Discover a selection of 3,000 vacation rentals in Cortona, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $66 per night, and houses and villas are popular options for a stay in Cortona. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Cortona
Destination guide

The natural setting of Cortona is ready to explore

Come and experience Cortona and its cathedral, monuments and musicals. This city is well-known for its horseback riding and museums. 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.

Things to do

Activities and attractions in and around Cortona

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Cortona has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Arezzo Equestrian Centre (12.9 mi / 20.8 km)
  • Magione Racetrack (16.2 mi / 26 km)
  • Cantina Contucci (16.3 mi / 26.2 km)
  • Consorzio del Vino Nobile di Montepulciano (16.3 mi / 26.2 km)
  • Terme di Chianciano (18.2 mi / 29.3 km)
  • Antognolla Golf (18.3 mi / 29.4 km)
Natural features

Exploring the natural features in Cortona

Whether you're an active traveler or just want to appreciate the scenery, Cortona is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Isola Maggiore (8.7 mi / 14 km)
  • Lake Trasimeno (11.5 mi / 18.4 km)
  • Piazza Guido Monaco (14.1 mi / 22.6 km)
  • Chiusi Lake (15.2 mi / 24.5 km)
  • Val di Chiana (15.7 mi / 25.2 km)
  • Terme di Montepulciano Spa (16.7 mi / 26.9 km)
How to get there

Transportation to and around Cortona

The nearest airport is in Sant Egidio Airport (PEG), located 28.9 mi (46.6 km) from the city center.

If you'd rather travel by train, make your way to Camucia-Cortona Station or Terontola-Cortona Station to see more of the city.

What are the top vacation rentals in or near Cortona?

Whatever you're looking for in a getaway, you'll find a rental in or around Cortona that's a match made in heaven. Here are some of our faves:

  • Around 2 miles from the center of Cortona, it's hard to beat "Charming Small Villa Near Cortona". It has 2 bedrooms and a range of conveniences like an oven and towels.
  • Alternatively, make yourself comfy at "Le Volpaie 6+1, Emma Villas Exclusive". Around 0.1 miles from the heart of Cortona, it has 3 bedrooms and features cable/satellite TV services and a garden.

For even more great options, use the search bar at the top of the page to find the perfect Cortona vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Cortona?

There's nothing quite like a quick trip away to reenergize your batteries. If you're ready to switch off and unwind, these top weekend getaways in and around Cortona make a fantastic base for a mini break:

  • Book a couple of nights at "Beautiful Apartment For 7 Guests With A", around 0.1 miles to the south of Cortona, and you've got yourself the best kind of weekend escape. You'll have outdoor attractions like Museum of the Etruscan Academy and Torrenieri Montalcino Station on your doorstep and amenities like a fridge and a hair dryer at your fingertips.
  • Another fantastic option is "Rustic, Cozy And Quaint 1 Bedroom Apartment In The Heart Of Cortona", around 0.1 miles south of Cortona. When you're not chilling in your rental taking advantage of a kitchen and a restaurant dining guide, get out and see Arezzo Equestrian Centre and Museo dell'Antica Grancia e dell'Olio.

Can I find studio apartments for rent in and around Cortona?

Usually compact, less expensive and conveniently located, it's not difficult to fall for the charms of a studio apartment. Settle into one of these vacation rentals and experience the culture of Cortona up close:

  • Make "Rustic, Cozy And Quaint 1 Bedroom Apartment In The Heart Of Cortona" your home for a few days or more. This top property comes with amenities including an oven and spa and beauty services.
  • Another tempting option is "Apartment In Cortona With 1 Bedrooms". Take advantage of a washing machine, a fridge and other amenities during your stay.

With the cash you save on your studio apartment, you'll be able to explore even more of Cortona. Cultural attractions like Museo Diocesano and Museo Statale d'Arte Medievale e Moderna will help you get a better feel for the character of this destination.

Can I find short term rentals in or near Cortona?

Just because you only have a couple of days up your sleeve doesn't mean you need to spend it in a boring hotel room. Take a vacation but still have the home comforts you need at one of these short-term rentals in or around Cortona:

  • "3bedroom Luxury Apt, Walk To Downtown Cortona" is near the center of Cortona, so you'll have tons of things to keep you entertained. Make your way to unique attractions like Cathedral of Saints Peter and Donato and Basilica of San Francesco when you're not hanging out in your cozy rental.
  • Eat, sleep and explore from "Apartment In Cortona With 1 Bedrooms", another terrific option. Museo Statale d'Arte Medievale e Moderna and Vasari's House should be on your to-do list when it's time to see the sights.

