
Cortona Rentals
- From $137 per night (USD)
VRBO
Villa Margherita Due - Country villa with swimming pool in Cortona, Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcoming independent stone villa with private pool situated in panoramic location on the hills around Cortona. The hous ...
From $137 per night (USD)VRBO
- From $372 per night (USD)
Expedia
APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Cortona, this 1-bedroom, 2-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $372 per night (USD)Expedia
- From $345 per night (USD)
VRBO
APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Cortona, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $345 per night (USD)VRBO
- From $427 per night (USD)
Expedia
APP. MUGHETTO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Cortona, this 1-bedroom, 2-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $427 per night (USD)Expedia
- From $195 per night (USD)
VRBO
La Terrazza sulla Valle, with private terrace overlooking the valley!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. This apartme ...
From $195 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Beautiful home in Castiglion Fiorentino
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful villa with park and private pool. This wonderful villa welcomes up to eight adults and two additional small ...
From $325 per night (USD)Expedia
- From $443 per night (USD)
VRBO
DEP. SERENELLA x2+2 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Cortona, this 1-bedroom, 2-bathroom villa brings it all within your reach. Fans of nature and the outdoors ...
From $443 per night (USD)VRBO
- From $397 per night (USD)
Expedia
DEP. FONATNELLA x2+2 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom villa brings it all within your reach. Fans of nature and the outdoors ...
From $397 per night (USD)Expedia
- From $460 per night (USD)
VRBO
APP. GIRASOLE x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $460 per night (USD)VRBO
- From $461 per night (USD)
Expedia
APP. GERANIO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Located in Cortona, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $461 per night (USD)Expedia
- From $486 per night (USD)
VRBO
APP. GARDENIA x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $486 per night (USD)VRBO
- From $4713 per night (USD)
Expedia
EXCLUSIVE CASALE x38 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 30
<p>Located in Cortona, this 1-bedroom, 1-bathroom apartment lets you experience it all. Fans of nature and the outdoors ...
From $4713 per night (USD)Expedia
- From $954 per night (USD)
VRBO
APP. PAPAVERO x8 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
From $954 per night (USD)VRBO
- From $1718 per night (USD)
Expedia
VILLA SERENA x15 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 11
<p>Located in Cortona, this 1-bedroom, 1-bathroom villa lets you experience it all. Fans of nature and the outdoors will ...
From $1718 per night (USD)Expedia
- Click For Pricing
VRBO
APP. PRIMULA x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
<p>Nestled in Cortona, this 1-bedroom, 1-bathroom apartment brings it all within your reach. Fans of nature and the outd ...
Click For PricingVRBO
- From $897 per night (USD)
Expedia
VILLA SERENA x6 Beautiful villa surrounded by nature, with swimming pool just 1 km from Cortona
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
<p>Nestled in Cortona, this 1-bedroom, 3-bathroom villa brings it all within your reach. Fans of nature and the outdoors ...
From $897 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Nice apartment for 4 guests with private pool, WIFI, TV and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the e ...
From $147 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Wonderful private villa with WIFI, A/C, private pool, TV, pets allowed and panoramic view
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Casa i Pini is located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Co ...
From $476 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Private Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Villa Mira is a lovely holida ...
From $450 per night (USD)VRBO
- From $611 per night (USD)
Expedia
Stunning private villa with private pool, WIFI, A/C, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Conveniently located 6 km (4 mi) from Lisciano Niccone, Italy in the tourist area "Cortona And Surroundings" and only 20 ...
From $611 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Private Villa with WIFI, private pool, TV, veranda, pets allowed, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Villa Eleonora is a beautiful holiday rental (170 sq m) with WiFi internet and private pool. The property can accommoda ...
From $323 per night (USD)VRBO
- From $507 per night (USD)
Expedia
Private Villa with sauna, WIFI, pool, A/C, hot tub, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Villa Del Sole is a nice stone building (280 sq m) with WiFi internet and air conditioning. The property can accommodat ...
From $507 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Cosy apartment for 4 guests with WIFI, A/C, TV and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Appartamento Luna is a beautiful stone building (90 sq m) with WiFi internet and air conditioning. The property can sle ...
