- Italy
- Tuscany
- Gaiole in Chianti
- Monti di Sotto
- Rentals by Owner
Discover Your Ideal Monti di Sotto, Gaiole in Chianti Rental by Owner for an Authentic Tuscany Experience
Discover Your Perfect Monti di Sotto Rentals by Owner
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Monti di Sotto Rentals by Owner
- Parking
- Pet Friendly
- Pool
- Parking
- Pool
- View
- Air Conditioner
- Parking
- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pool
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Parking
- Pool
- Security/Safety
- Parking
- Pool
- TV
- Parking
- Pool
- View
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Monti di Sotto vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Monti di Sotto
When should you plan your Rentals by Owner stay?
Choosing the ideal time to visit this charming destination ensures you can enjoy its natural beauty and peaceful atmosphere at their best, making your stay truly memorable in the area’s authentic Tuscan setting.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you can enjoy pleasant weather and lush landscapes, ideal for exploring the region's scenic beauty and local vineyards.
Early Fall (September to October)
This is the time when the area’s vineyards are in harvest, offering a vibrant atmosphere and warm weather perfect for outdoor activities and wine tastings.
Off-Season Highlights
Winter (December to February)
In the colder months, you’ll experience quieter surroundings and a tranquil ambiance, making it an ideal time for relaxing retreats and enjoying the peaceful countryside.
Late Autumn to Early Winter (November)
As the landscape transitions, the area becomes more subdued, providing a cozy setting for those who appreciate a serene, off-the-beaten-path escape.
Weekly Weather Forecast for Monti di Sotto
How to Book Your Monti di Sotto vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Monti di Sotto
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 garden or terrace perfect for relaxing outdoors in this picturesque region.
- Take advantage of outdoor dining areas to savor Tuscan cuisine amid scenic views.
- Make use of swimming pools available at some rentals for refreshing dips after exploring the area.
- Benefit from well-maintained outdoor spaces suitable for picnics and family gatherings.
- Utilize parking facilities on-site to conveniently access the surrounding countryside.
- Explore landscaped yards and walking paths that showcase the natural beauty of the Chianti landscape.
- Leverage outdoor furniture options designed for enjoying the mild climate here in Tuscany.
Top Attractions Around Monti di Sotto
What attractions are nearby?
Within this charming region, you can enjoy exploring scenic vineyards, discovering local wine tastings, and immersing yourself in the authentic Tuscan countryside, all just moments from your Rent By Owner rental in Monti di Sotto.

Family Activities
- Wine Tasting Tours: Explore family-friendly wine estates nearby where you can learn about Tuscany's renowned vineyards while enjoying scenic views and tasting sessions suitable for all ages.
- Cooking Classes in the Region: Participate in authentic Tuscan cooking experiences that your family can enjoy together, discovering local recipes right here in this charming area.
- Hiking and Nature Walks: Embark on gentle trails through the rolling hills of the region, offering opportunities for outdoor adventures and picturesque picnics suitable for children and adults alike.
- Visiting Local Castles and Historic Sites: Discover the area's rich history by touring castles and historic landmarks that provide engaging educational experiences for the whole family.
Adult Activities
- Wine Tasting Tours: Experience the renowned Chianti wines through guided tastings at local wineries nestled in the surrounding hills.
- Cooking Classes: Enroll in authentic Tuscan cooking classes where you can learn regional recipes and enjoy freshly prepared meals.
- Hiking and Nature Walks: Explore scenic trails that wind through the peaceful countryside, offering stunning views of vineyards and rolling hills.
- Visit to Local Castles and Historic Sites: Discover the area's rich history by touring ancient castles and historical landmarks accessible from here.
Monti di Sotto Travel Tips
How Can You Make the Most of Your Stay?
- Explore local vineyards: Take advantage of the area's renowned wineries to enjoy authentic Tuscan wines and make memorable tasting experiences during your stay.
- Visit nearby towns: Plan day trips to charming villages in the region to immerse yourself in the true essence of Tuscany’s rich culture and scenic beauty.
- Opt for a rental with outdoor space: Choose accommodations that offer gardens or terraces to relax and take in the picturesque countryside views here.
- Learn about regional cuisine: Participate in cooking classes or visit local markets to savor the flavors unique to this destination’s culinary heritage.
Transportation Options
- Car Rental Services: You can easily access local car rental agencies in the region to explore the countryside at your own pace.
- Public Bus Transportation: The area is served by regional bus routes, providing a reliable and affordable way to reach nearby towns and attractions.
- Private Transfers: Private transfer options are available for personalized and hassle-free travel from major airports or cities to your rental here.
- Bicycle Rentals: Cycling is a popular choice for exploring the scenic landscapes of this destination, with local shops offering quality bike rentals.
Local Customs Options
- Respect for Local Wine Traditions: You will find that embracing wine tasting etiquette is essential when participating in the area's renowned wine culture, ensuring a harmonious experience with local vignerons.
- Preserving Agricultural Heritage: It’s customary to support and respect traditional farming practices, which are deeply rooted in this region’s identity and sustainability efforts.
- Celebrating Regional Festivals: Participating in local festivals with an appreciation for authentic customs offers a genuine insight into the area's cultural fabric.
- Honoring Rustic Hospitality: Visitors are welcomed warmly, and showing gratitude for the local hospitality fosters respectful interactions within this destination's community.
Frequently Asked Questions About Monti di Sotto Rentals by Owner
1. What are the top vacation rentals in Monti di Sotto?
There are a lot of options in Monti di Sotto. If you plan on staying in the Monti di Sotto area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Monti di Sotto:
- Podere Lucignano Secondo - Le Logge
- Borgo Argiano
- Villa Nova - Apartment with swimming pool
- Casa Maria Luisa - Apartment with pool
- BEAUTIFUL VILLA with private Pool in the heart of Chianti
- Traumblick in die Toskana - Appartment mit Pool auf Hügel zw. Siena u. Florenz
- San Sano - Villa with private pool
- Podere Lucignano Secondo - La Villa
- Oasi nel cuore del Chianti
- Mulinaccio di Badia, Gaiole in Chianti, Siena and Chianti
2. How many Rentbyowner vacation rentals are available in Monti di Sotto?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 274 in the Monti di Sotto 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 Monti di Sotto.
3. What is the cancellation policy for rentals in Monti di Sotto?
4. How do I securely pay for my rental in Gaiole in Chianti?
5. Are there any house rules I should be aware of when staying at a rental by owner here?
6. What happens if I need to cancel or modify my booking in Tuscany?
7. Is there local support available if I encounter issues during my stay?
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