Radicondoli holiday lettings

We found 1,192 holiday rentals — enter your dates for availability
Discover a selection of 20 homes, 44 apartments and other holiday rentals in Radicondoli that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Radicondoli

Showing deals for:16 Oct - 23 Oct

Image gallery for Country House & Spa: pool, hot tub

Swimming Pool Patio
9.8 out of 10, Exceptional, (69 reviews)
Exceptional
(69 reviews)

Country House & Spa: pool, hot tub

Volterra

18% off
Price is £3,790
for 7 nights, 1 home
£541 per night
includes taxes & fees
Country House & Spa: pool, hot tub

Find spaces that suit your style

Why visit Radicondoli

  • Charming streets: Stroll through picturesque piazzas and quaint alleys, immersing yourself in the local atmosphere.
  • Rich history: Visit the local museum and historic palaces that showcase Radicondoli's cultural heritage.
  • Stunning landscapes: Enjoy leisurely walks in the enchanting Tuscan hills, perfect for outdoor enthusiasts.
  • Local wines and cuisine: Savour authentic Tuscan dishes and indulge in the exquisite wines of the Chianti region.
  • Warm local hospitality: Experience the welcoming nature of the locals, enhancing your Italian adventure.

Popular types of accommodation in Radicondoli

Welcome to Radicondoli, a charming gem nestled in the heart of Tuscany, Italy. This picturesque village offers a delightful blend of rustic beauty and rich history, with stunning landscapes and quaint streets waiting to be explored. Popular types of vacation rentals in Radicondoli include houses, villas, and apartments, ensuring you find the perfect base for your Tuscan adventure. Experience authentic Italian culture and warmth in this enchanting destination.

  • Houses: Enjoy the comfort and flexibility of a private home, perfect for families or groups seeking a home-away-from-home experience in Radicondoli.
  • Villas: Indulge in luxury with spacious villas, offering stunning views and private amenities for a truly relaxing getaway.
  • Apartments: Opt for a convenient apartment, ideal for couples or solo travellers wanting a cosy base to explore the charming town.
  • Cottages: Experience rustic charm in delightful cottages, providing a quaint atmosphere amidst the Tuscan landscape.
  • Caravan Parks: For a more adventurous stay, consider caravan parks, perfect for those who enjoy the outdoors and a community vibe.**

Top attractions near Radicondoli

Radicondoli, nestled in the heart of Tuscany, offers a charming blend of outdoor adventures and romantic experiences. Visitors can explore its picturesque piazzas, delve into local history at the museum, and marvel at the historic palaces that reflect the region's rich culture. This delightful town provides a perfect backdrop for those seeking an immersive Italian experience, combining the beauty of nature with cultural attractions.

  • Medici Fortress: This historic fortress offers a fascinating glimpse into the past with its impressive architecture and panoramic views of the surrounding landscape. Explore its ancient walls and enjoy the rich cultural heritage that permeates the site.
  • Monteriggioni Castle: A stunning medieval castle that transports you back in time. Walk along its well-preserved walls and immerse yourself in the captivating stories of its history while enjoying breathtaking views of the Tuscan countryside.
  • Abbazia di San Galgano: This serene monastery is known for its striking roofless structure and tranquil setting. Explore the beautiful ruins and the nearby sword-in-the-stone legend, which adds a mystical charm to your visit.

Things to do recommended for couples

Seeking a romantic escape in Radicondoli? Enjoy a leisurely wine tasting at a local vineyard, followed by a sunset picnic amidst the stunning Tuscan hills. Don't miss exploring the charming streets hand-in-hand, and savour a candlelit dinner at a traditional trattoria for an unforgettable evening.

Things to do recommended for families

In Radicondoli, families can explore the enchanting countryside on gentle hikes or enjoy scenic bike rides. Visit local farms for hands-on experiences with animals and traditional Tuscan cooking classes, perfect for children. Don't miss the charming village markets, offering local crafts and delicious treats.

Things to do recommended for groups

Immerse yourselves in the charm of Radicondoli by exploring its quaint streets, enjoying a local cooking class, or embarking on a scenic hike in the surrounding hills. Don't miss a wine tasting at a nearby vineyard to savour the exquisite Tuscan flavours together.

