Cortona Vacation Rentals & Homes - 140 Rentals Available
140 Vacation rentals
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
$289.00
from $289.00 / 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
$140.00
from $140.00 / 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
$747.00
from $747.00 / 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
Villino Laura
Montecchio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 249 mi
- Swimming pool
- Child friendly
$141.00
from $141.00 / night
Luxury villa Bramasole
Cortona Villa
- 10 bedrooms 10
- 12 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,174.00
from $2,174.00 / night
Villa Cortona
Cortona Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Private garden
$488.00
from $488.00 / night
Small Charming Stone Villa near Cortona - Villa Roland
Cortona Villa
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$372.00
from $372.00 / 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
$500.00
from $500.00 / night
Villa in Cortona with 3 bedrooms and swimming pool
Montecchio Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 155 mi
- Swimming pool
- Child friendly
$389.00
from $389.00 / night
Luxury villa Verdi
Cortona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$847.00
from $847.00 / 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. 3 hours 10 minutes
$233.00
from $233.00 / night
Villa Papale, classic Tuscan accommodation with pool and Jacuzzi
Cortona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$200.00
from $200.00 / night
Villa Amelia
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$129.00
from $129.00 / night
Tuscany Farmhouse Near Florence - Casa Falciani
Mercatale House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$287.00
from $287.00 / night
Charming Farmhouse with a Private Courtyard in Cortona - Casa Lina
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$375.00
from $375.00 / night
ALBACHIARA 8, Emma Villas Exclusive
Cortona Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$353.00
from $353.00 / night
Tuscany Farmhouse with Swimming Pool Near Cortona - Villa Gloria
Cortona Farmhouse
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$600.00
from $600.00 / night
Villa Parterre Villa in Cortona to Let, Tuscan holiday villa to rent, self cater
Cortona House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$547.00
from $547.00 / night
Farmhouse in Tuscany with Five Bedrooms and Bathrooms near Cortona - Le Due Sore
Cortona Farmhouse
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$701.00
from $701.00 / night
Private Italian Luxury Villa Near Historic Cortona - Wellness Villa
Cortona Villa
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$656.00
from $656.00 / night
Two-Bedroom Apartment with Views in Cortona’s Historic Center - Casa Spina
Cortona Apartment
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$300.00
from $300.00 / night
Tuscan Hillside Apartment with Shared Swimming Pool - Cortona Minore
Cortona Apartment
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$248.00
from $248.00 / night
Villa with pool near Cortona - Villa Acrisio
Cortona Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1,000.00
from $1,000.00 / night
Apartment Overlooking the Rooftops of the Ancient Town of Cortona - Casa Berrett
Cortona Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$350.00
from $350.00 / night
Charming Villa near Cortona - Casa Diana
Cortona Farmhouse
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$600.00
from $600.00 / night
Historic Apartment in Lush Tuscany Countryside - Cortona Maggiore
Cortona Apartment
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$317.00
from $317.00 / night
Tuscan Farmhouse with Pool within Walking Distance of Cortona - Casa Rita
Cortona Farmhouse
- 3 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$801.00
from $801.00 / night
Toscana Fantastica - Cortona, Villa and its Cottage, Sleeps 6 or 12, large Pool,
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 10 minutes
$478.00
from $478.00 / night
CASALE LAMATE 8, Emma Villas Exclusive
Cortona Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$264.00
from $264.00 / night
Your search has been expanded 18.7 miles to include more rentals
Podere Monti
Sant'Albino Villa - 16.9 miles away
- 7 bedrooms 7
- 8 bathrooms
- sleeps 21 21
- 7 nights min
- Nearest beach 115 mi
- Swimming pool
- Child friendly
$573.00
from $573.00 / night
Rocca dei Sogni
Po' Bandino Villa - 18.4 miles away
- 8 bedrooms 8
- 9 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
$1,868.00
from $1,868.00 / night
Villa Magnifica
Brolio Villa - 6.7 miles away
- 9 bedrooms 9
- 11 bathrooms
- sleeps 24 24
- min stay varies
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$735.00
from $735.00 / night
CASINA DEI PINI 9 + 2, Emma Villas Exclusive
Sinalunga Villa - 13.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$314.00
from $314.00 / night
Mulino Mulino
Lucignano Apartment - 12.3 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$601.00
from $601.00 / night
Villa accommodation up to 6 pax close to Cortona
Foiano Della Chiana Villa - 6.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$294.00
from $294.00 / night
Castle of the Bastions Castle of the Bastions
Anghiari House - 18.7 miles away
- 9 bedrooms 9
- 9 bathrooms
- sleeps 19 19
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$1,289.00
from $1,289.00 / night
Villa Santa Croce
Perugia Villa - 17.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 38 minutes
$834.00
from $834.00 / night
Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool
Montepulciano Apartment - 13.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$128.00
from $128.00 / night
- Cignano
- Creti
- Mercatale
- Teverina
- Pietraia
- Montalla
- Montecchio
- Cantalena
- Capezzine
- Cegliolo
- Centoia
- Farinaio
- Fratta Sant'Agata
- Fratta Santa Caterina
- Fratticciola
- Localita Mucchia
- Mercatale di Cortona
- Montanare
- Montecchio, San Lorenzo
- Poggioni
- Ruffignano
- Bagnolo
- La Dogana
- Schiavazzolo
- Col di Morro
- Appalto
- Barullo-Centoia
- Montecchio della Pozzanghera
- Toppello
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