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Vacation Rentals in Cortona, Italy

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    1 / 77
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    5 of 5 bubbles (23) Excellent
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Treat yourself to an experience within the heart of ancient Cortona! Imagine gathering around the long wooden table in the kitchen for breakfast, then stepping just outside the front door of this Tuscany apartment to explore! Feel at home in this self-catering accommodation in Tuscany with modern... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 90
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a fireplace. There is a double... View all property information
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    06010, Montecchio, Cortona
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Casa Anna is just a few km from the Etruscan-Medieval town of Cortona and offers a genuine and healthy holiday. It is situated in the hills area around Cortona (only 5 km from SR71 and 10 km from Cortona), in the heart of a small rural hamlet, and ensures guests real quiet ( 750 mt over the sea... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 35
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Casa indipendente, con uno stupefacente panorama. Potrete mangiare all'aperto gustando la bellezza della Valdichiana e di Cortona, sfondo su cui si staglia la figura del Palazzone, villa principesca del 1500 con la sua torre ed il suo muro merlato.In assoluta privacy, nel silenzio ma... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 28
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This eclectic and beautiful 250 year old stone villa is well positioned for exploring nearby Cortona and Eastern Tuscany and Umbria. It is spacious and well-furnished inside, while the outside has a private swimming pool and 15 acres of land a nd olive groves . Interesting day trips include Corton,... View all property information
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    Cortona, Province of Arezzo
    1 / 63
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    ExteriorsThis beautiful and secluded villa lies in Cortona’s countryside, with spectacular views over the valley, Cortona and Trasimeno Lake. Located only a couple of minutes from the town center, it is also very close to the most famous art cities in the world, which are all here, in Tuscany:... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 20
    Studio, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana. Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana. Additional amenities include: heating. View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This generous and luxurious apartment is settled on the ground floor and each bedroom has it's own outside space. The different levels of a few steps gives it a charming feeling of a house without the weight of it. It is comfortable and tastefully furnished with all modern equipment including wi-fi... View all property information
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    52047, Cortona, Province of Arezzo
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Signorelli. Recently it has been... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 33
    Montalla
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Villa Lavanda is a beautiful property located in one of the most evocative sceneries of Tuscany. The villa dominates the Valdichiana from an elevated position that will give you a breathtaking view surrounded by nature in complete tranquility, the property is fully fenced and surrounded by a park... View all property information
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    52044, Montalla, Cortona
    1 / 33
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country house that can accommodate up... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 29
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    Two couples looking to have an ‘Under the Tuscan Sun’ experience need look no further. This rustic stone villa, within walking distance of Cortona, overlooks the beautiful Valdichiana Valley, and offers two bedrooms and two bathrooms. There is a private swimming pool and a covered terrace for... View all property information
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    Cortona, Province of Arezzo
    1 / 29
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    • x
    About this property
    Casa Il Pergolato is the perfect place to escape from daily life stress and enjoy a moment of relax in the green and in quiet of the Tuscan hills, away from the hustle and bustle of the city. The house (200 square meters) is made out of stone and is full of classic rustic Tuscan style. Outside it... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 74
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    3 pax Guests at this apartment for rent in Tuscany afford the use of their own private garden. This apartment affords a living room with dining area, a fully fitted kitchen corner. Its accommodation capacity is for 3 people as it has a double bedded room and a single one. It has two bathrooms, each... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 48
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Patio
    • Waterfront
    • Outdoor Dining Area
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Villa Luisella is a charming villa, situated in the heart of the medieval Etruscan city of Cortona, a short walk from the central square, with breathtaking views over the surrounding countryside till the shores of beautiful Trasimeno Lake. The villa's peculiarity is the garden, perfectly set... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    Studio, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • x
    About this property
    PRIVATE STRUCTURE. A scenic avenue lined with cypress trees – this is the first thing seen by the guests of this beautiful property located in the Val Tiberina, an uncontaminated area of Umbria on the border with Tuscany. Il Cerreto is the old tobacco kiln of a large property dating back to the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 21
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Grill
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    • Mountain Views
    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • ?
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    About this property
    Rasina House is situated in a stunning position at 500m of altitude over the Tuscan hills of Cortona, which give the house a fantastic and unique panoramic view. Rasina house is an ancient rural house that has been recently restored strictly using traditional materials, in accordance with the... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    1 / 52
    Studio, 7 Bathrooms, Sleeps 12 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    About this property
    PRIVATE STRUCTURE. With a 180° view of the Carpina Valley - an area set between the Upper Tiber Valley and the Umbria-Marche Apennine ridge where the Carpina river and its tributaries determine the succession of hills with alternating dense oak forests, vineyards and olive groves - reaching to the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 36
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Mountain Views
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    • Pet-friendly
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    • x
    About this property
    THIS VILLA IS AN EXCLUSIVITY OF EMMAVILLAS.COM WITH EMMA VILLAS YOU HAVE THE INSURANCE POLICY TO COVER PENALTIES IN CASE OF CANCELLATION OF THE STAY INCLUDED IN THE FINAL PRICE OF THE RESERVATION! RECEPTIVE STRUCTURE. I Mandorli is a typical Tuscan stone farmhouse, located a few kilometres from... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 30
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    • Balcony
    • Mountain Views
    • Grill
    • Children's Pool
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    • Pet-friendly
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    • x
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 65
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with every different colour of wild... View all property information
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    06010, Cortona, Province of Arezzo
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Mountain Views
    • Central Heating
    • Secure Parking
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    For the lovers of Beauty, History, Nature and Natural produce Antica Quercia Verde is the place where you can enjoy an authentic and inspiring experience in Cortona, Tuscany.<BR>Antica Quercia Verde is situated at an enjoyable walking distance (25 minutes uphill) from the town centre, in the most... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
    About this property
    Caa Fontelunga is a lovely country villa on the hills in front of Cortona, the famous meidieval city in Tuscany. Extremely privat and beautifully panoramic it is very peaceful and relaxed, at the same time it is easy to reach and close to main roads, grocery, shops supermarket and train station.... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 9
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    <b>Independent two bedroom villa-Cortona </b><br /><br /><b>Cottage Wind O is a fabulous private cottage which lays in the midst of the beautiful Tuscan hills, with amazing views and a superb independent swimming pool. There is ample space for relaxing and eating alfresco, with vineyards and olive... View all property information
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    Cortona, Province of Arezzo
    1 / 27
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • ?
