Cortona area

an area of outstanding beauty, where nature blends harmoniously with historic heritage and masterpieces of art


Pick one of our luxury holiday Tuscan villas for rent in Cortona area and enjoy a region of outstanding beauty where nature blends harmoniously with historic heritage and masterpieces of art.
 Rent a large luxurious family villa, a castle, or a cozier deluxe home between the southern east side border of Tuscany and northern Umbria and enjoy a visit to the charming town of Cortona. This medieval hillside town is quite popular and crowded thanks to the movie Under the Tuscan Sun, written by Frances Mayes and set in a vacation home in this area.
 Particularly scenic on its upper side, Cortona, boasts Etruscan archaeological sites. The most beautiful walks around Cortona are outside the town in the direction of the Umbria region.


Results: 9 villas found

Tuscany, Umbria, Spedalicchio Di Umbertide
from 7,315 to 17,280 € / week
 8 • 14    7    7

Villa Ada is one of our 5-star luxury holiday villas available for weekly rentals on the border of Tuscany and Umbria that has received top rated guests’ reviews. A large, high-end family villa, perfect for golf lovers, with a commanding panoramic view over the tranquil rolling countryside, ...

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Umbria, Tuscany, Umbertide
from 5,200 to 9,700 € / week
 10 • 12    6    6

Few principles define the simple aesthetic of this contemporary 6-bedroom luxury Italian villa for rent: clean lines, minimal clutter, and a neutral colour palette. Set on the border of Tuscany and Umbria, Arcelle is a lovely stone-built farmhouse recently renovated with an attached guest house ...

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Tuscany, Cortona
from 14,000 to 28,000 € / week
 20    10    13

Bramasole is one of the most sought-after large luxury villas for rent in Tuscany with a story to tell. For those of us wanting to experience the setting of the movie “Under the Tuscan Sun”, this is the first time they can have the same experience. As in the movie, this exclusive traditional ...

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Tuscany, Mercatale
from 20,250 to 24,075 € / week
 12/14    6    6

Located in Tuscany, on the border with Umbria, in a quiet secluded area, Durante is a luxury vacation villa that offers a place to experience the countryside in a refined way, a villa where you can feel at home with style and refinement in a pleasant rural setting. Among many luxury vacation ...

mosquito netswi-fi internet connectionsatellite tvfamily friendlyfully staffed villapets allowedprivate swimming poolheated pooltennis courtalfresco diningbarbecue-bbqpizza ovengolf villastennis tablehelicopter pad

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Tuscany, Rapale
from 8,000 to 12,500 € / week
 18    9    9

If you’re looking for Tuscan rolling hills, sloping vineyards, olive groves, quaint medieval villages, and outstanding art, you’ll find it all here at Villa Merlini. This exclusive large family villa for rent featuring 9 bedrooms is located in the heart of the charming Tuscan ...

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Tuscany, Cortona
from 3,650 to 7,750 € / week
 8    4    4

Located in Tuscany, less than three kilometres from Cortona, Renetta is a luxury vacation villa available for weekly rentals, consisting of a main villa with three double bedrooms and a guesthouse with a double bed, located five meters from the main villa. This lovely Italian holiday home for ...

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6,550 € / week
 12    6    8

Located twenty kilometres from Cortona, on the Tuscan-Umbrian border, this 6-bedroom deluxe villa for rent is set on a dominant hilly position overlooking a beautiful panorama over the surrounding hills.  Villa Pierle is completely immersed in the deep lush nature offering unparalleled views ...

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Tuscany, Foiano Della Chiana, Cortona Area, Arezzo Area
from 8,400 to 13,300 € / week
 12/17    6    11

Immersed in thirty thousand square meters of private park in Val di Chiana, Villa Serenella is a luxury vacation home available for weekly rentals in the province of Arezzo and a retreat to experience the genuine Italian style. Thanks to a recent and complete renovation, dedicated attention to ...

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Tuscany, Cortona
from 5,750 to 7,250 € / week
 6/8    3    3

At just two kilometres from Cortona, this luxury villa available for weekly rentals overlooks a valley of enchanting beauty, on the iconic landscape of Tuscany, where the lush and green countryside is immersed in absolute tranquillity. The villa is surrounded by three hectares of land, two of ...

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Results: 9 villas found