Certaldo holiday lettings

We found 1,657 holiday rentals — enter your dates for availability

Select from 43 houses, 93 apartments and other holiday rentals to find the perfect place for your stay in Certaldo. Whether you're going on holiday with family or friends, holiday homes have the amenities that you need and want for your stay, which might include a garden and hot tub. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Certaldo

Showing deals for:14 Nov - 21 Nov
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Find out more about Certaldo

Find out more about Certaldo

Why visit Certaldo

  • Rich cultural heritage: Discover charming churches, intriguing museums, and lively piazzas that reflect the essence of Italian culture.
  • Stunning landscapes: Explore the nearby Chianti Hills, offering breathtaking views and picturesque scenery.
  • Romantic atmosphere: Certaldo provides a relaxing environment, perfect for couples seeking a romantic getaway.
  • Charming accommodations: Choose from a variety of delightful holiday rentals, including cosy apartments and luxurious villas.
  • Excursions to historic towns: Venture to nearby towns for a taste of luxury and seclusion amidst rich history.

Popular types of accommodation in Certaldo

Vrbo offers a fantastic selection of holiday rentals in Certaldo, perfect for British travellers seeking comfort and charm. Whether you prefer a cosy apartment, a private vacation home, or a luxurious villa, you’ll find the ideal accommodation to suit your needs. Our guests often opt for Certaldo villa rentals, which provide ample space and stunning views. Explore the delightful options and make your stay in this picturesque town truly memorable.

  • Apartments: The top choice for visitors in Certaldo, offering modern amenities and a home-like atmosphere for a comfortable stay.
  • Houses: Ideal for families or groups, these homes provide a spacious and personalised experience.
  • Villas: Luxurious and often set in picturesque surroundings, perfect for those seeking elegance and relaxation.
  • Caravan Parks: A unique option for adventurous souls, combining nature with a sense of community.
  • Cottages: Quaint and charming, these are perfect for a cosy retreat in the heart of Tuscany.**

Top attractions in and around Certaldo

Certaldo, nestled in Tuscany, is perfect for a romantic and culturally enriching getaway. Visitors can explore charming churches, intriguing museums, and lively piazzas, all catering to those seeking a rich cultural experience. Additionally, the nearby Chianti Hills offer stunning landscapes, ideal for a coastal getaway. Whether you're travelling as a couple or solo, Certaldo promises a delightful blend of entertainment and cultural immersion.

  • San Gimignano Communal Palace: This historic civic government building, located 3.7km from Certaldo, showcases stunning medieval architecture and rich cultural heritage. Visitors can explore its impressive halls and learn about the town's history.
  • Piazza della Cisterna: A charming square, also 3.7km from Certaldo, surrounded by beautiful towers and medieval buildings. It’s the perfect spot to soak in the vibrant atmosphere, enjoy local cuisine, and admire the city’s culture.
  • Casa del Boccaccio: Situated within Certaldo, this historic house is the birthplace of the famous writer Giovanni Boccaccio. The museum offers insights into his life and works, making it a must-visit for literature enthusiasts.

Things to do recommended for couples

For a romantic getaway in Certaldo, visit the enchanting Tenuta Torciano Winery, just 1.9km away, or the charming Tenuta Maiano, located 3.1km away, both offering delightful outdoor experiences. Don’t miss the stunning Antinori nel Chianti Classico, a mere 5.6km from your base.

Things to do recommended for families

Your family vacation in Certaldo will be delightful, with a visit to the Stadio Carlo Castellani for a spirited sports atmosphere, the Chianti Observatory for exciting planetarium shows, and the Nelson Mandela Forum for wellness and relaxation, all within a short drive of your base.

Things to do recommended for groups

Groups visiting Certaldo can enjoy a round of golf at Castelfalfi Golf Course, immerse themselves in culture at Teatro del Silenzio, and unwind with drinks at Il Fiaschetto for a lively evening. These activities offer a delightful blend of sports, entertainment, and romance.

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

If you’re travelling with a group, family, pets, or seeking extended stays, be sure to use the appropriate filters to prioritise your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Certaldo with a group: Think about how many bedrooms you require, along with features such as a fully equipped kitchen or outdoor areas for gatherings. Fortunately, you can easily refine your search for all these options, and many more, on Vrbo.
  • Traveling to Certaldo with young kids: Traveling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Certaldo: For many, a family holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Certaldo: If you're in search of holiday rentals that offer savings for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Certaldo

Certaldo, nestled in the heart of Tuscany, offers a delightful blend of romance, culture, and entertainment. Explore beautiful villas and estates that capture the essence of Italian charm. With its relaxing atmosphere and friendly locals, you'll find Certaldo a perfect base for memorable excursions. Don’t miss the chance to visit nearby historic towns, where luxury and seclusion await, ensuring a truly enchanting holiday experience in this picturesque region.

  • Certaldo Alto: Nestled atop a hill, Certaldo Alto is a charming medieval neighbourhood that offers a captivating blend of history and culture. Visitors are drawn to its cobbled streets, picturesque views, and romantic atmosphere. Explore the historic houses and museums that showcase the rich heritage of the region. The local shopping centre and bustling theatre provide lively entertainment options, making it an ideal spot for both relaxation and exploration. Don't miss the stunning views of the surrounding Tuscan landscape that can be enjoyed from the ancient walls.
  • Marcialla: A quaint village near Certaldo, Marcialla is perfect for those seeking a romantic escape intertwined with entertainment. The village's inviting piazza square is a focal point for visitors, often hosting local events and gatherings. With its historic palace and charming streets, Marcialla offers a delightful backdrop for leisurely strolls. Theatre performances and guided tours of the area allow tourists to immerse themselves in the local culture and history, making it an enriching experience for all.
  • San Donnino: This delightful village is ideal for families and urban explorers alike. San Donnino boasts a mix of outdoor experiences and urban charm, with its lovely urban park providing ample space for picnics and play. The area is rich in historic sites, allowing visitors to delve into the past while enjoying the natural beauty surrounding them. With its welcoming atmosphere and accessible amenities, San Donnino serves as a fantastic base for exploring the broader Certaldo region.

