Certaldo holiday rentals

We found 1,282 holiday rentals — enter your dates for availability
Discover a selection of 15 apartments, 10 villas and other holiday rentals in Certaldo that are perfect for your trip. 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.

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Why visit Certaldo

  • Historic charm: Wander through medieval streets and ancient fortifications, immersing yourself in the city’s rich heritage.
  • Cultural heritage: Explore centuries-old churches, museums, and piazzas that echo the romance of Tuscany.
  • Leisurely strolls: Enjoy the quaint atmosphere with scenic streets perfect for relaxing walks.
  • Authentic experiences: Engage with local traditions and immerse yourself in genuine Italian culture.
  • Scenic beauty: Discover secluded outdoor spaces that capture the timeless allure of Certaldo.

Popular types of accommodation in Certaldo

Discover Certaldo, a picturesque Tuscan city steeped in history and charm. Explore its narrow medieval streets, ancient fortifications, and vibrant cultural scene. Choose from a range of certaldo holiday rentals, including cosy apartments, private holiday homes, and elegant villas, and immerse yourself in the local atmosphere. Whether you’re seeking a certaldo holiday apartment or a certaldo rental, your stay promises authentic experiences amid timeless beauty.

  • Apartments: These are the top choice for visitors seeking the convenience of self-catering facilities and a home-like atmosphere during their stay in Certaldo.
  • Private Holiday Homes: Offering a more personalised experience, these homes provide comfort and privacy for families or groups.
  • Villas: Ideal for those wanting a touch of luxury, villas offer spacious living and beautiful surroundings.
  • Caravan Parks: Perfect for adventurers, caravan parks offer a unique way to enjoy the outdoors while being close to nature.
  • Cottages: These quaint residences provide a charming and cosy retreat, ideal for a romantic getaway or a peaceful escape.**

Top attractions near Certaldo

Certaldo in Tuscany offers a charming blend of romance and culture, ideal for those seeking an entertaining outdoor retreat. Visitors can explore local churches, museums, and piazzas, each steeped in historical allure. The city’s quaint atmosphere and scenic streets invite leisurely strolls, making it a perfect destination for solo travellers, couples, or groups looking to immerse themselves in authentic Italian heritage and city charm.

  • San Gimignano Communal Palace: Experience the grandeur of this historic civic building, rich in Renaissance art and architecture, that served as the heart of local governance.
  • Medieval Criminal and Torture Museum: Delve into the darker side of history with exhibits showcasing the methods of justice and punishment in medieval times, offering a fascinating yet chilling insight.
  • Torre Grossa: Climb this iconic tower for breathtaking views of the surrounding Tuscan landscape, embodying the medieval spirit of Certaldo.

Things to do recommended for couples

Discover the charm of Certaldo, Tuscany, for an unforgettable couple's retreat. Enjoy wandering ancient streets, dining al fresco, and exploring local vineyards. Experience authentic Italian romance amidst scenic landscapes and historic allure.

Things to do recommended for families

In Certaldo, families can explore the charming medieval streets, visit the Casa di Giovanni Boccaccio, and enjoy a leisurely bike ride through the picturesque Tuscan countryside. Don't miss the local gelato shops for a delightful treat after a day of adventure.

Things to do recommended for groups

Groups visiting Certaldo can immerse themselves in local culture by exploring the medieval town, sampling exquisite Tuscan cuisine in traditional trattorias, and participating in a wine tasting tour at nearby vineyards. Don't miss the chance to experience the vibrant local festivals that celebrate the region's rich heritage.

*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 travelling with a group, family, pets, or seeking extended stays, be sure to refine your search according to your key priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Certaldo with a group: Consider the number of bedrooms you'll require, along with features such as a fully equipped kitchen or an outdoor area suitable for group gatherings. Fortunately, you can refine your search on Stayz to include all these options and more.
  • Traveling to Certaldo with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Certaldo: Some travellers believe a family holiday isn’t complete without their furry companion. If this resonates with you, then explore Stayz properties that welcome pets. The majority of these pet-friendly options offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Certaldo: If you're seeking holiday lets offering savings for month-long stays or more, you've come to the right place. By applying the appropriate filter, you can easily locate and benefit from monthly rental deals. You might also wish to include options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Certaldo

Discover Certaldo, a charming Tuscan city perfect for a memorable romantic or leisurely getaway. Wander through historic streets, relax in secluded outdoor spaces, and immerse yourself in the local culture. Enjoy the blend of historical allure and modern entertainment, ensuring a truly unforgettable holiday experience in this enchanting region.

