Radicondoli vacation rentals

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Discover a selection of 18 homes, 39 apartments, and other vacation rentals in Radicondoli that are perfect for your trip. Vacation rentals offer the best amenities for you and your friends, family, or even pets, such as a fireplace and garden. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.
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Find out more about Radicondoli

Why visit Radicondoli

  • Cultural Heritage: Discover captivating museums and historic palaces that highlight Radicondoli's rich history.
  • Outdoor Adventures: Explore the stunning Sienese countryside, perfect for hiking and enjoying nature.
  • Charming Atmosphere: Stroll through quaint piazzas and secluded neighborhoods, soaking in the local ambiance.
  • Friendly Locals: Engage with welcoming residents who enhance your cultural experience.
  • Variety of Accommodations: Choose from cozy vacation rentals, villas, and apartments for a memorable stay.

Popular types of accommodation in Radicondoli

Planning a getaway to Radicondoli? You're in for a treat. This charming destination offers a variety of vacation rentals, including private homes, villas, and apartments. Whether you're looking for easy parking or want to explore nearby gems like Hotel Brunelleschi and Fattoria Tégoni, you'll find the perfect spot to unwind. Check out our selection to make your stay unforgettable.

  • Houses: The top choice for visitors to Radicondoli, offering a home-like atmosphere ideal for families, friends, or couples seeking privacy.
  • Villas: These luxurious accommodations provide spacious living with stunning views, perfect for those wanting a taste of Italian elegance.
  • Apartments: A convenient option for travelers, these rentals offer a comfortable stay in the heart of Radicondoli.
  • Cottages: Quaint and cozy, these charming dwellings offer a peaceful retreat surrounded by nature.
  • Caravan Parks: A unique option for adventurous travelers, offering a blend of comfort and outdoor experience.**

Top attractions near Radicondoli

Radicondoli, nestled in the heart of Tuscany, is perfect for a romantic getaway filled with culture and outdoor adventures. Explore captivating museums, charming piazzas, and historic palaces that showcase the village's rich heritage. Whether you're planning a day trip or seeking local attractions, Radicondoli offers a unique blend of experiences for every traveler, making it an ideal destination for culture enthusiasts and nature lovers alike.

  • Abbazia di San Galgano: This stunning monastery, located 10 miles from Radicondoli, is renowned for its striking Gothic architecture and serene atmosphere. Visitors can explore its roofless ruins, which create a unique and mystical ambiance, enhanced by the surrounding Tuscan countryside.
  • Monteriggioni Castle: Situated 13 miles away, this historic castle features well-preserved walls and towers. Strolling through its charming streets, you'll feel transported to medieval times, with captivating views of the rolling hills of Tuscany.
  • San Gimignano Communal Palace: Located 14 miles from Radicondoli, this historic civic building is a masterpiece of Gothic architecture. Visitors can admire its frescoed halls and learn about the rich history of San Gimignano, famous for its medieval towers.

Things to do recommended for couples

For a romantic getaway in Radicondoli, visit Tenuta Torciano Winery for enchanting wine tastings, or indulge in a cozy meal at Torre del Porcellino. Don't miss the charming Sovestro in Poggio Winery for a delightful evening. These experiences will surely create lasting memories together.

Things to do recommended for families

During your family vacation in Radicondoli, explore the thrilling sports vibes at nearby Siena Stadium, Stadio Artemio Franchi, and Palasport Mens Sana, all located within 15 miles. These venues offer exciting experiences that will create lasting memories for your family.

Things to do recommended for groups

Embark on a thrilling hike along the Sentierelsa Trail, just 12 miles from Radicondoli, or unwind at the Biolago Geotermico Acqua Harda, located 11 miles away. Don't miss shopping for unique souvenirs at Rossi Alabastri Volterra, 14 miles from your base in this charming Tuscan village.

*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 traveling with a group, family, pets, or planning a longer stay, it's important to filter your search based on your specific needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Radicondoli 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 these options and many more on Vrbo.
  • Traveling to Radicondoli with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Radicondoli: For many, a family vacation isn't truly complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Radicondoli: If you're seeking vacation rentals that offer special deals for month-long stays, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Radicondoli

Radicondoli offers a captivating blend of outdoor adventure and cultural immersion in the heart of Tuscany. This charming town serves as a gateway to the enchanting Sienese countryside, where you can explore local life and soak in the historical atmosphere. Enjoy romantic strolls through secluded neighborhoods and engage with the friendly locals. Whether you're seeking excursions or simply a relaxing getaway, Radicondoli is the perfect base for discovering the beauty of Tuscany.

