Radda in Chianti holiday lettings

We found 3,091 holiday rentals — enter your dates for availability

Discover a selection of 16 homes, 16 apartments 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:7 Nov - 14 Nov
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Why visit Radda in Chianti

  • Scenic Landscapes: Enjoy breathtaking views of the Chianti hills, perfect for leisurely walks and photography.
  • Cultural Heritage: Discover historic churches, castles, and palaces that reflect the rich history of Tuscany.
  • Wine Tasting: Visit local wineries like Castello di Radda to indulge in exquisite Chianti wines.
  • Charming Streets: Stroll through picturesque streets, soaking in the quaint atmosphere and local charm.
  • Gastronomic Delights: Savor traditional Italian cuisine at delightful eateries throughout the region.

Popular types of accommodation in Radda in Chianti

Vrbo offers a delightful selection of accommodation in Radda in Chianti, catering to various preferences and needs. Whether you're seeking the charm of a villa, the convenience of an apartment, or the comfort of a private vacation home, we've got you covered. Our guests often explore options like Radda in Chianti hotels and Chianti accommodation to find their perfect getaway. Discover the ideal base for your adventure in this picturesque region.

  • Apartments: The most sought-after accommodation in Radda in Chianti, offering a blend of comfort and convenience for solo travellers or couples.
  • Villas: These spacious and luxurious retreats are the second favourite choice, perfect for families or larger groups seeking a touch of elegance.
  • Houses: Ideal for those wanting a home-away-from-home experience, providing ample space and privacy.
  • Caravan Parks: A unique option for adventurous souls, combining outdoor living with community vibes.
  • Cottages: Quaint and cosy, these are perfect for a romantic getaway or a peaceful retreat.**

Top attractions in and around Radda in Chianti

Radda in Chianti offers a picturesque setting for romantic outdoor getaways and cultural exploration. Visitors can immerse themselves in the area's charm by visiting historic churches, castles, and palaces. Notable attractions include the local wineries, such as Castello di Radda, and the stunning Chianti hills, perfect for enjoying the beautiful landscapes. With a blend of culture and romance, Radda is an ideal destination for those seeking a delightful Italian experience.

  • Castello di Albola: Nestled in the picturesque hills of Radda in Chianti, this charming castle exudes romance and history. Explore its lush vineyards and enjoy wine tastings that reflect the rich culture of the region.
  • Siena Cathedral: Located approximately 7.5km away, this stunning Gothic cathedral is a masterpiece of art and architecture. Marvel at its intricate façade and vibrant frescoes that narrate the city's rich cultural heritage.
  • Piazza del Campo: Also situated 7.5km away, this iconic square is renowned for its unique shell shape. It's a vibrant hub of culture, hosting events and surrounded by historic buildings, perfect for enjoying local cuisine and people-watching.

Things to do recommended for couples

For a romantic getaway in Radda in Chianti, indulge in wine tasting at Il Molino di Grace or Badia a Coltibuono, both offering enchanting atmospheres just 2.5km away. For a touch of luxury, visit the Villa a Sesta Polo Club, located 7.5km away, perfect for couples seeking elegance.

Things to do recommended for families

Families visiting Radda in Chianti can explore the wonders of the Chianti Observatory, just 4.3km away, enjoy thrilling karting at the Siena Circuit, 8.1km away, and experience the sports atmosphere at Stadio Artemio Franchi, located 7.5km from town.

Things to do recommended for groups

In Radda in Chianti, groups can indulge in high-end shopping at The Mall Luxury Outlet, embark on an adventurous hike along the Sentierelsa Trail, and savour exquisite wines at Enoteca Italiana. Each experience offers a unique glimpse into the charm of Tuscany.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's essential to filter your search according to your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Radda in Chianti with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for 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 ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Radda in Chianti: For many, a family holiday just wouldn't be the same without their four-legged companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Radda in Chianti: If you're in search of holiday rentals with discounts for stays of a month or longer, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in and around Radda in Chianti

Radda in Chianti is a delightful destination perfect for a romantic getaway or outdoor adventure. Surrounded by breathtaking scenery, you can explore charming streets, indulge in local wines, and immerse yourself in the rich history of Tuscany. Nearby towns such as Gaiole and Castellina offer a friendly atmosphere and secluded spots to unwind. Whether you're strolling through vineyards or enjoying traditional Italian cuisine, Radda in Chianti promises an unforgettable experience steeped in beauty and culture.

  • Chianti Region: Nestled merely 1.9km from Radda in Chianti, the Chianti Region is famed for its enchanting landscapes and romantic ambience. This area offers a wealth of outdoor experiences, from scenic walks through vineyards to relaxing afternoons at luxurious spas. Visitors can indulge in body treatments or explore local shops that showcase the best of Tuscan craftsmanship. The rich history of the region is evident in its historic sites and precincts, making it a perfect destination for those seeking both entertainment and cultural immersion.
  • Villa: A charming village situated in the vicinity of Radda in Chianti, Villa is an ideal spot for a romantic getaway. The village is known for its vibrant market and public market, where you can find fresh local produce and artisanal goods. Visitors can partake in guided tours that unveil the beauty and history of the region. With attractions such as captivating castles and serene beaches nearby, Villa promises an outdoor experience that combines relaxation with exploration, ensuring a delightful visit.
  • Volpaia: The picturesque village of Volpaia, also located near Radda in Chianti, is a treasure for those in search of a romantic and entertaining experience. This quaint village offers access to rejuvenating spas, perfect for unwinding after a day of exploration. Nearby, you can discover historic landmarks, impressive monuments, and majestic castles that narrate tales of the past. Volpaia’s charm lies in its ability to provide both relaxation and adventure amidst its stunning Tuscan backdrop.

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. Peak season runs in April, July and September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnySlightly LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnySlightly HighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next getaway? It might be worth considering some flexibility with your travel dates, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, resume your previous arrangements, or review and organise your travel itineraries. You’ll discover your saved or booked properties neatly sorted into Potential, Upcoming, or Current Trips. To get started with Trip Boards, please visit: https://www.vrbo.com/en-gb/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:

  • Chianti Sculpture Park (6.4 mi / 10.3 km)
  • Sentierelsa Trail (12.8 mi / 20.6 km)
  • 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)
  • Enoteca Italiana (11.5 mi / 18.6 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 rental?
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 rental 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. Vrbo 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 rental in Radda in Chianti?
Different things can affect what you'll pay for your holiday rental 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 rental 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 Vrbo 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 rentals 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 rentals on Vrbo. 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 Vrbo, and then spend leisurely days playing and splashing in a swimming pool that's for your use only.
What are popular rental amenities in Radda in Chianti?
The most popular rental 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, Vrbo holiday homes come with the best amenities for making new memories with the people that matter most.
Are there large group holiday rentals in Radda in Chianti?
With 39 holiday rentals 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, Vrbo can help you find a large group rental that fits the occasion.
Are there holiday rentals 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 rentals in Radda in Chianti?
Take your pick from seven one-bedroom rentals 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 rentals 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 rentals with WiFi in Radda in Chianti?
Choose from 35 holiday rentals 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 Vrbo.
How can I find holiday rentals with air conditioning in Radda in Chianti?
Radda in Chianti has 31 holiday rentals where you'll be able to kick back in air-conditioned comfort. To book a stay on Vrbo 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 rental in Radda in Chianti?
We advise checking with the Radda in Chianti holiday home you'd like on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.
How long can I rent a holiday rental 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 Vrbo holiday rentals may also offer weekly or monthly discounts, so you can stay longer for less money.