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Cortona Vacation Homes

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    1 / 12
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Due to a late cancellation we now have ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22. Act now to secure this fabulous week. Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Visit Cortona during the World Famous Cortona on the Move and receive 2 free one day entrance tickets. (valid on new bookings only). Visit Cortona during the World Famous Cortona on the Move and receive 2 free one day enterance tickets. (valid on new bookings only) Wake up in the heart of the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 12
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely country simplicity. There's an... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 11
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 52
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining room. A wooden staircase takes... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.<BR><BR>Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 33
    5 of 5 bubbles (28) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    About this property
    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room with a convertible sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with dish washer, breakfast table and the same beautiful view as the living room.... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 43
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Three double rooms each with private bathrooms and showers, dining room, kitchen. In the garden a cabin with a wood oven, barbecue, table and chairs and deckchairs. From june 15 to august 31 the price per night includes air conditioning. In the kitchen ceiling fan. The spacious apartment 'La... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 44
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Wonderful and elegant villa situated in a quiet position on the green hills which surround Cortona.<BR><BR>The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.<BR><BR>The house is tastefully furnished and is equipped with all... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 16
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 21
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 23
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 5
    Pietraia
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Pietraia, Cortona
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    1 / 15
    4.5 of 5 bubbles (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    About this property
    Moses' Palace, just a few steps away from the house you will find everything that is wonderful about Italy - the beautiful and lively piazzas, great shopping, bars and restaurants, cultural events, churches and art treasures.It is a typical 3 floors palace built few century ago,the street floor has... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 bubbles (34) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holiday accommodation, immersed... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 80
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    About this property
    Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There is a large terrace in front... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 34
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    Villa Il Roseto is located in a beautiful panoramic position, where it dominates both Tuscany and Umbria, a few kilometers from the ancient Etruscan town of Cortona. Villa Il Roseto will allow you to easily reach the most beautiful cities of Tuscany and Umbria, but at the same time you'll enjoy a... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. Whilst enjoying complete... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria. The property, with private swimming pool is surrounded by... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 31
    Montecchio
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    52044, Montecchio, Cortona
    1 / 35
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 29
    Mercatale
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Max Weinberg, the long-time drummer for Bruce Springsteen's E Street Band, opens the doors of his marvellous holiday house situated in the gentle verdant hills between Tuscany and Umbria. Max and his wife bought their Tuscan home in 2000, succumbing to an infatuation with Italy after a family... View all property information
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    52044, Mercatale, Cortona
    1 / 34
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 22
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Name: PICCOLA BRAMASOLE Accommodation: Ville Location: CORTONA Sleep: 4 Bedrooms: 2 Bathrooms: 2 Description: This charming Tuscan, rustic stone Villa has maintained many of its authentic original features without compromising modern comfort. It is surrounded by olive groves and woods,... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Montepulciano, Montalcino, Pienza, Siena,... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | 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 / 26
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 30
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra Serena stone walls along... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Fontelunga is a lovely country house placed in an enchanted location hillside, between our olive plantation and just a few minutes from the beautiful art city of Cortona, made famous worldwide from the book and movie 'Under the Tuscan Sun'.<BR>Privacy and quietness are the main features of... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 31
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Villa Cristina is a romantic 17th century stone farmhouse nestled in luxuriant terraced olive groves and vineyards on a quiet county lane a few steps from the ancient Etruscan hill-town of Cortona. Totally renovated in 2015, Cristina features original 5 meter high brick vaulted ceilings on the main... View all property information
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    52042, Cortona, Province of Arezzo
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Il Casone lies in the open countryside, a few minutes from Cortona towards Farneta. Immersed in a large garden, among the green olive trees and the delicate scent of the roses that frame the swimming pool area, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable... View all property information
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    52044, Cortona, Province of Arezzo
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Casa le Celle Le Celle stands next to a small church which dates back to the 1500’s. Part of the house also dates back to that period. It is in a hillside position with various places for sitting and eating outside and the pool area with a lovely view. The property is just 2kms from Terontola, 4kms... View all property information
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    52044, Cortona, Province of Arezzo
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    We restored this house 25 years ago. Is a lovely and peaceful house to stay in contact with the nature. You also have at close distance so many places to visit, the Trasimeno lake, Florence, Perugia, Pienza, Montefiascone, Città della Pieve, Gubbio, Assisi, Siena (one day visits). You may rent... View all property information
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    52040, Cortona, Province of Arezzo
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    Nestled in the rolling Tuscan hills on the border between Tuscany and Umbria, in a very peaceful location full of meadows, farmland and forests, stands Villa Fiordaliso, an old farmhouse built in the late 1800s and now completely renovated by the owners who have tried to keep the characteristics of... View all property information
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    52044, Cortona, Province of Arezzo
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Smoking allowed
    • x
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    Villa La Ginestra is the ideal place for nature lovers and those who want to relax. The villa is located on the hills surrounding the beautiful Etruscan town of Cortona, one of the most beautiful hamlets in Italy and famous throughout for its beauty and quality of life. The villa is elegant and... View all property information
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    52044, Cortona, Province of Arezzo
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
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    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
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    Villa Capezzine has been restored in May 2014. It has been declared “Historical Monument”. Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the “scenic road” that takes you from Cortona to Montepulciano. It is one of the... View all property information
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    52044, Cortona, Province of Arezzo
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Smoking allowed
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    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
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
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    52044, Cortona, Province of Arezzo
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    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Lovingly restored in 2004 Villa Orlando sleeps 8 people comfortably with four bedrooms, all with en-suite bathrooms with showers. This villa is perfect for families or groups that like to spend time enjoying the outdoors.<BR>You will enjoy a spacious , fully equipped kitchen, a dining room, and two... View all property information
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    52044, Cortona, Province of Arezzo
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    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    main House<BR><BR>A charming Tuscan villa designed, decorated and furnished by 'Giusi', the Italian cook who often helps friend Frances Mayes prepare splendid luncheons and dinner parties at Villa Bramasole, near Cortona. Giusi is mentioned and photographed in Frances Mayes' books “Under The Tuscan... View all property information
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    52044, Cortona, Province of Arezzo
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Parking
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Villa Capezzine has been restored in May 2014. It has been declared “Historical Monument”. Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the “scenic road” that takes you from Cortona to Montepulciano. It is one of the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo