Ossaia Vacation Rentals, Cortona: homes, house rentals & more

Discover a selection of 8 homes and other vacation rentals in Ossaia that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

Find the best place to stay - Ossaia

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Sleeps 12 · 5 bedrooms · 3 bathrooms

Property, Swimming Pool, House, Estate, Real Estate, Tree, Resort, Home, Building, Mansion

Private Villa with private pool, A/C, WIFI, patio, panoramic view, parking, close to Montepulciano

Sleeps 6 · 3 bedrooms · 2 bathrooms

Find spaces that suit your style

Top rated rentals - Ossaia

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Excellent place outside of Cortona

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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Book a vacation rental for your Ossaia getaway

Experience the unique character of Ossaia with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation 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 hoping to discover things to do in the city? Venture out of your cozy vacation rental and check out everything that Ossaia has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

Magione Racetrack (13.8 mi / 22.2 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)
Fattoria Le Capezzine (5.5 mi / 8.8 km)
Tennis Club Castiglionese (8.3 mi / 13.4 km)

Exploring the natural features in Ossaia

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Ossaia. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

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)
Sualzo Beach (8.1 mi / 13 km)

Traveling to and around Ossaia

The nearest airport is in Sant Egidio Airport (PEG), located 26.9 mi (43.3 km) from the city center.

Frequently asked questions

How much does it cost to rent a vacation rental in Ossaia?

Season, length of stay and property type are some of the things that can affect the price of a vacation home. Simply add your travel dates to find your dream escape. From quaint country cottages to sprawling luxury villas, all Vrbo vacation rentals 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 traveling. All you have to do is enter your travel dates into Vrbo 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 vacation rental in Ossaia?

The age limit can vary across properties on Vrbo, so be sure to check the rules of the vacation rental in Ossaia you want to book. But typically, it's 16, 18 or 21.

How long can I rent a vacation rental 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 Vrbo. 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.