From $175 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Beautiful villa for 4 guests with private pool, WIFI, A/C, TV and panoramic view, close to Cort...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Conveniently located , Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona. Vacation ...
From $321 per night (USD)Expedia
- From $141 per night (USD)
VRBO
Beautiful apartment for 4 guests with WIFI, pets allowed and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 m ...
From $141 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Stunning private villa with WIFI, private pool, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Conveniently located 6 km (4 mi) from Cortona, Italy and only 30 km (19 mi) from Montepulciano. Villa Oleandro is a love ...
From $324 per night (USD)Expedia
- From $688 per night (USD)
VRBO
Stunning private villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Villa Rosmarino is a beautiful stone building (300 sq m) with WiFi internet, private pool and air conditioning. The pro ...
From $688 per night (USD)VRBO
- From $820 per night (USD)
Expedia
Private Villa with WIFI, hot tub, private pool, A/C, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Property Case Sant'anna is a beautiful property (300 sq m) that includes private pool, air conditioning and hot tub. Th ...
From $820 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Beautiful private villa with WIFI, A/C, private pool, TV and panoramic view, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etrus ...
From $224 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Wonderful private villa for 4 people with WIFI, pool, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Casa Cristina is a beautiful property with WiFi internet. The property can accommodate up to four guests comfortably. ...
From $269 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Nice apartment for 2 people with A/C, pool, WIFI, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...
From $195 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Stunning private villa for 9 guests with private pool, WIFI, TV, veranda and pets allowed
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Casa La Primula is a farmhouse situated on the border between Tuscany and Umbria, in an extremely panoramic position wit ...
From $382 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Nice apartment for 6 people with A/C, WIFI, pool and TV
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $154 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Nice apartment for 2 guests with WIFI, A/C, TV, pets allowed and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Appartamento Imperiale is located in the centre of Cortona, Italy and only 28 km (18 mi) from Arezzo in the tourist area ...
From $176 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Cosy apartment for 4 people with WIFI, A/C, TV, terrace, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Property Terrazza Cortonese is a lovely stone building (136 sq m) that includes air conditioning and WiFi internet. The ...
From $254 per night (USD)VRBO
- From $493 per night (USD)
Expedia
Wonderful private villa with WIFI, private pool, A/C, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Holiday home Villa San Pietro is a lovely property (300 sq m) that includes air conditioning, WiFi internet and private ...
From $493 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Stunning private villa with A/C, private pool, WIFI, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Villa Chiara is a beauti ...
From $586 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Wonderful private villa for 5 guests with private pool, WIFI, pets allowed and parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nest ...
From $204 per night (USD)Expedia
- From $627 per night (USD)
VRBO
Beautiful private villa for 20 guests with private pool, WIFI, A/C, TV, veranda and pets allowed
- Bedrooms:
- 11
- Bathrooms:
- 9
- Sleeps:
- 20
Villa Il Palazzo is an old manor house on the doorstep of Cortona, whose origins are lost in the tradition of Tuscany's ...
From $627 per night (USD)VRBO
- From $492 per night (USD)
Expedia
Wonderful private villa with A/C, private pool, WIFI, TV, patio and pets allowed, close to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Mimosa is a lovely holiday home (175 sq m) with WiFi internet, air conditioning and private pool. The property ca ...
From $492 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Beautiful apartment for 6 guests with WIFI, TV and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Conveniently located in the centre of Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 m ...
From $182 per night (USD)VRBO
- From $543 per night (USD)
Expedia
Private Villa with private pool, hot tub, A/C, WIFI, TV, terrace, panoramic view, close to Cortona
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Magnolia is located 5 km (3 mi) from Poggioni, Italy and only 15 km (9 mi) from Cortona in the tourist area "Corto ...
From $543 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Beautiful private villa with private pool, A/C, WIFI, TV, patio and panoramic view, close to Cor...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Ginestra is located 5 km (3 mi) from Poggioni, Italy and only 14 km (9 mi) from Cortona in the tourist area "Corto ...
From $454 per night (USD)VRBO
- From $143 per night (USD)
Expedia
Beautiful apartment for 6 guests with WIFI, A/C, pool and TV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $143 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Beautiful apartment for 6 guests with pool, WIFI, A/C, TV and panoramic view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful property comprising 3 nice private villas situated in quiet and dominating location near the charming medieval ...
