Best Vacation Homes in Castiglione d'Orcia
Villa
10.0(56 Reviews)
4 Bedrooms
6 Baths
8 Guests
5382 ft²
Private Pool
Hot Tub
Breakfast
Parking
AU $982/Night
7 Nights - AU $6,874
House
10.0(21 Reviews)
1 Bedroom
1 Bath
4 Guests
430.56 ft²
Oceanfront- Breakfast
- Parking
Ocean View
AU $170/Night
7 Nights - AU $1,190
House
9.6(9 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
Pool
Balcony/Terrace
AU $344/Night
7 Nights - AU $2,411
Villa
10.0(38 Reviews)
7 Bedrooms
6 Baths
14 Guests
5382 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
AU $1,302/Night
7 Nights - AU $9,116
House
10.0(21 Reviews)
2 Bedrooms
1 Bath
6 Guests
775 ft²
- Parking
- Balcony/Terrace
Internet
Child Friendly
AU $155/Night
7 Nights - AU $1,083
Villa
10.0(37 Reviews)
8 Bedrooms
7 Baths
16 Guests
3767 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $941/Night
7 Nights - AU $6,584
Villa
10.0(33 Reviews)
3 Bedrooms
4 Baths
6 Guests
1938 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $599/Night
7 Nights - AU $4,191
Apartment
10.0(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
861 ft²
- Parking
- Balcony/Terrace
Kitchen- Internet
AU $204/Night
7 Nights - AU $1,430
Castiglione d'Orcia Luxury Rentals
House
11 Bedrooms
11 Baths
22 Guests
8611 ft²
- Private Pool
- Hot Tub
- Breakfast
- Parking
AU $10,881/Night
7 Nights - AU $76,168
Villa
10.0(2 Reviews)
4 Bedrooms
5 Baths
8 Guests
4305.56 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $2,515/Night
7 Nights - AU $17,608
House
10.0(1 Review)
2 Bedrooms
3 Baths
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $2,400/Night
7 Nights - AU $16,802
Villa
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
3767 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $2,153/Night
7 Nights - AU $15,072
House
10.0(1 Review)
4 Bedrooms
5 Baths
10 Guests
2153 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
AU $1,069/Night
7 Nights - AU $7,480
Villa
6 Bedrooms
5 Baths
12 Guests
3229 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $978/Night
7 Nights - AU $6,844
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
3014 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $968/Night
7 Nights - AU $6,776
Villa
8 Bedrooms
7 Baths
16 Guests
3767 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $949/Night
7 Nights - AU $6,645
Castiglione d'Orcia Pet Friendly Vacation Rentals
Villa
10.0(11 Reviews)
7 Bedrooms
8 Baths
14 Guests
5382 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $888/Night
7 Nights - AU $6,215
House
10.0(1 Review)
1 Bedroom
4 Baths
8 Guests
1937.5 ft²
- Breakfast
- Parking
View- Internet
AU $583/Night
7 Nights - AU $4,079
Apartment
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Internet
AU $282/Night
7 Nights - AU $1,977
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
754 ft²
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
AU $859/Night
7 Nights - AU $6,012
New
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
1399.31 ft²
- View
- Internet
Pet Friendly- Child Friendly
AU $171/Night
7 Nights - AU $1,197
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
484 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $457/Night
7 Nights - AU $3,202
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
AU $204/Night
7 Nights - AU $1,427
House
10.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
1044 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $393/Night
7 Nights - AU $2,754
Castiglione d'Orcia Large Vacation Homes
Villa
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $292/Night
7 Nights - AU $2,044
Apartment
9.8(155 Reviews)
5 Bedrooms
3 Baths
10 Guests
681.71 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $139/Night
7 Nights - AU $976
House
9.6(12 Reviews)
4 Bedrooms
4 Baths
10 Guests
2583 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $514/Night
7 Nights - AU $3,596
Apartment
9.7(123 Reviews)
8 Bedrooms
8 Baths
18 Guests
730.15 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $275/Night
7 Nights - AU $1,928
Villa
9.6(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1076 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $539/Night
7 Nights - AU $3,773
Villa
6 Bedrooms
5 Baths
16 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $926/Night
7 Nights - AU $6,480
Villa
3 Bedrooms
4 Baths
6 Guests
1938 ft²
- Private Pool
- Parking
- Pool
- Kitchen
AU $577/Night
7 Nights - AU $4,042
Villa
2 Bedrooms
2 Baths
4 Guests
861 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $372/Night
7 Nights - AU $2,606
Why Choose Rent By Owner for your Castiglione d'Orcia Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Castiglione d'Orcia
When should you plan your Vacation Rentals stay?
