Tuscany border - Cortona area

exquisite luxury and comfort among verdant hills only a stone's throw from the Tuscan border


Explore Home in Italy's collection of luxury villa rentals near Cortona, in the verdant Umbrian hills near the Tuscan border, and enjoy a memorable Italian vacation.
It is easy to identify the perfect holiday accommodation that meets all the requirements when you are researching a luxury rental home in the area of Cortona, Tuscany. Some of Home in Italy's deluxe traditional or contemporary villas are the perfect spot for a charming romantic getaway. Some others make the perfect luxurious retreat for large groups. Whether you are planning a family gathering or a reunion with friends you will surely find the right villa for your exclusive stay in Italy. Home in Italy is sure to please even the most discerning traveler.


Results: 19 villas found
Pages:  12

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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Umbria, Lisciano Niccone
from 41,700 to 47,650 € / week
 12    6    8

Once a watchtower with an adjoining fortified farmhouse, Arrighi is now a top luxury villa available for holiday rentals with a commanding view over the Tuscan and Umbrian valleys. With 5 bedrooms in the main villa and 1 double bedroom in the annex, this recently restored villa can accommodate up to ...

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Umbria, Lisciano Niccone
from 45,750 to 52,300 € / week
 12    6    7

Barco is a 5-star luxury home for rent in Italy located within walking distance from the Reschio estate restaurant, stables and tennis court. Reschio is a private exclusive estate and nature reserve of 2.700 acres situated between Umbria and Tuscany. In the estate there are  some other ...

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Umbria, Lisciano Niccone
from 49,000 to 58,350 € / week
 12    7    7

Bellaria is a luxury villa for rent in Italy, a deluxe vacation home set in the bucolic hills of Umbria, with the ease and charm of an English country house, offering the ultimate comfort for a relaxing holiday. This magnificent and completely private 5-star property at the border of Tuscany has ...

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Tuscany, Cortona
from 16,000 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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Umbria, Pietralunga
from 11,700 to 18,150 € / week
 12    8    8

Caibelli Grande is a luxury Italian villa available for holiday rentals, with seven double bedrooms, located in the northern area of Umbria, not far from the border with the Marches. This villa is situated in a hilly position at about a ten-kilometer distance from the village Pietralunga, a ...

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Tuscany, Mercatale
from 4,590 to 6,418 € / week
 8/12    4    5

If you want to rent an under-the-radar villa on the Tuscan-Umbria border, a gorgeous luxury holiday home with a vista of silver olive groves and enchanting valleys, Casa Antica is the right property for you. Privacy is the premium quality of this traditional villa rental situated a few ...

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Umbria, Preggio
from 6,000 to 8,288 € / week
 12    6    8

This 6-bedroom family villa for rent is situated on the border of Umbria and Tuscany, thirty minutes from Cortona. This village, thanks to the movie Under the Tuscan Sun, is one of the busiest small towns in Tuscany, with its upper part of town particularly scenic. The nearest village to this ...

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Umbria, Magione
from 7,830 to 11,160 € / week
 10 • 12    6    7

Corona is a luxury Italian vacation villa located in Umbria, at an only 30-minute drive to Tuscany. This beautiful stone made Italian country house can be rented for 10 guests or for 12 guests and features a total of 6 bedrooms. It is enclosed in a fenced-in estate of 2 hectares which faces the ...

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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 ...

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Umbria, Monte Santa Maria Tiberina
from 7,000 to 15,050 € / week
 10    5    7

With a stunning panoramic view over the Tiber valley, this Italian luxury villa rental lies in Umbria, just a few steps away from Tuscany, in the heart of the medieval hamlet of Santa Maria Tiberina. La Santa is an old palace that was originally part of the protective walls of this unique village ...

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Tuscany, Umbertide Cortona
from 13,600 to 24,600 € / week
 26/30    17    16

Other than the wonderful restorations, little has changed at La Sommità in the last 600 years. The renovation of this ancient and valuable large Italian villa for rent has been carried out fully respecting the original beauty and structure, carefully bringing out the most significant ...

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Umbria, Monte Santa Maria Tiberina
from 8,400 to 14,400 € / week
 10    5    7

Nestled within the picturesque countryside of Umbria, just an hour's scenic drive from the historic city of Perugia, lies the enchanting luxury vacation villa Monteverde available for weekly rentals. This exquisite getaway offers an unparalleled holiday of tranquillity and elegance, promising a ...

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Umbria, Lisciano Niccone
from 30,050 to 38,300 € / week
 8    4    6

With a contemporary feel and the ultimate comfort, the luxury Italian villa Piantaverna is the latest addition to the Reschio estate, an ideal Tuscan and Umbrian home for vacation rentals. Castello di Reschio is a very private and exclusive estate and nature reserve of 2.700 acres situated ...

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Results: 19 villas found
Pages:  12