- Italy
- Tuscany
- Greve in Chianti
- Casole
- Rentals by Owner
Discover Your Ideal Rental by Owner in Casole, Greve in Chianti, Tuscany for an Authentic Italian Getaway
Discover Your Perfect Casole Rentals by Owner
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Casole Rentals by Owner
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Balcony/Terrace
- Parking
- Pool
- TV
- Parking
- View
- Ocean View
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- View
- Parking
- Pool
- View
Why Choose Rent By Owner for your Casole vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Casole
When should you plan your Rentals by Owner stay?
Choosing the ideal time to visit ensures you can fully enjoy your stay in this charming region, where seasonal variations offer unique experiences and help you plan your perfect getaway through reliable Rent By Owner vacation rentals.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, you will experience pleasant weather perfect for exploring the scenic countryside and vineyards. The area is vibrant with blooming landscapes and ideal temperatures for outdoor activities.
Early Fall (September - October)
This is a popular time to visit when the region offers warm weather and fewer crowds. It's an excellent season for enjoying local wines and the picturesque scenery of Tuscany at its finest.
Off-Season Highlights
Winter (January - February)
The quiet winter months bring cooler temperatures and a more relaxed atmosphere, making it a peaceful time for those seeking solitude and a cozy retreat in the countryside.
Late Fall (November - December)
As the region transitions into winter, you will find fewer visitors. This season offers a serene setting and the opportunity to enjoy local cuisine without the usual crowd, though the weather can be cooler and wetter.
Weekly Weather Forecast for Casole
How to Book Your Casole vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Casole
Common Rentals by Owner Amenities
What amenities can you expect?
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 and unwind amid the scenic Tuscan landscape.
- Benefit from a spacious patio or terrace perfect for al fresco dining and entertaining guests.
- Take advantage of lush gardens or landscaped grounds that surround your rental, offering peaceful outdoor spaces.
- Make use of outdoor barbecue facilities to host memorable cookouts in this picturesque region.
- Experience the beauty of panoramic views from your outdoor seating area, showcasing the rolling hills of Tuscany.
- Utilize available outdoor parking spaces for convenient access during your stay in this destination.
- Explore nearby walking or hiking trails that allow you to immerse yourself in the tranquil surroundings of the region.
Top Attractions Around Casole
What attractions are nearby?
Within this beautiful part of Tuscany, you can enjoy exploring scenic walking trails, indulging in local wine tastings, and experiencing authentic regional cuisine—all easily accessible from your rental by owner in Casole, Greve in Chianti, ensuring a memorable and authentic Tuscan getaway.

Family Activities
- Visit the Chianti Wine Museum: Discover the region's rich wine heritage with engaging tours and tastings suitable for family members of all ages.
- Explore local hiking trails: Enjoy scenic walks through the rolling hills and vineyards, offering a relaxing outdoor adventure for your family amidst stunning Tuscan landscapes.
- Participate in cooking classes: Join hands-on experiences where the whole family can learn to prepare authentic Tuscan dishes in a friendly, welcoming environment.
- Experience the area's charming villages: Wander through nearby towns with their historic centers, quaint shops, and cultural sites that provide memorable family outings in this beautiful setting.
Adult Activities
- Wine Tasting Tours: Explore the renowned Chianti wine region through guided tastings at local vineyards, experiencing the region's rich winemaking heritage.
- Cooking Classes: Participate in authentic Tuscan cooking classes where you can learn to prepare traditional dishes using fresh, regional ingredients.
- Historical Village Visits: Discover the area's charming medieval villages and historical sites that showcase the region's storied past and scenic beauty.
- Nature Hikes and Trails: Enjoy scenic hikes through rolling hills and picturesque landscapes, offering panoramic views and a peaceful retreat in this part of Tuscany.
Casole Travel Tips
How Can You Make the Most of Your Stay?
- Engage with local hosts: Connecting directly with property owners can provide personalized tips and insider knowledge to enhance your stay.
- Plan your vineyard visits early: Scheduling your wine tours and tastings ahead ensures you make the most of this region’s renowned vineyards.
- Explore authentic regional cuisine: Take advantage of nearby eateries and home-cooked options to truly savor the flavors unique to here.
- Discover off-the-beaten-path spots: Venture beyond typical tourist paths to discover hidden gems that showcase the true charm of this destination.
Transportation Options
- Car Rental Services: Renting a car offers the flexibility to explore the scenic countryside and historic towns at your own pace in this region of Tuscany.
- Public Transportation: Buses operate regularly throughout the area, providing an affordable and convenient way to reach nearby attractions and towns.
- Private Shuttle Transfers: Private shuttle services can be arranged for a comfortable and efficient transfer from airports or major hubs to your rental here.
- Taxis and Ride-Sharing: Taxis and ride-sharing options are readily available for short trips within the region, offering a reliable transportation choice during your stay.
Local Customs Options
- Respect for Local Traditions: You will find that embracing the area's traditions, such as participating in local festivals and respecting community practices, enriches your experience here.
- Greeting Etiquette: When visiting households or small businesses, it's customary to greet with a friendly handshake or a polite nod, reflecting the region's warm hospitality.
- Dress Modestly for Religious Sites: Should you choose to explore churches or historic sites, dressing modestly is appreciated and aligns with the respectful customs of this destination.
- Enjoying Regional Cuisine Respectfully: When dining in local establishments, sharing meals in a leisurely manner and appreciating regional delicacies showcases your respect for the culinary heritage of the area.
Frequently Asked Questions About Casole Rentals by Owner
1. What are the top vacation rentals in Casole?
There are a lot of options in Casole. If you plan on staying in the Casole area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Casole:
- Terre di Baccio
- Villa in the Heart of Chianti
- "TERRACE BELL"
- Bigiolo a Melazzano - Holiday Country Villa with swimming pool in Greve in Chianti
- Villa il Castellaccio #1 Chianti, Tuscany apartment with swimming pools
- Il Nido in Chianti
- Typical Tuscan farmhouse in charming position between Panzano -Greve in Chianti
- Luxury Chianti Nest lost in the middle of Wineries
- Casa Grazia, quiet nest near the center. free parking all over the street.
- Cosoli, Charming Two-story Historical Villa Situated In The Heart Of Chianti
2. How many Rentbyowner vacation rentals are available in Casole?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 498 in the Casole 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 Casole.
3. What is the cancellation policy for rental properties in this area?
4. How do I communicate with the owner of a rental in Tuscany?
5. Are there any additional fees I should be aware of when booking a rental here?
6. What amenities are typically included in a vacation rental by owner in this region?
7. Is there any guidance on check-in and check-out times for rentals in this destination?
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