  • Certaldo Alto: Nestled in the heart of Certaldo, Certaldo Alto is a charming neighbourhood celebrated for its blend of entertainment-themed, romantic, and outdoor experiences. Visitors can enjoy leisurely spa sessions, exploring significant architectural landmarks such as a majestic cathedral and a fascinating museum. The area's rich history and artistic heritage provide a captivating backdrop for an enriching travel experience.
  • Marcialla: Situated within the Certaldo region, Marcialla is a quaint village that invites travellers to immerse themselves in cultural and romantic endeavours, with an entertainment twist. The village serves as a gateway to guided tours of historic palaces, revered museums, and other storied sites. Its deep cultural roots and timeless charm make it an ideal destination for those seeking both intellectual and aesthetic delights.
  • Varna: Located 5km from Certaldo, Varna is a delightful village that offers a blend of romantic, entertainment-themed, and outdoor adventures. The area is home to engaging museums, historic houses, and other significant sites that narrate the rich tapestry of local history. Varna’s proximity to Certaldo makes it a perfect spot for a day trip filled with scenic walks and cultural exploration.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 Stayz is a breeze

Looking to cut costs on your upcoming journey? Flexibility with your travel dates can make all the difference, as prices often fluctuate. You can also secure considerable savings by booking a longer stay. To discover a Stayz property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday accommodation.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a dedicated space to plan fresh journeys, resume existing ones, or review and manage your bookings. Saved or confirmed properties are now categorised as Potential, Upcoming or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/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. Piazza di Santa Maria Novella and Piazza del Duomo 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)
  • Castello della Paneretta (8.5 mi / 13.7 km)
  • Antinori nel Chianti Classico (8.7 mi / 14.1 km)
  • Castelfalfi Golf Course (9.3 mi / 14.9 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)
  • Val di Merse (27.3 mi / 43.9 km)
  • Sentierelsa Trail (9.7 mi / 15.6 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

