Cortona Vacation Rentals & Homes - 139 Rentals Available
139 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
$295.00
from $295.00 / 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
$143.00
from $143.00 / 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
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
Luxury villa Bramasole
Cortona Villa
- 10 bedrooms 10
- 12 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,228.00
from $2,228.00 / 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 Cortona
Cortona Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Private garden
$501.00
from $501.00 / 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
Villa Amelia
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$132.00
from $132.00 / night
Villino Laura
Montecchio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 249 mi
- Swimming pool
- Child friendly
$145.00
from $145.00 / 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
$397.00
from $397.00 / 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
$484.00
from $484.00 / 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
$260.00
from $260.00 / night
Villa Papale
Cortona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 13 13
- 7 nights min
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$379.00
from $379.00 / 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
$572.00
from $572.00 / 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 37 minutes
$239.00
from $239.00 / night
Luxury villa Verdi
Cortona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$864.00
from $864.00 / 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
$641.00
from $641.00 / 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
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
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
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
Charming Villa near Cortona - Casa Diana
Cortona Farmhouse
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$480.00
from $480.00 / 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
$210.00
from $210.00 / 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 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 Ambra
Cortona Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$486.00
from $486.00 / 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
$800.00
from $800.00 / 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 37 minutes
$488.00
from $488.00 / night
Your search has been expanded 19.6 miles to include more rentals
La Romantica La Romantica
Lucignano Apartment - 12.3 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$403.00
from $403.00 / night
Villa Le Crete
Castelmuzio Villa - 19.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$167.00
from $167.00 / night
Casoro If rented for 6 people
Vaiano Apartment - 14.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$325.00
from $325.00 / night
Villa Il Palazzo
Monterchi Villa - 13.7 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 47 minutes
$494.00
from $494.00 / night
Villa Ulivi
Lucignano Villa - 12.1 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 217 mi
- Swimming pool
- Child friendly
$194.00
from $194.00 / night
The villa was originally a lookout guard tower! 10 persons, pool, A/C at Ripoli
Monterchi Villa - 13.8 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$272.00
from $272.00 / night
Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool
Montepulciano Apartment - 13.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$130.00
from $130.00 / 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
$754.00
from $754.00 / night
Villa la Contessa Upscale villa rental near Siena, Tuscany, large Tuscan villa f
Siena House - 17.1 miles away
- 9 bedrooms 9
- 9 bathrooms
- sleeps 20 20
- 4 nights min
- Ask about children
- Air conditioning
- Pet friendly
$1,489.00
from $1,489.00 / night
Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool
Montepulciano Apartment - 13.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$91.00
from $91.00 / 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
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