Best Vacation Homes in Certaldo
3767 ft²
12 Guests
5 Bedrooms
6 Bathrooms
Ocean View
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $1,248/Night
For 7 Nights AU $8,734
AU $146/Night
For 7 Nights AU $1,024
AU $179/Night
For 7 Nights AU $1,255
1399 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $248/Night
For 7 Nights AU $1,737
6996.54 ft²
18 Guests
9 Bedrooms
10 Bathrooms
Family Friendly
Villa
- Pool
- Balcony/Terrace
- View
AU $1,941/Night
For 7 Nights AU $13,588
6781 ft²
18 Guests
9 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $1,881/Night
For 7 Nights AU $13,170
1615 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $874/Night
For 7 Nights AU $6,118
2691 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $620/Night
For 7 Nights AU $4,338
Certaldo Luxury Rentals
4844 ft²
10 Guests
5 Bedrooms
7 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Pool
AU $7,302/Night
For 7 Nights AU $51,115
4843.76 ft²
10 Guests
5 Bedrooms
7 Bathrooms
Family Friendly
Villa
- Hot Tub
- Pool
- Balcony/Terrace
AU $5,793/Night
For 7 Nights AU $40,552
2153 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $3,722/Night
For 7 Nights AU $26,056
6458 ft²
26 Guests
13 Bedrooms
13 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $3,616/Night
For 7 Nights AU $25,310
18 Guests
9 Bedrooms
10 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $2,954/Night
For 7 Nights AU $20,676
4306 ft²
15 Guests
8 Bedrooms
7 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $2,610/Night
For 7 Nights AU $18,268
6458 ft²
18 Guests
9 Bedrooms
8 Bathrooms
Family Friendly
Villa
- Private Pool
- Pool
- Balcony/Terrace
AU $2,415/Night
For 7 Nights AU $16,903
18 Guests
9 Bedrooms
9 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $2,007/Night
For 7 Nights AU $14,049
Certaldo Pet Friendly Vacation Rentals
1507 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $424/Night
For 7 Nights AU $2,968
861.11 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $216/Night
For 7 Nights AU $1,509
AU $273/Night
For 7 Nights AU $1,914
861 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $237/Night
For 7 Nights AU $1,658
1023 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
AU $576/Night
For 7 Nights AU $4,033
1991 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
AU $339/Night
For 7 Nights AU $2,373
2045 ft²
6 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $756/Night
For 7 Nights AU $5,291
Certaldo Large Vacation Homes
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $511/Night
For 7 Nights AU $3,580
3229.17 ft²
10 Guests
5 Bedrooms
7 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $852/Night
For 7 Nights AU $5,963
AU $1,298/Night
For 7 Nights AU $9,084
12 Guests
6 Bedrooms
7 Bathrooms
Ocean View
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $1,509/Night
For 7 Nights AU $10,564
1399.31 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Pool
- View
- Parking
AU $337/Night
For 7 Nights AU $2,358
1399 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $665/Night
For 7 Nights AU $4,655
1507 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $491/Night
For 7 Nights AU $3,434
1399 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Private Pool
- Fireplace/Heating
- Pool
AU $615/Night
For 7 Nights AU $4,305
Why Choose Rent By Owner for your Certaldo Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Certaldo Vacation Rentals
Where are the best neighborhoods to stay in Certaldo?
When choosing where to stay in Certaldo, Tuscany, you'll discover a variety of neighborhoods that offer unique charm and authentic Italian character. The historic center provides a picturesque setting with narrow streets and medieval architecture, perfect for immersive cultural experiences. Suburban areas surrounding the town offer peaceful surroundings and scenic views of the Tuscan countryside, ideal for relaxing getaways. Whether you prefer the vibrant atmosphere of the town's core or the tranquil beauty of nearby rural neighborhoods, Certaldo's diverse districts ensure a memorable stay tailored to your preferences.
