1. Italy
  2. Sestino
  3. Sasso di Simone
  4. Rentals by Owner

Sasso di Simone Rentals by Owner

2.0 (1 Review)
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens

Why Choose Rent By Owner for your Sasso di Simone vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Sasso di Simone

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit this charming area ensures you can fully enjoy its tranquil landscapes and authentic local atmosphere, making your vacation rental experience in Sasso di Simone, Sestino, Tuscany, Marche, Italy both memorable and relaxing.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences pleasant weather ideal for exploring the scenic countryside and enjoying local outdoor activities.

Average Temperature Daytime: 18°C to 25°C - Nighttime: 10°C to 15°C
autumn
Early Fall (September to October)

This is when you can experience mild temperatures and fewer crowds, making it a great time to immerse yourself in the region's natural beauty and tranquility.

Average Temperature Daytime: 20°C to 24°C - Nighttime: 12°C to 16°C

Off-Season Highlights

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Winter (December to February)

The colder months bring quieter surroundings and a peaceful ambiance, perfect for those seeking a serene retreat in Tuscany or Marche.

Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 4°C
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Late Autumn to Early Winter (November to December)

As the region transitions into the colder season, you'll find fewer visitors and a chance for a more intimate experience while staying here.

Average Temperature Daytime: 8°C to 12°C - Nighttime: 3°C to 7°C

Weekly Weather Forecast for Sasso di Simone

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.

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 spacious outdoor seating areas, perfect for relaxing and dining amid the scenic Tuscan countryside.
  • Take advantage of private gardens or landscaped yards that provide a peaceful retreat here in this charming region.
  • Make use of outdoor barbecue facilities to host memorable al fresco meals with stunning views of the surrounding landscape.
  • Benefit from panoramic terraces or balconies offering sweeping vistas of the picturesque Sasso di Simone area.
  • Utilize designated outdoor recreational spaces suitable for activities such as hiking or picnicking in the scenic locale.
  • Relax beside inviting outdoor swimming pools that overlook the natural beauty of the Marche’s rural scenery.
  • Capitalize on well-maintained parking areas and pathways designed for easy access and exploration of the region’s outdoors.
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Family Activities

  • Exploring the Nature Trails: Discover scenic walking and hiking opportunities around the region, perfect for family adventures amidst lush landscapes.
  • Visiting Local Farms: Engage your family with educational visits to nearby farms, where you can learn about traditional agriculture and enjoy fresh local produce.
  • Discovering Historic Sites: Immerse yourself in the area's rich history by exploring ancient ruins and historical landmarks that appeal to all ages.
  • Participating in Cultural Events: Experience authentic regional traditions through festivals and local markets, offering memorable family moments in this destination.
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Adult Activities

  • Hiking and Nature Walks: Explore the scenic trails surrounding Sasso di Simone, where you can enjoy immersive views of the lush Tuscan-Marche landscape and connect with nature through leisurely walks.
  • Historical Tours: Discover the rich heritage of this region by visiting local historical sites that reveal the area's fascinating past and provide insightful cultural experiences.
  • Wine Tasting Experiences: Indulge in authentic wine tasting sessions at nearby vineyards, allowing you to savor regional flavors while soaking in the picturesque countryside scenery.
  • Local Cuisine Sampling: Delight your palate with traditional Tuscan and Marche dishes served at charming local establishments, offering an authentic taste of this destination’s culinary traditions.

Sasso di Simone Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local cuisine: Take the opportunity to savor authentic Tuscan and Marche flavors by visiting nearby markets and trattorias to fully appreciate the regional gastronomy.
  • Immerse yourself in nature: Use your rental as a base to discover scenic walking and hiking trails that showcase the area's stunning landscapes and tranquil countryside.
  • Engage with local culture: Attend community events or festivals, which often celebrate regional traditions and crafts, offering an enriching experience during your stay.
  • Plan early for sightseeing: Book guided tours or activities in advance to avoid missing out on the region's hidden gems and authentic experiences unique to this destination.

Transportation Options

  • Car Rental Services: Renting a car offers you the flexibility to explore the scenic surroundings and hidden gems of the region with ease.
  • Public Transportation: Local buses provide an economical and convenient way to reach nearby towns and attractions within the area.
  • Taxi and Rideshare Options: Taxi services and rideshare apps are available for comfortable, door-to-door transfers around this destination.
  • Private Transfers: Pre-arranged private transfer services ensure seamless travel from airports or stations directly to your rental property.

Local Customs Options

  • Traditional Festivals: Participating in local festivals offers you a glimpse into the area's rich cultural heritage and community spirit during your stay.
  • Local Dining Etiquette: Observing customary dining manners, such as greeting with a handshake or maintaining modesty, helps you connect authentically with residents here.
  • Handcrafted Artisanship: Appreciating traditional crafts and attending local markets allows you to experience the region's artisanal traditions firsthand.
  • Religious Customs: Respecting religious practices and participating in seasonal festivities contribute to a deeper understanding of the area's spiritual heritage.

Frequently Asked Questions About Sasso di Simone Rentals by Owner

1. What are the top vacation rentals in Sasso di Simone?

There are a lot of options in Sasso di Simone. If you plan on staying in the Sasso di Simone area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Sasso di Simone:

2. How many Rentbyowner vacation rentals are available in Sasso di Simone?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 16 in the Sasso di Simone 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 Sasso di Simone. 

3. What is the cancellation policy for a rental by owner in Sasso di Simone?

The cancellation policy varies depending on the individual listing. You should review the specific terms provided in the rental listing or contact the owner directly to understand the conditions and potential fees associated with canceling your reservation.

4. How do I confirm my booking with a property owner in the area?

Confirmation typically occurs once you complete the booking process through Rent By Owner and receive a confirmation email. For additional assurance, you can communicate directly with the property owner via the platform's messaging system.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning charges, service fees, or local taxes may apply. These details are usually specified in the listing, so reviewing the full description before booking will ensure you are aware of all costs involved.

6. What amenities are commonly available in rentals by owner in this part of Italy?

Properties often include essential amenities like Wi-Fi, heating, and kitchen facilities. To find out which amenities are included, it’s best to check the listing details or ask the owner directly.

7. Is it possible to customize my stay or request special arrangements with an owner?

Many owners are willing to accommodate special requests such as early check-in, late check-out, or additional services. It’s recommended to contact the owner prior to booking to discuss and confirm any specific arrangements.