From $393 per night (USD)VRBO
- From $108 per night (USD)
Expedia
Beautiful private villa for 3 people with pool, A/C, WIFI, TV and terrace
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beau ...
From $108 per night (USD)Expedia
- From $777 per night (USD)
VRBO
Wonderful private villa for 12 guests with WIFI, private pool, TV, patio and panoramic view
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 mi) from Arezzo ...
From $777 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Stunning private villa with WIFI, A/C, private pool, patio, panoramic view, close to Montepulciano
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa La Fragola is a lovely holiday home (100 sq m) with WiFi internet, air conditioning and private pool. The propert ...
From $194 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Beautiful private villa with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Gelsomino is located 2 km (1 mi) from Pergo, Italy and only 7 km (4 mi) from Cortona. Property Villa Gelsomino is ...
From $463 per night (USD)VRBO
- From $130 per night (USD)
Expedia
Nice apartment for 4 guests with A/C, pool, WIFI and TV
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $130 per night (USD)Expedia
- From $86 per night (USD)
VRBO
Nice apartment for 2 people with WIFI and TV
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming apartment situated in the center of Cortona, a lovely town whose origins date back to the Etruscan times. The a ...
From $86 per night (USD)VRBO
- From $1312 per night (USD)
Expedia
Stunning private villa with WIFI, hot tub, A/C, private pool and panoramic view, close to Cortona
- Bedrooms:
- 13
- Bathrooms:
- 12
- Sleeps:
- 24
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This ...
From $1312 per night (USD)Expedia
- From $1303 per night (USD)
VRBO
Villa Giare - Villa with private pool
- Bedrooms:
- 13
- Bathrooms:
- 12
- Sleeps:
- 24
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This ...
From $1303 per night (USD)VRBO
- From $86 per night (USD)
Expedia
Casa Stefy - Apartment in Cortona, Tuscany
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming apartment situated in the center of Cortona, a lovely town whose origins date back to the Etruscan times. The a ...
From $86 per night (USD)Expedia
- From $1008 per night (USD)
VRBO
Stunning private villa with WIFI, hot tub, sauna, A/C, private pool, TV, patio, close to Cortona
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 18
Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km ...
From $1008 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Borgo Veronica - House with private pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful property situated on the hills around Cortona, comprised of 4 living units which are not internally connected, ...
From $245 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Casa Laura - House with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etrus ...
From $223 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Beautiful private villa for 18 people with WIFI, private pool, TV, veranda and pets allowed
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 18
If you book a holiday at Casale Aiola you will find yourself immersed in a modern farmhouse and forestry farm, surrounde ...
From $494 per night (USD)Expedia
- From $126 per night (USD)
VRBO
Nice apartment for 6 guests with pool, WIFI, TV and parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Ca' di Maestro is composed of 5 apartments obtained from the careful renovation of an old stone farmhouse; it will be th ...
From $126 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Wonderful villa for 6 guests with WIFI, pool, TV and panoramic view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Dive in the pool of a rental house in Tuscany! Nice villa, share of a house situated in panoramic location on the hills ...
From $119 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Beautiful private villa for 12 people with WIFI, private pool, A/C, TV, terrace and pets allowed
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Villa Cantagallo has the old-world charm of an ancient manor house. The spacious rooms, fireplaces, arches and exposed s ...
From $379 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Wonderful private villa with private pool, WIFI, TV, patio, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful ...
From $297 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Nice apartment for 9 guests with pool, WIFI, A/C and TV
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
La Gabola is a beautiful farmhouse consisting of an old farmhouse where the owner lives and four independent small house ...
From $184 per night (USD)VRBO
- From $356 per night (USD)
VRBO
Romantic Retreat with Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom vacation home is a charming non-detached villa in Tuscany which can accommodate up to 4 people. It is per ...
From $356 per night (USD)VRBO
- From $1135 per night (USD)
VRBO
Villa Lamina Grande: A characteristic and welcoming villa in the characteristic style of the Tuscan countryside, with Free WI-FI.
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 20
Villa Lamina Grande is a characteristic and welcoming villa in the characteristic style of the Tuscan countryside. It sl ...
