Castiglion Fiorentino holiday homes

We found 1,992 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Castiglion Fiorentino by choosing from 87 houses, 27 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:18 Dec - 25 Dec

Pool
Outdoor dining
Exterior
Dining
Exceptional
(6 reviews)

Apartment in Farmhouse

Cortona

6% off
NZ$1,897
for 7 nights, 1 room
NZ$271 per night
includes taxes & fees
Apartment in Farmhouse
Exterior
Property grounds
Outdoor dining
Pool
Exceptional
(37 reviews)

Villa Mulinoavento with magnificent view 5 minutes walking downtown

Cortona

9% off
NZ$8,795
for 7 nights, 1 villa
NZ$1,256 per night
includes taxes & fees
Villa Mulinoavento with magnificent view 5 minutes walking downtown
Living area
Property grounds
Stalla Private Garden with BBQ
Pool
Exceptional
(19 reviews)

Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens

Cortona

7% off
NZ$5,934
for 7 nights, 1 apartment
NZ$848 per night
includes taxes & fees
Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
Room
Interior
Relax in this cozy living area
Enter here
Exceptional
(11 reviews)

❤️ of Castiglion Fiorentino

Castiglion Fiorentino

9% off
NZ$1,431
for 7 nights, 1 apartment
NZ$204 per night
includes taxes & fees
❤️ of Castiglion Fiorentino
The master bedroom promises privacy
There's no doubt you're in Tuscany
Take a seat. You're finally home.
Welcome to a piece of history!
Exceptional
(24 reviews)

Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities

Castiglion Fiorentino

9% off
NZ$1,904
for 7 nights, 1 apartment
NZ$272 per night
includes taxes & fees
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
Property grounds
Outdoor dining
Dining
Pool
Exceptional
(25 reviews)

Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley

Cortona

7% off
NZ$3,120
for 7 nights, 1 room
NZ$446 per night
includes taxes & fees
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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:

  • Tennis Club Castiglionese (0.3 mi / 0.5 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)
  • Cantina Contucci (18.6 mi / 30 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)
  • Terme Antica Querciolaia (16.3 mi / 26.2 km)
  • Lake Trasimeno (17 mi / 27.3 km)
  • Val di Chiana (18.6 mi / 30 km)
  • Terme di Montepulciano Spa (19.5 mi / 31.4 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

