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Castiglion Fiorentino holiday lettings

We found 2,359 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Castiglion Fiorentino by choosing from 98 houses, 37 apartments and other holiday rentals. Holiday homes offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Castiglion Fiorentino

Showing deals for:14 Nov - 21 Nov

Image gallery for Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Pool
10 out of 10 rating
Exceptional
(17 reviews)

Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Arezzo, Tuscany

13% off
Price is £7,563
£1,080 per night
includes taxes & fees
Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo

Find spaces that suit your style

Find out more about Castiglion Fiorentino

Find out more about Castiglion Fiorentino

The historical area of Castiglion Fiorentino awaits your stay

Take a holiday to Castiglion Fiorentino and enjoy the area's history, culture and wineries. This city's horse racing, horse riding and churches draw many visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Castiglion Fiorentino

Are you searching for things to do in the city? Venture out of your holiday home and experience everything that Castiglion Fiorentino has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Arezzo Equestrian Centre (7.5 mi / 12 km)
  • La Braccesca Winery (12.3 mi / 19.8 km)
  • Terme Antica Querciolaia (16.3 mi / 26.2 km)
  • San Giovanni Terme Rapolano (17.2 mi / 27.7 km)
  • Villa a Sesta Polo Club (18.3 mi / 29.5 km)
  • Cantina del Redi (18.6 mi / 29.9 km)

Exploring the natural features in Castiglion Fiorentino

Whether you're an adventurous traveller or just want to take in the scenery, Castiglion Fiorentino is a great place to get outside. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Piazza Guido Monaco (8.7 mi / 14 km)
  • Isola Maggiore (14.2 mi / 22.9 km)
  • Sualzo Beach (15.7 mi / 25.3 km)
  • Terme Antica Querciolaia (16.3 mi / 26.2 km)
  • Lake Trasimeno (17 mi / 27.3 km)
  • Val di Chiana (18.6 mi / 30 km)

Travelling to and around Castiglion Fiorentino

The nearest airport is in Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), located 33.7 mi (54.3 km) from the city centre.

If you prefer train travel, you can make your way to Castiglion Fiorentino Station.

Frequently asked questions

What is the best area to stay in Castiglion Fiorentino when booking a holiday rental?
When considering a holiday rental in Castiglion Fiorentino, a popular area to stay is the historic centre. This charming neighbourhood is characterised by its medieval architecture and cobbled streets, offering a delightful atmosphere that transports you back in time. You're also conveniently located near attractions such as the impressive Church of San Francesco, which features beautiful frescoes, and the ancient fortress, the Cassero, providing stunning panoramic views of the surrounding countryside.

Another appealing option is the area around the town's outskirts, where you can find a variety of holiday rentals located among vineyards and olive groves. This region allows for a more tranquil experience while still being within walking distance of the town centre, making it superb for those who wish to enjoy both nature and local culture. Here, you can easily explore the picturesque landscapes and indulge in wine tasting at local wineries.
How much does it cost to rent a holiday home in Castiglion Fiorentino?
Prices for holiday rentals in Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino holiday house rentals?
You can find great discounts on house rentals in Castiglion Fiorentino 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 holiday rental accomodation in Castiglion Fiorentino?
In Castiglion Fiorentino, villas are the most popular holiday rental choice, with about 108 available in this picturesque Tuscan town. Many of these villas are situated in serene countryside settings, providing stunning views of the surrounding hills and vineyards. Travellers can expect luxurious amenities, including private pools, expansive gardens, and fully equipped kitchens, superb for enjoying local produce.
Are there any family house rentals in Castiglion Fiorentino?
In Castiglion Fiorentino, Tuscany, there are numerous family-friendly homes available, with around 114 options to choose from. This charming town offers a delightful blend of historical allure and natural beauty, making it a great destination for families. Many of these properties provide spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can enjoy the proximity to local attractions such as the picturesque hilltop town centre, complete with cobbled streets and stunning views of the surrounding countryside. The nearby Cortona, known for its Etruscan heritage and vibrant art scene, is also just a short drive away. Families will appreciate the convenience of amenities like Wi-Fi and air conditioning, ensuring a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Castiglion Fiorentino?
In Castiglion Fiorentino, there are plenty of holiday homes available for rent that feature pools or hot tubs, with approximately 197 options to choose from. This picturesque town in Tuscany offers a charming blend of history and natural beauty, making it an ideal destination for relaxation. Many of these properties come with private swimming pools set in beautiful gardens, superb for enjoying the warm Tuscan sun.
Can I find long-stay holiday rentals in Castiglion Fiorentino?
A long-stay holiday rental in Castiglion Fiorentino 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 Castiglion Fiorentino?
In Castiglion Fiorentino, there are numerous pet-friendly house rentals available, offering a delightful mix of comfort and convenience. Travellers can expect amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh Tuscan air. Many of these properties are situated in scenic locations, providing stunning views of the surrounding countryside and easy access to local attractions.