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 SunnyAverageAverage
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 LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can significantly impact prices. Furthermore, opting for a longer stay often results in substantial savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to create new trips, manage your plans, or review and organise your bookings. The properties you’ve saved or booked are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Relaxing Certaldo will entice you

The area's history and festivals are just some of the reasons to come on holiday to Certaldo. Travellers appreciate the gardens in this relaxing city. Uffizi Gallery and Cathedral of Santa Maria del Fiore are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Certaldo

Do you want to find attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that makes Certaldo a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • 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

Travellers enjoy Certaldo for its gardens and countryside. Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Certaldo. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • 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)

Transport to and around Certaldo

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

If you prefer train travel, the main station is Certaldo Station.

Frequently asked questions

How much does it cost to rent a holiday home in Certaldo?
Prices for holiday 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 holiday 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 holiday rental accomodation in Certaldo?
In Certaldo, apartments are the most popular type of holiday rental, with approximately 83 available throughout the picturesque Tuscan town. These apartments are typically situated in charming historic buildings and offer amenities such as fully equipped kitchens, comfortable living areas, and some even feature balconies with stunning views of the surrounding countryside. This makes them ideal for travellers wanting to immerse themselves in local culture while enjoying the comforts of home.
Are there any family house rentals in Certaldo?
In Certaldo, Tuscany, there are numerous family-friendly house rentals available, with around 97 options to choose from. This charming town offers a delightful mix of historical ambiance and picturesque landscapes, making it an excellent choice for families seeking a memorable holiday. Many of these properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for children to explore and play.

Visitors can take advantage of amenities such as private gardens, swimming pools, and barbecue facilities, which enhance the outdoor experience. The town itself is renowned for its medieval architecture and cultural sites, including the stunning Palazzo Pretorio and the famous Boccaccio's House, both of which provide fascinating insights into the region's rich history.
Can I rent a holiday home with a pool or hot tub in Certaldo?
In Certaldo, Tuscany, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 121 options to choose from. This picturesque town, known for its medieval charm and stunning landscapes, offers a variety of accommodations scattered throughout the countryside and in the historic centre. Many of these properties come equipped with private swimming pools, hot tubs, and beautiful outdoor spaces, superb for relaxation after a day of exploring.
Can I find long-stay holiday rentals in Certaldo?
A long-stay holiday rental in Certaldo is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Certaldo?
In Certaldo, Tuscany, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties feature charming amenities such as private gardens, outdoor dining areas, and fully equipped kitchens, making them great for families or groups who wish to enjoy a cozy feel during their stay.
Are there any remote work holiday rentals in Certaldo?
In Certaldo, Tuscany, there are plenty of remote work holiday rentals available, with around 150 options to choose from. This picturesque town, known for its medieval architecture and stunning landscapes, provides an inspiring backdrop for remote working. Many of these properties are equipped with essential amenities such as Wi-Fi, dedicated office spaces, ergonomic desks and chairs, and even computer monitors, suiting the needs of professionals looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Certaldo holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Certaldo with parking available—perfect for families or travellers 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 holiday rental amenities include well-equipped kitchens, refrigerators, and complimentary Wi-Fi, ensuring a comfortable and convenient stay. Many properties also feature pools, providing a refreshing option for relaxation during the warm Tuscan days. Additionally, cookware, dishware, and utensils are typically included, allowing guests to prepare their own meals and enjoy the local culinary delights in the comfort of their rental.
When is the best time to visit Certaldo for a holiday rental?
April is the most popular month to visit Certaldo, making it an ideal time for those seeking an authentic Tuscan experience. This period, which spans from March to May, marks the peak season for tourists eager to explore the picturesque streets and indulge in the rich culture of this charming medieval town. As the temperatures begin to rise, typically ranging from 15 to 20 degrees Celsius, visitors can comfortably enjoy outdoor activities, stroll through the historic centre, and take in the stunning surrounding landscapes.

During April, the vibrant local markets spring to life, offering travellers an opportunity to taste regional delicacies, from exquisite wines to artisanal cheeses. Additionally, the mild climate is great for exploring nearby vineyards and olive groves, making it a prime time for those who appreciate the finer things in life while still seeking good value.

For those considering a more budget-friendly option, November presents an excellent alternative. This month allows you to experience the serene beauty of Certaldo without the bustling crowds, offering a peaceful atmosphere great for leisurely walks and quiet exploration of the town's cultural gems.
How early should I book a Certaldo holiday rental?
Book your Certaldo holiday 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 holiday 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, Tuscany, visitors can explore the charming medieval town, which is particularly known for its well-preserved historic centre. The highlights include the Palazzo Pretorio, adorned with a variety of coats of arms, and the beautiful Church of San Tommaso e San Prospero. Holiday rentals in this area often feature traditional Tuscan architecture, allowing guests to immerse themselves in the local culture.

A visit to the nearby Certaldo Alto, the upper part of the town, offers stunning panoramic views of the surrounding countryside and the chance to wander through cobblestone streets lined with quaint shops and eateries. Additionally, the town hosts the renowned Boccaccio's house, which celebrates the life of the famous writer and is a must-see for literature enthusiasts.
Can I change or cancel my Certaldo home rental booking on Vrbo?
To find Certaldo holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Certaldo holiday 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.