Best Vacation Homes in Castiglion Fiorentino
Villa
10.0(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
969 ft²
Private Pool
Parking
Pool
Balcony/Terrace
AU $557/Night
7 Nights - AU $3,902
House
10.0(20 Reviews)
6 Bedrooms
6 Baths
13 Guests
986.69 ft²
Oceanfront- Parking
- Pool
Ocean View
AU $166/Night
7 Nights - AU $1,163
Bed & Breakfast
10.0(9 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
Air Conditioner
AU $143/Night
7 Nights - AU $1,003
House
10.0(12 Reviews)
1 Bedroom
2 Baths
6 Guests
1292 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $221/Night
7 Nights - AU $1,547
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
1291.67 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $503/Night
7 Nights - AU $3,521
Villa
10.0(5 Reviews)
4 Bedrooms
4 Baths
12 Guests
3229 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $1,267/Night
7 Nights - AU $8,869
Villa
10.0(5 Reviews)
7 Bedrooms
7 Baths
14 Guests
3875 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $861/Night
7 Nights - AU $6,029
House
10.0(3 Reviews)
7 Bedrooms
7 Baths
14 Guests
2691 ft²
- Private Pool
Hot Tub- Parking
- Pool
AU $714/Night
7 Nights - AU $4,994
Castiglion Fiorentino Luxury Rentals
Villa
7 Bedrooms
7 Baths
14 Guests
2798.62 ft²
- Parking
- Pool
- Balcony/Terrace
View
AU $2,298/Night
7 Nights - AU $16,089
Apartment
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Breakfast
- Parking
- Pool
AU $1,760/Night
7 Nights - AU $12,322
Villa
7 Bedrooms
5 Baths
11 Guests
3229.17 ft²
- Parking
- Pool
- Air Conditioner
Internet
AU $1,736/Night
7 Nights - AU $12,154
Villa
9 Bedrooms
10 Baths
21 Guests
11302 ft²
- Private Pool
- Breakfast
- Parking
- Pool
AU $1,607/Night
7 Nights - AU $11,252
Villa
7 Bedrooms
7 Baths
14 Guests
2799 ft²
- Private Pool
- Pool
- Balcony/Terrace
Kitchen
AU $1,585/Night
7 Nights - AU $11,092
Apartment
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
AU $1,497/Night
7 Nights - AU $10,476
Villa
6 Bedrooms
6 Baths
12 Guests
1561 ft²
- Private Pool
- Parking
- Pool
Spa
AU $1,476/Night
7 Nights - AU $10,335
Villa
6 Bedrooms
4 Baths
10 Guests
2153 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $1,463/Night
7 Nights - AU $10,244
Castiglion Fiorentino Pet Friendly Vacation Rentals
Apartment
10.0(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
700 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $238/Night
7 Nights - AU $1,664
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
914.93 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
AU $633/Night
7 Nights - AU $4,433
Villa
8.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $336/Night
7 Nights - AU $2,351
Villa
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $522/Night
7 Nights - AU $3,652
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
344.44 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $101/Night
7 Nights - AU $704
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
2153 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $236/Night
7 Nights - AU $1,649
Villa
10.0(1 Review)
5 Bedrooms
7 Baths
10 Guests
3660 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,058/Night
7 Nights - AU $7,403
Villa
Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of
10.0(1 Review)
7 Bedrooms
7 Baths
14 Guests
3875 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $850/Night
7 Nights - AU $5,948
Castiglion Fiorentino Large Vacation Homes
Villa
10.0(1 Review)
6 Bedrooms
4 Baths
11 Guests
3229 ft²
- Private Pool
- Breakfast
- Parking
- Pool
AU $1,058/Night
7 Nights - AU $7,406
Villa
10.0(1 Review)
3 Bedrooms
5 Baths
6 Guests
1722.23 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $596/Night
7 Nights - AU $4,171
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
1830 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $976/Night
7 Nights - AU $6,830
Villa
10.0(1 Review)
7 Bedrooms
7 Baths
14 Guests
3875.01 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $500/Night
7 Nights - AU $3,501
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
1830 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $829/Night
7 Nights - AU $5,801
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
9 Guests
1615 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $586/Night
7 Nights - AU $4,100
Villa
10.0(1 Review)
6 Bedrooms
5 Baths
12 Guests
2691 ft²
- Private Pool
- Breakfast
- Parking
- Pool
AU $562/Night
7 Nights - AU $3,932
Villa
9.8(13 Reviews)
1 Bedroom
1 Bath
4 Guests
592 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $280/Night
7 Nights - AU $1,963
Why Choose Rent By Owner for your Castiglion Fiorentino 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 Castiglion Fiorentino
When should you plan your Vacation Rentals stay?
