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

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Tuscany
  5.  Montalcino
  6.  Bosco della Ragnaia

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226 Best Vacation Rentals with Pool in Bosco della Ragnaia (Starting from $120)

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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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
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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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
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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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
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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:  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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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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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 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 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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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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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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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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Podere Ferranino at Ville Ferrano
Podere Ferranino at Ville Ferrano
Apartment
San Giovanni dʼAsso, Italy
1.1k from Bosco della Ragnaia center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

13 Bedrooms35 Guests
9.1

Superb

43 reviews

$254
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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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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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
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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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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
PassionToscane
PassionToscane
House
San Giovanni dʼAsso, Italy
2.1k from Bosco della Ragnaia center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$682
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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Casa Bella Vista Podere Ampella Breathtaking Views
Casa Bella Vista Podere Ampella Breathtaking Views
House
Montalcino, Italy
2.1k from Bosco della Ragnaia center

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

2 Bedrooms6 Guests
New to Booking
$240
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 with Pool in Bosco della Ragnaia.

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Bosco della Ragnaia Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 226 verified vacation rentals with a pool in Bosco della Ragnaia. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Bosco della Ragnaia vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $120 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Bosco della Ragnaia offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Bosco della Ragnaia welcome pets. Currently, 51 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Bosco della Ragnaia often include additional outdoor features such as Pool, Fireplace/Heating, and Child Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Bosco della Ragnaia offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.