What is the best area to stay in Certaldo when booking a holiday rental?
When considering a holiday rental in Certaldo, Tuscany, the best area to stay is the historic centre, often referred to as Certaldo Alto. This charming hilltop village offers a unique blend of medieval architecture and stunning views of the surrounding Tuscan countryside. The cobbled streets are lined with quaint shops, local eateries, and beautiful squares, making it an ideal spot for immersing yourself in the local culture.One of the top attractions in Certaldo Alto is the Palazzo Pretorio, a striking medieval palace that showcases a fascinating collection of artworks and historical artifacts. The area is also famous for its annual Boccaccesca food festival, celebrating local cuisine and wines, which can be a delightful experience for food enthusiasts.In terms of holiday rentals, this area features a variety of properties, from charming apartments in restored buildings to cosy villas, suiting different tastes and budgets.
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 292 available throughout the area. These apartments are often situated in charming neighbourhoods, providing guests with easy access to local attractions such as the historic Certaldo Alto and the beautiful Tuscan countryside. Most apartments come equipped with fully fitted kitchens, comfortable living areas, and some may even feature balconies or terraces for enjoying the stunning views.In addition to apartments, there are about 168 villas and 128 holiday houses available for those seeking more space and privacy. These properties typically offer multiple bedrooms, spacious gardens, and outdoor dining areas, making them ideal for families or larger groups looking to relax and soak in the serene Tuscan landscape.
Are there any family house rentals in Certaldo?
In Certaldo, Tuscany, there are numerous family-friendly house rentals available, with around 77 options to choose from. This picturesque town offers a blend of history and natural beauty, making it an ideal destination for families looking to explore the region. Many of these properties come with spacious living areas, fully equipped kitchens superb for family meals, and outdoor spaces where children can play and enjoy the Tuscan sun.Visitors will find that amenities such as Wi-Fi and air conditioning are commonly included, ensuring a comfortable stay. Certaldo is well-known for its medieval architecture, and families can easily visit nearby attractions like the charming Certaldo Alto, which is accessible by a funicular railway, or explore the beautiful vineyards in the surrounding countryside.
Can I rent a holiday home with a pool or hot tub in Certaldo?
In Certaldo, Tuscany, there are approximately 110 holiday homes available for rent that feature pools or hot tubs, making it an excellent choice for travellers seeking relaxation and leisure. This picturesque town, known for its medieval architecture and scenic landscapes, offers a variety of neighbourhoods where these properties can be found, including the charming historic centre and the surrounding countryside.Visitors can expect a range of amenities in these rentals, such as private swimming pools, outdoor hot tubs, and spacious gardens great for enjoying the stunning Tuscan sun. Many properties also include fully equipped kitchens, allowing guests to prepare local delicacies, and comfortable living areas for unwinding after a day of exploration.
Are there pet-friendly house rentals in Certaldo?
In Certaldo, Tuscany, there are numerous pet-friendly house rentals available, providing ample options for travellers looking to enjoy this picturesque region with their furry companions. Many of these holiday homes come equipped with amenities such as spacious gardens, private patios, and fully equipped kitchens, allowing for comfortable stays.The charming town itself is known for its medieval architecture and beautiful landscapes, making it a delightful backdrop for a holiday. Some rentals are situated close to local parks and open spaces, offering opportunities for walks and outdoor adventures with pets. Additionally, the surrounding area is dotted with vineyards and scenic countryside, superb for exploring with your four-legged friends.
Are there any remote work holiday rentals in Certaldo?
In Certaldo, Tuscany, there are a significant number of remote work holiday rentals available, with around 532 options to choose from. This charming town, known for its medieval architecture and picturesque landscapes, offers a variety of accommodations that cater to remote workers' needs. Many properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces including desks and chairs, and comfortable living areas conducive to productivity.Staying in Certaldo allows you to immerse yourself in the stunning Tuscan countryside while enjoying the convenience of local cafes and restaurants that serve traditional Italian cuisine. The town also features cultural highlights like the historic Palazzo Pretorio and the beautiful views from the nearby hilltop village of Certaldo Alto. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Certaldo?
In Certaldo, popular rental amenities include well-equipped kitchens, which allow guests to prepare meals using fresh local ingredients. Many properties also offer onsite parking, making it convenient for those travelling by car. Additionally, several rentals are pet-friendly, welcoming furry companions, and accommodating service animals. Outdoor spaces such as decks or patios are common, providing a lovely area for guests to enjoy the Tuscan countryside views.
When is the best time to visit Certaldo for a holiday rental?
April is the most popular time to visit Certaldo, as it falls within the peak season from March to May. During this period, the charming Tuscan town comes alive, attracting visitors eager to explore its rich history, stunning landscapes, and delightful cuisine. The mild spring weather, with temperatures typically ranging from 10 to 20 degrees Celsius, creates ideal conditions for outdoor activities and leisurely sightseeing.As you wander through Certaldo's medieval streets, you'll discover captivating sights like the Palazzo Pretorio and the iconic Certaldo Alto, all while enjoying the vibrant setting that spring brings. The blooming flowers and lush greenery enhance the town's picturesque charm, making it a superb backdrop for memorable photographs.For those looking for a more budget-friendly option, consider visiting in November. This month allows you to experience the tranquil beauty of Certaldo without the crowds, offering a unique opportunity to immerse yourself in the local culture and enjoy the stunning autumn scenery. You'll find that many local eateries and shops are still open, allowing you to savour the authentic Tuscan experience at a more leisurely pace.Ultimately, the best time to book a holiday rental in Certaldo depends on your preferences—whether you're drawn to the bustling energy of spring or the serene charm of autumn.
What are the top attractions in Certaldo?
In Certaldo, visitors can engage in the rich history and culture of this charming Tuscan town. The historic centre, Certaldo Alto, is a must-visit, featuring narrow cobblestone streets and stunning medieval architecture. The Palazzo Pretorio, with its impressive façade and artwork, offers insight into the town's past.Another highlight is the Church of Saint Jacob and Saint Philip, which houses beautiful frescoes and is a testament to the town's artistic heritage. For those interested in literature, the house of Giovanni Boccaccio, the famous poet and writer, is located here and offers a glimpse into his life and works.The surrounding countryside is equally captivating, with scenic vineyards and olive groves that invite exploration. Visitors can also enjoy local festivals, particularly the Certaldo Fair, which celebrates the town's cultural traditions.
Are all fees included in the Certaldo holiday homes prices shown on Stayz?
Stayz 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.
Are there any Certaldo holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Certaldo holiday homes?
You can find great discounts on holiday homes in Certaldo on Stayz, 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.
Can I change or cancel my Certaldo holiday home booking on Stayz?
To find Certaldo holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Certaldo?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Certaldo holiday home?
Book your Certaldo holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Certaldo?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Certaldo to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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