*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 Radicondoli

If you’re planning a trip with a group, family, pets, or seeking extended stays, it’s essential to apply the appropriate filters to meet your needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Radicondoli with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Radicondoli with young kids: Travelling with young children can be quite demanding. 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 your closeness to family-friendly attractions.
  • Taking your pets with you to Radicondoli: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Radicondoli: If you're seeking holiday rentals that offer discounts 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 rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Radicondoli

Radicondoli, nestled in the enchanting Tuscan hills, offers a captivating blend of history and natural beauty. Explore its charming streets, where friendly locals create a welcoming atmosphere. Ideal for outdoor enthusiasts and romantic getaways, this secluded gem invites leisurely excursions through picturesque landscapes. Embrace the essence of the Chianti region, indulging in local wines and culinary delights, while enjoying the serene pace of life in this delightful Tuscan town.

  • San Gimignano: San Gimignano, known as the Town of Fine Towers, is located approximately 23km from Radicondoli. This medieval gem is renowned for its striking skyline, featuring well-preserved towers that date back to the Middle Ages. Visitors are drawn to its romantic atmosphere, abundant outdoor spaces, and entertainment options. Explore the charming cobbled streets filled with artisanal shops, indulge in local wines at a nearby vineyard, or relax in one of the spas. Key attractions include the historic town centre, a UNESCO World Heritage site, hot springs, and picturesque views of the surrounding Tuscan countryside.
  • Casole d'Elsa: Situated around 10km from Radicondoli, Casole d'Elsa is a delightful city that offers a perfect mix of romance, outdoor adventures, and cultural entertainment. The town is characterised by its medieval architecture and offers numerous opportunities for relaxation and rejuvenation at local spas. History lovers will appreciate the nearby historic sites and monuments, while beach enthusiasts can enjoy the scenic coastal areas just a short drive away. Casole d'Elsa provides a tranquil yet engaging atmosphere for those looking to immerse themselves in the beauty of Tuscany.
  • Belforte: Nestled in the Radicondoli area, Belforte is a quaint village that invites visitors to experience its rich cultural heritage. This charming locale is perfect for those seeking a romantic getaway or a taste of authentic Italian village life. Highlights include local museums showcasing art and history, as well as monuments that reflect the village's storied past. While the village offers a peaceful retreat, its proximity to beaches allows for leisurely days by the sea, making Belforte an excellent stop on your Tuscan adventure.

Best time to go to Radicondoli

If you're planning a trip to Radicondoli, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
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)SunnySlightly HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowAverage
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you hoping to save on your next adventure? Consider being flexible with your travel dates, as prices can vary. Additionally, opting for a longer stay often results in significant savings. To discover the perfect Vrbo accommodation that fits 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 provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your bookings. The properties you've saved or reserved are neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Radicondoli getaway

Learn about the unique charm of Radicondoli with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Radicondoli

Do you want to find things to do while you're in town? Venture out of your holiday home and check out everything that makes Radicondoli a fun spot to go on holiday. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sovestro in Poggio Winery (13.7 mi / 22.1 km)
  • Terra di Seta (15.8 mi / 25.5 km)
  • Tenuta Torciano Winery (17.3 mi / 27.8 km)
  • Terme Petriolo (18.1 mi / 29.2 km)
  • Podere Ristella Vineyards and Winery (19.6 mi / 31.5 km)
  • Ornellaia Winery (21.3 mi / 34.3 km)

Exploring the natural landscape of Radicondoli

Whether you're an outdoor enthusiast or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Radicondoli. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Alta Val d'Elsa River Park (9.9 mi / 15.9 km)
  • Val di Merse (10.9 mi / 17.5 km)
  • I Canaloni del Torrente Farma (13.7 mi / 22 km)
  • Lago dell'Accesa (20.3 mi / 32.6 km)
  • Hedonistic Hiking (7.7 mi / 12.3 km)
  • Le Caldane Thermal Baths (10.1 mi / 16.2 km)

Frequently asked questions

What is the best area to stay in Radicondoli when booking a holiday rental?
When considering the best area to stay in Radicondoli, Tuscany, one should look towards the charming historic centre. This picturesque neighbourhood is characterised by its medieval architecture and narrow, winding streets, offering a truly authentic Tuscan experience. Within the centre, visitors can easily access local attractions such as the stunning Church of San Bartolomeo, which features beautiful frescoes, and the delightful local shops that sell handmade crafts and regional delicacies.

