Certaldo vacation rentals

We found 1,430 vacation rentals — enter your dates for availability

Discover a selection of 12 homes, 11 apartments, 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)
  • Castello di Monsanto (8.3 mi / 13.3 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)

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, Tuscany, Italy when booking a vacation rental?
When considering the best area to stay in Certaldo, Tuscany, a great choice is the historic center, which exudes charm and character. This area is rich in medieval architecture and offers a picturesque setting with narrow, cobblestone streets that invite exploration. A key attraction nearby is the Palazzo Pretorio, a stunning example of Gothic architecture that showcases the town's history and artistic heritage. Additionally, visitors can enjoy breathtaking views from the nearby hilltop, which is superb for capturing the essence of the Tuscan landscape.

Another appealing option is the surrounding countryside, where you can find vacation rentals that offer a peaceful retreat amidst vineyards and olive groves. This area is ideal for those who appreciate the beauty of nature and want to indulge in local wine tastings and culinary experiences. The charm of the countryside, combined with easy access to the historic town, makes it a delightful choice for a memorable stay in Certaldo.
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 73 available in charming settings throughout the town. These apartments often feature fully equipped kitchens, cozy living areas, and balconies or terraces that allow guests to enjoy the picturesque Tuscan landscape. Many are situated near historical sites such as the Palazzo Pretorio and the medieval fortress, providing easy access to local attractions.

For travelers seeking more space, there are approximately 42 villas and 32 vacation houses available. These larger accommodations typically include multiple bedrooms, private gardens, and outdoor dining areas, making them ideal for families or groups.
Are there any family house rentals in Certaldo?
In Certaldo, Tuscany, families will find a variety of accommodating homes, with around 77 rentals available. This charming town is known for its medieval architecture and picturesque landscapes, making it an ideal base for family adventures. Many properties come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor spaces superb for children to play and explore.

Visitors can enjoy amenities like Wi-Fi, air conditioning, and sometimes even private pools or gardens where families can relax together after a day of sightseeing. Close to Certaldo, attractions such as the nearby medieval town of San Gimignano, famous for its towers and stunning views, and the beautiful vineyards of Chianti offer plenty of opportunities for exploration and enjoyment.
Can I rent a vacation home with a pool or hot tub in Certaldo?
In Certaldo, Tuscany, there are plenty of vacation homes available for rent that feature pools, with around 110 options to choose from. This picturesque town, known for its medieval architecture and stunning countryside views, offers various properties that cater to travelers seeking relaxation and leisure. Many of these rentals come with private swimming pools, ideal for enjoying the warm Tuscan sun, and some may even include hot tubs for a luxurious experience.

Travelers can expect amenities such as spacious outdoor areas for dining and sunbathing, fully equipped kitchens for home-cooked meals, and comfortable living spaces.
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, travelers can find a variety of pet-friendly house rentals, with around 77 options available. The area is known for its beautiful Tuscan landscapes, with many rentals offering amenities such as spacious gardens, patios, and fully equipped kitchens, ideal for families or groups traveling with pets.

Certaldo itself is a charming medieval town that provides a rich cultural experience, and many of the vacation homes are located close to local attractions, including the historic Certaldo Alto, which offers stunning views and quaint streets to explore. The proximity to parks and natural areas makes it convenient for pet owners to enjoy leisurely walks with their furry companions.
Are there any remote work vacation rentals in Certaldo?
In Certaldo, Tuscany, there are numerous vacation rentals suitable for remote work, with around 133 options available. Many of these properties are equipped with high-speed internet and free Wi-Fi, allowing for a seamless work-from-home experience. Expect amenities such as dedicated workspaces, comfortable seating, and serene surroundings that can help enhance productivity.

The town itself is rich in history and charm, with its medieval architecture and picturesque landscapes providing a beautiful backdrop for your stay. While working remotely, you can take breaks to explore local attractions like the historic Palazzo Pretorio or the stunning views from the Certaldo Alto hilltop. The local cuisine and vibrant markets add to the appeal, making it a delightful spot for both work and leisure. 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 vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals with ease. Many properties also offer onsite parking, making it convenient for those traveling by car. Pet-friendly options are available, suiting guests who wish to bring their furry companions along. Additionally, service animals are permitted in most rentals. Guests can expect outdoor spaces like decks or patios, ideal for enjoying the beautiful Tuscan landscape.
When is the best time to visit Certaldo for a vacation rental?
April marks the most popular time to visit Certaldo, as it falls within the peak season from March to May. This delightful month welcomes travelers looking to immerse themselves in the beauty of Tuscany, with its picturesque landscapes and charming medieval architecture. The mild weather—typically ranging from the low 50s to the mid-70s Fahrenheit—invites visitors to explore the quaint streets, enjoy outdoor dining, and partake in local festivals that celebrate the region's rich culture.

During this vibrant season, the town buzzes with activity, making it an ideal time for sightseeing and outdoor adventures. Visitors can stroll through the historic center, visit the iconic Palazzo Pretorio, or venture into the surrounding vineyards for wine tastings. The pleasant climate enhances the experience, allowing travelers to fully appreciate the stunning vistas of rolling hills adorned with blooming flowers.

If you're seeking a more budget-friendly option, consider visiting in November. This month, while quieter, offers a unique opportunity to experience Certaldo's authentic charm without the crowds. The fall foliage creates a beautiful backdrop for leisurely walks and local exploration, and you can enjoy the warmth of the Tuscan hospitality at more favorable rates.

Ultimately, the best time to book a vacation rental in Certaldo depends on your preference for lively spring festivities or a tranquil autumn retreat.
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, Tuscany, Italy?
In Certaldo, Tuscany, visitors can take part in the charm of this historic town, known for its medieval architecture and picturesque views. The main attraction is the well-preserved medieval old town, Certaldo Alto, which can be accessed via a funicular. Here, travelers can explore the narrow cobblestone streets, visit the beautiful Palazzo Pretorio, and admire the stunning vistas of the surrounding countryside.

Cultural enthusiasts will appreciate the annual Boccaccio Festival, celebrating the works of the famous writer Giovanni Boccaccio, who was born here. Additionally, the Certaldo area is dotted with vineyards and olive groves, making it an excellent destination for wine tastings and culinary experiences that showcase the region's rich gastronomic heritage.

Nearby, the enchanting town of San Gimignano, known for its towers and medieval charm, is just a short drive away, offering additional attractions like the Collegiata and local artisan shops.
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.

Frequently asked questions

Can I find a vacation rental in Certaldo?
Yes, we have vacation rentals close to well known sights in Certaldo, or you can go with a more remote option if you're looking for relaxation. Nature enthusiasts will enjoy the gardens and countryside in Certaldo. Make sure you have time to check out the festivals while you're in the area.
How many vacation rentals are there in Certaldo?
Choose from 16 Expedia vacation rentals in Certaldo for a memorable vacation.
What's there to see and do in Certaldo?
Enjoy the area's cultural attractions such as Museum of Sacred Art, or get outdoors into nature at a spot like Boboli Gardens. Other popular places to visit in the area include Piazza di Santa Maria Novella and Cathedral of Santa Maria del Fiore.
What's a vacation rental in Certaldo like?
A vacation rental is a private property you can book for a few weeks or just a few days in Certaldo. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.

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