Discover Your Perfect Montecalvario Vacation Homes

Best Vacation Homes in Montecalvario

9.4 (187 Reviews)
Bed & Breakfast
Castello di Fonterutoli Wine Resort
  • Air Conditioner
  • Security/Safety
  • Business Services
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10.0 (1 Review)
Apartment
Piazzale 2
  • Parking
  • Pool
  • Balcony/Terrace
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Why Choose Rent By Owner for your Montecalvario Vacation Rental Homes?

What makes our Vacation Rentals 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.

Popular Areas for Montecalvario Vacation Rentals

Where are the best neighborhoods to stay in Montecalvario?

When planning your stay in Tuscany, choosing the right neighborhood can greatly enhance your experience. In Montecalvario, Castellina in Chianti offers a charming and authentic setting that embodies the essence of Tuscan life. This area provides a peaceful atmosphere with scenic views and proximity to local vineyards, making it an ideal spot for those seeking a genuine getaway. Whether you're interested in exploring rural landscapes or enjoying the tranquility of Tuscan village life, accommodations here promise a comfortable and memorable stay in the heart of Tuscany.

Siena Historical Center

Staying near the Siena Historical Center offers easy access to the area's rich history and charming streets, making it an ideal choice for exploring Tuscany's cultural heritage. This neighborhood provides a perfect base for discovering the region’s authentic Tuscan atmosphere while enjoying convenient amenities.

View 1754+ Rentals in Siena Historical Center

Siena City Centre

Opting for accommodation in the Siena City Centre allows you to immerse yourself in the vibrant heart of this historic city, with its lively piazzas and exquisite architecture just steps away. Here, you can experience the true essence of Tuscany’s renowned city life while having all essential services within reach.

View 1754+ Rentals in Siena City Centre

San Gimignano City Centre

Staying in San Gimignano’s city centre places you at the core of this picturesque town known for its medieval towers and scenic views, offering an authentic Tuscan experience. It’s an excellent starting point for exploring the region’s historic landmarks and enjoying local cuisine in a charming setting.

View 1222+ Rentals in San Gimignano City Centre

Montarioso

This peaceful neighborhood provides a serene retreat amidst the Tuscan countryside, ideal for those seeking tranquility while remaining close to regional attractions. Montarioso offers a relaxed environment to enjoy the natural beauty and gentle pace of this renowned region.

View 1667+ Rentals in Montarioso

Il Serraglio

Located within a scenic part of the Chianti region, Il Serraglio is perfect for travelers looking to indulge in Tuscany’s famous wine culture and beautiful landscapes. Here, you’ll find a quiet setting that complements your exploration of this iconic area.

View 591+ Rentals in Il Serraglio

Best Times to Visit Montecalvario

When should you plan your Vacation Rentals stay?

Choosing the ideal time to vacation here can enhance your experience, as each season in this destination offers unique opportunities to enjoy the region's charm and tranquility.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the region experiences warm weather ideal for exploring the area’s scenic beauty and local culture. Visitors often enjoy pleasant daytime temperatures, making it a popular choice for those seeking an authentic Tuscan experience.

Average Temperature Daytime: around 24°C - Nighttime: around 14°C
autumn
Early Autumn (September to October)

This period offers mild climate conditions and fewer crowds, perfect for savoring regional wines and leisurely sightseeing. The area's landscape is particularly picturesque with harvest season in full swing.

Average Temperature Daytime: around 22°C - Nighttime: around 12°C

Off-Season Highlights

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Winter (December to February)

The quiet months bring cooler temperatures and fewer visitors, providing a tranquil setting for enjoying the region's charm without the crowds. This season is ideal for those who appreciate peaceful surroundings combined with cozy accommodations.

Average Temperature Daytime: around 10°C - Nighttime: around 3°C
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Early Spring (March to April)

As nature begins to awaken, the area sees a dip in tourist numbers, offering a more relaxed experience. The weather starts to warm gradually, making it suitable for exploring at your own pace before the peak season arrives.

Average Temperature Daytime: around 15°C - Nighttime: around 6°C

Weekly Weather Forecast for Montecalvario

How to Book Your Montecalvario 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.

Explore and book the perfect rental in Montecalvario

More Top-Rated Vacation Rentals in Montecalvario Area

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 terrace or garden area to relax and take in the scenic beauty of the region.
  • Make the most of an inviting swimming pool, perfect for cooling off during warm Tuscan days.
  • Take advantage of spacious outdoor dining spaces to savor authentic meals al fresco.
  • Benefit from well-maintained outdoor grilling facilities for preparing delicious Tuscan barbecues.
  • Explore nearby walking or hiking trails that showcase the stunning landscapes of this destination.
  • Relax in charming courtyards or patios that offer a peaceful retreat amidst the countryside.
  • Use outdoor parking areas for convenient access to your Tuscany getaway, ensuring easy arrivals and departures.

