Poggiolo holiday lettings

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September 2025

October 2025

Scroll through and select from holiday rentals in Poggiolo to find one that's perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Poggiolo

Showing deals for:5 Dec - 12 Dec

Exceptional

(18 reviews)

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

Arezzo, Tuscany

17% off

for 7 nights, 1 villa

£1,347 per night

includes taxes & fees

Exceptional

(21 reviews)

Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens

Cortona, Tuscany

7% off

for 7 nights, 1 home

£318 per night

includes taxes & fees

Exceptional

(6 reviews)

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Cortona, Tuscany

18% off

for 7 nights, 1 home

£375 per night

includes taxes & fees

Wonderful

(23 reviews)

Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.

Cortona, Tuscany

9% off

for 7 nights, 1 room

£140 per night

includes taxes & fees

Exceptional

(19 reviews)

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

Cortona, Tuscany

7% off

for 7 nights, 1 apartment

£350 per night

includes taxes & fees

Exceptional

(8 reviews)

Independent Apartment in Farmhouse with private garden and pool- Cortona

Cortona, Tuscany

18% off

for 7 nights, 1 apartment

£189 per night

includes taxes & fees

Exceptional

(5 reviews)

Cortona Suite: The palace with frescoes - Cortona's Frescos Palace

Cortona, Provincia di Arezzo

13% off

for 7 nights, 1 apartment

£310 per night

includes taxes & fees

Excellent

(16 reviews)

Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Cortona, Umbria

9% off

for 7 nights, 1 villa

£164 per night

includes taxes & fees

Exceptional

(17 reviews)

Apartment Me and You Cortona (with romantic outdoor shower on private courtyard)

Cortona, Tuscany

9% off

for 7 nights, 1 apartment

£121 per night

includes taxes & fees

Exceptional

(55 reviews)

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

Cortona, Arezzo

13% off

for 7 nights, 1 home

£188 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Poggiolo

Cottage in Val di Chiana

Sleeps 4 · 2 bedrooms · 2+ bathrooms

Top rated rentals - Poggiolo

A beautiful Tuscan villa, perfect for family holidays

The property from the start was stunning! We were met with one of the owners who was very welcoming and helpful. The stay was accommodating, which was perfect for a large family like ours! The villa looked over an extensive Tuscan vineyard, with wine tasting! Highly recommend this villa!

julia h.

Stayed Jul 2024

Premier Host

Unique and Authentic Tuscany

Beautiful country house. Lovely rural location with food shop and vineyard within 100metres. Very friendly and informative hosts, we learnt a bit more Italian than when we arrived! Stunning towns of Cortona and Montepulchiano close by to explore. Unique experience, cannot recommend enough! We loved it. Thank you.

Julie L.

Stayed Aug 2023

Tuscan paradise

Lovely property with huge garden/grounds.Host was charming and possessed endless helpful information about anything you could wish.We have stayed in many Tuscan rentals in the past but Limonaia is in a different class. We were sad to leave and hope to return.Grazie Mille Arthur and Margreth.

Valerie C.

Stayed May 2023

Casa Sant' Angelo with Cortona hilltop beyond.

Perfect Holiday

Casa Sant'Angelo is such a drealy place we found it very difficult to leave, one of the nicest places we have ever stayed. 3 double bedrooms all with huge beds, fine linen and aircon. We didn't use the annex, but what a lovely self contained apartment with its own kitchen and sitting room. The pool was also perfect, and the cleanest we've had thanks to the robot cleaner and the local guy who popped in now and then when we weren't around. You will need a car and Cortona is just a short drive away, but not really walkable for an evening meal as its on the top of a big hill!! If you want to ditch the car, the mini market is a short walk away and it serves the best meats and cheese in the area, plus home made local dishes. As an extra bonus we found a delightful local restaurant called Barbabi (not on Tripadvior, but they are on instagram). This was literally a short walk across a farmers field or slightly longer via the road. Feels a bit like someones back garden, but you can either splash out and fine dine or have a Pizza for 10 euros. Thanks for having us at your beautiful farm house, I feel sure we will be back,

jamie b.

Stayed Aug 2022

Traditional villa with great views perfect for chilling out

This traditional property was really great - with a fantastic terrace and lovely views. Irene was a friendly host and the welcome bottle of wine was much appreciated. We would certainly stay again. However, I would make a couple of suggestions. The property is not easy to find and better advance directions, property name and address would help. Neither of our two satnavs could locate it. Although the last minute directions Irene gave would have helped had I received them, I was dependent on wifi and didn't get them till too late. But Irene was very patient and eventually she kindly met us at a local restaurant to show us the way. Also, I suggest Irene considers turning the upstairs sitting room into the second bedroom. The current second bedroom is small while I doubt the upstairs sitting room is much used as a sitting room and it would be a great bedroom - making the property more suitable and private for two couples. Also, a couple of aspects of the advertised description could be more accurate. Although we didn't need three bathrooms, I'm not sure why the property advertised three when there are only two. And a swimming pool shouldn't be advertised when the only pool is a public one miles away. Finally, a word of warning, the access is quite rough. We destroyed a tyre in our week long stay but I guess that is the price you pay for the iconic isolated Tuscan villa with great views and amazing sunsets.