  • San Gimignano: Nestled approximately 14 miles from Radicondoli, San Gimignano is renowned for its medieval towers and charming streets. This historic city offers a rich cultural experience, making it a perfect romantic getaway. Explore the picturesque town while indulging in local cuisine at quaint trattorias or unwinding at a spa. Don't miss the chance to visit its historic sites and the iconic Piazza della Cisterna, which hosts various outdoor events and performances throughout the year.
  • Casole d'Elsa: Located about 6 miles from Radicondoli, Casole d'Elsa is a delightful destination known for its stunning landscapes and cultural heritage. Visitors flock here for a romantic escape filled with outdoor adventures and wellness retreats. Enjoy rejuvenating body treatments at local resorts, or take a stroll through its charming streets lined with historic monuments. The town's rich history is reflected in its well-preserved architecture and inviting atmosphere, making it a must-visit for history enthusiasts.
  • Belforte: Set within the picturesque area of Radicondoli, Belforte is a quaint village ideal for those seeking a cultural and entertainment-themed experience. Visitors can immerse themselves in the local history by exploring historic houses and museums that showcase the village's rich past. The intimate setting of Belforte makes it a romantic spot for couples looking to escape the hustle and bustle of larger towns while enjoying the serene beauty of the Tuscan countryside.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Planning your next getaway and want to save some money? Being flexible with your travel dates can really make a difference, as prices often fluctuate. Additionally, if you consider booking a longer stay, you might uncover substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to narrow down your options by price, location, and type of vacation rental. We're here to help you find the perfect spot for your adventure.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking—planning truly has its perks. By becoming a member of our travel rewards program, One Key, you'll gain immediate access to exclusive savings and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers an easy-to-use platform for planning your trips, allowing you to start fresh, pick up where you left off, or manage your travel plans seamlessly. You'll find your saved or booked properties neatly organized under categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Choose a vacation rental for your Radicondoli getaway

Learn about the unique charm of Radicondoli with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. A vacation 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 discover attractions to visit in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Radicondoli a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Sovestro in Poggio Winery (13.7 mi / 22.1 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)
  • Terme di Sassetta (21.5 mi / 34.5 km)

Exploring the natural landscape of Radicondoli

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Radicondoli is a great place to get outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Val di Merse (10.9 mi / 17.5 km)
  • Sentierelsa Trail (12 mi / 19.4 km)
  • I Canaloni del Torrente Farma (13.7 mi / 22 km)
  • Lago dell'Accesa (20.3 mi / 32.6 km)
  • Alta Val d'Elsa River Park (9.9 mi / 15.9 km)
  • Le Caldane Thermal Baths (10.1 mi / 16.2 km)

Frequently asked questions

What is the best area to stay in Radicondoli, Tuscany, Italy when booking a vacation rental?
When considering a vacation rental in Radicondoli, Tuscany, the historic center of the village is a popular area to stay. This charming neighborhood offers a captivating glimpse into traditional Tuscan life, with its narrow cobblestone streets and beautifully preserved medieval architecture. Here, you'll find a number of vacation rentals that provide both comfort and convenience, allowing you to fully immerse yourself in the local culture.

One of the top attractions nearby is the Church of San Niccolò, which features stunning frescoes and a serene atmosphere, superb for a moment of reflection. Additionally, the surrounding countryside is dotted with picturesque landscapes and vineyards, making it an excellent spot for leisurely walks or bike rides.

Another area worth considering is the outskirts of Radicondoli, where you can find more spacious properties set amidst the rolling hills. This location is ideal for those seeking tranquility while still being a short drive from the village center. The nearby San Galgano Abbey is a must-see, offering a glimpse into the region's rich history and breathtaking architecture.

In total, Radicondoli features a diverse array of vacation rentals that cater to various tastes, whether you prefer a quaint apartment in the heart of the village or a more secluded villa in the countryside.
How much does it cost to rent a vacation home in Radicondoli?
Prices for vacation 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 vacation 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.
What is the most popular type of vacation rental accomodation in Radicondoli?
In Radicondoli, apartments are the most popular vacation rental option, with around 49 available throughout this charming Tuscan village. These apartments are typically found in historic buildings and often feature traditional decor, fully equipped kitchens, and cozy living areas, allowing guests to experience local culture comfortably. Many units also offer beautiful views of the surrounding countryside or access to gardens.

For those seeking a more spacious stay, there are approximately 20 villas and 18 vacation houses. These properties usually come with multiple bedrooms, private outdoor spaces, and amenities like swimming pools or BBQ areas, making them ideal for families or larger groups wanting to enjoy the serene Tuscan landscape. Additionally, several cottages provide a quaint, rustic charm, great for travelers looking to immerse themselves in the beauty of the region.
Are there any family house rentals in Radicondoli?
In Radicondoli, Tuscany, there are numerous family-friendly house rentals available, with around 72 options for visitors to choose from. This charming village offers a tranquil escape surrounded by the picturesque Tuscan countryside, making it an ideal spot for families. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces superb for kids to explore and enjoy.