From $1135 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Villa Rosa Dei Venti - Apartment Maestrale
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Apartment Maestrale allows you to experience the deep history of Tuscany, since it is located near by the Etruscan settl ...
From $285 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Wonderful villa at the foot of Cortona with private pool and unforgettable views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every com ...
From $350 per night (USD)VRBO
- From $171 per night (USD)
Expedia
Attractive Renovated Stone Mill House, Lovely Private Pool, Sleeps Max 5 People.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The house was originally a mill house with adjoining tobacco drying tower and features exposed beams and barrel vaulted ...
From $171 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Cortona Farmhouse in Tuscany - Casa Sant'Angelo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Casa Sant' Angelo is a beautifully restored 300+ year old Farmhouse located 3 km outside of the ancient hilltop town of ...
From $615 per night (USD)VRBO
- From $175 per night (USD)
Expedia
camera in agriturismo con piscina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
La camera è di nuova costruzione ed è situata al piano terra ha una superficie di 25 mq, è costituita da una camera con ...
From $175 per night (USD)Expedia
- From $124 per night (USD)
VRBO
Apartment in Sant 'Angelo di Cortona, immersed in the Tuscan hills
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Apartment Sant' Angelo in Cortona is a bright and spacious one bedroom apartment reconstructed from an ancient olive mil ...
From $124 per night (USD)VRBO
- From $768 per night (USD)
VRBO
Luxury Villa With Private Infinity Pool,exclusive Wellness, Cortona 0.25 Miles
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an addi ...
From $768 per night (USD)VRBO
- From $129 per night (USD)
VRBO
La Torretta - downtown Cortona, on the second floor of a noble palazzo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
La Torretta, a 70 square meter apartment, is located on the second floor of a noble palazzo and makes it perfect for 2 p ...
From $129 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Silvestro, 3 bedroom converted church villa with pool in vineyard 3K to Cortona
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
700 years ago, San Silvestro was a little church – now it’s a charming villa in Tuscany, and excellent value too! Corto ...
From $247 per night (USD)VRBO
- From $352 per night (USD)
VRBO
Lovely 4 bedroom villa, private pool, 3KM to Cortona, walk to restaurant
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located just 3 km from the historic hilltop town of Cortona and 17 km from Tuscany's largest lake, Lago di Trasimeno, Ca ...
From $352 per night (USD)VRBO
- From $1360 per night (USD)
Expedia
Indipendent Residence for 24 guests composed of 7 apartaments. Pool
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 22
Near Cortona, one of the cities most beautiful in Tuscany, here's Fattoria Gli Ziri, in the green Val di Chiana.This hid ...
From $1360 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Breathtaking lake Trasimeno view villa 10 people
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 7
Fantastic private villa for 10 people overlooking lake Trasimeno! View on the lake and green hills of olive trees and wo ...
From $594 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Elegance, style, space and comfort in this independent luxury barn with air-conditioning throughout. Ideal for family, f ...
From $379 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Casa Rina Cortona with large pool, large private terrace, beautiful views, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Rina (120 m2) is peacefully situated on a 7-hectare farm planted with vines, olive trees and fruit trees. The farm ...
From $137 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Quiet countryside Holiday House near Cortona
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Located in Cortona in the Tuscany region, "La casa di Nunzi" has a terrace and mountain views. Guests staying at this ho ...
From $390 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Charming apartment located in historic centre of Cortona, WiFi, Air/Con, 2 baths
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
apartment is located in a historic building in a little side street called Vicolo della Notte, just off the main shoppin ...
From $182 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Villa Rosa Dei Venti - Apartment Scirocco
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located close to the ancient medieval areas of Castiglion Fiorentino and Lucignano, the Etruscan town of Cortona and the ...
From $187 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Stunning private villa with private pool, WIFI, A/C, TV, patio, pets allowed and panoramic view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villetta Di Cortona is a nice holiday rental (90 sq m) with private pool, air conditioning and WiFi internet. The prope ...
From $164 per night (USD)VRBO
- From $92 per night (USD)
Expedia
Nice apartment for 4 people with A/C, WIFI, TV and pets allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Property Marlene House is a lovely stone building (50 sq m) that includes WiFi internet and air conditioning. The prope ...
