Vacation Rentals with Private Pool in Castiglione d'Orcia, Tuscany: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  Italy

  4.  Tuscany
  5.  Castiglione d'Orcia

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59 Best Vacation Rentals with Private Pool in Castiglione d'Orcia (Starting from $322)

Independent residence with 4 apartaments and pool in val d'Orcia
Independent residence with 4 apartaments and pool in val d'Orcia
Villa
Castiglione d'Orcia, 53023, Italy
0.5k from Castiglione d'Orcia center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Outdoor Space, Pool, TV

6 Bedrooms12 Guests
New to Booking
$691
Average price / night
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Wonderful private villa with WIFI, private pool, A/C and panoramic view, close to Montalcino
Wonderful private villa with WIFI, private pool, A/C and panoramic view, close to Montalcino
Villa
Castiglione D'orcia, 53023, Italy
1.6k from Castiglione d'Orcia center

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

3 Bedrooms8 Guests
9.8

Exceptional

24 reviews

$540
Average price / night
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Casale Santa Francesca
Casale Santa Francesca
Villa
Campiglia d'Orcia, 53023, Italy
2.2k from Castiglione d'Orcia center

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

8 Bedrooms16 Guests
New to Booking
$1072
Average price / night
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Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
Villa
Campiglia D'orcia, 53023, Italy
2.2k from Castiglione d'Orcia center

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

8 Bedrooms16 Guests
10.0

Exceptional

37 reviews

$1453
Average price / night
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Casa Frati by Interhome
Casa Frati by Interhome
House
Castiglione d'Orcia, 53023, Italy
2.7k from Castiglione d'Orcia center

Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

4 Bedrooms10 Guests
9.6

Exceptional

12 reviews

$458
Average price / night
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Villa San Michele - Campiglia D'orcia ,Tuscany
Villa San Michele - Campiglia D'orcia ,Tuscany
Villa
Campiglia d'Orcia, 53023, Italy
2.8k from Castiglione d'Orcia center

AC, Barbecue, Fireplace, Free Parking, Laundry, Microwave, No Smoking, Pool, Washer

3 Bedrooms6 Guests
New to Booking
$445
Average price / night
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Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany
Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany
Villa
Campiglia D'orcia, 53023, Italy
2.9k from Castiglione d'Orcia center

AC, Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

31 reviews

$473
Average price / night
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Agriturismo 'Villa Agriturismo Il Pratone' with Mountain View, Private Pool and Wi-Fi
Agriturismo 'Villa Agriturismo Il Pratone' with Mountain View, Private Pool and Wi-Fi
Villa
Castiglione d'Orcia, 53023, Italy
3.0k from Castiglione d'Orcia center

Barbecue, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$322
Average price / night
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Villa Sarta - Tuscan country villa with private pool
Villa Sarta - Tuscan country villa with private pool
Villa
Pienza, 53023, Italy
3.3k from Castiglione d'Orcia center

Barbecue, Extra Bed, Fireplace, Free Parking, Internet, Kitchen, Laundry, Living Area, No Smoking

6 Bedrooms16 Guests
New to Booking
$658
Average price / night
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WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Villa
CASTIGLIONE D'ORCIA (SI), 53023, Italy
3.5k from Castiglione d'Orcia center

AC, Arcade, Babysitting, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace

4 Bedrooms8 Guests
10.0

Exceptional

50 reviews

$1126
Average price / night
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Villa BelSentiero in the Val d'Orcia with infinity pool. Sleeps 10 in 5 rooms
Villa BelSentiero in the Val d'Orcia with infinity pool. Sleeps 10 in 5 rooms
Villa
Campiglia d'Orcia, 53023, Italy
3.9k from Castiglione d'Orcia center

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

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1088
Average price / night
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Holiday House in Castiglione D'orcia with pool, large Garden and beautiful view
Holiday House in Castiglione D'orcia with pool, large Garden and beautiful view
Villa
castiglione d'orcia, 53023, Italy
4.0k from Castiglione d'Orcia center

Breakfast Available, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms17 Guests
New to Booking
$673
Average price / night
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'...a delicious farmhouse in the countryside where only the wind blows...'
'...a delicious farmhouse in the countryside where only the wind blows...'
Villa
Campiglia d'Orcia, 53023, Italy
4.5k from Castiglione d'Orcia center