Mike G.

Stayed Sept 2018

Premier Host

Beautiful, comfortable, relaxing, and Italian countryside

What a beautiful home full of comfort and authenticity. We thoroughly enjoyed our two week stay at Villa Caprile. The property, the house, the pool, all the accommodations met or exceeded our expectations. Our children teenagers and younger felt so at home, and we all enjoyed our stay. It was so wonderful to have this home to return to after short or long day trips to some of the most amazing places and towns that are all around. The location could not have been more perfect for the trip we planned. Thank you Dianne and Antonella and all the caretakers of the property for all your care and recommendations.

Jennifer S.

Stayed Jun 2017

Peace of mind
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More quality time
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All the privacy of home
Enjoy full kitchens, pools, gardens and more
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Find out more about Poggiolo

Find the perfect holiday rental for your Poggiolo getaway

Learn about the unique charm of Poggiolo with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Poggiolo

Are you looking for things to do in the city? Venture out of your cosy holiday rental and check out everything that makes Poggiolo a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

Arezzo Equestrian Centre (8.6 mi / 13.9 km)
Fattoria Le Capezzine (10.6 mi / 17.1 km)
La Braccesca Winery (11.2 mi / 18.1 km)
Tennis Club Castiglionese (1 mi / 1.7 km)
Agricola Buccelletti Winery (2.8 mi / 4.5 km)
San Luciano Winery (8.2 mi / 13.2 km)

Exploring the natural features in Poggiolo

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Poggiolo is a great place to spend some time outside. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

Piazza Guido Monaco (9.8 mi / 15.8 km)
Isola Maggiore (13.1 mi / 21 km)
Sualzo Beach (14.6 mi / 23.4 km)
Lake Trasimeno (15.8 mi / 25.5 km)
Val di Chiana (17.9 mi / 28.8 km)
Hannibal's Journey (9.6 mi / 15.5 km)

Frequently asked questions

What is the best area to stay in Poggiolo when booking a holiday rental?

When considering a holiday rental in Poggiolo, Tuscany, one of the most charming areas to stay in is the vicinity of the historic centre. This area offers a delightful blend of authentic Tuscan architecture and easy access to local amenities. Staying here provides the convenience of being close to quaint shops, traditional eateries, and the vibrant atmosphere of the village.

A short stroll will lead you to the picturesque Church of San Giovanni Battista, a beautiful example of local religious architecture that reflects the region's rich history. Additionally, the scenic walking trails in the surrounding hills offer breathtaking views of the Tuscan countryside, making it a great spot for those who enjoy nature and outdoor activities.

Another appealing option is the area near the Poggiolo Castle ruins, which not only provides a glimpse into the past but also offers stunning panoramic vistas. This location is particularly recommended for those seeking a peaceful retreat while still being within reach of various restaurants and local markets.

How much does it cost to rent a holiday home in Poggiolo?

Prices for holiday rentals in Poggiolo 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 Poggiolo 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 Poggiolo holiday house rentals?

You can find great discounts on house rentals in Poggiolo 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.

Can I find long-stay holiday rentals in Poggiolo?

A long-stay holiday rental in Poggiolo 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 any Poggiolo holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Poggiolo 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.

How early should I book a Poggiolo holiday rental?

Book your Poggiolo 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 Poggiolo?

In Poggiolo, Tuscany, visitors can immerse themselves in the charm of this quaint village and the surrounding countryside. The area is renowned for its beautiful landscapes, offering opportunities for hiking and exploring the picturesque hills. The nearby town of Bagni di Lucca features thermal baths and quaint coffee shops, providing a relaxing day trip.

Can I change or cancel my Poggiolo home rental booking on Vrbo?

To find Poggiolo 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 Poggiolo 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.

Poggiolo holiday lettings

Holiday rentals with weekly discounts - Poggiolo

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

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

Find spaces that suit your style

Find the best place to stay - Poggiolo

Cottage in Val di Chiana

Top rated rentals - Poggiolo

A beautiful Tuscan villa, perfect for family holidays

Peace of mind

More quality time

All the privacy of home

More for less

Find out more about Poggiolo

Find out more about Poggiolo

Find the perfect holiday rental for your Poggiolo getaway

Activities and attractions in and around Poggiolo

Exploring the natural features in Poggiolo

Frequently asked questions

Holiday Rental options in Poggiolo

More Holiday Rentals ideas

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