Radda in Chianti holiday homes

We found 2,747 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:11 Dec - 18 Dec

Outdoor dining
Pool
Living area
Private kitchen
Exceptional
(6 reviews)

Private villa in the heart of chianti with view of siena

Castellina in Chianti

8% off
NZ$14,173
for 7 nights, 1 villa
NZ$2,025 per night
includes taxes & fees
Private villa in the heart of chianti with view of siena
Villa west garden
Outdoor banquet area
Villa entry
main hall
Exceptional
(14 reviews)

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

Bucine

24% off
NZ$31,151
for 7 nights, 1 home
NZ$4,450 per night
includes taxes & fees
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
Private outside area
Shared bbq area
Private garden and swimming pool
Exterior
Exceptional
(38 reviews)

Villa in the Heart of Chianti

Greve in Chianti

14% off
NZ$7,858
for 7 nights, 1 villa
NZ$1,123 per night
includes taxes & fees
Villa in the Heart of Chianti
Interior
Private kitchen
Living area
Living area
Exceptional
(44 reviews)

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

Castelnuovo Berardenga

9% off
NZ$3,793
for 7 nights, 1 villa
NZ$542 per night
includes taxes & fees
Le Redi: sustainable geothermal country villa, amazing views over Chianti hills
Living area
Dining
Pool
Exterior
Exceptional
(55 reviews)

Portion Farmhouse nestled in the heart of Chianti with private pool,

Gaiole in Chianti

9% off
NZ$3,890
for 7 nights, 1 home
NZ$556 per night
includes taxes & fees
Portion Farmhouse nestled in the heart of Chianti with private pool,
Room
Dining
Living room
Interior
Exceptional
(29 reviews)

Palazzo Pannilini-Historical residence

Siena

7% off
NZ$10,401
for 7 nights, 1 apartment
NZ$1,486 per night
includes taxes & fees
Palazzo Pannilini-Historical residence
Property grounds
Pool
Millstones room
Property grounds
Excellent
(20 reviews)

Farmhouse in old mill nestled in the beautiful Chianti hills

Monteriggioni

5% off
NZ$2,619
for 7 nights, 1 home
NZ$374 per night
includes taxes & fees
Farmhouse in old mill nestled in the beautiful Chianti hills
Private kitchen
Outdoor dining
Interior
Property grounds
Exceptional
(10 reviews)

Apartment in renovated farmhouse in typical Chianti Tuscan village

Castelnuovo Berardenga

7% off
NZ$2,172
for 7 nights, 1 home
NZ$310 per night
includes taxes & fees
Apartment in renovated farmhouse in typical Chianti Tuscan village
Exterior
Property grounds
Interior
Interior
Exceptional
(8 reviews)

The Bartaline hut

Greve in Chianti

8% off
NZ$1,781
for 7 nights, 1 home
NZ$254 per night
includes taxes & fees
The Bartaline hut
Private kitchen
Property grounds
Exterior
Private kitchen
Exceptional
(16 reviews)

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

Siena

9% off
NZ$11,222
for 7 nights, 1 home
NZ$1,603 per night
includes taxes & fees
Beautiful farmhouse nestled in very sweet hills just a few minutes from Siena
Interior
Property grounds
Pool
Living area
Exceptional
(82 reviews)

Villa with large garden in the Chianti hills

Castellina in Chianti

9% off
NZ$1,117
for 7 nights, 1 home
NZ$160 per night
includes taxes & fees
Villa with large garden in the Chianti hills
Living Room
The building and the front door.
View from the living and from the kitchen
Interior
Exceptional
(22 reviews)

Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything

Siena

23% off
NZ$2,919
for 7 nights, 1 home
NZ$417 per night
includes taxes & fees
Palazzo Bichi Ruspoli-Historical Res, near Campo Square and close to everything
Interior
Exterior detail
Interior
Terrace/patio
Wonderful
(11 reviews)

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

Castellina in Chianti

14% off
NZ$2,342
for 7 nights, 1 home
NZ$335 per night
includes taxes & fees
Lovely country house in the Chianti region, for 4 persons, near Siena
Dining
Room
Living area
Room
Exceptional
(13 reviews)

Il Casato, beautiful apartment in the heart of Siena

Siena

11% off
NZ$2,062
for 7 nights, 1 apartment
NZ$295 per night
includes taxes & fees
Il Casato, beautiful apartment in the heart of Siena
Interior
Outdoor dining
Interior
Dining
Exceptional
(46 reviews)

