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.

8 villas found
Tuscany, Umbria, Spedalicchio Di Umbertide
from 10,450 to 19,200 € / 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, ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvfamily friendlypets allowedprivate swimming poolheated poolalfresco diningbarbecue-bbqgolf loverstennis table

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Umbria, Tuscany, Umbertide
from 4,700 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 ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvgymfamily friendlypets allowedprivate swimming poolheated poolalfresco diningbarbecue-bbqgolf loverstennis tablebicycles

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Tuscany, Umbria Border, Cortona
from 16,000 to 30,850 € / 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 ...

air conditioning a/cwi-fi internet connectionsatellite tvindoor jacuzzi-hot tubfamily friendlypets allowedprivate swimming poolalfresco diningbarbecue-bbqpizza ovenoutdoor jacuzzi-hot tubtennis table

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Tuscany, Rapale
from 8,000 to 13,800 € / 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 ...

mosquito netswi-fi internet connectionfamily friendlyprivate swimming poolalfresco diningbarbecue-bbqpizza ovengolf lovers

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Tuscany, Cortona
from 4,750 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 ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvfamily friendlyprivate swimming poolalfresco diningbarbecue-bbqpizza oven

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Tuscany, Umbria Border, Pierle
6,850 € / 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 ...

air conditioning a/cmosquito netswi-fi internet connectionfamily friendlyprivate swimming poolalfresco diningbarbecue-bbqpizza oventennis table

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Tuscany, Foiano Della Chiana, Cortona Area, Arezzo Area
from 8,400 to 14,000 € / 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 ...

air conditioning a/cmosquito netsindoor poolwi-fi internet connectionspaindoor jacuzzi-hot tubgymfamily friendlyprivate swimming poolbarbecue-bbqpizza oven

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Tuscany, Umbria Border, 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 ...

air conditioning a/cmosquito netswi-fi internet connectionsatellite tvfamily friendlyheated poolalfresco diningbarbecue-bbqpizza ovengolf lovers

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8 villas found