Cortona Vacation Rentals & Homes - 1616 Rentals Available
1,616 Vacation rentals
Princess 5 + 2
Montalla Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$275.00
from $275.00 / night
Villa Ivana 18
Montalla Villa
- 9 bedrooms 9
- 13 bathrooms
- sleeps 18 18
- 7 nights min
- Nearest beach 180 mi
- Swimming pool
- Ask about children
$1,014.00
from $1,014.00 / night
Villa Santa Maria
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$517.00
from $517.00 / night
3 bedroom Villa in Chianacce, Tuscany, Italy : ref 5240877
Cignano Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$132.00
from $132.00 / night
Villa Fabi 6 + 2
Montalla Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$225.00
from $225.00 / night
The Hamlet of Greta 10 + 2
Cortona Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 135 mi
- Swimming pool
- Ask about children
$310.00
from $310.00 / night
Private villa with pool near Cortona, Villa I Girasoli
Cignano Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 17 17
- min stay varies
- Nearest beach 125 mi
- Swimming pool
- Child friendly
$315.00
from $315.00 / night
6 bedroom Villa in La Dogana, Tuscany, Italy : ref 5472635
La Dogana Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$423.00
from $423.00 / night
2 bedroom Apartment in Cortona, Tuscany, Italy : ref 5472626
Cortona Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$145.00
from $145.00 / night
Casale Lamate 6
Cortona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 160 mi
- Swimming pool
- Ask about children
$297.00
from $297.00 / night
Il Casale di Greta 8
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 135 mi
- Swimming pool
- Ask about children
$243.00
from $243.00 / night
Poggio Sorbello 12
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 156 mi
- Swimming pool
- Ask about children
$416.00
from $416.00 / night
Charming Tuscan Farmhouse Walking Distance to Cortona - Casa Toscana
Cortona Farmhouse
- 3 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$468.00
from $468.00 / night
Charming Apartments in Tuscany Perfect for a Family Holiday - Casa Mercatale
Mercatale Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$298.00
from $298.00 / night
Casa del Sole 4
Cortona Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$203.00
from $203.00 / night
5 bedroom Villa in Fratticciola, Tuscany, Italy : ref 5472526
Creti Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$259.00
from $259.00 / night
Barbagianni 2+2
Cortona Villa
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$150.00
from $150.00 / night
6 bedroom Villa in Cortona, Tuscany, Italy : ref 5472528
Teverina Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Pet friendly
$198.00
from $198.00 / night
5 bedroom Villa in Le Contesse, Tuscany, Italy : ref 5487006
Montalla Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$381.00
from $381.00 / night
6 bedroom Villa in Adatti, Tuscany, Italy : ref 5681176
Teverina Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Pet friendly
$208.00
from $208.00 / night
1 bedroom Apartment in Cortona, Tuscany, Italy : ref 5055967
Cortona Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$43.00
from $43.00 / night
3 bedroom Villa in Cortona, Tuscany, Italy : ref 5446270
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Pet friendly
$127.00
from $127.00 / night
Villa San Martino
Cortona Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 225 mi
- Swimming pool
- Child friendly
$203.00
from $203.00 / night
3 bedroom Villa in Camucia-Monsigliolo, Tuscany, Italy : ref 5229033
Montalla Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$156.00
from $156.00 / night
1 bedroom Villa in Cortona, Tuscany, Italy : ref 5679385
Cortona Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Child friendly
- Ask about pets
$110.00
from $110.00 / night
1 bedroom Villa in Camucia-Monsigliolo, Tuscany, Italy : ref 5229034
Montalla Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$74.00
from $74.00 / night
12 bedroom Villa in Cortona, Tuscany, Italy : ref 5229603
Montecchio Villa
- 13 bedrooms 13
- 11 bathrooms
- sleeps 26 26
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$682.00
from $682.00 / night
5 bedroom Villa in Battifollo, Tuscany, Italy : ref 5512605
Creti Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$318.00
from $318.00 / night
The Tower 10
Cortona Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$290.00
from $290.00 / night
Villa Panorama is a 17th century farmhouse immersed in an oasis of peace and sil
Cortona House
- 4 bedrooms 4
- 7 bathrooms
- sleeps 8 8
- 4 nights min
- Swimming pool
- Ask about children
- Ask about pets
$354.00
from $354.00 / night
3 bedroom Apartment in Cortona, Tuscany, Italy : ref 5472623
Cortona Apartment
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Child friendly
- Pet friendly
$127.00
from $127.00 / night
Villa Montalla, Cortona holiday home with pool
Montalla Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$325.00
from $325.00 / night
1 bedroom Apartment in Cortona, Tuscany, Italy : ref 5472428
Cortona Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$135.00
from $135.00 / night
5 bedroom Villa in Cortona, Tuscany, Italy : ref 5472940
Creti Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 7 nights min
- Child friendly
- Ask about pets
$293.00
from $293.00 / night
A classic Tuscan villa for 8 in the heart of the Valdichiana near Cortona and Ar
Cortona House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$262.00
from $262.00 / night
This villa in Cortona’s countryside sleeps up to 4 people. It is fully equipped
Cortona House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$441.00
from $441.00 / night
1 bedroom Apartment in Cortona, Tuscany, Italy : ref 5472632
Cortona Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$259.00
from $259.00 / night
2 bedroom Villa in Cortona, Tuscany, Italy : ref 5336730
Cortona Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$153.00
from $153.00 / night
Grandfather Fernando 18 + 4
Cortona Villa
- 9 bedrooms 9
- 11 bathrooms
- sleeps 22 22
- 7 nights min
- Nearest beach 152 mi
- Swimming pool
- Ask about children
$532.00
from $532.00 / night
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