Radda in Chianti holiday homes

We found 2,711 holiday rentals — enter your dates for availability
Discover a selection of 7 homes and other holiday rentals in Radda in Chianti that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Radda in Chianti

Showing deals for:22 Jan - 29 Jan

main hall
Exceptional
(14 reviews)

Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany

Bucine

26% off
NZ$28,205
for 7 nights, 1 home
NZ$4,029 per night
includes taxes & fees
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
House and loggia, seen from the garden
Exceptional
(59 reviews)

Quiet and Beautiful Property, Large Pool, Airco in bedrooms

Castellina in Chianti

8% off
NZ$8,828
for 7 nights, 1 villa
NZ$1,261 per night
includes taxes & fees
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Property grounds
Exceptional
(47 reviews)

Le Redi: sustainable geothermal country villa, amazing views over Chianti hills

Castelnuovo Berardenga

9% off
NZ$4,988
for 7 nights, 1 villa
NZ$713 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Outdoor dining
Exceptional
(10 reviews)

Apartment in renovated farmhouse in typical Chianti Tuscan village

Castelnuovo Berardenga

8% off
NZ$2,118
for 7 nights, 1 home
NZ$303 per night
includes taxes & fees
Apartment in renovated farmhouse in typical Chianti Tuscan village
Dining
Exceptional
(31 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
NZ$10,340
for 7 nights, 1 apartment
NZ$1,477 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Interior
Exceptional
(23 reviews)

Il Nido in Chianti

Greve in Chianti

8% off
NZ$1,408
for 7 nights, 1 home
NZ$201 per night
includes taxes & fees
Il Nido in Chianti
Property grounds
Exceptional
(17 reviews)

Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena

Siena

9% off
NZ$10,712
for 7 nights, 1 home
NZ$1,530 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Property grounds
Exceptional
(83 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,097
for 7 nights, 1 home
NZ$157 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Property grounds
Exceptional
(8 reviews)

The Bartaline hut

Greve in Chianti

8% off
NZ$1,771
for 7 nights, 1 home
NZ$253 per night
includes taxes & fees
The Bartaline hut
Room
Exceptional
(18 reviews)

Lady Camollia Apartment, apartment in the center of Siena with free parking

Siena

9% off
NZ$3,096
for 7 nights, 1 apartment
NZ$442 per night
includes taxes & fees
Lady Camollia Apartment, apartment in the center of Siena with free parking
Exterior detail
Wonderful
(11 reviews)

Lovely country house in the Chianti region, for 4 persons, near Siena

Castellina in Chianti

14% off
NZ$2,330
for 7 nights, 1 home
NZ$333 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Room
Exceptional
(15 reviews)

Il Casato, a beautiful apartment in the heart of Siena

Siena

11% off
NZ$2,392
for 7 nights, 1 apartment
NZ$342 per night
includes taxes & fees
Il Casato, a beautiful apartment in the heart of Siena
Outdoor dining
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
NZ$1,847
for 7 nights, 1 apartment
NZ$264 per night
includes taxes & fees
Period residence located in the heart of Siena

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Why visit Radda in Chianti

  • Charming Piazzas: Stroll through Radda in Chianti's picturesque squares, perfect for soaking in the local atmosphere.
  • Historic Churches: Discover the city’s beautiful churches, each offering a glimpse into its rich cultural heritage.
  • Scenic Landscapes: Enjoy breathtaking views of the surrounding vineyards and rolling hills, ideal for outdoor enthusiasts.
  • Chianti Wine Tours: Experience local wine tours that showcase the region's renowned Chianti wines and winemaking traditions.
  • Serene Atmosphere: Revel in the peaceful vibe of Radda, making it a perfect retreat for relaxation and romance.

Top attractions near Radda in Chianti

Radda in Chianti, Tuscany, offers a charming blend of romance and culture, perfect for an outdoor holiday. Explore its picturesque piazzas, historic churches, and captivating castles. Enjoy local Chianti tours that immerse you in the region's rich heritage and stunning landscapes. With a lively atmosphere and beautiful scenery, Radda in Chianti is an ideal destination for those seeking a memorable city experience infused with Tuscan charm.

