Cortona Vacation Rentals & Homes - 1580 Rentals Available
1,580 Vacation rentals
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
$1,011.00
from $1,011.00 / night
Princess 5 + 2
Montalla Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$277.00
from $277.00 / 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
$309.00
from $309.00 / night
Villa Santa Maria
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$513.00
from $513.00 / 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
$314.00
from $314.00 / 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
$427.00
from $427.00 / 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
$202.00
from $202.00 / 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
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
$130.00
from $130.00 / 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
$242.00
from $242.00 / 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
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
$152.00
from $152.00 / 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
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
$296.00
from $296.00 / 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
$684.00
from $684.00 / 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
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
$200.00
from $200.00 / 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
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
$262.00
from $262.00 / 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
$75.00
from $75.00 / 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
$289.00
from $289.00 / 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
$206.00
from $206.00 / 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
$202.00
from $202.00 / 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
$147.00
from $147.00 / 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
$352.00
from $352.00 / 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
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
$125.00
from $125.00 / 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
$108.00
from $108.00 / 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
$314.00
from $314.00 / 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
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
$531.00
from $531.00 / 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
$261.00
from $261.00 / 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
$155.00
from $155.00 / night
5 bedroom Villa in Le Corchie, Tuscany, Italy : ref 5532919
La Dogana Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$454.00
from $454.00 / night
3 bedroom Villa in Centoia I, Tuscany, Italy : ref 5457533
Pietraia Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Air conditioning
- Pet friendly
$147.00
from $147.00 / night
1 bedroom Apartment in Cortona, Tuscany, Italy : ref 5239486
Montalla Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Child friendly
- Air conditioning
- Ask about pets
$161.00
from $161.00 / night
Villa delle Sophore 16 + 4
Cortona Villa
- 8 bedrooms 8
- 7 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$534.00
from $534.00 / 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
$263.00
from $263.00 / 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
$440.00
from $440.00 / night
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