Cortona Vacation Rentals & Homes - 62 Rentals Available
62 Vacation rentals

Private villa with pool near Cortona, Villa I Girasoli. Sleeps up to 16 persons!
Cignano Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- 5 nights min
- Nearest beach 125 mi
- Swimming pool
- Child friendly
$291.00
from $291.00 / night

Villa Montalla, Cortona holiday home with private pool. 4 bedrooms for 7 persons
Montalla Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$1,320.00
from $1,320.00 / night

Private villa in the area of Cortona & Valdichiana. Laura, 2 bedrooms with pool!
Montecchio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 249 mi
- Swimming pool
- Child friendly
$144.00
from $144.00 / night

Just 500 m, five minutes on foot, from the town of Cortona. 12 pax, private pool
Cortona Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 13 13
- 7 nights min
- Nearest beach 135 mi
- Swimming pool
- Child friendly
$498.00
from $498.00 / 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. 1 hour 55 minutes
$231.00
from $231.00 / night
I Cipressi, classic Tuscan accommodation near Cortona with private pool and WiFi
Cortona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$270.00
from $270.00 / night
Private villa for 5 persons with pool. Amelia near Cortona, only 1,5 km away!
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Nearest beach 145 mi
- Swimming pool
- Child friendly
$163.00
from $163.00 / night
Toscana Fantastica - Cortona, Villa Sleeps 6 large Pool, and Chef's Kitchen
Cortona Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 1 hour 55 minutes
$472.00
from $472.00 / night
$634.00
from $634.00 / night
Private Tuscan villa with pool near Cortona. Il Forno up to 8 pax, A/C & Wi-Fi!
Montecchio Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 130 mi
- Swimming pool
- Child friendly
$185.00
from $185.00 / night
Your search has been expanded 19.6 miles to include more rentals
Villa Il Palazzo
Monterchi Villa - 13.7 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$1,054.00
from $1,054.00 / night
Villa MIchelangelo
Brolio House - 6.5 miles away
- 9 bedrooms 9
- 11 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$715.00
from $715.00 / night
Cretole, villa near Monterchi for 12 pax. Private pool, A/C, Wi-Fi. Pets allowed
Monterchi Villa - 13.8 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$422.00
from $422.00 / night
Castello dei Bastioni Castello dei Bastioni for 19
Anghiari House - 18.7 miles away
- 9 bedrooms 9
- 9 bathrooms
- sleeps 19 19
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$1,593.00
from $1,593.00 / 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
$309.00
from $309.00 / night
Casoro If rented for 10 people
Vaiano Apartment - 14.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$601.00
from $601.00 / night
Villa Natura
Monterchi Villa - 15.8 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$422.00
from $422.00 / night
Villa near Cortona with 7 bedrooms and 7 bathrooms. Private pool, Wi-Fi and AC!
Camucia Villa - 2.9 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Nearest beach 150 mi
- Swimming pool
- Child friendly
$302.00
from $302.00 / night
Private villa for 14 persons near Monticchiello-Valdorcia area. Pool, A/C & WiFi
Monticchiello Villa - 19.6 miles away
- 7 bedrooms 7
- 9 bathrooms
- sleeps 14 14
- 7 nights min
- Nearest beach 106 mi
- Swimming pool
- Child friendly
$438.00
from $438.00 / night
Unique villa accommodation for 12 persons near Cortona, only 1 km to Pergo town!
Pergo Villa - 2.5 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 13 13
- min stay varies
- Nearest beach 150 mi
- Swimming pool
- Child friendly
$286.00
from $286.00 / night
Tenuta Senese Tenuta Senese
Montepulciano House - 16.6 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$559.00
from $559.00 / night
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
$423.00
from $423.00 / 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
$603.00
from $603.00 / night
Private Tuscany villa for 12 persons in 6 bedrooms. Pool, A/C, Jacuzzi, Palazzo!
Monterchi Villa - 13.8 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$423.00
from $423.00 / 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
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$242.00
from $242.00 / night
Casale Beato
Viciomaggio Villa - 17.4 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Child friendly
$1,709.00
from $1,709.00 / night
Rocca dei Sogni
Po' Bandino Villa - 18.4 miles away
- 8 bedrooms 8
- 9 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
$1,978.00
from $1,978.00 / night
Tenuta Contessa
Montallese Villa - 14.7 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 7 nights min
- Child friendly
$1,563.00
from $1,563.00 / night
Villa Vignoni
Sant'Albino Villa - 16.9 miles away
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 7 nights min
- Child friendly
$781.00
from $781.00 / night
Private house close Cortona with WI-FI, private pool, pets allowed. La Meridiana
Brolio Villa - 6.2 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Nearest beach 130 mi
- Swimming pool
- Child friendly
$201.00
from $201.00 / night
The villa can accommodate up to 12 persons, 4 bedrooms with pool near Lucignano!
Lucignano Villa - 12.3 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 4 nights min
- Nearest beach 140 mi
- Swimming pool
- Child friendly
$418.00
from $418.00 / night
16 persons with 8 bedrooms, private pool and WiFi. Only 2 km to Montepulciano!
Montepulciano Villa - 14.8 miles away
- 8 bedrooms 8
- 7 bathrooms
- sleeps 16 16
- 4 nights min
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$771.00
from $771.00 / 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
- 5 nights min
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$212.00
from $212.00 / night
Borgo dei Sette Tigli #4
Montepulciano Apartment - 13.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 5 nights min
- Swimming pool
- Child friendly
- Pet friendly
$212.00
from $212.00 / 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
$159.00
from $159.00 / 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 4 4
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$138.00
from $138.00 / night
5 bedrooms villa in Val d'Orcia. Private pool & WiFi in the Castelmuzio village!
Castelmuzio Villa - 18.7 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$717.00
from $717.00 / night
Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and 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
$159.00
from $159.00 / night
Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool
Montepulciano Apartment - 13.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$138.00
from $138.00 / 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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