Certaldo Alto
Perched above the historic center, this area offers a charming atmosphere and stunning views that make your stay in Tuscany truly memorable. Staying here grants you easy access to scenic streets and authentic local experiences within the region.
View 25+ Rentals in Certaldo AltoBest Times to Visit Certaldo
When should you plan your Vacation Rentals stay?
Timing your visit to this enchanting region ensures you experience its authentic charm and pleasant weather, making it the perfect moment to enjoy your chosen vacation rentals in Certaldo, Tuscany.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, you'll experience pleasant weather ideal for exploring the area's scenic landscapes and cultural sites. The region comes alive with local events, making it a vibrant season to enjoy your stay.
Average Temperature Daytime: 22°C to 26°C - Nighttime: 12°C to 15°C
Early Fall (September to October)
This period offers warm temperatures and fewer crowds, perfect for immersing yourself in the region's authentic charm while enjoying comfortable outdoor conditions.
Average Temperature Daytime: 23°C to 27°C - Nighttime: 13°C to 17°C
Off-Season Highlights
Mid Winter (December to February)
Visiting during this time allows you to experience the region’s tranquil side with less tourists. While the weather tends to be cooler, it provides a peaceful setting for those seeking solitude.
Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 3°C
Late Fall (November)
With the transition into cooler weather, this is an ideal time for travelers looking for quieter accommodations and a serene atmosphere in the region.
Average Temperature Daytime: 10°C to 15°C - Nighttime: 4°C to 8°C
Weekly Weather Forecast for Certaldo
How to Book Your Certaldo 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 Certaldo
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 outdoor dining areas to take in the scenic views of Tuscany’s rolling hills.
- Relax by a private swimming pool, perfect for cooling off during warm summer days.
- Benefit from expansive gardens or landscaped yards ideal for leisurely strolls or picnics.
- Make use of outdoor barbecue facilities to host authentic Tuscan cookouts with family and friends.
- Take advantage of shaded patio spaces, offering a comfortable spot to unwind outdoors.
- Explore available outdoor sports amenities such as tennis courts or multi-use courts if included.
- Appreciate panoramic terrace or balcony areas that showcase the picturesque countryside of this region.
Top Attractions Around Certaldo
What attractions are nearby?
While staying here, you can enjoy exploring the charming local markets and discovering authentic Tuscan cuisine just moments from your accommodation in Certaldo, Tuscany.
Family Activities
- Historical Walking Tour: Discover the charming medieval streets and ancient landmarks that tell the story of this destination's rich history, perfect for families exploring together.
- Local Food Experiences: Taste authentic Tuscan cuisine at family-friendly trattorias and markets that showcase the area's culinary traditions in a relaxed setting.
- Family Picnic in the Countryside: Enjoy a scenic outdoor meal amid rolling hills and vineyards, offering a memorable way to relax and bond here in the region.
- Artisan Workshops: Participate in hands-on craft activities tailored for families, providing a fun opportunity to learn local artisan skills in this inviting destination.
Adult Activities
- Wine Tasting Tours: Explore the region’s renowned vineyards and indulge in wine tasting sessions that showcase Tuscany's finest.
- Historical Walks through Certaldo Alto: Discover medieval charm and panoramic views as you stroll through the well-preserved streets of the historic upper town.
- Cooking Classes: Enhance your culinary skills by participating in authentic Tuscan cooking experiences, learning to prepare local specialties.
- Art and Cultural Festivals: Immerse yourself in seasonal festivals and local events that celebrate the area's rich artistic heritage.
Other Places to Stay in Certaldo
Marcialla
San Donnino
Sciano
Palazzo Pretorio
Casa del Boccaccio
Museum of Sacred Art
Gorgognano
Church of Saint Jacob and Saint Philip
Aia Murata
San Martino a Maiano
Certaldo Alto
Certaldo Travel Tips
How Can You Make the Most of Your Stay?
- Embrace local cuisine: Sample authentic Tuscan dishes at nearby eateries to fully experience the region’s culinary heritage.
