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

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  3.  Italy
  4.  Tuscany
  5.  Castiglione d'Orcia

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442 Best Vacation Rentals in Castiglione d'Orcia (Starting from $76)

Santa Margherita
Santa Margherita
House
Castiglione d'Orcia, Tuscany, Italy
0.3k from Castiglione d'Orcia center

Kitchen, Oceanfront, View, Balcony/Terrace, Laundry, Tv, Guest Services

2 Bedrooms6 Guests
9.3

Superb

15 reviews

$86
Average price / night
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Apartment 'Rosso - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment 'Rosso - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment
Castiglione dʼOrcia, 53023, Italy
0.2k from Castiglione d'Orcia center

Barbecue, Breakfast Available, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$141
Average price / night
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Agriturismo Il Pozzo
Agriturismo Il Pozzo
Apartment
Castiglione dʼOrcia, Italy
0.3k from Castiglione d'Orcia center

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

2 Bedrooms5 Guests
9.7

Exceptional

119 reviews

$101
Average price / night
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Apartment 'Giallo - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment 'Giallo - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment
Castiglione dʼOrcia, 53023, Italy
0.3k from Castiglione d'Orcia center

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

1 Bedroom4 Guests
New to Booking
$103
Average price / night
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La Valle Del Sole - Val D'Orcia
La Valle Del Sole - Val D'Orcia
House
Castiglione dʼOrcia, Italy
0.5k from Castiglione d'Orcia center

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

4 Bedrooms24 Guests
9.0

Fabulous

1 reviews

$76
Average price / night
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Apartment 'Azzurro La Valle Del Sole' with Mountain View and Wi-Fi
Apartment 'Azzurro La Valle Del Sole' with Mountain View and Wi-Fi
Apartment
Castiglione dʼOrcia, 53023, Italy
0.5k from Castiglione d'Orcia center

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

1 Bedroom4 Guests
New to Booking
$142
Average price / night
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Appartamento Gemma Bianca-tavoleto
Appartamento Gemma Bianca-tavoleto
Apartment
Castiglione dʼOrcia, Italy
1.6k from Castiglione d'Orcia center

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

2 Bedrooms5 Guests
8.2

Very Good

13 reviews

$118
Average price / night
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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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Appartamento Gemma Verde-tavoleto
Appartamento Gemma Verde-tavoleto
Apartment
Castiglione dʼOrcia, Italy
1.6k from Castiglione d'Orcia center

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

2 Bedrooms7 Guests
8.6

Fabulous

11 reviews

$188
Average price / night
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Apartment 'Verde - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment 'Verde - La Valle Del Sole' with Mountain View and Wi-Fi
Apartment
Castiglione dʼOrcia, 53023, Italy
0.8k from Castiglione d'Orcia center

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

2 Bedrooms6 Guests
New to Booking
$141
Average price / night
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Casale Santa Francesca by PosarelliVillas
Casale Santa Francesca by PosarelliVillas
Villa
Campiglia dʼOrcia, Italy
2.2k from Castiglione d'Orcia center

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

8 Bedrooms16 Guests
9.0

Fabulous

1 reviews

$184
Average price / night
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Apartment \"Gemma Verde-Tavoleto\" with Mountain View, Garden & Wi-Fi
Apartment \"Gemma Verde-Tavoleto\" with Mountain View, Garden & Wi-Fi
Apartment
Castiglione d'orcia, 53023, Italy
1.4k from Castiglione d'Orcia center

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

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$165
Average price / night
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Poggio Bicchieri
Poggio Bicchieri
House
Campiglia dʼOrcia, Italy
2.5k from Castiglione d'Orcia center

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

2 Bedrooms7 Guests
9.2

Superb

7 reviews

$80
Average price / night
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Apartment \"Gemma Bianca-Tavoleto\" with Mountain View, Garden & Wi-Fi
Apartment \"Gemma Bianca-Tavoleto\" with Mountain View, Garden & Wi-Fi
Apartment
Castiglione d'orcia, 53023, Italy
1.4k from Castiglione d'Orcia center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$142
Average price / night
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Podere Travagliola
Podere Travagliola
House
Castiglione d'Orcia, Tuscany, Italy
2.5k from Castiglione d'Orcia center

Oceanfront, Air Conditioner, View, Smoking, Sports/Activities, Balcony/Terrace, Guest Services

1 Bedroom4 Guests
9.5

Superb

8 reviews

$142
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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Villa Casa Frati by Interhome
Villa Casa Frati by Interhome
Villa
Castiglione dʼOrcia, Italy
2.7k from Castiglione d'Orcia center

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

4 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$188
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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Terre di GIORGIO Agriturismo Villa la Palazzetta
Terre di GIORGIO Agriturismo Villa la Palazzetta
House
Castiglione dʼOrcia, Italy
2.8k from Castiglione d'Orcia center

Cheap, Accommodations, Pools, Farm stays, Parking, Cottages, Pet-friendly, Lodgings, Vacation rentals

8 Bedrooms10 Guests
9.1

Superb

329 reviews

$157
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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Agriturismo Podere Casella
Agriturismo Podere Casella
House
Castiglione d'Orcia, Tuscany, Italy
2.8k from Castiglione d'Orcia center

View, Internet, Pet Friendly, Security/Safety, Parking, Child Friendly

2 Bedrooms4 Guests
8.8

Fabulous

107 reviews

$106
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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Haus Claudia mit schönem Garten by Interhome
Haus Claudia mit schönem Garten by Interhome
Apartment
Castiglione d'Orcia, 53023, Italy
3.1k from Castiglione d'Orcia center

Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Washer

2 Bedrooms4 Guests
New to Booking
$142
Average price / night
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Casa Letizia mit toller Aussicht by Interhome
Casa Letizia mit toller Aussicht by Interhome
Apartment
Castiglione d'Orcia, 53023, Italy
3.1k from Castiglione d'Orcia center

Balcony, Barbecue, Fireplace, Free Parking, Heater, Kitchen, No Smoking, Outdoor Space, Washer

2 Bedrooms4 Guests
New to Booking
$141
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 Castiglione d'Orcia.

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Frequently Asked Questions

You can explore 442 verified vacation rentals in Castiglione d'Orcia. 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 Castiglione d'Orcia vary depending on the season, property size, and location. Rates typically start from around $76 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 Castiglione d'Orcia 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 Castiglione d'Orcia welcome pets. Currently, 73 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 Castiglione d'Orcia often include amenities such as Pet Friendly, Fireplace/Heating, and Kitchen. 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.