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

6 Bedrooms16 Guests
10.0

Exceptional

7 reviews

$1071
Average price / night
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Pet friendly home in Campiglia D'orcia
Pet friendly home in Campiglia D'orcia
House
Campiglia D'orcia, 53023, Italy
4.5k from Castiglione d'Orcia center

Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area, No Smoking, Pool

3 Bedrooms6 Guests
New to Booking
$380
Average price / night
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Villa Gallina Grande Stay
Villa Gallina Grande Stay
Villa
Castiglione D'orcia, 53029, Italy
4.6k from Castiglione d'Orcia center

Fireplace, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space, Patio

6 Bedrooms15 Guests
8.0

Good

1 reviews

$1557
Average price / night
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Amazing home in Castiglione d'Orcia
Amazing home in Castiglione d'Orcia
House
Castiglione d'Orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

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

6 Bedrooms15 Guests
New to Booking
$677
Average price / night
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Villa Castiglione - Farmhouse with private pool
Villa Castiglione - Farmhouse with private pool
Villa
Castiglione D'orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

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

7 Bedrooms16 Guests
10.0

Exceptional

5 reviews

$964
Average price / night
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Casale d'Orcia In Castiglione d'orcia - Tuscany
Casale d'Orcia In Castiglione d'orcia - Tuscany
Villa
Castiglione d'Orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

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

6 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$921
Average price / night
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Sant'Alberto, Castiglione d'Orcia, Siena and Chianti
Sant'Alberto, Castiglione d'Orcia, Siena and Chianti
Villa
Castiglione d'Orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

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

6 Bedrooms12 Guests
New to Booking
$836
Average price / night
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Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Villa
Castiglione d'Orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

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

6 Bedrooms15 Guests
9.8

Exceptional

12 reviews

$654
Average price / night
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WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA
Villa
Toscana, 53023, Italy
4.7k from Castiglione d'Orcia center

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

7 Bedrooms14 Guests
10.0

Exceptional

37 reviews

$1140
Average price / night
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Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Villa Pernice: An elegant and welcoming two-story villa surrounded by the greenery, with Free WI-FI.
Villa
Castiglione D'orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio

6 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$1375
Average price / night
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Villa Castiglione - Castiglione D'orcia ,Tuscany
Villa Castiglione - Castiglione D'orcia ,Tuscany
Villa
Castiglione d'Orcia, 53023, Italy
4.7k from Castiglione d'Orcia center

Barbecue, Fireplace, Free Parking, Internet, Kitchen, Laundry, Microwave, Pool, Toys

6 Bedrooms16 Guests
New to Booking
$758
Average price / night
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Podere Vignalunga is 48 hectares property with 2 main villas plus 2 annex
Podere Vignalunga is 48 hectares property with 2 main villas plus 2 annex
House
Castiglione d'Orcia, 53023, Italy
4.8k from Castiglione d'Orcia center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Hot Tub

11 Bedrooms22 Guests
New to Booking
$7064
Average price / night
Check Availability
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
Beautiful private villa with WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
Villa
Castiglione D'orcia, 53023, Italy
4.9k from Castiglione d'Orcia center

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

7 Bedrooms16 Guests
New to Booking
$926
Average price / night
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Agriturismo Bellavista, Private Pool, Val D'Orcia
Agriturismo Bellavista, Private Pool, Val D'Orcia
Villa
Seggiano, 58038, Italy
6.3k from Castiglione d'Orcia center

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

9 Bedrooms18 Guests
New to Booking
$574
Average price / night
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Beautiful private villa for 18 people with WIFI, private pool, A/C and patio, close to Montalcino
Beautiful private villa for 18 people with WIFI, private pool, A/C and patio, close to Montalcino
Villa
Seggiano, 58038, Italy
6.5k from Castiglione d'Orcia center

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

9 Bedrooms18 Guests
New to Booking
$654
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 Private Pool in Castiglione d'Orcia.

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Castiglione d'Orcia Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 59 verified vacation rentals with a private pool in Castiglione d'Orcia. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Castiglione d'Orcia vary depending on the property size, location, and travel season. Rates typically start from around $322 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Castiglione d'Orcia also welcome pets. Currently, 32 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Castiglione d'Orcia often include additional features such as Kitchen, Fireplace/Heating, and Pool. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Castiglione d'Orcia include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.