- Explore scenic walking routes: Take advantage of the area's charming streets and scenic paths to discover hidden gems and enjoy the picturesque landscape.
- Visit historic sites: Immerse yourself in the rich history of this destination by exploring its well-preserved landmarks and cultural treasures.
- Plan day trips strategically: Use your vacation rentals as a base to visit neighboring towns and attractions, making the most of your time here.
Transportation Options
- Train Services: You can conveniently reach this destination via regional train connections, making it easy to explore the surrounding Tuscan countryside.
- Bus Transportation: Local bus routes provide affordable and frequent options for traveling between here and nearby towns or cities in the region.
- Car Rentals: Renting a car offers flexibility to discover the scenic areas and historic sites of Tuscany at your own pace.
- Taxis and Private Transfers: For comfort and convenience, private taxi services are available for quick travel within the area or to nearby airports.
Local Customs Options
- Traditional Olive Oil Pressing: Participating in the area’s authentic olive oil pressing season offers a glimpse into local craftsmanship and tradition.
- Festival of San Girolamo: Celebrating the region’s patron saint with processions and local festivities provides insight into community values and religious customs.
- Cooking with Local Ingredients: Engaging in regional culinary traditions, especially during seasonal markets, allows you to experience genuine Tuscan flavors.
- Handmade Ceramics Craftsmanship: Observing or trying your hand at traditional ceramics showcases the region’s artistic heritage and dedication to local artisanship.
Frequently Asked Questions About Certaldo?
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 -in Chianti in Tuscany, with heated pool and car charging.
- VILLA CHIANTI, your Secret 4 Bedrooms Retreat with View over the Vineyards in Marcialla
- Casa Mori by Interhome
- Casa Ovile - House with private pool
- Casa Rossa 3 - Apartment with swimming pool
- Il Casolarino by Interhome
- Casa Rossa 4 - Apartment with swimming pool
- Apartment 1st floor in farmhouse with Pool
2. How many vacation rentals have private pools in Certaldo?
There are 66 vacation rentals with private pools near Certaldo. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Certaldo are best for families?
If you are looking for a family-friendly vacation home in Certaldo, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Certaldo:
4. How many Rentbyowner vacation rentals are available in Certaldo?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 485 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.
5. What is the cancellation policy for booking a vacation rental in Certaldo, Tuscany?
The cancellation policy varies depending on the specific property listed in Certaldo. To understand the details, including any fees or deadlines, please review the cancellation terms outlined on the property listing or contact the owner directly.
6. How can I find out if my preferred amenities are available in the vacation rentals here?
You can verify the available amenities by reviewing the detailed listing description and photos. If you have specific requirements, reaching out to the property owner will ensure your needs are met before booking.
7. Are there any additional fees I should be aware of when booking a vacation rental in this destination?
Additional fees, such as cleaning or service charges, are typically specified in the property listing. Be sure to check the total cost breakdown during the booking process or contact the owner for clarification.
8. Can I see recent reviews from previous guests who stayed in vacation rentals here?
Yes, reviews from past guests are usually available on the listing page. Reading these reviews can provide helpful insights into the quality and experience of staying in the area’s accommodations.
9. What is the best way to communicate with the property owner in Certaldo during the booking process?
Messaging through the booking platform is the recommended method to contact the owner. This allows you to ask questions, clarify details, and ensure a smooth reservation process.
Certaldo Top Rated Vacation Rentals
506 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $423/Night
For 7 Nights AU $2,960
1023 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $507/Night
For 7 Nights AU $3,548
829 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
AU $282/Night
For 7 Nights AU $1,972
861 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Private Pool
- Fireplace/Heating
- Pool
AU $259/Night
For 7 Nights AU $1,814
1506.95 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $339/Night
For 7 Nights AU $2,376
484 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $1,296/Night
For 7 Nights AU $9,071
1507 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Other
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $798/Night
For 7 Nights AU $5,589
592 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $199/Night
For 7 Nights AU $1,393