  • Piazza del Campo: Although located a short distance from Radda, this historic square is renowned for its stunning architecture and vibrant atmosphere, making it a cultural hub for locals and visitors alike.
  • Porta Camollia: This impressive historic gate serves as a striking entry point, showcasing the rich history and charm of the region, perfect for those who appreciate cultural heritage.
  • Medieval Tower of Barbischio: Just a few miles away, this ancient tower offers a glimpse into the past, with friendly locals eager to share stories and insights about the area's history.

Things to do recommended for couples

Radda in Chianti offers a charming escape for couples. Wander through the picturesque vineyards, indulge in wine tasting at local wineries, or enjoy a romantic sunset dinner at a traditional trattoria. Don't miss a leisurely stroll along the scenic countryside trails, hand in hand with your loved one.

Things to do recommended for families

Families will love exploring the scenic vineyards of Radda in Chianti, where kids can enjoy grape juice tastings and learn about winemaking. They can also partake in a fun cooking class, creating delicious pasta dishes together, or embark on a family-friendly hike through the stunning Tuscan countryside.

Things to do recommended for groups

In Radda in Chianti, your group can enjoy thrilling adventures at the Saltalbero Adventure Park, a zipline and ropes course located 27km away, offering a perfect blend of outdoor excitement and local charm.

*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 Radda in Chianti

No matter if you're travelling with a group, your family, pets, or planning an extended stay, it's important to filter your options based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Radda in Chianti with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Radda in Chianti with young kids: Travelling with young children can present its own set of challenges. 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 how close you are to family-friendly attractions.
  • Taking your pets with you to Radda in Chianti: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Radda in Chianti: If you're in search of holiday rentals with special offers 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 accommodation options. 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 and around Radda in Chianti

Radda in Chianti offers a charming escape with its romantic scenery and rich history. Wander through its scenic streets and immerse yourself in local culture, perfect for a relaxed, outdoor holiday. The city’s attractions provide a delightful blend of luxury and seclusion, making it ideal for a memorable Chianti holiday. Explore ancient landmarks and enjoy a serene, friendly atmosphere that epitomises the best of a romantic Italian escape.

  • Chianti Region: A mere 5km from Radda in Chianti, the Chianti Region offers a blend of rustic charm and sophisticated leisure. Visitors are drawn to its romantic ambience, entertainment-themed attractions, and a variety of outdoor pursuits. Renowned for its rejuvenating spas and body treatments, this area also boasts historical landmarks including storied castles and monuments, inviting travellers to immerse themselves in centuries of rich history and scenic beauty.
  • Cignano: Nestled within the vicinity of Radda in Chianti, Cignano is a quaint village celebrated for its outdoor adventures, romantic settings, and picturesque vistas. Known for its karting activities, this locale also offers the serene allure of a nearby lake, making it an ideal escape for those seeking natural beauty and a leisurely pace.
  • Vertine: Located 5km from Radda in Chianti, Vertine is a charming village that draws visitors with its romantic atmosphere, entertainment-themed vibe, and inviting outdoor activities. The area provides a delightful blend of cultural enrichment and natural splendour, offering ample opportunities for exploration and relaxation amid the scenic Tuscan landscape.

Best time to go to Radda in Chianti

If you're planning a trip to Radda in Chianti, 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
January40.8°F (4.9°C)Light RainMostly SunnySlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverage
March47.5°F (8.6°C)Light RainMostly SunnyAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly High
May60.4°F (15.8°C)Light RainMostly SunnyAverage
June69.8°F (21.0°C)Light RainSunnyAverage
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly High
October58.5°F (14.7°C)Light RainMostly SunnyAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is a breeze

If you're keen to save on your upcoming adventure, consider being flexible with your travel dates as prices do change. Additionally, extending your stay can often lead to significant savings. To find the perfect Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, keep your arrangements on track, or review and organise your bookings. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Why people love visiting cosy Radda in Chianti

The area's wineries and churches are just some of the reasons to come on holiday to Radda in Chianti. This scenic and romantic city is well known for its local tours, coffee shops and spas. 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.

