Barbecue, Crib, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$635
Average price / night
Check Availability
Agriturismo Sant'Agostino
Agriturismo Sant'Agostino
House
San Giovanni dʼAsso, Italy
0.7k from Bosco della Ragnaia center

Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

7 Bedrooms14 Guests
8.2

Very Good

56 reviews

$123
Average price / night
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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
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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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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Montalcino Villa - Breathtaking Views of the Val d'Orcia
Montalcino Villa - Breathtaking Views of the Val d'Orcia
Apartment
Montalcino, 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

48 reviews

$417
Average price / night
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Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
House
San Giovanni d' Asso, 53020, Italy
2.1k from Bosco della Ragnaia center

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

3 Bedrooms6 Guests
10.0

Exceptional

10 reviews

$333
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 Vacation Rentals in Bosco della Ragnaia.

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Frequently Asked Questions

You can explore 419 verified vacation rentals in Bosco della Ragnaia. 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 Bosco della Ragnaia vary depending on the season, property size, and location. Rates typically start from around $79 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 Bosco della Ragnaia 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 Bosco della Ragnaia welcome pets. Currently, 50 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 Bosco della Ragnaia often include amenities such as Internet, Fireplace/Heating, and Child Friendly. 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.