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Cortona Rentals

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Cortona Rentals

812 apartments

Cortona - 55001

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 7

$228

1 / 22

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

$141

1 / 38

Casa La Bozza - Azienda Fontelunga

Cortona house

6 bedrooms / 4 bathrooms / Sleeps 12

$384

1 / 27

Cortona - 26001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$74

1 / 21

Pergo - 20001

Montalla apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$221

1 / 41

Le Contesse - 25001

Cortona house

2 bedrooms / 4 bathrooms / Sleeps 10

$384

1 / 47

Private villa with pool near Cortona, Villa I Girasoli

Cignano villa

7 bedrooms / 6 bathrooms / Sleeps 17

$339

1 / 32

Apartment Overlooking the Rooftops of the Ancient Town of Cortona - Casa

Cortona apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Francy's review of Casa Berrettini” A wonderfully warm and welcoming experience. The reception from Ivan, the homeowner, set the stage for 2 weeks of a truly Italian and personal experience in the city of Cortona. We fully enjoyed the kitchen and the

$273

1 / 45

Cortona - 78001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$148

1 / 31

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

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 6

$278

1 / 23

Villa Piccola Rio Cortona Vacation Rental

Cortona villa

2 bedrooms / 2 bathrooms / Sleeps 4

$251

1 / 28

The Sworn 9

Cortona villa

5 bedrooms / 3 bathrooms / Sleeps 9

$349

1 / 32

$642

1 / 30

Light blue

Cortona house

9 bedrooms / 9 bathrooms / Sleeps 18

$836

1 / 21

$440

1 / 61

$438

1 / 28

Torreone - 51001

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$265

1 / 26

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.

$298

1 / 15

Perfect Stay at Incredible Prices

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$74

1 / 20

Villa Santa Maria

Cortona villa

6 bedrooms / 5 bathrooms / Sleeps 12

$551

1 / 38

Tuscan Dream Home in Cortona: Pool, WIFI, Magical

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 5

$353

1 / 27

Quintani Sole

Cortona apartment

1 bedroom / 2 bathrooms / Sleeps 3

$87

1 / 14

VillaStefania Old Farmhouse Great View on Cortona

Cortona villa

5 bedrooms / 3 bathrooms / Sleeps 12

$352

1 / 20

Villa San Martino beautiful hilly position

Cortona villa

5 bedrooms / 4 bathrooms / Sleeps 12

$317

1 / 36

Central Cortona Apartment at Quintani Luna

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 2

$87

1 / 17

Cortona - 50001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$132

1 / 29

Views Views Views! Incredible Property. Incredible Price.

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$74

1 / 14

Bucchero 3

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 4

$79

1 / 18

Poggioni - 10001

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 12

$265

1 / 48

Villa Il Casone

Montecchio villa

7 bedrooms / 5 bathrooms / Sleeps 22

$352

1 / 55

Il Nido a contemporary countrychic Villa with pool

Montecchio villa

2 bedrooms / 2 bathrooms / Sleeps 4

$149

1 / 54

Villa Wisteria - Tuscan Country Villa with Pool

Cortona villa

3 bedrooms / 2 bathrooms / Sleeps 8

$271

1 / 17

Charming Apartments in Tuscany Perfect for a Family Holiday - Casa Mercatale

Mercatale villa

4 bedrooms / 4 bathrooms / Sleeps 8

$296

1 / 25

Barbagianni 2+2

Cortona villa

1 bedroom / 2 bathrooms / Sleeps 4

$162

1 / 32

Grandfather Fernando 18 + 4

Cortona villa

9 bedrooms / 11 bathrooms / Sleeps 22

$574

1 / 24

bramasole

Cortona villa

10 bedrooms / 12 bathrooms / Sleeps 20

$2,461

1 / 25

Lovely Villa with pool on Tuscan/Umbrian border

Mercatale villa

4 bedrooms / 4 bathrooms / Sleeps 8

$244

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

$136

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