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Cortona Rentals

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Cortona Rentals

784 apartments

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

Casa La Bozza - Azienda Fontelunga

Cortona house

6 bedrooms / 4 bathrooms / Sleeps 12

$387

1 / 27

Cortona - 26001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$75

1 / 21

Cortona - 78001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 6

$149

1 / 31

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

Pergo - 20001

Montalla apartment

3 bedrooms / 2 bathrooms / Sleeps 6

$222

1 / 41

$443

1 / 61

Cortona - 55001

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 7

$230

1 / 22

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

Montalla house

3 bedrooms / 2 bathrooms / Sleeps 6

$280

1 / 23

Poggioni - 10001

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 12

$267

1 / 48

Cortona - 33001

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 2

$62

1 / 20

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

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 10

$404

1 / 56

Casale Lamate 6

Cortona villa

3 bedrooms / 3 bathrooms / Sleeps 6

$321

1 / 54

Le Contesse - 25001

Cortona house

2 bedrooms / 4 bathrooms / Sleeps 10

$387

1 / 47

Cortona - 50001

Cortona apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$133

1 / 29

The Sworn 9

Cortona villa

5 bedrooms / 3 bathrooms / Sleeps 9

$351

1 / 32

Tuscany Farmhouse with Swimming Pool Near Cortona - Villa Gloria

Cortona farmhouse

/ 4 bathrooms / Sleeps 12

$751

1 / 48

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

Mercatale villa

4 bedrooms / 4 bathrooms / Sleeps 8

$298

1 / 25

The Tower 10

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 10

$315

1 / 36

Perfect Stay at Incredible Prices

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$75

1 / 20

Torreone - 51001

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$267

1 / 26

Views Views Views! Incredible Property. Incredible Price.

Cortona apartment

2 bedrooms / 1 bathroom / Sleeps 4

$75

1 / 14

Tuscany Farmhouse Near Florence - Casa Falciani

Mercatale house

5 bedrooms / 3 bathrooms / Sleeps 10

“Philip's review of Casa Falciani” We enjoyed the entire experience, and Marco (property manager) was very pleasant and helpful. In addition to being in a lovely setting, the location enabled traveling to several other Tuscan towns. Plus, the bus to F

$270

1 / 19

Nina

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$479

1 / 22

Villa Santa Maria

Cortona villa

6 bedrooms / 5 bathrooms / Sleeps 12

$559

1 / 38

Barbagianni 2+2

Cortona villa

1 bedroom / 2 bathrooms / Sleeps 4

$163

1 / 32

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

Villa Papale

Cortona villa

5 bedrooms / 4 bathrooms / Sleeps 12

$204

1 / 27

Lovely Villa with pool on Tuscan/Umbrian border

Mercatale villa

4 bedrooms / 4 bathrooms / Sleeps 8

$245

1 / 28

Private villa with pool near Cortona, Villa I Girasoli

Cignano villa

7 bedrooms / 6 bathrooms / Sleeps 17

$341

1 / 32

Villino Laura

Montecchio villa

2 bedrooms / 2 bathrooms / Sleeps 4

$161

1 / 22

Villa Tegognano

Cortona villa

4 bedrooms / 3 bathrooms / Sleeps 8

$1,036

1 / 31

Tuscan Dream Home in Cortona: Pool, WIFI, Magical

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 5

$356

1 / 27

Villa San Martino

Cortona villa

4 bedrooms / 3 bathrooms / Sleeps 7

$220

1 / 18

Villa La Pergola

Cortona villa

5 bedrooms / 5 bathrooms / Sleeps 12

$266

1 / 28

Luisella Villa Belvedere

Cortona apartment

1 bedroom / 1 bathroom / Sleeps 2

$90

1 / 23

Villa Luisella - Bellavista, unique panoramic apartment with garden

Cortona house

2 bedrooms / 2 bathrooms / Sleeps 4

$124

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