Vacation Rentals & Apartments in Cortona

Updating...

age 0-16
1588 Results

Relevance

Price: low to high

Price: high to low

Reviews

1,588 apartments

Apartment Luna

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$199

Elegant Vacation Rental in Cortona Tuscany, Moses

Cortona house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

“A beautiful palace in a heavenly location.” We loved our stay in the Moses Palace. It is centrally located in the gorgeous city of Cortona, and Roberto could not have been more helpful and accommodating for us.

Price per night from

$344

Cells Farinaio

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$331

Villa Eleonora

Montalla house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$297

Villa Del Sole

Cortona villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

Price per night from

$448

Il Cipresso apt in farmhouse Casa Contea with pool

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$223

Maccari Apartment

Cortona apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$156

La Quercia in Casa Contea Cortona w sw-pool & view

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$223

Casale Girifalco

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$720

Casa Liliana

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$746

Price per night from

$219

Villa Magnolia

Teverina villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$476

Villa Ginestra

Teverina villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$361

Villa Oleandro

Montalla house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$257

La Contea with swimming pool and panoramic view near Cortona

Cortona villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

Price per night from

$679

Villa Vittoria

Montalla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$678

Price per night from

$188

Villa Fastia Grande

Montalla house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 2 hours 9 minutes

Price per night from

$525

Price per night from

$502

Villa Lamina Grande

Cortona house

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 24

Responds fast! avg. 2 hours 9 minutes

Price per night from

$1,367

Cortona Suite B&b - Wellness Suite Hammam

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$203

Zefferini apartment

Cortona apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$245

Villino Cortona - Casa vacanze con piscina privata, wifi, Ac - Toscana

Montecchio villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$162

Albachiara 8, Emma Villas

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$602

Cortona Suite B&b - Passion Suite Baldacchino

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$135

Casa Caterina

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$161

Price per night from

$291

Villa Evarne

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 9 minutes

Price per night from

$625

La Piazzetta apartment

Cortona apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$128

Cortona - 75001

Cortona house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$163

Cortona Suite B&b - Family Suite Hydro

Cortona b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$203

Rugapiana 63

Cortona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$123

Villa i Cocciai

Cortona house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$368

Villa Santa Maria

Cortona villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$632

Casa i Pini

Montecchio villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$307

Cortona Suite B&b - Romantic Suite Caminetto

Cortona b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$135

Price per night from

$193

Villa Fiordaliso

Teverina house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$204

Viewing 38 of 1,588
rentals in Cortona

×

About Cortona

With magnificent panoramas, great old Italian architecture and some of the best food in the area, Cortona is the ideal destination for a romantic getaway or family vacation. The cobblestone streets, quaint buildings, and winding roads of Cortona make it one of the best walking towns in the area. If you are looking for great restaurants and shopping, be sure to check out Piazza Signorelli.

Here are a few additional suggestions of things to do in Cortona:

  • Cooking Classes: Several hotels in the area offer half-day and full-day courses in the art of making traditional Italian dishes.
  • The Archaeological Park: This route takes you along several Roman roads and past some beautiful architecture.
  • Visit the Churches: Cortona is home to beautiful churches including the Duomo and Eremo Le Celle.
  • Visit the Tombs: The Etruscan tombs are arguably the biggest attraction in the area.
  • Palazzo Comunale: The town hall that was built in the early 13th century remains largely intact and offers guided tours.

Not surprisingly, many of the festivals in Cortona revolve around the amazing culinary attractions in the area. The biggest festival is the Sagra della Bisteca in August, which celebrates the steak from the local Chianina cows. The other main festival in the area is the Giostra dell'Archidado in May, an archery competition where representatives of the city's quarters compete while wearing historical costumes. The annual grape harvest, typically held in late September or early October, is another big event for Cortona.

Whether you want a condo with panoramic views of the vineyards out your front door, an apartment that's steps from all the major attractions and fine dining options, or a more secluded luxury villa in the outer parts of town, there's a vacation rental available to help you get the most out of your European getaway.

Top Destination reviews

Villa Paola
A dream come true

The villa is everything we hoped it would be, Great location, superb pool surrounded by vineyards and greenery and very helpful hosts. The villa is exquisitely decorated and the kitchen has everything it that you would need for a weeks stay. … see more
Villa Alma: the pool is a dream
Great for a group

We were a party of 8 and we really enjoyed the space this place had for us all and the pool was very welcome in the heat. Great restaurant at the very top of the hill...we went twice. The cooking class was such fun too at the villa. Only downside was the electrical system cutting out and leaving us with no power on a few occasions. The electrician came quickly to get it back on though. We definitely stay again. Very pretty place.see more
Splendid Villa by Olive Groves and Vinyards at Fontocchio on Cortona
Heaven

Villa Fontocchio is a very special place to me. We stayed there for 5 weeks in 2006 and 3 weeks in 2008. It is an amazing property- there are 5 bedrooms and 5 bathrooms. It is extremely comfortable and the pool is great (which also has a pool house). There is also a very large outdoor table as well. The owners of the property are just wonderful people. Carlo made every effort to make sure that we were happy during both stays. The villa itself is at the foot of the hill to Cortona. It is well situated as there is a great grocery store very close by with charming Cortona at the top of the hill. There is a beautiful olive grove and vineyard behind the house as well. It is also very close to the train station I have so many wonderful memories of this place and I cannot recommend it more highly. I know I will go back to this place!see more
Villa Eugenio, authentic villa walk to village
Charming, authentic tusan villa in a very quiet environment, goo

Very comfortable villa. Large pool cleaned every morning. Great view on Montepulciano valley. Hudge bedrooms with separate bathrooms. Good located for trips to Cortona, San Giminiano, Montepulciano, Perugia, Siena. Train station and supermarket at 5 minutes. … see more
Valerie, luminous villa among rolling Tuscan hills
A dear memory in Tuscany

Lost in a peaceful place on the slopes, this country is just a dream to care for ever. More than a comfortable home, this hideout is full of charming details and helpful amenities. Just take your time to sit out to see the wonderful views and take a bath in the pool, hearing the cicada enjoying the summer. A place full of poesy, it was a privilege to share for a week the house. Hope we can come back someday.see more
Casa La Dolce Vita beautiful panoramic windows.
A fabulous exprience staying on the main street of Cortona

We stayed a total of 4 months in Casa Giulia and found it to be the perfect location.The large(about40 sq metres) was perfect. The view of the Val De Chiana are spectacular. Sun rise,sun set and the bells of Cortona are things we will never forget. The apartment is very Tuscan and well equiped. We had a reception for 30 people and food was all cooked on site. If stairs are a concern this is not for you,about 43 steps to apartment. The beds were very comfortable and bathrooms worked well for us. Being central was perfect for morning coffee or any other area of Cortona.It was special to be able to walk everywhere and be recognized by the local citizens and merchants. Parking was also handy,a short walk to Piazza Garibaldi then down the escalators to the public parking lot.And last but not least the Terretrusche office is two floors below the apartment. You pass it every time you arrive at or exit the apartment. I must say the service that terretrusche gives is friendly,attentive and prompt. Vittorio runs a well oiled operation. We are returning for six weeks during October and November of 2014see more

Also consider