Where are the best areas for renting a beach house in Castiglion Fiorentino?
For renting a beach house in Castiglion Fiorentino, travellers should consider the picturesque coastal areas along the nearby Tuscan coastline, particularly around the towns of Castiglione della Pescaia and Punta Ala, which are a short drive away. These charming beach towns offer a range of holiday rentals, including villas and apartments with stunning sea views. Many properties in this region are equipped with modern amenities such as private pools, outdoor dining areas, and fully equipped kitchens, superb for families or groups looking to enjoy a relaxed beach holiday.In Castiglione della Pescaia, visitors can find properties close to the sandy beaches, with some rentals featuring terraces or balconies that allow guests to soak in the sun and enjoy the tranquil atmosphere. The area is known for its vibrant local markets and seafood restaurants, providing easy access to fresh produce and dining options.Punta Ala, known for its exclusive beach clubs, offers luxury rentals that often come with additional amenities such as access to tennis courts, wellness facilities, and private beach access. The nearby marina is also a fantastic point of interest, where travellers can enjoy sailing or simply stroll along the waterfront.For those interested in exploring beyond the beaches, the beautiful countryside of Tuscany surrounds Castiglion Fiorentino, with opportunities for hiking and wine tasting in the nearby vineyards.
What is the most popular type of holiday rental accomodation in Castiglion Fiorentino?
In Castiglion Fiorentino, villas are the most popular type of holiday rental, with approximately 392 available throughout the picturesque town and its surrounding countryside. These villas often boast spacious layouts, multiple bedrooms, and expansive outdoor areas, great for enjoying the stunning Tuscan landscape. Many come equipped with private pools, fully stocked kitchens, and charming gardens, providing a luxurious and relaxing atmosphere for families or groups.Holiday houses also feature prominently, with around 276 options offering a homey feel. These properties typically include comfortable living spaces, well-equipped kitchens, and outdoor seating areas, ideal for al fresco dining while soaking in the region's beauty. Additionally, there are about 92 apartments available, which are often located in the town centre, close to local amenities and cultural sites, providing a convenient base for exploring.
Are there any family house rentals in Castiglion Fiorentino?
In Castiglion Fiorentino, Tuscany, there are some available family-friendly house rentals, with around 98 options to choose from. This charming town offers a picturesque setting ideal for families looking to explore the beauty of the Tuscan countryside. Many of these homes come equipped with spacious living areas, full kitchens for preparing family meals, and outdoor terraces or gardens where children can play and adults can relax.Visitors can enjoy the close proximity to local attractions such as the historic town centre, which features quaint shops and restaurants serving traditional Tuscan cuisine. The nearby Etruscan ruins and stunning views of the surrounding hills add to the allure of this locale.
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, with around 167 options featuring pools or hot tubs. This picturesque town in Tuscany offers a delightful mix of beautiful landscapes and historical charm. Many of the properties can be found located in the surrounding countryside, providing stunning views of the Tuscan hills.Travellers can expect a range of amenities in these rentals, including private swimming pools, hot tubs for relaxation, and spacious outdoor areas great for al fresco dining. Inside, many homes feature fully equipped kitchens, comfortable living spaces, and air conditioning, ensuring a comfortable stay. Additionally, some properties offer traditional Tuscan design elements, like terracotta tiles and wooden beams, enhancing the overall experience of staying in this beautiful region.
Are there pet-friendly house rentals in Castiglion Fiorentino?
In Castiglion Fiorentino, there are numerous pet-friendly house rentals available, making it an excellent choice for travellers looking to enjoy the beautiful Tuscan countryside with their pets. The area is characterised by its charming medieval architecture and scenic landscapes, providing a great backdrop for a relaxing holiday. Many of the holiday homes feature amenities such as private gardens, terraces with stunning views, and fully equipped kitchens, allowing guests to self-cater during their stay.The town is surrounded by picturesque countryside, ideal for long walks with pets, while the nearby Parco Archeologico di Cortona offers opportunities for exploration and outdoor activities. Additionally, the region boasts several pet-friendly cafes and restaurants, creating a friendly setting for visitors with furry companions.
Are there any remote work holiday rentals in Castiglion Fiorentino?
In Castiglion Fiorentino, there are numerous options for remote work holiday rentals, with around 696 available throughout the area. This charming town in Tuscany offers a blend of historical character and scenic beauty, making it an appealing choice for those looking to combine work and leisure. Many properties come equipped with essential amenities for remote work, such as high-speed Wi-Fi and comfortable workspaces, ensuring a productive environment.Travellers can expect a variety of accommodations, from rustic villas with stunning views of the Tuscan hills to modern apartments in the town centre, often featuring fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation. The town itself is rich in history, with attractions like the ancient fortress and local markets, providing a vibrant backdrop for a workation. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Castiglion Fiorentino?
In Castiglion Fiorentino, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals using local ingredients. Many properties also offer onsite parking, making it convenient for those travelling by car. A private pool is a sought-after feature, providing a refreshing escape during the warm Tuscan days. Additionally, many rentals come with a fireplace, creating a warm and inviting atmosphere for cooler evenings. For those travelling with furry companions, several properties permit pets, ensuring that families can enjoy their holiday together.
When is the best time to visit Castiglion Fiorentino for a holiday rental?
The best time to visit Castiglion Fiorentino for a holiday rental is during the peak season from July to September, when the beautiful Tuscan countryside is in full bloom. This vibrant period attracts travellers eager to immerse themselves in the region's rich culture, stunning landscapes, and delightful cuisine. Visitors can enjoy outdoor activities like exploring vineyards, taking scenic walks through olive groves, and participating in local festivals that showcase the area's traditions.July, in particular, is the most popular month, offering warm temperatures averaging between 20 to 30 degrees Celsius. This inviting climate is great for al fresco dining and leisurely strolls through the charming streets of the town, where you can discover historic sites such as the medieval fortress and the lovely Piazza della Repubblica.If you're looking for a more budget-friendly option, consider visiting in November. This month, while quieter, allows for an authentic experience of the local lifestyle. You can enjoy the picturesque autumn landscape and indulge in seasonal culinary delights, such as truffles and hearty Tuscan dishes, without the crowds.
Are all fees included in the Castiglion Fiorentino holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Castiglion Fiorentino holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Castiglion Fiorentino holiday homes?
You can find great discounts on holiday homes in Castiglion Fiorentino on Bookabach, 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.
Can I change or cancel my Castiglion Fiorentino holiday home booking on Bookabach?
To find Castiglion Fiorentino holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Castiglion Fiorentino?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach'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 favourites, and build the perfect itinerary together.
How early should I book a Castiglion Fiorentino holiday home?
Book your Castiglion Fiorentino holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Castiglion Fiorentino?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Castiglion Fiorentino to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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