Activities and attractions in Radda in Chianti

Are you searching for attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Radda in Chianti a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Castello di Radda Winery (0.7 mi / 1.2 km)
  • Borgo di Vescine - Tenute di Castelvecchi (2.2 mi / 3.5 km)
  • Castello di Albola (2.8 mi / 4.5 km)
  • Badia a Coltibuono (4 mi / 6.4 km)
  • Il Molino di Grace Winery (4.1 mi / 6.7 km)
  • Cantalici Winery (5.3 mi / 8.5 km)

Exploring the natural landscape of Radda in Chianti

Whether you're looking for fun outdoor activities or just want to take in the scenery, Radda in Chianti is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Terme Antica Querciolaia (17.8 mi / 28.7 km)
  • Arno River (20.1 mi / 32.4 km)
  • Val di Merse (22.6 mi / 36.4 km)
  • Chianti Sculpture Park (6.5 mi / 10.4 km)
  • Sentierelsa Trail (12.8 mi / 20.6 km)
  • Le Caldane Thermal Baths (13.6 mi / 21.9 km)

How to get to and around Radda in Chianti

The nearest airport is in Peretola Airport (FLR), located 23.4 mi (37.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Radda In Chianti when booking a holiday rental?
When considering a holiday rental in Radda In Chianti, the historic centre is an excellent choice for its charming atmosphere and accessibility to local attractions. This area is characterised by its picturesque medieval architecture and offers a variety of properties, from cosy apartments to elegant villas. Staying here allows you to immerse yourself in the local culture, with easy access to delightful shops and traditional restaurants serving regional delicacies.One of the top attractions nearby is the stunning Church of San Niccolò, which is a beautiful example of Romanesque architecture. Additionally, the surrounding vineyards offer opportunities for wine tours, allowing you to sample the renowned Chianti wines. The central square is a lovely spot for a leisurely coffee or gelato, providing a superb backdrop for relaxation after a day of exploring.
What is the most popular type of holiday rental accomodation in Radda In Chianti?
In Radda In Chianti, villas are the most popular type of holiday rental, with around 268 available in the picturesque countryside. These villas typically offer spacious interiors, multiple bedrooms, fully equipped kitchens, and private gardens with views of the stunning Tuscan landscape. Many also feature amenities such as swimming pools, outdoor dining areas, and BBQ facilities, great for enjoying the warm Italian evenings.Holiday houses follow closely behind, with about 64 options that provide a homely atmosphere for families or groups. These properties usually come with comfortable living spaces and outdoor areas to relax after a day of exploring the charming village and surrounding vineyards.Additionally, there are around 52 apartments available, often situated in the heart of Radda, allowing easy access to local shops, restaurants, and cultural sites. These apartments typically include essential amenities like kitchens and living areas, suiting visitors who prefer a more urban feel while still enjoying the beauty of Tuscany.
Are there any family house rentals in Radda In Chianti?
In Radda in Chianti, Tuscany, there are numerous family-friendly homes available, with around 46 options scattered throughout the area. This picturesque town, located in the heart of the Chianti wine region, is an ideal base for families looking to explore the beautiful Tuscan countryside. Many properties offer spacious living areas, well-equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy the fresh air and stunning views.Visitors can expect amenities such as private pools, which provide a wonderful spot for relaxation after a day of adventure, and ample gardens superb for outdoor activities. The charming village centre is within easy reach, where families can experience local shops and delightful eateries serving traditional Tuscan cuisine.Additionally, the surrounding area is rich in history and natural beauty, with opportunities for vineyard tours, hiking trails, and visits to nearby attractions such as castles and historical sites.
Can I rent a holiday home with a pool or hot tub in Radda In Chianti?
In Radda In Chianti, there are plenty of holiday homes available for rent that come equipped with pools and hot tubs, with approximately 82 options to choose from. This picturesque village in Tuscany offers a stunning backdrop of rolling hills and vineyards, making it an ideal destination for relaxation and indulgence.Travellers can expect a range of amenities in these properties, including private swimming pools, some of which are set within beautifully landscaped gardens, great for soaking up the sun. Many rentals also feature hot tubs, providing a luxurious way to unwind after a day of exploring the charming local wineries and historic sites. Inside, guests will typically find well-appointed kitchens, spacious living areas, and comfortable bedrooms, ensuring a homely atmosphere during their stay.The surrounding area is rich in culture and natural beauty, with opportunities for hiking, wine tasting, and enjoying authentic Tuscan cuisine in nearby quaint restaurants.