Timing your visit to this charming destination can greatly enhance your experience, so consider the region’s seasonal patterns to find the ideal moment for a memorable stay in Castiglion Fiorentino and its surroundings.
Peak Season Highlights
Late Spring to Early Summer (May - June)
This is when the region experiences warm and pleasant weather, making it ideal for exploring outdoor attractions and enjoying local festivals.
Average Temperature Daytime: 22-28°C - Nighttime: 12-16°C
Early Fall (September - October)
During this period, you can enjoy the harvest season, clear skies, and comfortable temperatures without the summer crowds.
Average Temperature Daytime: 20-25°C - Nighttime: 10-14°C
Off-Season Highlights
Winter (December - February)
This is the quietest time here, with cooler temperatures and fewer visitors, offering a peaceful retreat in cozy accommodations.
Average Temperature Daytime: 5-10°C - Nighttime: 0-4°C
Late Fall to Early Winter (November - December)
As the weather cools, visitors tend to decrease, providing a tranquil atmosphere perfect for leisurely exploration and enjoying local culture.
Average Temperature Daytime: 8-14°C - Nighttime: 3-7°C
Weekly Weather Forecast for Castiglion Fiorentino
How to Book Your Castiglion Fiorentino 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 patio or terrace ideal for relaxing and dining al fresco amidst the charming landscape.
- Make the most of a lush garden or landscaped yard that enhances your outdoor experience in this scenic region.
- Take advantage of a refreshing swimming pool, perfect for cooling off after exploring the area's historic towns.
- Benefit from well-maintained outdoor seating areas designed for gatherings and enjoying the peaceful surroundings.
- Utilize barbecue facilities to host cookouts while soaking up the beautiful views typical of this destination.
- Relax in shaded pergolas or gazebo structures that provide comfort during warm days in the region.
- Access extensive grounds suitable for outdoor activities such as walking, jogging, or simply taking in the natural beauty here.
Top Attractions Around Castiglion Fiorentino
What attractions are nearby?
During your stay, you can explore authentic Tuscan cuisine at local trattorias, enjoy scenic walks through charming streets, and visit nearby historic sites that showcase the rich cultural heritage of this beautiful region.
Family Activities
- Historical Walking Tour: Explore the charming streets and medieval architecture of the area on a family-friendly guided walk that brings its rich history to life.
- Local Artisanal Workshops: Participate in hands-on activities such as pottery or painting classes, offering a fun way for your family to engage with local traditions.
- Community Festivals: Enjoy vibrant festivals and events that showcase regional culture, music, and cuisine, creating memorable experiences for all ages.
- Nature Excursions: Discover scenic trails and outdoor spaces nearby, perfect for family hikes and picnics amidst Tuscany’s picturesque landscapes.
Adult Activities
- Wine Tasting Tours: Discover the region’s renowned Tuscan wines through guided tastings that highlight local vineyards and traditional production methods.
- Historical Walks: Explore the charming streets and admire medieval architecture as you learn about the area's rich history on guided walking tours.
- Cultural Art Experiences: Engage with authentic Tuscan art galleries and workshops that showcase the region's artistic heritage and craftsmanship.
- Cooking Classes: Participate in culinary workshops where you can master traditional Tuscan recipes and enjoy delicious homemade meals in this destination’s welcoming atmosphere.
Other Places to Stay in Castiglion Fiorentino
Ristonchia
Montecchio
Poggiolo
Pievuccia
Pergognano
Orzale
Casa del Re
Podere Viti
La Strada-Santa Cristina
Castroncello
Polvano
Brolio
Castiglion Fiorentino Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local cuisine: Make sure to dine at authentic eateries to enjoy traditional Tuscan flavors unique to this destination.
- Visit nearby historic sites: Take advantage of the region’s rich history by exploring charming landmarks and architectural treasures close to your vacation rental.
- Immerse yourself in the countryside: Spend time wandering through the rolling hills and scenic vineyards that define this area’s picturesque landscape.
