Certaldo vacation rentals

We found 1,445 vacation rentals — enter your dates for availability

Discover a selection of 12 apartments, 10 villas, and other vacation rentals in Certaldo that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, which might include parking and a garden. No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Certaldo

Why visit Certaldo

  • Historic Exploration: Discover the enchanting Certaldo Alto with its ancient streets and captivating architecture.
  • Cultural Delights: Visit charming churches and fascinating museums that highlight the region's rich history.
  • Local Life in Certaldo Basso: Experience the vibrant atmosphere of the lower town with its shops and eateries.
  • Breathtaking Landscapes: Venture into the picturesque Chianti region for stunning views and fine wines.
  • Luxurious Accommodations: Choose from exquisite villas and cozy apartments for a memorable stay.

Popular types of accommodation in Certaldo

Planning a getaway to Certaldo? You're in for a treat. Explore a variety of popular vacation rental options, including luxurious villas, cozy apartments, and houses. Whether you're looking for spacious villa rentals with top-notch amenities or a charming room to relax in, Certaldo has it all. Dive into our selection of exquisite villa Certaldo options and make your stay unforgettable.

  • Apartments: The top choice for vacation rentals in Certaldo, offering convenient amenities and a home-like atmosphere for travelers.
  • Houses: A great option for families or groups, providing spacious living and a more personal stay.
  • Villas: Luxurious accommodations with beautiful surroundings, perfect for an upscale getaway.
  • Caravan Parks: Ideal for those seeking a unique outdoor experience, combining nature with comfort.
  • Cottages: Charming and cozy, these rentals offer a quaint escape in the heart of Tuscany.**

Top attractions near Certaldo

Certaldo, nestled in Tuscany, is perfect for romantic getaways and cultural explorations. Visitors can enjoy charming churches, picturesque piazzas, and fascinating museums that showcase the area’s rich history. The town offers a delightful mix of cultural experiences and scenic views, making it ideal for those seeking romance and entertainment. Don’t miss the opportunity to explore the nearby historic villas that add to the allure of this enchanting destination.

  • San Gimignano Communal Palace: This historic civic government building, located 6 miles from Certaldo, showcases stunning medieval architecture and offers a glimpse into the rich cultural heritage of the region, making it a must-see for history enthusiasts.
  • Piazza Duomo: Also 6 miles away, this vibrant square serves as the heart of San Gimignano, surrounded by charming shops and cafes, providing a perfect spot to soak in the local culture and enjoy the picturesque surroundings.
  • Medieval Criminal and Torture Museum: Situated 6 miles from Certaldo, this unique museum presents a chilling yet fascinating look at medieval justice and punishment, appealing to those intrigued by history's darker aspects.

Things to do recommended for couples

Experience romance in Certaldo with a visit to Tenuta Torciano Winery, just 3 miles away, or explore Tenuta Maiano, 5 miles away, both offering delightful wine tastings. Don’t miss the enchanting Antinori nel Chianti Classico, 9 miles away, perfect for couples seeking unforgettable moments together.

Things to do recommended for families

In Certaldo, families can catch a game at Stadio Carlo Castellani, enjoy splashes at Hidron Aquatic Centre, or unwind in the peaceful Alta Val d'Elsa River Park. Each destination offers a unique experience, perfect for creating lasting memories together.

Things to do recommended for groups

Experience the thrill of golfing at Castelfalfi Golf Course, located 9 miles from Certaldo. Enjoy cultural performances at Teatro del Silenzio, 16 miles away, or embark on an adventurous hike along the scenic Sentierelsa Trail, just 10 miles from town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Certaldo

If you're traveling in a group, with family, bringing along pets, or seeking extended stays, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Certaldo with a group: Think about how many bedrooms you require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily narrow down your options on Vrbo to find exactly what you need and more.
  • Traveling to Certaldo with young kids: Traveling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Certaldo: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo listings that are pet-friendly. Most of these accommodations offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Certaldo: If you’re in search of vacation rentals with discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don’t forget to include features like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Certaldo

Certaldo, a charming town in Tuscany, offers the perfect blend of romance, culture, and entertainment for your vacation. Explore the enchanting Certaldo Alto, with its historic streets and stunning views. Don't miss Certaldo Basso for a taste of local life, or venture into the picturesque Chianti region for breathtaking landscapes and fine wines. Whether you seek relaxation or luxury, Certaldo is your ideal getaway, surrounded by friendly locals and rich history.