In terms of holiday rentals, the historic centre offers a range of properties, from quaint apartments to larger villas, all providing a unique opportunity to immerse oneself in the local culture. Staying here not only allows for easy exploration of the town itself but also serves as a superb base for venturing into the surrounding countryside, known for its breathtaking landscapes and vineyards.
How much does it cost to rent a holiday home in Radicondoli?
Prices for holiday rentals in Radicondoli 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Radicondoli to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Radicondoli holiday house rentals?
You can find great discounts on house rentals in Radicondoli on Vrbo, 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.
Where are the best areas for renting a beach house in Radicondoli?
Radicondoli, located in the picturesque hills of Tuscany, is not directly on the coast, but there are charming areas nearby that offer rental properties with access to beautiful beaches. Consider looking towards the coastal towns of Follonica and Castiglione della Pescaia, which are within a reasonable drive from Radicondoli.

In Follonica, you can find a variety of beach houses and apartments that typically come with amenities like private balconies, outdoor dining areas, and swimming pools. These properties are often situated close to sandy beaches, providing easy access for sunbathing and water sports. The town offers a vibrant promenade lined with shops and restaurants, ideal for enjoying local Tuscan cuisine.

Castiglione della Pescaia, known for its charming medieval centre and stunning coastline, is another excellent option. Here, rentals may include villas or refurbished farmhouses offering scenic views of the Mediterranean. Many of these properties feature outdoor spaces such as gardens, terraces, and barbecues, great for al fresco dining. The area also boasts beautiful beaches with clear waters, ideal for swimming and beach activities.

Both towns are surrounded by natural beauty, with opportunities for hiking in the nearby Maremma Regional Park, making them great for those who want to combine beach relaxation with outdoor adventure.
What is the most popular type of holiday rental accomodation in Radicondoli?
In Radicondoli, apartments are the most popular type of holiday rental, with around 196 available throughout the charming Tuscan countryside. These apartments often feature rustic decor, fully equipped kitchens, and cosy living areas, making them ideal for couples or small families looking to immerse themselves in the local culture while enjoying the scenic views.

In addition to apartments, there are about 80 villas that provide a more luxurious stay, typically set in picturesque locations with private pools, expansive gardens, and outdoor dining areas—great for those wanting a tranquil retreat. There are also approximately 72 holiday houses available, which offer spacious rooms for larger groups, often including multiple bedrooms and family-friendly amenities. Lastly, several cottages can be found, providing a quaint and authentic experience of rural Italy.
Are there any family house rentals in Radicondoli?
In Radicondoli, Tuscany, there are some family house rentals available, offering a delightful mix of comfort and charm. This picturesque village is surrounded by the stunning landscapes of the Tuscan countryside, making it an ideal spot for families seeking a tranquil retreat. Properties in this area often feature spacious living rooms, fully equipped kitchens for preparing home-cooked meals, and outdoor areas great for children to play and explore.

Visitors can enjoy amenities such as Wi-Fi, private gardens, and sometimes even swimming pools, enhancing the overall experience. The locale is conveniently located near attractions like the historic town of San Gimignano and the beautiful Chianti wine region, which are both within a short drive. Families can experience firsthand local culture, with opportunities for hiking, cycling, and discovering charming villages nearby.
Can I rent a holiday home with a pool or hot tub in Radicondoli?
In Radicondoli, Tuscany, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 57 options to choose from. This charming village, set in the scenic Tuscan countryside, offers a variety of accommodations that cater to different preferences. Many of these properties come equipped with private swimming pools, ideal for relaxing on warm days, and some even feature hot tubs for a touch of luxury.