From $92 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Holiday house Cortona for 1 - 7 persons with 4 bedrooms - Holiday home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
ED Refnr. 2764298 The farmhouse Poggio del Fabbro is located in San Pietro a Dame, a hamlet of the municipality of Cort ...
From $248 per night (USD)VRBO
- From $612 per night (USD)
Expedia
Villa Betta By MMega
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
External Description Villa Betta is located in the countryside of Città di Castello, in Umbria. Surrounded by a fence ...
From $612 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Beautifully restored 16th C farmhouse w/ exclusive pool, woodlands, olive groves
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
IN A NUTSHELL: 'La Madonna del Bagno' is the last house on the hill above the village of Pergo. First and foremost, it ...
From $345 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Built in 1251 yet totally remodeled in 2014- Located in Historic Cortona City
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This was the house of two very famous people: in the 1200's it was the house of Santa Margherita (the Patron Saint of Co ...
From $165 per night (USD)Expedia
- From $142 per night (USD)
VRBO
FARMHOUSE APARTMENT WITH POOL NEAR CORTONA IN TUSCANY (4 + 1 people)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The apartment is located in a recently renovated farmhouse that offers comfort and relaxation. It is located in an encha ...
From $142 per night (USD)VRBO
- Click For Pricing
Expedia
Villa near Cortona with Pool & Countryside Views
- Bedrooms:
- 9
- Bathrooms:
- 5
- Sleeps:
- 10
This property is 9 km from the charming Cortona immersed in the countryside with a splendid view of the surrounding hill ...
Click For PricingExpedia
- From $499 per night (USD)
VRBO
Belvilla by OYO Ciliegi
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful detached villa of 180 m² in Cortona in Tuscany has a private swimming pool and a comfortable terrace. It ...
From $499 per night (USD)VRBO
- From $76 per night (USD)
Expedia
Beautiful apartment in Cortona AR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This vacation complex consisting of 11 apartments is located at the foot of the hill on which lies the famous town of Co ...
From $76 per night (USD)Expedia
- From $46 per night (USD)
VRBO
Amazing apartment in Cortona AR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
These vacation houses and apartments belong to a small borgo in a quiet hilly position above the Chiana Valley. The owne ...
From $46 per night (USD)VRBO
- From $1211 per night (USD)
Expedia
Elks Tower
- Bedrooms:
- 0
- Bathrooms:
- 5
- Sleeps:
- 12
<p>A short distance from ecotours, cycling, and more, this pet-friendly villa lets you experience it all. With the prope ...
From $1211 per night (USD)Expedia
- From $140 per night (USD)
VRBO
Pet friendly home in Cortona -AR-
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About 4 km from Cortona is this rustic cottage in the hills, with private pool. This former hayloft is furnished in rust ...
From $140 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Beautiful apartment in Cortona AR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
About 18 km from Cortona lies this cozy apartment with pool! At 700 m altitude in the mountains, in a small quiet sid ...
From $153 per night (USD)VRBO
- From $218 per night (USD)
VRBO
Pet friendly home in Cortona AR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint stone house in quiet hillside location, surrounded by vast forests. Rustic furnishings. In front of the kitchen-l ...
From $218 per night (USD)VRBO
- From $144 per night (USD)
VRBO
Villa with swimming pool, WiFi and air conditioning in the heart of Tuscany
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The villa built in 1900, was renovated in 2022 and is furnished in a rustic and typical country style. The property is l ...
From $144 per night (USD)VRBO
- From $107 per night (USD)
VRBO
Gorgeous home in Cortona AR
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
These cottages and apartments belong to a small borgo in a quiet hilly position above the Chiana Valley. The owners run ...
From $107 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Pet friendly home in Cortona AR
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Vacation house in single position, with sensational panoramic view over the Chiana valley. For vacationers who want to b ...
From $190 per night (USD)VRBO




































































































