Cortona Vacation Rentals & Homes - 716 Rentals Available
716 Vacation rentals
Villa Santa Maria
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
$512.00
from $512.00 / night
Villa Fabi 6 + 2
Montalla Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 150 mi
- Ask about children
- Ask about pets
$224.00
from $224.00 / 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
$302.00
from $302.00 / night
Casale Lamate 6 sleeps, Emma Villas Exclusive
Cortona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 160 mi
- Swimming pool
- Ask about children
$322.00
from $322.00 / night
Poggio Sorbello 12
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 156 mi
- Ask about children
- Ask about pets
$414.00
from $414.00 / 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
$465.00
from $465.00 / night
Casa del Sole 4 sleeps, Emma Villas Exclusive
Cortona Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$202.00
from $202.00 / night
12 bedroom Villa in Cortona, Tuscany, Italy - 5229603
Montecchio Villa
- 13 bedrooms 13
- 11 bathrooms
- sleeps 26 26
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$756.00
from $756.00 / 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
$551.00
from $551.00 / 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
Barbagianni 2+2 sleeps, Emma Villas Exclusive
Cortona Villa
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$149.00
from $149.00 / night
The Tower 10
Cortona Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 150 mi
- Ask about children
- Ask about pets
$320.00
from $320.00 / night
Grandfather Fernando 18 + 4
Cortona Villa
- 9 bedrooms 9
- 11 bathrooms
- sleeps 22 22
- 7 nights min
- Nearest beach 152 mi
- Ask about children
- Air conditioning
$530.00
from $530.00 / 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
$366.00
from $366.00 / night
6 bedroom Villa in Adatti, Tuscany, Italy - 5681176
Teverina Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$227.00
from $227.00 / night
5 bedroom Villa in Capazzano, Tuscany, Italy - 5512605
Creti Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$347.00
from $347.00 / 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
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
6 bedroom Villa in teverina, Tuscany, Italy - 5682937
Teverina Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$218.00
from $218.00 / night
6 bedroom Apartment in Sant'Angiolo, Tuscany, Italy - 5060853
Montecchio Apartment
- 6 bedrooms 6
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$242.00
from $242.00 / night
4 bedroom Villa in Volterrano, Umbria, Italy - 5569928
Cortona Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$201.00
from $201.00 / night
This secluded Tuscan villa sleeps up to 8 people and it offers stunning views of
Cortona House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$325.00
from $325.00 / night
Villa delle Sophore 16 + 4
Cortona Villa
- 8 bedrooms 8
- 7 bathrooms
- sleeps 20 20
- 7 nights min
- Ask about children
- Pet friendly
$533.00
from $533.00 / night
Poggio Sorbello 6
Cortona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 156 mi
- Ask about children
- Ask about pets
$276.00
from $276.00 / night
The Shed 2 + 2
Cortona Villa
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Nearest beach 158 mi
- Ask about children
- Air conditioning
$199.00
from $199.00 / night
The Sworn 9
Cortona Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Nearest beach 152 mi
- Ask about children
- Ask about pets
$338.00
from $338.00 / night
Charming Cottage for Two Couples or Small Family Near Cortona - Il Pavone
Cortona Cottage
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$540.00
from $540.00 / night
The Volpaie 6 + 1
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 150 mi
- Ask about children
- Pet friendly
$203.00
from $203.00 / night
Villa Rental Very Close to Cortona - Villa Cedro
Cortona Villa
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$240.00
from $240.00 / night
Villa Anita
Cignano Villa
- 7 bedrooms 7
- 4 bathrooms
- sleeps 13 13
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$293.00
from $293.00 / night
Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tusca
Cortona House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$877.00
from $877.00 / night
Private Italian Villa and Cottage and Located Near Historical Cortona - Villa Be
Cortona House
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$731.00
from $731.00 / night
Villa Luna
Montecchio Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,559.00
from $1,559.00 / night
Casale Cinque Valli 8 sleeps, Emma Villas Exclusive
Cortona Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$274.00
from $274.00 / night
3 bedroom Villa in Cortona, Tuscany, Italy - 5241817
Teverina Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$236.00
from $236.00 / night
Casa Felice
Montecchio Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 5 minutes
$1,542.00
from $1,542.00 / night
4 bedroom Villa in Cortona, Tuscany, Italy - 5446265
Teverina Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$155.00
from $155.00 / night
The Cerreto 8 + 4
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 120 mi
- Ask about children
- Ask about pets
$212.00
from $212.00 / night
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