To make the most of your stay here, consider planning your vacation during the region's ideal seasons when the weather is delightful and the scenery is at its best for exploring local charm.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, the weather in the region becomes warm and inviting, making it ideal for exploring outdoor attractions and enjoying local cuisine.
Average Temperature Daytime: 22-28°C - Nighttime: 12-16°C
Early Fall (September to October)
This period offers pleasant temperatures and fewer tourists, providing a peaceful setting to experience the area's natural beauty and historic charm.
Average Temperature Daytime: 20-26°C - Nighttime: 11-15°C
Off-Season Highlights
Winter (December to February)
Visit during the colder months for a quieter getaway, when the landscape takes on a serene winter ambiance and accommodation rates tend to be more affordable.
Average Temperature Daytime: 8-14°C - Nighttime: 0-4°C
Late Fall (November)
This season sees fewer visitors, offering a tranquil experience amidst autumnal scenery and a cozy atmosphere perfect for relaxing in your vacation rental.
Average Temperature Daytime: 12-18°C - Nighttime: 5-9°C
Weekly Weather Forecast for Castiglione d'Orcia
How to Book Your Castiglione d'Orcia Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax amidst the scenic countryside.
- Make use of spacious terraces or patios ideal for alfresco dining and social gatherings.
- Take advantage of lush gardens or landscaped grounds that surround your accommodation.
- Utilize outdoor grilling facilities to prepare authentic Tuscan cuisine outdoors.
- Relax in shaded seating areas designed for unwinding after days of exploring the region.
- Benefit from panoramic views of rolling hills and vineyards from outdoor vantage points.
- Engage in outdoor activities like hiking or cycling with direct access to scenic trails nearby.
Top Attractions Around Castiglione d'Orcia
What attractions are nearby?
Here, you can enjoy exploring scenic hiking trails, indulging in local culinary delights, and discovering charming historical sites that beautifully showcase the region’s rich heritage.
Family Activities
- Exploring the Val d'Orcia Scenic Trails: Embark on family-friendly walks through the picturesque landscapes that surround this destination, offering stunning views and a chance to connect with nature.
- Visiting Sacred Art at Nearby Churches: Discover historic churches in the area that feature beautiful religious art and architecture, providing an educational experience for children and adults alike.
- Participating in Local Festivals and Events: When visiting here, enjoy traditional Tuscan festivals that often include lively music, crafts, and local cuisine, perfect for family enjoyment.
- Discovering Rural Farm Experiences: Engage with farm activities in the region, such as fruit picking or cheese tasting, which are enjoyable and educational adventures for the whole family.
Adult Activities
- Explore Val d'Orcia's Scenic Trails: Embark on scenic hikes through the rolling hills and picturesque landscapes that define this region, offering breathtaking views perfect for outdoor enthusiasts.
- Visit Local Wineries: Tour the renowned vineyards and enjoy wine tastings that showcase the area's rich viticultural heritage in a relaxed, authentic setting.
- Discover Artistic Heritage: Immerse yourself in the region’s artistic traditions by exploring local galleries and historic sites that highlight its cultural significance.
- Indulge in Tuscan Cuisine: Savor authentic regional dishes at charming trattorias, experiencing the flavors that make this destination a culinary delight for food lovers.
Other Places to Stay in Castiglione d'Orcia
Val d'Orcia
Rocca d'Orcia
Fortress of Tentennano
Campiglia d'Orcia
Monte Amiata
Baths of San Filippo
Bagni San Filippo
Vivo dʼOrcia
Castiglione d'Orcia Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local cuisine: Take the time to enjoy authentic Tuscan dishes in nearby eateries, immersing yourself in the region’s flavorful culinary traditions.
- Visit hidden scenic spots: Discover lesser-known viewpoints and quiet countryside paths that offer breathtaking views of the surrounding landscapes.
- Embrace outdoor activities: Make the most of the area's natural beauty by engaging in hiking or cycling through picturesque trails near your vacation rental.
- Connect with local culture: Attend regional festivals or markets to experience the genuine charm and heritage of this destination firsthand.
