Updating...

Enter dates for more accurate prices

Cortona Rentals

Filter

Cortona Rentals

784 apartments

Cortona - 26001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$75

1 / 21

Casa La Bozza - Azienda Fontelunga

Cortona house

6 bedrooms / 4 bathrooms / Sleeps 12

$387

1 / 27

Of Friends House

Montecchio house

3 bedrooms / 2 bathrooms / Sleeps 6

“Fantastic” We had a wonderfull time with Lucia and Piero. They did everything to make us feel welcome. The house and surroundings are very beautifull. We can recommand this house to everyone. Hanneke, Michiel and Philip

$142

1 / 38

Cortona - 78001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$149

1 / 31

Villa Tegognano

Cortona villa

4 bedrooms / 3 bathrooms / Sleeps 8

$1,036

1 / 31

Private villa with pool near Cortona, Villa I Girasoli

Cignano villa

7 bedrooms / 6 bathrooms / Sleeps 17

$341

1 / 32

Barbagianni 2+2

Cortona villa

1 bedroom / 2 bathrooms / Sleeps 4

$163

1 / 32

$443

1 / 61

Pergo - 20001

Montalla apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$222

1 / 41

3 bedroom villa in Cortona. Private pool and garden. (BFY13455)

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 6

$280

1 / 23

Villa San Martino beautiful hilly position

Cortona villa

5 bedrooms / 4 bathrooms / Sleeps 12

$319

1 / 36

Perfect Stay at Incredible Prices

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$75

1 / 20

Cortona - 50001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$133

1 / 29

Le Contesse - 25001

Cortona house

2 bedrooms / 4 bathrooms / Sleeps 10

$387

1 / 47

Bucchero 9

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$107

1 / 19

Cortona - 33001

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 2

$62

1 / 20

Light blue

Cortona house

9 bedrooms / 9 bathrooms / Sleeps 18

$842

1 / 21

Villa La Pergola

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 12

$266

1 / 28

Cortona - 55001

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 7

$230

1 / 22

Torreone - 51001

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$267

1 / 26

Casa La Dolce Vita beautiful panoramic windows.

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 6

“Old World Charm” My mother and I spent 2 weeks at Casa Giiulia in September 2012. This old city centre apartment was all we could hope for and more. A very large rental with fabulous views of the rooftops of Cortona as well as the Valley below. If sta

$149

1 / 38

$438

1 / 28

2 Bedroom Vacation Rental at Appartamento del Borgo

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Loved it!” My husband and I celebrated our 10 year wedding anniversary this past summer. We decided to take a special vacation to Cortona! I have been to Italy in the past and stayed in Montepulciano. I loved the intimate feel of staying in a small

$137

1 / 12

Tuscan Dream Home in Cortona: Pool, WIFI, Magical

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 5

$356

1 / 27

Terracotta

Creti house

2 bedrooms / / Sleeps 4

$148

1 / 8

Casale Lamate 6

Cortona villa

3 bedrooms / 3 bathrooms / Sleeps 6

$321

1 / 54

Crown

Cortona house

5 bedrooms / 4 bathrooms / Sleeps 9

$380

1 / 20

Poggioni - 10001

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 12

$267

1 / 48

Topazio, verdant Renaissance Villa nestled among the walls of Cortona.

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 10

$404

1 / 56

3 bedroom farmhouse in Cortona in Tuscany with private pool (BFY13467)

Cortona house

3 bedrooms / 2 bathrooms / Sleeps 9

$210

1 / 19

A luxury apartment in a typical Leopoldinian Villa: Lo Staioro Luxury

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

“Pure freedom” actually, we wanted to explore the many sights around Cortona. But, the view and the peace and quiet have taken us under its spell, we had no great desire had somewhere else to go out that we were so far in the Tuscany's most beautiful p

$160

1 / 23

Water Mill and Millers House Rental in Cortona

Cortona house

3 bedrooms / 4 bathrooms / Sleeps 7

“Amazing!” Wow! A truly wonderful holiday in countryside that takes your breath away! We had an absolutely amazing weeks here, we were very well looked after by Marianne and andrew who offered us good information on where to eat and visit during our s

$187

1 / 13

Silvia

Cortona house

4 bedrooms / 4 bathrooms / Sleeps 8

$619

1 / 37

Luisella Villa Belvedere

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 2

$90

1 / 23

Views Views Views! Incredible Property. Incredible Price.

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$75

1 / 14

Villa Santa Maria

Cortona villa

6 bedrooms / 5 bathrooms / Sleeps 12

$559

1 / 38

Bucchero 3

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 4

$80

1 / 18

Casa Livio B

Montecchio house

3 bedrooms / 2 bathrooms / Sleeps 7

$122

1 / 0
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more