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Vacation rentals in Cortona

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cortona

Guests agree: these stays are highly rated for location, cleanliness, and more.

I Terrazzini apt.1
SUPERHOST
Entire rental unit · 4 guests · 3 beds · 1 bath

I Terrazzini apt.1In one of the most beautiful old buildings of the hystorical center, completely refurbished very sunny and scenic: a balcony with a spectacular view over Cortona roofs,Valdichiana, Trasimeno Lake and mountains far away. Living,attic,dinig,kitchen,bathroom,two bedrooms. Just few steps down the street and you are in Ruga Piana or Signorelli Square "movida"

The House among the Olives Trees, Cottage House
SUPERHOST
Entire cottage · 5 guests · 4 beds · 1 bath

The House among the Olives Trees, Cottage HouseAt the foot of Cortona delightful and very welcoming apartment in which to spend your stay immersed in nature, history and tranquility. Not only for holidays but also for short stays, comfortable, practical and comfortable suitable for business stays.

Casa Vinalia: Etruscan paradise
SUPERHOST
Entire residential home · 4 guests · 2 beds · 2 baths

Casa Vinalia: Etruscan paradiseCortona, where life is made. Piazzas, wine, food and good times, great times. We came for a couple of years and stayed for 11. We built this place for us, for our family, for our friends and for you. We want to share Cortona as much as we want to keep it for ourselves. A cosy home, a place to share meals outdoors, a beautiful view to wake up to everyday, the ever changing valley allows you to stare and wonder for hours. We hope you feel as welcome in our place as we have been made to feel.

Vacation rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Cortona vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Cortona

  1. Entire rental unit
  2. Cortona
Wonderful Casa Idilio Cortona
SUPERHOST
  1. Entire rental unit
  2. Cortona
Cortona Shabby Chic House (Independent & balcony)
  1. Entire rental unit
  2. Cortona
Casetta Cortona
SUPERHOST
  1. Entire rental unit
  2. Cortona
la Civetta delightful, studio apartment in the heart of downtown
  1. Entire residential home
  2. Cortona
Casa San Misto
SUPERHOST
  1. Entire residential home
  2. Cortona
THE HOUSE OF JOY
SUPERHOST
  1. Private room
  2. Cortona
B&b Constantia - oasi a stone’s throw from Cortona
SUPERHOST
  1. Entire rental unit
  2. Cortona
Cheerful owl, typical downtown apartment
SUPERHOST
  1. Entire rental unit
  2. Cortona
I Terrazzinni apt.2
SUPERHOST
  1. Entire rental unit
  2. Cortona
Signorelli
  1. Entire rental unit
  2. Cortona
"The window over Tuscany", enchanting view
SUPERHOST
  1. Entire residential home
  2. Cortona
La casina sulle Mura (with garden and spa jacuzzi)

Top-rated things to do in Cortona

Unique activities hosted by local experts vetted for quality

  • Truffle hunting in Cortona - Tuscany
    I will take around the woods of Cortona hunting for truffles with my dog named Brie. At the end of the experience I will let you taste how real truffles taste
    From Price:$137/person
  • Dog Days of Summer
    I will meet you in your car in Piazza Garibaldi in Cortona at 9:15 am or at 4:15 pm. You will follow me in your car to the dog shelter. I will show you around the facilities and introduce you to the dogs. We've been doing some renovating recently so there's a lot to see! Then we'll get our dogs on their leashes and set out for a walk. How far we go is up to you and the temperature outside, for the dogs. Then we'll come back to the shelter and you can give the dogs a treat and brush them. We'll have something to drink to cool down, and then we'll say goodbye to the dogs and the team at the shelter! Other things to note This experience is available at 9:30am or at 4:30pm every day, 7 days a week!
    From Price:$15/person
  • My tuscan cooking
    The partecipans can cook their lunch or dinner with me, preparing homemade pasta and sauce with seasonal products, a second dish of meat and vegetables and cake. Menù: Pici all’aglione ( home made pasta , flour and water,with sauce of fresh tomatoes and wild special garlic product only in Valdichiana area. Pork with erbs of tuscan garden and balsamic vinegar, salad of red cicory and oranges. Tiramisù I am at your complete disposal for any need of the partecipans and dietary requirements. Other things to note you will enjoy a unique experience in a place where time seems to have stopped, knowing the history of the place and who live there, cooking together taditional dishes.
    From Price:$148/person
  • Wine Tasting | A glass of Tuscany
    Visit of the new winery of Via della Stella, including a wine tasting. We will have a nice walk through the olive grove and the vegetable garden, accompanied by Chiara or a collegue. We will then take you to the new cellar where you will feel the place where our wines come to life. The modernity of the equipment combined with the charm of the old farmhouse make it a unique and authentic experience. Followed by the tasting of wines and a small tasting of typical products of our land.
    From Price:$30/person
  • Wine tasting at Montepulciano
    The visit starts with a pleasant walk from the vineyards to the cave where you'll see the entire winemaking process, from the start to the end. Then you will be back to the wine-tasting room where you can finally drink and taste some of our wines paired with a chopping-out of zero-kilometer products. During the 10 min walk we will let you feel the true life of a winemaker. You will be involved in our passion for the land You will also discover all (well, quiet all) the curiosities related to the world of wine. Wine Tasting include: -Rosso di Montepulciano -Vino Nobile di Montepulciano -Rosso Toscana IGT A 90 minutes experience, from 11.30 AM to 1 PM. The location is impressive, the winery is surrounded by vineyards spread over rolling hills and green meadows, offering a breathtaking view. Other things to note We love the nature and the wine, if you want really know the Tuscan Life you must come here!
    From Price:$45/person

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