Certaldo holiday homes

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 allure: Wander terracotta-floored streets and explore charming churches, museums, and piazzas.
  • Hilltop charm: Enjoy the relaxed atmosphere and scenic views from this quaint Tuscan hill town.
  • Cultural immersion: Experience authentic local heritage and friendly neighbourhood vibes on foot.
  • Outdoor leisure: Delight in leisurely strolls and outdoor adventures within walking distance of the centre.
  • Romantic escapes: Discover secluded spots perfect for a memorable city break in Tuscany.

Top attractions in and around Certaldo

Certaldo in Tuscany, Italy, invites travellers to explore its rich history with charming churches, engaging museums, and delightful piazzas. This picturesque city offers a blend of culture, romance, and outdoor adventure, making it perfect for those seeking a memorable city break. Whether you’re wandering through historic streets or enjoying a leisurely day out, Certaldo promises an authentic and enchanting experience.

  • Casa del Boccaccio: Experience the rich history of Certaldo at this historic house, where culture and literary heritage come alive.
  • San Gimignano Communal Palace: Explore a remarkable historic civic government building, located 10km away, offering insights into local governance and timeless Tuscan architecture.
  • Vernaccia di San Gimignano Wine Museum: Discover the world of local winemaking at this museum, also 10km away, celebrating the region’s viticultural traditions and culture.

Things to do recommended for couples

Explore Certaldo’s charm with your partner. Enjoy leisurely walks around the historic centre, savour local Tuscan cuisine, and immerse in the quaint ambience. Experience authentic Italian romance in a delightful setting, perfect for a memorable couple’s retreat.

Things to do recommended for families

Families will delight in exploring the charming medieval streets of Certaldo Alto, where kids can enjoy gelato while taking in stunning views. Visit the local markets for fresh produce and artisan crafts, or embark on a family-friendly cooking class to learn how to make traditional Tuscan dishes.

Things to do recommended for groups

Groups in Certaldo can enjoy local food tours, cycling through the scenic Tuscan countryside, and engaging in historic town walks that reveal charming artisan shops and cultural treasures.

*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 planning an extended stay, it's important to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Certaldo with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Certaldo with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Certaldo: For many families, a holiday isn't truly fulfilling without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Certaldo: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay in and around Certaldo

Certaldo is a charming hilltop town in Tuscany, where travellers can wander on terracotta-floored streets and enjoy a beautifully relaxed atmosphere. This quaint city offers a perfect blend of historic allure and outdoor leisure, ideal for a romantic or entertainment-themed holiday. With its friendly locals and secluded spots, Certaldo invites you to explore its rich heritage on foot, all within walking distance of its picturesque centre.

  • Certaldo Alto: Nestled within the historic area of Certaldo, Certaldo Alto offers a rich tapestry of experiences. This neighbourhood is renowned for its entertainment-themed attractions, romantic ambience, and abundant outdoor activities. Visitors can enjoy a rejuvenating spa experience while exploring local landmarks such as a majestic cathedral and an intriguing museum, all set amidst significant architectural wonders. The blend of cultural heritage and modern leisure makes it a charming destination for discerning travellers.
  • Marcialla: Located in the vicinity of Certaldo, Marcialla is a quaint village that invites you to immerse yourself in its cultural and romantic atmosphere. The village is a hub for culture-themed and entertainment experiences, where guided tours lead you through historic palaces, ancient landmarks, and museums steeped in local lore. With its elegant backdrop and artistic flair, Marcialla offers an evocative setting perfect for a leisurely exploration of Tuscany’s storied past.
  • San Gimignano: Situated 10km from Certaldo, San Gimignano is a captivating city celebrated for its romantic charm and vibrant entertainment scene. The city boasts a mix of outdoor delights, from relaxing spa sessions to engaging theatre performances. Its proximity to noteworthy attractions such as historic sites, natural hotsprings, and scenic beaches, makes it an ideal spot for travellers keen to experience both culture and nature in equal measure.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.2°F (5.1°C)Light RainMostly SunnySlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyAverage
March48.4°F (9.1°C)Light RainMostly SunnyAverage
April54.9°F (12.7°C)Light RainMostly SunnySlightly High
May61.5°F (16.4°C)Light RainMostly SunnySlightly High
June70.7°F (21.5°C)Light RainSunnyAverage
July76.3°F (24.6°C)No Rain (Dry)SunnySlightly High
August75.9°F (24.4°C)No Rain (Dry)SunnyAverage
September67.6°F (19.8°C)Light RainMostly SunnyAverage
October59.0°F (15.0°C)Light RainMostly SunnyAverage
November50.4°F (10.2°C)Light RainMostly SunnySlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

If you're aiming to stretch your travel budget further, try keeping your travel dates flexible since prices can vary. An extended stay might also offer significant savings. To help you select the perfect Vrbo accommodation within your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy space where you can start planning new trips, continue from where you left off, or review and organise your plans. You’ll see your saved or booked properties sorted into Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.bookabach.co.nz/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 Bookabach.
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 Bookabach?
Bookabach 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?
Bookabach 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 Bookabach, 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 Bookabach?
To find Certaldo holiday rentals with free cancellation, just use Bookabach'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, Bookabach 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 Bookabach?
Bookabach'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 Bookabach 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. Bookabach offers something for every taste and budget, from affordable homes in Certaldo to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach 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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