Are there pet-friendly house rentals in Radda In Chianti?
In Radda In Chianti, there are numerous pet-friendly house rentals available, providing a delightful experience for both travellers and their furry companions. The area is renowned for its stunning landscapes, rolling hills, and picturesque vineyards, making it an ideal setting for a relaxing getaway. Many of the holiday rentals come equipped with essential amenities such as fully equipped kitchens, outdoor spaces, and sometimes even private pools, allowing guests to enjoy the beauty of the Tuscan countryside in comfort.The charming village itself offers a variety of local shops, restaurants, and markets, great for exploring the regional cuisine and wines. Additionally, the surrounding countryside features numerous walking trails and opportunities for outdoor activities, including hiking and wine tasting, which are enjoyable with pets.
Are there any remote work holiday rentals in Radda In Chianti?
In Radda In Chianti, Tuscany, there are numerous remote work holiday rentals available, with around 364 options for travellers to choose from. This picturesque town, known for its stunning vineyards and rich history, provides an excellent backdrop for those looking to blend work and leisure. Many properties come equipped with essential amenities for remote work, including free Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive environment.In addition to a conducive work atmosphere, guests can enjoy the charm of Tuscan living, with nearby attractions such as the medieval architecture of the town centre and the beautiful landscapes of Chianti. Many rentals also offer features like fully equipped kitchens, outdoor terraces with views of the vineyards, and access to communal gardens, enhancing the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
When is the best time to visit Radda In Chianti for a holiday rental?
The best time to visit Radda In Chianti for a holiday rental is during the peak season from July to September, when the stunning Tuscan countryside is in full bloom. This period draws many travellers eager to indulge in the region's renowned wines and exquisite culinary experiences. The warm summer temperatures, typically ranging from 20 to 30 degrees Celsius, create a friendly space for outdoor activities such as vineyard tours and leisurely strolls through charming, sun-soaked streets.July stands out as the most popular month, offering numerous events and festivals that showcase local culture, including wine tastings and traditional feasts. It's a vibrant time to soak in the essence of Tuscany, surrounded by fellow visitors who share your passion for exploration and enjoyment.For those keen on a quieter experience, consider planning your visit in November. This month offers an opportunity to enjoy the tranquillity of Radda In Chianti, with fewer tourists around and a chance to witness the beautiful autumnal scenery. The cooler temperatures, averaging around 10 to 15 degrees Celsius, can be quite refreshing, making it ideal for peaceful explorations of the surrounding vineyards and olive groves.
What are the top attractions in Radda In Chianti?
In Radda in Chianti, visitors can immerse themselves in the picturesque landscapes and historical charm of Tuscany. The town itself is known for its stunning medieval architecture, with highlights including the impressive Church of San Niccolò and the quaint streets lined with local shops and wine cellars.Nearby, the Chianti Classico wine region offers numerous vineyards and wineries where travellers can partake in wine tastings and tours, celebrating the area's rich viticultural heritage. The scenic countryside surrounding Radda provides ample opportunities for hiking and cycling, with trails that lead to breathtaking views of rolling hills and olive groves.For those interested in cultural experiences, the nearby Castello di Radda is worth a visit, showcasing the region's history and offering a glimpse into the life of a Tuscan castle.
Are all fees included in the Radda in Chianti 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 Radda in Chianti holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Radda in Chianti 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 Radda in Chianti holiday homes?
You can find great discounts on holiday homes in Radda in Chianti 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 Radda in Chianti holiday home booking on Bookabach?
To find Radda in Chianti 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 Radda in Chianti?
A long-stay holiday home in Radda in Chianti 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 Radda in Chianti holiday home?
Book your Radda in Chianti 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 Radda in Chianti?
Prices for holiday homes in Radda in Chianti 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 Radda in Chianti 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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