Period residence located in the heart of Siena

Siena

5% off
NZ$1,856
for 7 nights, 1 apartment
NZ$265 per night
includes taxes & fees
Period residence located in the heart of Siena
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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)
  • Buondonno Winery (5.6 mi / 9.1 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:

  • Alta Val d'Elsa River Park (13.7 mi / 22.1 km)
  • 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)

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 home?
Colle Petroso is among the more popular neighbourhoods to book a holiday home in Radda in Chianti. Check out our range of comfortable stays and then prepare to discover this destination like a local.
What is the most popular type of holiday home accommodation in Radda in Chianti?
According to our research, villas are the most in-demand property type in Radda in Chianti. But as you know, everyone's idea of the perfect trip isn't the same. Bookabach has holiday homes with every size, shape and budget in mind, and we'll help you to find your ideal match.
How much does it cost to rent a holiday home in Radda in Chianti?
Different things can affect what you'll pay for your holiday home in Radda in Chianti, such as the season, length of stay and type of property. But, all of our holiday homes have one thing in common — unbeatable value. Just add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Radda in Chianti?
The average price for a holiday home by the beach in Radda in Chianti depends on when you're travelling and the size and type of property you're looking for. You can easily find prices on Bookabach by entering your preferred travel dates and destination. Then make use of the filter tool to choose the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Radda in Chianti?
Pack a bone and a squeezy toy for your pooch because Radda in Chianti has 91 holiday homes that roll out the welcome mat to doggie guests. Let your furriest pal get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Radda in Chianti?
Add an extra layer of fun to your getaway by booking your group into one of the 78 houses with a private pool in Radda in Chianti. Use our search filter to find the kind of property you want on Bookabach, and then spend leisurely days playing and splashing in a swimming pool that's for your use only.
What are popular home amenities in Radda in Chianti?
The most popular home amenities people are searching for in Radda in Chianti are a lake view, a fireplace and a water view. Whether you're taking a trip with family, friends or even pets, Bookabach holiday homes come with the best amenities for making new memories with the people that matter most.
Are there large group holiday homes in Radda in Chianti?
With 39 holiday homes that can sleep 10 people or more in Radda in Chianti, you don't have to keep your invite list short. From family get-togethers to events like anniversary parties and weddings, Bookabach can help you find a large group home that fits the occasion.
Are there holiday homes in Radda in Chianti that welcome kids?
With 91 family-friendly holiday homes available in Radda in Chianti, now is a fantastic time to introduce your little ones to the pleasures of travel. Click on our "Properties good for families" filter to discover stays that come with conveniences perfect for holidaying families, such as kitchens, yards, bunk beds and hot tubs.
What are the top attractions for families in Radda in Chianti?
There are plenty of awesome things to see and do with the family in Radda in Chianti, including:
  • Meleto Castle
  • Castello di Radda Winery
  • Castello di Albola
Are there one-bedroom holiday homes in Radda in Chianti?
Take your pick from seven one-bedroom homes in Radda in Chianti. Whether you're looking for a townhouse or a fancy condo, our one-bedroom properties are perfect if you don't need huge amounts of space. One of the major perks of having your own place? You won't have to share your trip with strangers.
Can I find two-bedroom holiday homes in Radda in Chianti?
Take your pick of 18 two-bedroom holiday homes in Radda in Chianti. Put the kids in the second room or fill it with a couple of your best friends. There's enough space for whoever's lucky enough to be coming along for the ride.
Are there holiday homes with WiFi in Radda in Chianti?
Choose from 35 holiday homes with WiFi in Radda in Chianti. If you'd like to disconnect from the world during your trip, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Radda in Chianti?
Radda in Chianti has 31 holiday homes where you'll be able to kick back in air-conditioned comfort. To book a stay on Bookabach that has this amenity, enter your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Radda in Chianti?
We advise checking with the Radda in Chianti holiday home you'd like on Bookabach as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday home in Radda in Chianti for?
The amount of time you can stay in a Radda in Chianti holiday home for depends on the property. Just enter your preferred travel dates to see options offering extended stays. They include the things you need to make your extended break more comfortable and convenient, like kitchens and air conditioning. Some Bookabach holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.

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