Cortona Vacation Rentals & Homes - 1575 Rentals Available
1,575 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
$280.00
from $280.00 / night
Villino Laura
Montecchio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 249 mi
- Swimming pool
- Child friendly
$151.00
from $151.00 / night
Bucchero 4
Cortona Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Swimming pool
- Child friendly
$99.00
from $99.00 / night
Villa Mira
Pietraia Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 37 minutes
$138.00
from $138.00 / night
Bucchero 9
Cortona Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Swimming pool
- Child friendly
$99.00
from $99.00 / 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
$300.00
from $300.00 / night
Liliana House
Cortona Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$358.00
from $358.00 / 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
$244.00
from $244.00 / night
3 bedroom villa in Cortona. Private pool and garden. (BFY13455)
Montalla House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
Responds fast! Avg. 2 hours 45 minutes
$262.00
from $262.00 / night
Bucchero 3
Cortona Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 4 nights min
- Swimming pool
- Child friendly
$74.00
from $74.00 / 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
$204.00
from $204.00 / 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
$312.00
from $312.00 / night
Villa Santa Maria
Cortona Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
Responds fast! Avg. 37 minutes
$520.00
from $520.00 / night
Luxury villa Bramasole
Cortona Villa
- 10 bedrooms 10
- 12 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,298.00
from $2,298.00 / night
The Cerreto 8 + 4
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 120 mi
- Swimming pool
- Ask about children
$215.00
from $215.00 / 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
$204.00
from $204.00 / 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
$536.00
from $536.00 / night
Cells Farinaio
Cortona House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
$207.00
from $207.00 / night
This enchanting villa placed between Castiglion Fiorentino and Cortona can accom
Cortona House
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$330.00
from $330.00 / 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
$1,020.00
from $1,020.00 / night
Fonte al Vento
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 2 hours 27 minutes
$476.00
from $476.00 / night
Casale Cinque Valli 6
Cortona Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$248.00
from $248.00 / 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
$419.00
from $419.00 / night
This lovely villa near Cortona can accommodate up to 10 people. It has a swimmin
Cortona House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$399.00
from $399.00 / night
The Sworn 9
Cortona Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Nearest beach 152 mi
- Swimming pool
- Ask about children
$325.00
from $325.00 / night
The Shed 2 + 2
Cortona Villa
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Nearest beach 158 mi
- Swimming pool
- Ask about children
$187.00
from $187.00 / 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
$318.00
from $318.00 / night
Bucchero 11
Cortona Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 4 nights min
- Swimming pool
- Child friendly
$82.00
from $82.00 / 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
$444.00
from $444.00 / night
La Fantastica, Cottage - Tuscan Retreat in Cortona, Elegant Country Cottage, Sle
Cortona House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 36 minutes
$242.00
from $242.00 / night
Barbagianni 2+2
Cortona Villa
- 1 bedroom 1
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$151.00
from $151.00 / night
Fonte al Vento
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 2 hours 27 minutes
$551.00
from $551.00 / 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
$329.00
from $329.00 / night
Villa Papale
Cortona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$189.00
from $189.00 / night
Casale Cinque Valli 8
Cortona Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$277.00
from $277.00 / night
The Volpaie 6 + 1
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Ask about children
$205.00
from $205.00 / night
Villa Chiara
Montalla Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
Responds fast! Avg. 37 minutes
$306.00
from $306.00 / 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
$229.00
from $229.00 / night
Villa Amelia
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$137.00
from $137.00 / 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
$321.00
from $321.00 / night
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