Families can also find amenities such as swimming pools, gardens, and cozy areas for relaxation after a day of sightseeing. The village is conveniently located near points of interest like the beautiful medieval town of San Gimignano and the stunning landscapes of the Chianti region, where travelers can partake in wine tours and enjoy local cuisine.
Can I rent a vacation home with a pool or hot tub in Radicondoli?
In Radicondoli, Tuscany, travelers will find a variety of vacation homes available for rent that feature pools or hot tubs, with around 57 options to choose from. This picturesque village is surrounded by the stunning landscapes of the Tuscan countryside, offering a tranquil escape for visitors. Many of the rentals come with private pools, outdoor terraces, and some even feature hot tubs, providing great spots for relaxation after a day of exploring the area.

Amenities typically include fully equipped kitchens, spacious living areas, and outdoor dining spaces, making them ideal for families or groups. The charming local architecture and beautiful views of the rolling hills enhance the overall experience.
Can I find long-stay vacation rentals in Radicondoli?
A long-stay vacation rental in Radicondoli is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Radicondoli?
In Radicondoli, Tuscany, travelers can find a variety of pet-friendly house rentals, with around 53 options available. Many of these vacation homes are located in the picturesque countryside, offering serene views of the rolling hills and vineyards typical of the region. Guests can expect amenities such as fully equipped kitchens, outdoor patios, and spacious living areas, superb for families or groups traveling with pets.

The area is known for its charming villages and beautiful landscapes, providing ample opportunities for outdoor activities. While exploring Radicondoli, pet owners can enjoy the local trails and scenic spots that welcome pets, allowing for leisurely walks and the chance to experience the stunning Tuscan scenery together.
Are there any remote work vacation rentals in Radicondoli?
In Radicondoli, Tuscany, there are plenty of options for remote work vacation rentals, with about 81 properties available. This picturesque village offers a tranquil environment superb for working remotely, surrounded by the stunning Tuscan countryside. Many rentals come equipped with essential amenities such as free Wi-Fi, comfortable workspaces, and scenic views to inspire productivity.

Travelers can expect a variety of property types, including charming villas and cozy apartments, often featuring outdoor spaces where you can take breaks and enjoy the beautiful landscapes. The local atmosphere promotes relaxation and focus, making it an ideal choice for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Radicondoli vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Radicondoli with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, allowing guests to prepare their meals with ease. Many rentals are pet-friendly, accommodating travelers who wish to bring their furry companions along. Coffee and tea makers are commonly provided for those who enjoy a warm beverage in the morning. Onsite parking is often available, making it convenient for guests with vehicles. Additionally, many properties feature decks or patios, offering outdoor spaces to relax and take in the picturesque Tuscan countryside.
When is the best time to visit Radicondoli for a vacation rental?
The best time to visit Radicondoli for a vacation rental is during the peak summer season, which spans from June to August. July stands out as the most popular month, offering travelers a lively option filled with local festivals, outdoor activities, and the chance to savor the region's exquisite cuisine al fresco. This period is particularly appealing for those seeking to immerse themselves in the vibrant Tuscan culture while enjoying warm temperatures, typically ranging from the mid-70s to low 90s Fahrenheit.

During these summer months, you can explore the scenic countryside, partake in wine tastings, and visit historic sites in the surrounding area, all while basking in the sun. The idyllic landscapes of rolling hills and charming medieval architecture create a great backdrop for memorable sightseeing experiences.

If you're looking for a more budget-friendly option, consider planning your visit in December. While this month is part of the low season, Radicondoli transforms into a picturesque winter wonderland, offering a quieter experience with fewer tourists. You can enjoy cozy local traditions, warm up with hearty Tuscan dishes, and appreciate the town's charm at a leisurely pace.

Ultimately, choosing your travel dates will depend on whether you prefer the vibrancy of the peak summer season filled with events and activities or the tranquility of winter with its unique offerings.
How early should I book a Radicondoli vacation rental?
Book your Radicondoli vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Radicondoli, Tuscany, Italy?
In Radicondoli, visitors can engage in the charm of this picturesque Tuscan village, known for its medieval architecture and stunning countryside views. The central Piazza dei Martiri serves as a focal point, surrounded by quaint cafes and restaurants where travelers can savor local cuisine. Nearby, the Church of San Bartolomeo features beautiful frescoes and provides a glimpse into the area's rich history.

Exploring the surrounding hills, travelers can discover numerous hiking trails that offer breathtaking vistas of the Tuscan landscape, dotted with vineyards and olive groves. The nearby area of Cornia boasts ancient ruins and opportunities for wine tasting, showcasing the region's culinary delights.
Can I change or cancel my Radicondoli home rental booking on Vrbo?
To find Radicondoli vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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.

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