    • x
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    • x
    About this property
    At the foot of the beautiful town of Cortona, an ancient Etruscan village of the most beautiful and famous of all of Italy, in the heart of the countryside but close to all services, lies Villa Mimosa which allow you to spend a comfortable and relaxing holiday. The Villa is completely independent... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 13
    Studio, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    This small yet charming villa is situated in Cortona and it is ideal for small families. This small yet charming villa is situated in Cortona and it is ideal for small families. Additional amenities include: heating. View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 77
    4.5 of 5 bubbles (3) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Villa Borgonuovo is a beautiful farmhouse, which has been recently restored, according to the typical Tuscan style, and equipped with all comforts. The villa lies at Cortona's feet, only 15 minutes away from the town centre. The villa is a perfect example of the traditional Tuscan farmhouse: ample... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 12
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    Three Bedroom Villa Cortona<br /><br />Set in a beautiful and tranquil position close to the beautiful medieval town of Cortona, Selene 6 is a 19th Century villa beautifully restored and surrounded by extensive grounds with gorgeous gardens and secluded areas ideal for relaxing and dining al... View all property information
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    Cortona, Province of Arezzo
    1 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Cottage I Frati lies at the foot of the Cortona hill, just a few minutes drive from the famous Etrsucan town praised by Frances Mayes in her “Under the Tuscan Sun”. The estate is made up of a main house and Cottage I Frati. The owner, a famous pediatrician, lives in the main house with his family... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 63
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    ExteriorsIf it is not inside the charming little villa, guests will definitely want to be enjoying its surroundings. This wonderful retreat is located in the city of Cortona, and the entire area boasts some majestic scenery that can be explored on foot, by bike or by car, and there are some relics... View all property information
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    52044, Cortona, Province of Arezzo
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. <BR>It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each.... View all property information
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    101 52044, Cortona, Province of Arezzo
    1 / 23
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Central Heating
    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental. Placed in splendid panoramic location between ours olive plantation or crops the hold constructions maintain the original stile but have modern feature and appliance. Located in Tuscany but close also... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    Montecchio
    Studio, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Casa Livio A is a graceful apartment surrounded by the greenery. It sleeps six people. It is appoximately 80 square meters (860 square feet). It features a shared swimming pool, a private terrace, a shared garden, winter heating and WI-FI Internet access. You will be roughly 3.5 km (2.2 miles) from... View all property information
    Location Information
    Montecchio, Cortona
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Central Heating
    • Shared Garden
    • Shared Outdoor Pool...
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    At the foot of the hills upon which Cortona, the Etruscan city par excellance, rises, is this ancient country house, a splendid Medicean construction finely restored and transformed into 13 flats, 4 of which are holiday flats and the others are, more or less, lived in occasionally. The excellent... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 47
    5 of 5 bubbles (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Washer
    • Satellite TV
    • Private Outdoor...
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    THIS VILLA IS AN EXCLUSIVITY OF EMMAVILLAS.COM WITH EMMA VILLAS YOU HAVE THE INSURANCE POLICY TO COVER PENALTIES IN CASE OF CANCELLATION OF THE STAY INCLUDED IN THE FINAL PRICE OF THE RESERVATION! PRIVATE STRUCTURE. La Capannina is an attractive little house built entirely of stone and situated... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 31
    Montecchio
    Studio, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Terrace
    • Internet Access
    • Parking
    • Balcony
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Casa Livio D is a graceful two-story apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI-FI Internet access. You will be... View all property information
    Location Information
    Montecchio, Cortona
    1 / 28
    4.5 of 5 bubbles (3) Very good
    10 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • Private Garden
    • Satellite TV
    • Hot Tub
    • Sauna
    • Wi-Fi
    • Parking
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 27
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Private Outdoor...
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool. The spaciousness of both the exterior and interior easily accommodates a large group. Modern comforts have been... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 27
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Cortona Concerto is the perfect Tuscan getaway for a couple or small family in the perfect hilltop village of Cortona, made famous by author Frances Mayes in 'Under the Tuscan Sun'. This spacious 1 Bedroom apartment is pure delight. Just walk in and feel good! It has been designed for high-quality... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 89
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool...
    • Terrace
    • Secure Parking
    • Washer
    • Balcony
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a fireplace. There is a double... View all property information
    Location Information
    06010, Montecchio, Cortona
    1 / 24
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    RECEPTIVE STRUCTURE. “Le Volpaie” is a country house in the middle of the splendid Valdichiana landscape, 10 minutes from Cortona, a characteristic historic Tuscan centre capable of hosting a great number of foreigners during the summer time. Our holiday house is set on a rather isolated site, in... View all property information
    Location Information
    52044, Cortona, Province of Arezzo