  • Certaldo Alto: Nestled atop a hill, Certaldo Alto is the historic heart of Certaldo, offering a blend of culture and romance. This charming neighborhood is perfect for those seeking an outdoor experience, with its narrow cobblestone streets inviting leisurely strolls. Explore the local museums and historic houses that showcase the rich heritage of the area. The scenic views of the Tuscan landscape from the town's elevated position are breathtaking, and nearby shopping centers add a modern touch to this quaint locale. Don't miss a visit to the Palazzo Pretorio, a stunning historic site that highlights the town's medieval architecture.
  • Marcialla: A picturesque village located just a short drive from Certaldo, Marcialla is known for its romantic ambiance and vibrant entertainment scene. The village is home to a lively theater where you can catch local performances or participate in guided tours that explore its historic places and beautiful piazzas. Stroll through the charming streets lined with traditional Tuscan buildings and enjoy the local cuisine at cozy restaurants. Marcialla’s inviting atmosphere makes it an ideal spot for couples and families alike, offering a delightful escape into the heart of Tuscany.
  • San Donnino: San Donnino is a quaint village that caters to families and outdoor enthusiasts. With its serene urban parks and scenic historic sites, it’s a great place to unwind and connect with nature. Families can enjoy picnics in the lush parks while soaking in the local history at nearby landmarks. The village’s relaxed atmosphere makes it a refreshing contrast to the bustling tourist spots, allowing visitors to experience authentic Tuscan life. Don't forget to explore the vibrant local parks that offer spaces for recreation and relaxation alike.

Best time to go to Certaldo

If you're planning a trip to Certaldo, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyAverageSlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnySlightly HighAverage
May61.5°F (16.4°C)Light RainMostly SunnySlightly HighAverage
June70.7°F (21.5°C)Light RainSunnyAverageSlightly High
July76.3°F (24.6°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.9°F (24.4°C)No Rain (Dry)SunnyAverageSlightly High
September67.6°F (19.8°C)Light RainMostly SunnyAverageAverage
October59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
November50.4°F (10.2°C)Light RainMostly SunnySlightly LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash on your entire reservation. Being the planner truly has its benefits. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and organize your reservations. You’ll find that your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Tranquil Certaldo will entice you

The area's history and festivals are just a few of the reasons to vacation in Certaldo. Travelers appreciate the gardens in this relaxing city. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Certaldo

Are you searching for attractions to see in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Certaldo has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Tenuta Torciano Winery (3.3 mi / 5.3 km)
  • Sovestro in Poggio Winery (6.1 mi / 9.9 km)
  • Antinori nel Chianti Classico (8.7 mi / 14.1 km)
  • Castelfalfi Golf Course (9.3 mi / 14.9 km)
  • Casa Sola - Chianti Winery (9.4 mi / 15.2 km)
  • Isole e Olena Winery (10.1 mi / 16.3 km)

Exploring the natural features in Certaldo

Travelers enjoy Certaldo for its gardens and countryside. Whether you're an active traveler or just want to spend some time taking in the scenery, Certaldo is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Boboli Gardens (18.1 mi / 29.2 km)
  • Cascine Park (18.5 mi / 29.8 km)
  • Arno River (18.6 mi / 29.9 km)
  • Sentierelsa Trail (9.7 mi / 15.6 km)
  • Le Caldane Thermal Baths (11.8 mi / 19 km)
  • Alta Val d'Elsa River Park (11.9 mi / 19.2 km)

Transportation to and around Certaldo

The nearest airport is in Florence Airport, Peretola (FLR), located 19.3 mi (31.1 km) from the city center.

If you'd rather travel by train, you can make your way to Certaldo Station.

Frequently asked questions

What is the best area to stay in Certaldo when booking a vacation rental?
When considering a vacation rental in Certaldo, Tuscany, a popular area to stay is the historic town center, known as Certaldo Alto. This charming hilltop neighborhood is renowned for its medieval architecture and cobbled streets, providing a picturesque backdrop for your stay. Here, you can explore the stunning Palazzo Pretorio, which showcases beautiful frescoes and offers insight into the town's rich history. Additionally, the nearby Church of San Tommaso e Prospero is a must-visit, featuring remarkable artwork and a serene atmosphere.

Another great option is the surrounding countryside, which offers a more tranquil experience while still being close to the town. This area is great for those who enjoy nature and scenic views, with plenty of vineyards and olive groves to explore. You can partake in wine tastings at local wineries or take leisurely walks along the scenic trails that meander through the Tuscan landscape.

In terms of vacation rentals, both Certaldo Alto and the countryside offer a range of properties, suiting various preferences and budgets.
How much does it cost to rent a vacation home in Certaldo?
Prices for vacation rentals in Certaldo vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Certaldo to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Certaldo vacation house rentals?
You can find great discounts on house rentals in Certaldo on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Certaldo?
In Certaldo, apartments are the most popular vacation rental option, with about 84 available throughout this charming Tuscan town. These apartments are typically located in picturesque neighborhoods, providing travelers with easy access to local attractions like the historic Certaldo Alto and the beautiful countryside. Most rooms come equipped with essential amenities such as fully equipped kitchens, cozy living areas, and often a terrace or balcony to enjoy the stunning views of the surrounding hills.

