Owner Direct Vacation
Rentals in Cortona Old Town
The Best Owner Direct Vacation Rentals in Cortona Old Town. Explore thousands of vacation home rentals, large cabins, and villas near Cortona Old Town
GUESTS
Explore the Best Cortona Old Town Vacation Homes
Looking for the perfect place to stay in Cortona Old Town? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Cortona Old Town character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
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Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Cortona Old Town
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- Transportation/Shuttle
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- Pet Friendly
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Popular Neighborhoods for Cortona Old Town Vacation Rentals
What are the best areas to stay in Cortona Old Town
Discover the top neighborhoods in Cortona Old Town and choose a place that suits your stay.
Tuesday Apr 28
Cortona Old Town, Cortona
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Cortona Old Town vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Cortona Old Town
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How to Reserve Your Cortona Old Town Vacation Rental
Booking Made Simple
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Use filters for location, amenities, and budget.
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Cortona Old Town Vacation Rental FAQs
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 Vacation Rentals in Cortona Old Town:
- Hotel Villa Marsili
- Monastero di Cortona Hotel & Spa
- Your Holiday Under the Tuscan Sun
- City/Village Apartment in Cortona with 2 bedrooms sleeps 4
- Tuscan Villa private infinity pool, exclusive location, AC, extra services
- Heritage Tuscan Farmhouse with private swimming pool
- Beautiful villa for 6 people with WIFI, A/C, pool, TV and panoramic view
- Beautifully restored 16th C farmhouse w/exclusive pool, woodlands, olive groves
- Vacation apartments in the countryside near Cortona
- Villa Mulinoavento with magnificent view 5 minutes walking downtown
There are 340 vacation rentals with private pools near Cortona Old Town. Top-rated homes that have access to a swimming pool include:
If you are looking for a family-friendly vacation home in Cortona Old Town, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cortona Old Town:
Currently, the total number of properties listed in 2026 is over 1292 in the Cortona Old Town area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cortona Old Town.