Discover Your Ideal Certaldo Rental by Owner in the Heart of Tuscany for an Authentic Italian Stay
Discover Your Perfect Certaldo Rentals by Owner
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Certaldo Rentals by Owner
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Transportation/Shuttle
- Security/Safety
- Business Services
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Balcony/Terrace
- Accessibility
- Air Conditioner
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Certaldo vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Certaldo Rentals by Owner
Where are the best neighborhoods to stay in Certaldo?
When choosing where to stay in Certaldo, Tuscany, you will find a variety of neighborhoods that offer unique experiences and convenient access to the town's historic charm. The central areas provide a picturesque setting with easy proximity to local shops and restaurants, making it ideal for exploring the authentic Tuscan atmosphere. Alternatively, quieter outskirts offer tranquil surroundings and stunning views of the rolling countryside, perfect for those seeking relaxation and privacy. Whatever your preference, booking a rental by owner through Rent By Owner ensures a trustworthy and seamless experience, allowing you to enjoy your time in this captivating part of Tuscany with confidence.
Certaldo Alto
Perched above the historic town, the area offers charming rental options with stunning views of the Tuscan landscape. Staying here immerses you in medieval architecture while enjoying easy access to local traditions and scenic beauty.
View 45+ Rentals in Certaldo AltoBest Times to Visit Certaldo
When should you plan your Rentals by Owner stay?
Choosing the ideal time to vacation here ensures you experience this destination's authentic charm and enjoy your stay in a comfortable rental by owner in Certaldo, Tuscany, Italy, at the perfect season.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm and pleasant weather, making it ideal for exploring the scenic countryside and historical sites. Booking your rental by owner ensures you enjoy comfortable stays amidst the vibrant atmosphere of this popular season.
Early Autumn (September to October)
This time of year offers mild temperatures and fewer crowds, allowing you to experience Tuscany’s charm at a relaxed pace. Securing a rental here during these months provides a peaceful retreat with beautiful golden landscapes.
Off-Season Highlights
Winter (December to February)
The quieter winter months bring cooler temperatures and a serene ambiance to the region. This is an excellent opportunity to find affordable rental options by owner while enjoying the tranquility away from peak crowds.
Early Spring (March to April)
As nature begins to awaken, you'll experience less tourist activity and lower prices. Visiting here in early spring allows you to enjoy a more intimate experience with the area’s authentic charm, especially when staying in a rental by owner.
Weekly Weather Forecast for Certaldo
How to Book Your Certaldo vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Certaldo
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 spacious outdoor dining area for alfresco meals amidst the scenic surroundings.
- Relax in a private garden or landscaped yard that offers tranquility and lush greenery.
- Take advantage of a swimming pool to cool off and unwind during warm summer days.
- Utilize outdoor lounge furniture perfect for lounging and soaking up the Tuscan sun.
- Benefit from well-maintained walking paths or hiking trails to explore the picturesque landscape.
- Make use of a barbecue grill to prepare delicious meals outdoors with family or friends.
- Relish the panoramic views from a furnished terrace or balcony overlooking the region's rolling hills.
Top Attractions Around Certaldo
What attractions are nearby?
Within this charming region, you'll have the opportunity to explore scenic walking trails, indulge in authentic local cuisine, and discover cultural sites that truly showcase the area's rich heritage, making your stay in Certaldo a memorable experience.

Family Activities
- Historical Old Town Tour: Discover the charming medieval streets and ancient buildings that tell the story of this area's rich heritage, making it a captivating experience for the whole family.
- Family-Friendly Cooking Classes: Participate in hands-on Tuscan cooking sessions designed for families, allowing you to learn local recipes and create delicious meals together.
- Local Market Visits: Explore bustling markets where fresh regional produce and handcrafted goods provide an authentic taste of the region's vibrant culture.
- Scenic Countryside Walks: Enjoy leisurely walks through rolling hills and vineyards surrounding here, offering scenic views perfect for family outings and outdoor exploration.
Adult Activities
- Wine Tasting Tours: Explore the renowned vineyards nearby by participating in wine tasting experiences that highlight the region's rich viticultural heritage.
- Historical Walking Tours: Discover centuries of local history through guided walks that take you through charming streets and notable landmarks here.
- Culinary Experiences: Engage in authentic Tuscan cooking classes or food tours designed to delight your palate and deepen your connection to the area's culinary traditions.
- Artisan Craft Workshops: Visit local studios and participate in hands-on craft workshops that showcase the region’s artisanal skills and cultural craftsmanship.
Other Places to Stay in Certaldo
Certaldo Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Markets: Take time to visit the local markets to experience authentic regional flavors and shop for unique handmade items in the area's charming streets.
- Utilize Private Rentals: Maximize your stay by choosing a rental by owner, which offers personalized amenities and insider tips for discovering hidden gems around here.
- Plan Day Trips Wisely: Use your base as a convenient starting point for exploring the surrounding countryside and historical sites that showcase the region’s rich heritage.
- Engage with the Community: Connect with local residents through community events or eateries to gain genuine insight into this destination’s culture and traditions.
Transportation Options
- Local Bus Services: You can utilize the regional bus network to conveniently navigate the area and reach nearby towns and attractions.
- Rental Cars: Renting a car provides flexibility for exploring the region at your own pace, especially for discovering the scenic countryside around here.
- Taxi Services: Taxis are readily available for quick, door-to-door transportation within the area and to nearby destinations.
- Train Connections: The local train station offers reliable rail links to major Tuscan cities, making it easy to explore beyond the immediate area.
Local Customs Options
- Local Festivals: You will find lively traditional festivals celebrating regional heritage, offering an authentic experience of the area's rich customs.
- Food Etiquette: When dining here, it’s customary to appreciate local culinary traditions, including savoring regional specialties with a relaxed, appreciative attitude.
- Religious Celebrations: Participating in or observing religious processions and ceremonies provides insight into the cultural significance of faith within this destination.
- Craftsmanship and Markets: Visiting local markets allows you to explore artisanal crafts and handmade products that showcase the region’s enduring craftsmanship tradition.
Frequently Asked Questions About Certaldo Rentals by Owner
1. What are the top vacation rentals in Certaldo?
There are a lot of options in Certaldo. If you plan on staying in the Certaldo area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Certaldo:
- Old villa nestled in the hills of Chianti
- apartment/flat - 5 rooms - 4 persons 10 Km San Gimignano
- VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
- VILLA CHIANTI, your Secret 4 Bedrooms Retreat with View over the Vineyards in Marcialla
- Casa Mori by Interhome
- Exclusive panoramic villa with private pool between Florence and Siena.
- Casa Rossa 3 - Apartment with swimming pool
- Casa Ovile - House with private pool
- Il Casolarino by Interhome
- Villa il Pozzo
2. How many Rentbyowner vacation rentals are available in Certaldo?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 428 in the Certaldo 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 Certaldo.
3. How do I confirm the availability of a rental by owner in Certaldo during my travel dates?
4. What is the cancellation policy for rentals by owner in the area?
5. Are there any additional fees or deposits required when booking a rental here?
6. How can I communicate with the owner regarding special requests or questions about my stay?
7. Is there a minimum stay requirement for renting a property in this destination?
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