For those seeking more space, approximately 45 villas are also available, offering a luxurious experience with larger living areas, private gardens, and swimming pools, ideal for families or groups. Additionally, there are around 39 vacation houses and several cottages, which provide a rustic charm and a cozy feel, complete with outdoor spaces for dining and relaxing.
Are there any family house rentals in Certaldo?
In Certaldo, Tuscany, there are a variety of family-friendly house rentals available—approximately 97 to choose from. This charming town, renowned for its medieval architecture and picturesque landscapes, is an excellent choice for families looking to immerse themselves in Italian culture. Many of these homes offer spacious living areas and fully equipped kitchens, making meal preparations a breeze after a day of exploration.

Visitors can enjoy outdoor spaces, great for children to play, along with amenities such as Wi-Fi and air conditioning for added comfort. Certaldo is conveniently located near attractions like the famous Certaldo Alto, a hilltop village that provides stunning views and delightful streets to wander. Additionally, families can easily access nearby towns like San Gimignano and Volterra, both rich in history and culture.
Can I rent a vacation home with a pool or hot tub in Certaldo?
In Certaldo, Tuscany, travelers can find a variety of vacation homes available for rent that feature pools or hot tubs, with approximately 121 options to choose from. This picturesque town, known for its medieval architecture and rolling hills, offers a range of properties spread across the scenic countryside and charming historical areas. Many of these rentals come equipped with private pools, outdoor patios, and beautiful gardens, providing the great setting for relaxation and enjoyment of the Tuscan sun.

Additionally, some homes include hot tubs, allowing guests to unwind after exploring the local attractions. Expect amenities like fully equipped kitchens, spacious living areas, and comfortable bedrooms, making these rentals ideal for families or groups.
Can I find long-stay vacation rentals in Certaldo?
A long-stay vacation rental in Certaldo is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Certaldo?
In Certaldo, Tuscany, there are numerous pet-friendly house rentals available, offering a range of amenities to make your stay comfortable. Many of these properties feature spacious outdoor areas, allowing pets to roam freely, as well as fully equipped kitchens and cozy living spaces for relaxation.

The town itself is rich in history and culture, with charming streets and local shops that welcome pets. Additionally, nearby parks and scenic countryside provide plenty of opportunities for outdoor activities, making it an ideal destination for travelers with pets.
Are there any remote work vacation rentals in Certaldo?
In Certaldo, Tuscany, there are numerous vacation rentals suiting remote work needs, with around 149 options available. This charming town, known for its medieval architecture and beautiful landscapes, offers a variety of properties that come equipped with amenities ideal for productivity. Travelers can expect features such as high-speed Wi-Fi, dedicated workspaces, comfortable desks, and ergonomic chairs. Many rentals also include additional conveniences like laptop workstations and safes for securing personal belongings.

Certaldo's picturesque surroundings provide a serene backdrop for remote work, allowing travelers to balance productivity with leisure. The town is home to historical sites, local markets, and exquisite Tuscan cuisine, making it a delightful place to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Certaldo vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Certaldo with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Certaldo?
In Certaldo, popular rental amenities include WiFi and kitchens, essential for travelers seeking to stay connected and prepare their own meals. Many properties also feature pools, either shared or private, providing a refreshing escape during the warm Tuscan days. Onsite parking is another common amenity, ensuring convenience for those exploring the picturesque Tuscan countryside.
When is the best time to visit Certaldo for a vacation rental?
April is the most popular month to visit Certaldo, as it marks the peak season running from March to May. This delightful time of year attracts travelers who seek to immerse themselves in the stunning beauty of Tuscany, where blooming wildflowers and vibrant landscapes create a picturesque backdrop for exploration.

During this period, the weather is typically mild, with temperatures ranging from the low 50s to mid-70s Fahrenheit, making it great for outdoor activities like hiking and leisurely strolls through the charming medieval streets of Certaldo. Visitors can enjoy the local culture, with various festivals and events celebrating Tuscan traditions, enhancing their overall experience.

For those looking for a more budget-friendly option, consider visiting in November. This month offers a quieter atmosphere, allowing for a more intimate exploration of the area's historic sites and vineyards without the crowds.
How early should I book a Certaldo vacation rental?
Book your Certaldo vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Certaldo?
In Certaldo, travelers can immerse themselves in the charming medieval atmosphere of the town, known for its well-preserved historic center. The Certaldo Alto area features cobblestone streets and offers stunning views of the surrounding Tuscan landscape. Here, visitors can explore the Palazzo Pretorio, which showcases beautiful frescoes and historical artifacts.

The town is also famous for being the birthplace of the poet Giovanni Boccaccio, and his home is a point of interest that attracts literature enthusiasts. Nearby, the vibrant local markets provide a taste of Tuscan cuisine and artisan crafts, making it a delightful area for those looking to experience authentic Italian culture.

Additionally, Certaldo serves as a convenient base for exploring the wider Chianti region, where travelers can enjoy wine tours, picturesque vineyards, and scenic drives through rolling hills.
Can I change or cancel my Certaldo home rental booking on Vrbo?
To find Certaldo vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Certaldo vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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