Portole holiday homes

We found 1,197 holiday rentals — enter your dates for availability
Discover a selection of 9 villas and other holiday rentals in Portole that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include air conditioning and a pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Portole

Showing deals for:25 Dec - 1 Jan

Dining
Outdoor dining
Pool
Exterior detail
Exceptional
(6 reviews)

Apartment in Farmhouse

Cortona

6% off
NZ$1,880
for 7 nights, 1 room
NZ$269 per night
includes taxes & fees
Apartment in Farmhouse
Exterior
Property grounds
Pool
Interior
Exceptional
(37 reviews)

Villa Mulinoavento with magnificent view 5 minutes walking downtown

Cortona

9% off
NZ$8,802
for 7 nights, 1 villa
NZ$1,257 per night
includes taxes & fees
Villa Mulinoavento with magnificent view 5 minutes walking downtown
Dining Room
View from the outside
Living room + Sofa bed
entrance
Exceptional
(59 reviews)

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Cortona

14% off
NZ$2,921
for 7 nights, 1 home
NZ$417 per night
includes taxes & fees
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Stalla Private Garden with BBQ
Property grounds
Living area
Exterior
Exceptional
(19 reviews)

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

Cortona

7% off
NZ$5,902
for 7 nights, 1 apartment
NZ$843 per night
includes taxes & fees
Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
Enter here
Interior
Room
AHHH! Tuscany!
Exceptional
(11 reviews)

❤️ of Castiglion Fiorentino

Castiglion Fiorentino

9% off
NZ$1,419
for 7 nights, 1 apartment
NZ$203 per night
includes taxes & fees
❤️ of Castiglion Fiorentino
The master bedroom promises privacy
There's no doubt you're in Tuscany
Welcome to a piece of history!
We've tailored every detail to help you feel at home
Exceptional
(24 reviews)

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

Castiglion Fiorentino

9% off
NZ$1,903
for 7 nights, 1 apartment
NZ$272 per night
includes taxes & fees
Medieval Delight! Balcony, Rustic Beams & Brick Fireplace w/Modern Amenities
Pool
Outdoor dining
Dining
Exterior
Exceptional
(25 reviews)

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

Cortona

7% off
NZ$3,067
for 7 nights, 1 room
NZ$438 per night
includes taxes & fees
Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley
Living area
Exterior detail
Dining
Pool
Exceptional
(16 reviews)

Ray's House - GLICINE Apartment

Passignano sul Trasimeno

8% off
NZ$2,088
for 7 nights, 1 apartment
NZ$298 per night
includes taxes & fees
Ray's House - GLICINE Apartment
Interior
Outdoor dining
Room
Exterior detail
Exceptional
(12 reviews)

My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...

Cortona

7% off
NZ$2,397
for 7 nights, 1 apartment
NZ$342 per night
includes taxes & fees
My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...

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    Enjoy full kitchens, laundry, pools, gardens and more

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Choose a holiday rental for your Portole getaway

Learn about the unique charm of Portole with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Portole

Are you hoping to discover things to do while you're in town? Venture out of your cosy holiday rental and check out everything that Portole has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Tennis Club Castiglionese (6.3 mi / 10.1 km)
  • Magione Racetrack (15.3 mi / 24.6 km)
  • La Braccesca Winery (10.2 mi / 16.4 km)
  • Fattoria Le Capezzine (10.2 mi / 16.4 km)
  • Golf Club Valdichiana (12.4 mi / 19.9 km)
  • San Luciano Winery (13.7 mi / 22.1 km)

Exploring the natural landscape of Portole

Whether you're an adventurous traveller or just want to take in the scenery, Portole is a great place to get out in nature. These are some of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Isola Maggiore (8.9 mi / 14.3 km)
  • Lake Trasimeno (12 mi / 19.3 km)
  • Piazza Guido Monaco (14 mi / 22.5 km)
  • Val di Chiana (18.6 mi / 29.9 km)
  • Battle of Lake Trasimene Monument (5.6 mi / 9 km)
  • Sandro Pertini Park (13.5 mi / 21.7 km)

How to get to and around Portole

Fly into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), the closest airport, located 27.2 mi (43.8 km) from the city centre.

Frequently asked questions

What is the best area to stay in Portole when booking a holiday rental?
When considering a holiday rental in Portole, Tuscany, a popular area to stay is the quaint village itself, which offers a charming and serene atmosphere. Nestled in the hills, Portole is known for its stunning views of the surrounding Tuscan landscape, making it an ideal spot for those looking to immerse themselves in nature. The village boasts a variety of properties, ranging from rustic farmhouses to modern villas, providing ample choice for visitors.Nearby, the historic town of Cortona is a must-visit, famous for its well-preserved medieval architecture and vibrant arts scene. The picturesque streets are lined with delightful shops and cafés, superb for enjoying a leisurely afternoon. Additionally, the beautiful Etruscan Museum in Cortona offers insight into the region's rich history, making it a great cultural stop.Another wonderful attraction close to Portole is Lake Trasimeno, where you can enjoy various outdoor activities such as hiking, cycling, and even water sports. This picturesque lake is surrounded by scenic walking trails and charming villages, providing a lovely backdrop for a day out.
What are the top attractions in Portole?
In Portole, Tuscany, visitors can immerse themselves in the picturesque beauty of the surrounding countryside. The area is renowned for its stunning landscapes, rolling hills, and charming vineyards, making it a great spot for those interested in wine tasting and rural experiences.Nearby, the historic town of Cortona offers a wealth of attractions, including the impressive Etruscan Academy Museum and the stunning Basilica of Santa Margherita, which provides breathtaking views over the Val di Chiana. The town's narrow streets are lined with quaint shops and eateries, great for sampling local Tuscan cuisine.Additionally, the beautiful Lake Trasimeno is just a short drive away, providing opportunities for boating, fishing, and enjoying leisurely walks along the shoreline. The nearby village of Castiglion Fiorentino is also worth exploring, with its medieval architecture and vibrant local markets.For a more extensive cultural experience, the city of Arezzo, known for its art and architecture, is within reach and features the remarkable Basilica di San Francesco and the famous Piazza Grande.
Are all fees included in the Portole 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 Portole holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Portole 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 Portole holiday homes?
You can find great discounts on holiday homes in Portole 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 Portole holiday home booking on Bookabach?
To find Portole 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 Portole?
A long-stay holiday home in Portole 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 Portole holiday home?
Book your Portole 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 Portole?
Prices for holiday homes in Portole 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 Portole 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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