5-Star Luxury Rentals Cortona

Garden Oasis Retreat
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Garden Oasis Retreat

Cortona, Tuscany, Italy
2 guests
1 bedroom
This charming holiday apartment lies in the heart of Cortona, ideal for a romantic getaway. The terrace boasts lovely views of the surrounding landscape, though the outdoor space is overlooked by near.....
From €168
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View From The Evening
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View From The Evening

Cortona, Tuscany, Italy
4 guests
2 bedrooms
Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is.....
From €244
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A Sweet Symphony
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A Sweet Symphony

Cortona, Tuscany, Italy
4 guests
2 bedrooms
Set amidst the verdant greenery of the Tuscan countryside, this elegant home invites you to experience the timeless charm of Italian living. And from the moment of arrival, the atmospheric presenc.....
From €405
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Noah's Son
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Noah's Son

Cortona, Tuscany, Italy
2 guests
1 bedroom
If you're a frequent visitor to Tuscany and looking for somewhere that's slightly off the beaten track for your next trip, the medieval town of Cortona is a lovely choice and this apartment on the out.....
From €125
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Fairytale in Cortona
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Fairytale in Cortona

Cortona, Tuscany, Italy
8 guests
3 bedrooms
Nestled in the vibrant Tuscan landscape, surrounded by traditional beauty lies this home. Whether you're lounging by the private pool or going for a swim to stay active as the kids play in the garden,.....
From €1,130
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Tuscany in Bloom
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Tuscany in Bloom

Cortona, Tuscany, Italy
18 guests
9 bedrooms
Made for outdoor living and large family gatherings, this home is sure to jump high up on your wishlist. We love the space this home has, and with two apartments independent from the main villa, it’s.....
From €714
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La Tranquillità
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La Tranquillità

Cortona, Tuscany, Italy
8 guests
4 bedrooms
This quaint redbrick villa with its duck-egg-blue shutters and intoxicating gardens is an enchanting escape in the south of Tuscany. Bordered by thick, leylandii hedges, the hectare of grounds is a sy.....
From €743
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Il Sogno
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Il Sogno

Cortona, Tuscany, Italy
4 guests
2 bedrooms
When it comes to Tuscan idylls, this home ticks all the boxes. Set amongst Cortana’s rolling green hills, this renovated 19th century house is full of quiet corners and scenic spots waiting to welcome.....
From €480
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The Angelico
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The Angelico

Cortona, Tuscany, Italy
12 guests
6 bedrooms
Travel can fill us with a sense of wonder, openness and possibility. And this elegant villa is the perfect setting to discover the timeless beauty of Tuscany. Perched on the mountains above Corton.....
From €862
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A Tranquil Place
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A Tranquil Place

Cortona, Tuscany, Italy
4 guests
2 bedrooms
Set in the foothills fringing the medieval town of Cortona and surrounded by olive and fir trees, the setting of this traditional cottage couldn't be more Tuscan if it tried. The interiors may be too.....
From €221
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Tuscan Elegance
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Tuscan Elegance

Cortona, Tuscany, Italy
2 guests
1 bedroom
Tucked away deep in the Tuscan countryside, this villa offers the perfect romantic base for those looking to escape the crowds. With views of rolling hills as far as the eye can see – best enjoyed fro.....
From €165
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A Touch Of Ivy
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A Touch Of Ivy

Cortona, Tuscany, Italy
7 guests
3 bedrooms
Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With.....
From €577
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Gardenia Farmhouse
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Gardenia Farmhouse

Cortona, Tuscany, Italy
14 guests
7 bedrooms
For a taste of authentic Tuscany, look no further than this former farmhouse, just a fifteen-minute drive from Cortona and less than an hour from Arezzo. The home includes two independent apartments,.....
From €464
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Tuscany Soul
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Tuscany Soul

Cortona, Tuscany, Italy
6 guests
3 bedrooms
With a private swimming pool, sun-drenched terraces and a private spa that includes a sauna, Turkish bath and massage table, it’s impossible not to relax here. Set just five kilometres from the centre.....
From €1,251
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The Bello
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The Bello

Cortona, Tuscany, Italy
4 guests
2 bedrooms
Found on the second floor of a noble palazzo, this apartment overlooks Cortona and the rolling Italian landscape beyond. Though it is a little more rustic, which might not be everyone's cup of tea, we.....
From €204
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Vineyard Vistas
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Vineyard Vistas

Cortona, Tuscany, Italy
6 guests
3 bedrooms
With views over the Chiana Valley, this Tuscan farmhouse is surrounded by picturesque scenery in every direction. Featuring a main cottage alongside a small pool-house (equipped with an independent ki.....
From €936
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Citrus & Sangiovese
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Citrus & Sangiovese

Cortona, Tuscany, Italy
10 guests
5 bedrooms
Tucked away in the Tuscan countryside, this home offers a taste of rural Italian life. You’re quite secluded here – the nearest supermarket is a short drive away – but the views over the Val di Chiana.....
From €1,028
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A Gift of Laurel
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A Gift of Laurel

Cortona, Tuscany, Italy
10 guests
5 bedrooms
With views across the Val di Chiana, this beautiful 18th Century villa is rich in the warmth and charm of the Tuscan countryside. Filled with character, there’s an atmospheric presence to this hom.....
From €1,104
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The Valley of Angels
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The Valley of Angels

Cortona, Tuscany, Italy
14 guests
7 bedrooms
If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbe.....
From €580
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Pastel Daydreams
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Pastel Daydreams

Cortona, Tuscany, Italy
4 guests
3 bedrooms
Close to the cities of Perugia and Arezzo, this cosy bungalow is the perfect base for exploring the Umbria region. With easy access to a motorway, if you rent a car you can explore a lot of the area’s.....
From €297
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A Triumph in Tuscany
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A Triumph in Tuscany

Cortona, Tuscany, Italy
6 guests
3 bedrooms
This contemporary villa set on the edge of Terontola in southern Tuscany is just the ticket for those seeking a serene escape away from it all. Boasting modern interiors, a private pool and sun-kissed.....
From €1,237
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Upon a Golden Dream
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Upon a Golden Dream

Cortona, Tuscany, Italy
8 guests
4 bedrooms
Whether you're splashing about in the private pool, admiring the Tuscan scenery from the patio or dining on Italian delicacies in the setting sun, this charming villa is the perfect place to call home.....
From €372
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The Softest Crimson
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The Softest Crimson

Cortona, Tuscany, Italy
8 guests
4 bedrooms
Built as a farm at the end of the 19th century, this rural home has oodles of charm and Tuscan character. We're swooning over the original terracotta-vaulted ceilings, the exposed cork beams and the h.....
From €803
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Valley Vista Villa
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Valley Vista Villa

Cortona, Tuscany, Italy
10 guests
5 bedrooms
Located just one mile from the hilltop town of Cortona, this Tuscan villa is made up of two apartments in one charming and traditional farmhouse. Both apartments have their own separate entrances, mak.....
From €593
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Timeless in Tuscany
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Timeless in Tuscany

Cortona, Tuscany, Italy
8 guests
4 bedrooms
Tucked away in the heart of Tuscany, this serene stone house sets the scene for many happy holiday memories made with your loved ones. It sits on a green and leafy spot, with some wonderful views over.....
From €744
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