Ossaia, Cortona holiday accommodation: short-term house rentals & properties

Discover a selection of 7 homes and other holiday rentals in Ossaia that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as a fireplace 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 a place that's non-smoking or offers accessibility.

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Find the best place to stay - Ossaia

Wonderful villa at the foot of Cortona with private pool and unforgettable views

Sleeps 12 · 4 bedrooms · 4+ bathrooms

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

Sleeps 5 · 3 bedrooms · 1 bathroom

Top rated rentals - Ossaia

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Enjoy full kitchens, laundry, pools, gardens and more
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Book a holiday rental for your Ossaia getaway

Learn about the unique charm of Ossaia with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Ossaia

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

Magione Racetrack (13.8 mi / 22.2 km)
Cantina del Redi (14.8 mi / 23.9 km)
Cantina Contucci (14.9 mi / 23.9 km)
Consorzio del Vino Nobile di Montepulciano (14.9 mi / 23.9 km)
Arezzo Equestrian Centre (15.8 mi / 25.4 km)
La Braccesca Winery (5.3 mi / 8.6 km)

Exploring the natural features in Ossaia

Whether you're an active traveller or just want to take in the scenery, Ossaia is a great spot to appreciate mother nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

Isola Maggiore (6 mi / 9.6 km)
Lake Trasimeno (8.5 mi / 13.7 km)
Chiusi Lake (12.5 mi / 20.1 km)
Val di Chiana (13.9 mi / 22.4 km)
Terme di Montepulciano Spa (15 mi / 24.2 km)
Hannibal's Journey (2.9 mi / 4.6 km)

Travelling to and around Ossaia

The nearest airport is in Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), located 26.9 mi (43.3 km) from the city centre.

Frequently asked questions

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

Season, length of stay and property type are some of the things that can affect the price of a holiday home. Simply add your travel dates to find your dream escape. From quaint country cottages to sprawling luxury villas, all Stayz holiday homes provide incredible value.

How much does it cost to rent a beach house in Ossaia?

Prices for beach houses in Ossaia may vary depending on the size and style of the property and when you’re travelling. All you have to do is enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use our filters to narrow your search by amenities, ratings, nearby activities and more.

What are the top attractions for families in Ossaia?

Keeping the kids entertained during your stay in Ossaia is simple with these exciting family-friendly attractions:

Palazzo Comunale
Casali Palace
Museum of the Etruscan Academy

How old do you have to be to rent a holiday home in Ossaia?

The age limit can vary across properties on Stayz, so be sure to check the rules of the holiday home in Ossaia you want to book. But typically, it’s 16, 18 or 21.

How long can I rent a holiday home in Ossaia for?

It’s really down to the Ossaia property. To look over a list of options offering extended stays, simply enter your dates and number of people into Stayz. You can look forward to having the whole property to yourself, along with home comforts such as a kitchen, air conditioning and outdoor spaces where the kids can run around and play. Keep an eye out for long-term stays that offer weekly or monthly discounts.