- Attend local markets: Experience the vibrant atmosphere by browsing markets for fresh produce, handcrafted goods, and regional specialties.
Transportation Options
- Train Services: You can easily access regional train connections from the local station, making it convenient to explore Tuscany and beyond.
- Bus Transportation: Regular bus routes connect this destination with nearby towns and cities, providing an affordable and flexible travel option within the region.
- Car Rental: Renting a car here offers the freedom to discover Tuscany’s scenic landscapes and charming villages at your own pace.
- Taxi Services: Reliable taxi options are available for quick trips within the area or to nearby transportation hubs, ensuring seamless travel throughout your stay.
Local Customs Options
- Local Festivals: Celebrating traditional festivals with processions and local cuisine, this area offers an authentic Tuscany experience for visitors seeking cultural immersion.
- Religious Traditions: Participating in religious events and observing customs such as processions and saint feast days provide insight into the region’s spiritual heritage.
- Handicraft Customs: Visiting markets and workshops reveals the region's dedication to traditional crafts like ceramics and embroidery, reflecting its artisanal history.
- Gastronomic Etiquette: Embracing local dining customs, including shared meals and regional specialties, allows you to truly experience Tuscan culinary traditions during your stay.
Frequently Asked Questions About Castiglion Fiorentino?
1. What are the top vacation rentals in Castiglion Fiorentino?
There are a lot of options in Castiglion Fiorentino. If you plan on staying in the Castiglion Fiorentino area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Castiglion Fiorentino:
- Villa in Mammi with Pool near Florence
- Agriturismo Santo Stefano
- Il Sorbino by Interhome
- Bed & Breakfast Viziottavo
- Casa dei Girasoli
- Villa in Castroncello with 6 bedrooms sleeps 12
- Beautiful private villa with WIFI, A/C, private pool, TV, terrace and pets allowed, close to Are.
- Agriturismo La Pievuccia
- Cozy home in Castiglion F. AR
- Country house with private pool (you have a German contact person)
2. How many vacation rentals have private pools in Castiglion Fiorentino?
There are 97 vacation rentals with private pools near Castiglion Fiorentino. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Castiglion Fiorentino are best for families?
If you are looking for a family-friendly vacation home in Castiglion Fiorentino, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Castiglion Fiorentino:
4. How many Rentbyowner vacation rentals are available in Castiglion Fiorentino?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 327 in the Castiglion Fiorentino 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 Castiglion Fiorentino.
5. What is the cancellation policy for booking a vacation rental here?
The cancellation policy varies depending on the individual property listing. You should review the specific terms outlined in the rental agreement or contact the property owner directly for detailed information.
6. Are there any additional fees I should be aware of before booking?
Additional fees such as cleaning charges, service fees, or security deposits may apply and are detailed within each listing. It's advisable to read the full listing description and reach out to the owner if you have questions.
7. How do I secure my reservation at a vacation rental in this popular destination?
Reservations are secured through the booking platform by following the process outlined on the property listing page. Confirm your dates, provide the necessary information, and complete the payment to finalize your booking.
8. Can I get assistance if I encounter issues during my stay?
Support options are typically available through the platform and the property owner. Contact details are usually provided in the listing, allowing you to seek help with any concerns during your stay.
9. What amenities are usually included in vacation rentals here?
Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and air conditioning. For specifics, review each listing carefully or contact the owner directly to confirm the amenities available.
Castiglion Fiorentino Top Rated Vacation Rentals
Bed & Breakfast
10.0(5 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
AU $310/Night
7 Nights - AU $2,173
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
9 Guests
1938 ft²
- Private Pool
- Parking
- Pool
- Ocean View
AU $399/Night
7 Nights - AU $2,789
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
3175.35 ft²
- Private Pool
- Parking
- Pool
- View
AU $862/Night
7 Nights - AU $6,032
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
2690.98 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $348/Night
7 Nights - AU $2,434
House
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
807.29 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $245/Night
7 Nights - AU $1,714
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1292 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $245/Night
7 Nights - AU $1,712
House
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
431 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $158/Night
7 Nights - AU $1,107
Bed & Breakfast
9.8(142 Reviews)
9 Bedrooms
9 Baths
27 Guests
507.44 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
AU $299/Night
7 Nights - AU $2,091