Top Attractions Around Montecalvario

What attractions are nearby?

While staying here, you can enjoy exploring the charming local wineries and tasting authentic Tuscan cuisine that showcase the region’s rich cultural heritage.

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Family Activities

  • Exploring local vineyards: You can enjoy guided wine tastings at nearby vineyards, offering a delightful experience of Tuscany’s renowned wines in the scenic surroundings.
  • Cooking classes for families: Participate in family-friendly cooking workshops that introduce you to authentic Tuscan cuisine, right here in this charming region.
  • Historical walking tours: Discover the area's rich history and culture through guided walks that take you through picturesque streets and ancient sites.
  • Outdoor picnics in scenic spots: Pack a picnic and relax in tranquil outdoor locations, soaking up the beauty of the rolling hills and countryside around this destination.
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Adult Activities

  • Wine Tasting Tours: Explore the renowned Chianti wine region through guided tastings that showcase the area's rich viticultural heritage, perfect for enthusiasts staying in the vicinity.
  • Culinary Experiences: Indulge in authentic Tuscan cuisine at local eateries and cooking classes that highlight the flavors of this picturesque destination.
  • Historical Walks: Discover the area's medieval architecture and historic sites on leisurely walks that reveal the timeless charm of the region.
  • Scenic Drives: Embark on scenic routes through rolling hills and vineyards, offering breathtaking views that complement your relaxing stay here.

Montecalvario Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local vineyards: Take advantage of the region's renowned wine culture by visiting nearby vineyards, often offering tastings that can enhance your Tuscany experience.
  • Venture into authentic cuisine: Savor traditional Tuscan dishes at local trattorias to truly immerse yourself in the area's culinary heritage and enjoy a more genuine stay.
  • Plan outdoor activities: Make the most of the scenic landscape by arranging hiking or cycling excursions through rolling hills and picturesque countryside around here.
  • Engage with the community: Participate in local events or markets to connect with residents and discover hidden gems unique to this destination.

Transportation Options

  • Car Rental Services: Renting a car offers you the flexibility to explore the scenic countryside and charming villages around this destination at your own pace.
  • Public Buses: The local bus network provides convenient transportation within the area, connecting you to nearby towns and regional attractions.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services are readily available for quick, comfortable trips across the region without the hassle of parking.
  • Bicycle Rentals: For an eco-friendly and immersive experience, consider bicycle rentals to navigate the picturesque landscapes surrounding your vacation rental here.

Local Customs Options

  • Traditional Tuscan Greetings: When visiting here, you’ll notice that locals often greet each other with warm handshakes or cheek kisses, reflecting the region’s friendly and welcoming spirit.
  • Respect for Local Wine Customs: In this destination, sharing a glass of Chianti is more than just enjoying wine—it's a cherished gesture of hospitality and community bonding.
  • Hands-On Cooking Etiquette: Participating in local cooking classes or meals means embracing the informal and communal way of dining, where everyone contributes and shares stories over hearty Tuscan dishes.
  • Celebration of Regional Festivals: You’ll find that local festivals often include traditional music, folk dances, and timeless rituals that honor the area's rich cultural heritage.

Frequently Asked Questions About Montecalvario?

1. What are the top vacation rentals in Montecalvario?

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

2. How many Rentbyowner vacation rentals are available in Montecalvario?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 353 in the Montecalvario 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 Montecalvario. 

3. What is the cancellation policy for vacation rentals in Castellina in Chianti?

Cancellation policies vary depending on the property listing. You should review the specific cancellation terms provided on the listing details or contact the property owner directly to understand the refund and cancellation procedures before booking.

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

Additional fees such as cleaning fees, service charges, or security deposits are often listed on the property page. It’s recommended to read the full listing or reach out to the owner for clarification on any extra costs associated with your stay.

5. How do I secure my reservation for a vacation rental in this area?

Reservations are typically secured through the booking platform after completing the required payment process. Ensure you provide accurate information and follow the instructions given on the listing to confirm your booking smoothly.

6. Is it possible to modify or cancel my reservation if my plans change?

Modification or cancellation options depend on the property’s policies. You should review the specific rules outlined in the booking details or contact the host directly to discuss any changes to your reservation.

7. What amenities are usually included with vacation rentals in the region?

Most listings advertise amenities such as Wi-Fi, fully equipped kitchens, and parking. For detailed information on what’s included, please check the property description or contact the owner directly to ensure it meets your needs.

Best Vacation Homes in Montecalvario