What are the best romantic weekend getaways in or near Cortona?

Nothing says "I love you" quite like a romantic weekend trip. If you're longing to spend a couple of relaxing evenings away with your beloved, we've got some romantic getaways in and around Cortona that will sweep you off your feet:

  • Sneak off on Friday afternoon for a few passion-filled nights at "Charming Small Villa Near Cortona". Located approximately 2 miles from Cortona, this place comes with lots of nice touches, including a fireplace and winery tours.
  • Another option where you can spend a few wonderful days together is "Le Volpaie 6+1, Emma Villas Exclusive". Around 0.1 miles from Cortona, a fireplace and air conditioning add to the atmosphere here.

Are there mansions for rent in or near Cortona?

Nothing screams "best vacation ever" like staying in a mansion. Treat your family to an unforgettable getaway at one of these mansions for rent in or near Cortona:

  • Located around 9 miles to the northwest of Cortona, "Villa Marietta - Mansion In Valdichiana" is the place to go to relax in total luxury. Nice touches here include a swimming pool and a fireplace.
  • Alternatively, score major Brownie points and spend a week or two at "Beautiful Mansion In Poppi With Pool". It's located approximately 30 miles to the north of Cortona and comes with a fireplace, a garden and more.

What are the best large group vacation rentals in or near Cortona?

Big groups mean gigantic fun. They also mean finding someplace that'll effortlessly fit your entire squad. Check out our large group vacation rentals in or around Cortona and get your loved ones together under the same roof:

  • Offering privacy, comfort and space, you'll get everyone's tick of approval at "Villa In Cortona With 6 Bedrooms". Up to 12 people can stay at this retreat which has 6 bedrooms, a swimming pool and a chef. You'll discover it around 0.1 miles to the north of Cortona.
  • Invite up to 12 of your closest friends to "Beautiful Private Villa For 12 Guests With Wifi" and fill its spaces with laughter and love. This option has 6 bedrooms and is around 0.1 miles to the north of Cortona. It's packed with features to keep your large group comfortable, including a kitchen and a swimming pool.

What are the best houses for rent with a pool in or near Cortona?

Nothing screams fun like a pool does. Dust off your inflatable doughnut and check out these rental houses in or near Cortona that come with this added bonus:

  • Treat the gang to an unforgettable stay at "Signorelli House Soundproofed Apartment In The Historic Center". There's plenty to love about this escape apart from its pool, such as a fridge and a dishwasher.
  • "Romantic Lux Country House" is the type of place you go to leave it all behind and enjoy your surroundings, starting with its glorious pool. A fridge and nearby birdwatching activities are also on hand to make your visit as comfortable as possible.

Cortona has an oceanic climate, with average summertime temperatures ranging between 60 ºF and 80 ºF. But there's no need to wait until summer to visit. Check out the search bar at the top of the page and adjust the filters to find the ideal Cortona vacation rental and plan your escape for whatever season you like.

What are the best large family vacation rentals in or near Cortona?

You'll always have more fun sharing wonderful times with the folks you love the most. Whether you're organizing a family get-together or spending time with friends, Vrbo has a large vacation rental that suits you. Here are two of our best in and around Cortona:

  • Located around 0.1 miles to the west of Cortona, "Le Volpaie 6+1 - Three Bedroom Villa" has 3 bedrooms and fits up to 7 guests. It comes with lots of amenities, including a DVD player and towels.
  • "Cosy Apartment For 7 People With Wifi" also offers the space you need to live it up with loved ones. This property is around 0.1 miles to the south of central Cortona and accommodates as many as 7 guests in its 3 bedrooms. A balcony and a TV will help keep everyone happy and comfortable.

If you want to do some sightseeing, there are loads of family-friendly attractions close by to add to your itinerary. Villa Bramasole, Poppi Zoo and Palace of the Lay Fraternity are fine places to start.

What are the best large houses to rent with indoor pools in or near Cortona?

Go for a dip anytime you please at one of our large rental houses with an indoor pool. Grab your swimsuit and consider these escapes in or near Cortona that boast this head-turning perk:

  • Invite your closest friends over for a leisurely paddle around at "Beautiful Private Villa With Wifi". This property has space to spare, with 9 bedrooms sleeping up to 18 people. A kitchen and a garden are other things you'll love about this place.
  • In addition to its awesome indoor pool, "Villa In Tuscany With View, Private Pool And Private Spa" features a fireplace and a swimming pool. It has 9 bedrooms that can cater for up to 23 people, so you can bring the whole gang along.

For even more options, use the search bar at the top of the page and adjust the filters to find the Cortona vacation rental that's perfect for your needs.