Transportation Options
- Car Rentals: Renting a car offers the flexibility to explore this scenic region at your own pace, especially when staying in local vacation rentals near rural and historic sites.
- Regional Trains: The train services connect nearby towns and cities, making it convenient to access this area without relying on long drives from larger transportation hubs.
- Bus Services: Local bus routes provide affordable and reliable options for traveling between key points within the destination and surrounding areas.
- Private Transfers and Taxis: For added convenience, private transfer services ensure seamless travel from major airports directly to your Tuscany vacation rental here.
Local Customs Options
- Traditional Festivals: Participating in local festivals allows you to experience authentic Tuscan culture, where community bonds are celebrated through vibrant processions and folk traditions.
- Gastronomic Customs: Savor the region's culinary heritage by enjoying locally prepared dishes and wines, which reflect generations of Tuscan culinary craftsmanship.
- Respect for Heritage: When visiting historical sites and landmarks, observe customs that honor the area's rich past, ensuring your presence contributes positively to preserving its cultural significance.
- Greetings and Hospitality: Engage with residents using traditional greetings and courteous gestures that highlight the warm and welcoming spirit characteristic of this destination.
Frequently Asked Questions About Castiglione d'Orcia?
1. What are the top vacation rentals in Castiglione d'Orcia?
There are a lot of options in Castiglione d'Orcia. If you plan on staying in the Castiglione d'Orcia area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Castiglione d'Orcia:
- Wp Relais Villa Vignalunga
- WPRELAIS BORGO VIGNALUNGA
- Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany
- Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany
- Casa Letizia nel parco della Val d'Orcia vicino a Terme e M. Amiata
- Podere Travagliola
- Terme house
- BBBagni
- Stunning private villa with private pool, WIFI, A/C, TV, patio, panoramic view, close to Montalcino
- Farmhouse with pool, views
2. How many vacation rentals have private pools in Castiglione d'Orcia?
There are 6 vacation rentals with private pools near Castiglione d'Orcia. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Castiglione d'Orcia are best for families?
If you are looking for a family-friendly vacation home in Castiglione d'Orcia, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Castiglione d'Orcia:
4. How many Rentbyowner vacation rentals are available in Castiglione d'Orcia?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 258 in the Castiglione d'Orcia area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Castiglione d'Orcia.
5. What is the cancellation policy for a vacation rental in this region?
The cancellation policy varies by property. Please review the specific listing details or contact the owner directly to understand the terms and any applicable fees for cancellations.
6. How do I confirm my booking at a rental here?
Booking confirmation is typically sent after completing the reservation process online. For additional assistance or special requests, reach out to the property owner directly through the booking platform.
7. Are pets allowed in the vacation rentals around here?
Pet policies differ among properties. Check each listing's pet policy details or contact the owner to verify if bringing your pet is permitted during your stay.
8. What amenities can I expect in a typical rental in this destination?
Amenities vary depending on the property, but most rentals in the area offer essentials like Wi-Fi, heating, and kitchen facilities. Review each listing carefully to ensure it meets your needs.
9. Is there a minimum stay requirement for bookings in this region?
Minimum stay requirements are set by individual hosts. Details are listed per property—please review them or contact the owner for clarification before making a reservation.
Castiglione d'Orcia Top Rated Vacation Rentals
Other
10.0(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
1076 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $747/Night
7 Nights - AU $5,230
House
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $267/Night
7 Nights - AU $1,869
House
9.7(220 Reviews)
4 Bedrooms
4 Baths
8 Guests
430.56 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $172/Night
7 Nights - AU $1,207
House
9.6(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $428/Night
7 Nights - AU $2,997
House
9.5(156 Reviews)
6 Bedrooms
4 Baths
20 Guests
699.65 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $84/Night
7 Nights - AU $591
House
9.5(61 Reviews)
3 Bedrooms
1 Bath
3 Guests
645.83 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $157/Night
7 Nights - AU $1,096
House
9.5(53 Reviews)
8 Bedrooms
9 Baths
18 Guests
3229.17 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $116/Night
7 Nights - AU $815
House
9.5(34 Reviews)
2 Bedrooms
1 Bath
5 Guests
699.65 ft²
- Parking
- Pool
Skiing- Balcony/Terrace
AU $198/Night
7 Nights - AU $1,386