The historic centre of Castiglion Fiorentino is a charming area with cobblestone streets and quaint cafes, making it an enjoyable place for both pets and their owners to explore. Nearby, the expansive Parco Archeologico del Castello di Castiglion Fiorentino offers walking paths and green spaces, great for leisurely strolls with your furry friends.
Are there any remote work holiday rentals in Castiglion Fiorentino?
In Castiglion Fiorentino, there is a wide selection of remote work holiday rentals available, with around 207 properties suited for this purpose. This charming town in Tuscany offers a great blend of picturesque scenery and modern conveniences, making it an ideal location for those looking to balance work and leisure. Many of these rentals come equipped with essential amenities such as Wi-Fi, dedicated desks, office chairs, and safes, ensuring a comfortable workspace away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Castiglion Fiorentino holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Castiglion Fiorentino 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 Castiglion Fiorentino?
In Castiglion Fiorentino, popular rental amenities include kitchens, allowing guests to prepare their own meals, and private pools for a refreshing dip in the warm Tuscan sun. Many properties also feature refrigerators, ensuring that travellers can store their perishables conveniently. Additionally, free Wi-Fi is commonly available, enabling guests to stay connected during their stay.
When is the best time to visit Castiglion Fiorentino for a holiday rental?
The most popular time to visit Castiglion Fiorentino is during the summer months, particularly in July. This vibrant period attracts holidaymakers who are drawn to the stunning landscapes and rich cultural experiences of Tuscany. With warm temperatures averaging around 30°C, it's an ideal time for outdoor activities, leisurely strolls through the picturesque streets, and enjoying local cuisine at al fresco dining spots.

From July to September, the peak season sees an influx of tourists, making it a lively time filled with festivals and events that showcase the best of Tuscan culture. Visitors can take part in the local traditions and take advantage of the various outdoor pursuits available, including hiking in the rolling hills and exploring nearby vineyards.

If you are looking for a more budget-friendly option, consider visiting in November. While this month sees fewer tourists, it offers the unique charm of autumn in Tuscany, complete with beautiful fall colours and a quieter atmosphere. This can be a wonderful time to explore the area's historic sites without the crowds, and you'll find that many establishments still welcome guests with warm hospitality.
How early should I book a Castiglion Fiorentino holiday rental?
Book your Castiglion Fiorentino 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 Castiglion Fiorentino?
In Castiglion Fiorentino, visitors can engage in the rich history and stunning landscapes of Tuscany. The historic centre offers charming streets lined with medieval architecture, where you can explore attractions such as the ancient Etruscan walls and the impressive Palazzo Comunale. The nearby Church of San Francesco is also worth a visit, showcasing beautiful frescoes and providing a glimpse into the town's artistic heritage.

For those interested in local culture, the town hosts various festivals throughout the year, celebrating traditional Tuscan cuisine and crafts. The surrounding countryside is superb for outdoor activities, with opportunities for hiking and cycling along scenic routes that reveal breathtaking views of the rolling hills and vineyards.
Can I change or cancel my Castiglion Fiorentino home rental booking on Vrbo?
To find Castiglion Fiorentino 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Castiglion Fiorentino 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.

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