1250+ Cortona Old Town Holiday Rentals & Private Villas

Find Family-Friendly Holiday Rentals in or near Cortona Old Town

Discover more than 1250 StayAndPlay accommodations in Cortona Old Town, perfect for your golf getaway. StayAndPlay offers luxury golf resorts, private villas, and vacation rentals with everything you need for a relaxing escape near Cortona Old Town, .

Whether you're seeking upscale golf-front resorts, private luxury villas, spacious vacation homes, or family-friendly golf retreats, we can help you find the ideal stay. Our rentals feature top-tier amenities such as private pools, fully equipped kitchens, outdoor patios, hot tubs, and Wi-Fi, ensuring your group enjoys a comfortable and memorable stay.

Planning a group golf trip to Cortona Old Town? StayAndPlay guarantees a unique and unforgettable experience with plenty of options for families, large groups, or private rentals for long or short stays. Explore our Cortona Old Town pet-friendly golf accommodations and easily book your dream golf resort or villa rental in Cortona Old Town with StayAndPlay.

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Frequently Asked Questions About Cortona Old Town Holiday Rentals

There are a lot of options in Cortona Old Town. If you plan on staying in the Cortona Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Cortona Old Town:

There are many holiday rentals available in Cortona Old Town; however, here are a few of the most popular holiday homes listed in Cortona Old Town on our website:
At StayAndPlay most of our places to stay are perfect for families. Check out the complete list of holiday homes in Cortona Old Town to find one that works for you.
Yes, there are 1250 self-catering family homes and holiday rentals in Cortona Old Town.
There are more than 1250 luxury holiday homes in or near Cortona Old Town, according to 2025 data from StayAndPlay. Consider these homes for your next holiday:
Yes, there are 1250 pet friendly rentals that are available in Cortona Old Town.