Travellers can expect amenities like spacious outdoor areas with sun loungers, fully equipped kitchens for self-catering, and comfortable living spaces designed for family gatherings or group retreats. The tranquil surroundings provide a superb backdrop for enjoying the Italian countryside, with nearby vineyards and rolling hills to explore.
Can I find long-stay holiday rentals in Radicondoli?
A long-stay holiday rental in Radicondoli 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Radicondoli?
In Radicondoli, Tuscany, there are numerous pet-friendly house rentals available, offering a delightful experience for travellers with pets. This charming village is surrounded by the picturesque Tuscan countryside, making it an ideal spot for those looking to enjoy nature while having their furry companions by their side. Many of the holiday rentals come equipped with amenities such as spacious gardens, outdoor seating areas, and sometimes even private pools, allowing for relaxation and enjoyment in a tranquil setting.

The area is rich in walking trails and scenic spots where you can take your pets for leisurely strolls, immersing yourself in the stunning landscapes that Tuscany is renowned for.
Are there any remote work holiday rentals in Radicondoli?
In Radicondoli, Tuscany, there are numerous holiday rentals suitable for remote work, with around 324 options available. This picturesque village is known for its stunning landscapes and tranquil atmosphere, making it an ideal spot for those looking to blend work and leisure. Many properties come equipped with essential amenities such as free Wi-Fi, allowing for seamless connectivity during your stay.

You can expect accommodations featuring dedicated workspaces and comfortable living areas, great for focusing on tasks while enjoying the beauty of the Tuscan countryside. Additionally, some rentals permit events, adding flexibility for those who might want to host small gatherings or meetings. The area's charming medieval architecture and proximity to local attractions, such as historic churches and scenic walking trails, provide a delightful backdrop for breaks from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Radicondoli holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Radicondoli 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 on Vrbo 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.
What are popular rental amenities in Radicondoli?
In Radicondoli, popular rental amenities include kitchens, allowing guests to prepare their own meals and enjoy the local produce. Many properties also permit pets, which is a great convenience for travellers wishing to bring their furry companions along. Additionally, amenities such as coffee and tea makers are common, ensuring a warm beverage is always within reach. Onsite parking is typically available, making it easy for guests with vehicles to explore the beautiful Tuscan countryside. Many rentals also feature decks or patios, providing inviting outdoor spaces to relax and take in the stunning views of the surrounding landscape.
When is the best time to visit Radicondoli for a holiday rental?
The best time to visit Radicondoli for a holiday rental is during the peak season from June to August, with July being particularly popular. This vibrant period attracts travellers keen to soak up the sun in the picturesque hills of Tuscany, where outdoor activities like hiking and wine tasting are abundant. The charming village comes alive with local festivals and markets, offering a delightful glimpse into Tuscan culture.

During the summer months, expect warm temperatures ranging from 20 to 30 degrees Celsius, making it ideal for exploring the scenic countryside and indulging in al fresco dining at traditional trattorias. The lively option is complemented by stunning views and vibrant landscapes, superb for leisurely strolls or cycling through the vineyards.

If you're seeking a more budget-friendly experience, consider visiting in December. While this month sees fewer tourists, it offers a unique opportunity to enjoy the tranquillity of Radicondoli, alongside the festive charm of the holiday season. The quiet streets and beautiful winter scenery create a serene backdrop for a relaxing getaway.
How early should I book a Radicondoli holiday rental?
Book your Radicondoli holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Radicondoli?
In Radicondoli, visitors can experience firsthand the charm of this picturesque Tuscan village, known for its stunning medieval architecture and surrounding natural beauty. The historic centre features the beautiful Church of San Giovanni Battista, which dates back to the 12th century and showcases exquisite frescoes.

The nearby Castello di Radicondoli offers a glimpse into the area's rich history, with remnants of its ancient fortifications and breathtaking views of the surrounding countryside. The village is also a gateway to the scenic landscapes of the Val de Merse, ideal for hiking and exploring the Tuscan hills.

Local festivals, such as the Palio di Radicondoli, provide insight into the region's cultural traditions, often featuring parades, local cuisine, and craft markets.
Can I change or cancel my Radicondoli home rental booking on Vrbo?
To find Radicondoli holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Radicondoli holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

More holiday ideas