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Smoking Allowed Holiday Rentals in Cortona

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    ₹ 13,765 Average
    ₹ 65,000+
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    1 / 35
    5 of 5 bubbles (14) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 27
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 23
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    5 of 5 bubbles (38) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 30 September 2016
    Just completed s wonderful week's stay at the villa! Michele looked after us very well and his enthusiasm and generosity have no boundaries! A great pool and all amenities on...
    5 of 5 bubbles Reviewed 6 June 2016
    We all had a fantastic time at " il Villino di Cortona ". Michele was the most charming host, paying the greatest attention to details, it was like staying in a top class hotel...
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    1 / 23
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Mountain Views
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    52044, Cortona, Province of Arezzo
    1 / 31
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. <BR>beatiful wiew over the chiana valley. all the old charme of tuscany. <BR>4bedroom, 4 bathroom<BR>Located in the village of Ossaia ( 3 km from Cortona), the property can be used for... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 15 October 2015
    The photos on Trip Advisor DO NOT give this place justice. Things got off to a great start with the warm and friendly welcome from Sergio and his family. Fabulous / extensive...
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    1 / 14
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 11 April 2017
    The staff was very friendly and helpful. The food was delicious. Extremely remote and difficult to drive at night..
    5 of 5 bubbles Reviewed 26 August 2016
    Friendly, unique, renovated medieval village in the hills above Perli Castle Feels like family Traditional buildings renovated to a high standard Wildlife abounds Amazing views...
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    1 / 30
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 2 weeks ago
    The house and the location was wonderful! We spent four days here and only left the house once to go to a vineyard, otherwise we just stayed at the house enjoying the sun bathing...
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    1 / 11
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 14 October 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2 minutes...
    5 of 5 bubbles Reviewed 20 August 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    1 / 43
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 5 August 2015
    The hosts, Paolo and Daniela, are extremely helpful and lovely! They had some fantastic suggestions of where to visit and were always ready to answer any questions we had. I...
    5 of 5 bubbles Reviewed 1 September 2014
    We picked the most perfect place to stay "charming top floor in Cortona". I recommend you spend extra time at the Villa. It has a charming backyard that welcomes it's visitors...
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    1 / 12
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Appartamento del Borgo is situated in the centre of the Etruscan hilltop town of Cortona, near Piazza Garibaldi which is one of the main points of entry to the town. Public parking is just 50 meters away but guests can stop right outside the front door for loading and unloading luggage. The... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 16 July 2015
    My teenage children and I were traveling through Italy and Switzerland. Apartmento del Borgo was a dream apartment in the beautiful town of Cortona. Even my kids felt like we were...
    5 of 5 bubbles Reviewed 30 October 2014
    Apartmento del Borgo has it all. It's convenient to town and parking. It's comfortable and spacious. Enough said? Not quite because the Italian hostess (Lilliana) and her...
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    1 / 21
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 30
    5 of 5 bubbles (8) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    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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    • Outdoor Dining Area
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    • Private Garden
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 21 July 2016
    I live very near Casa Anna and our friends have stayed there now on 2 occasions during Christmas last year and a festa for our sons birthday party this year. Those who stayed...
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    1 / 27
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
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    About this property
    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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 22 October 2016
    Beautiful house,lovely location,very peaceful.great hosts,very helpful.Mauro very obliging when we had car trouble,would highly recommend you visit for not only the house and...
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    1 / 53
    20 Bedrooms, 10 Bathrooms, Sleeps 30 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 22
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    About this property
    Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena House is the ideal place to fully relax in a luxuriant nature, away from the chaos and crowding, but still being a few minutes away from the artistic treasures of Cortona and the... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 14 September 2016
    Second time here, very spacious, clean, contemporary house on the hillside with a spectacular view. Orchard with figs, apples, and other fruit. We have seen plenty of wild boar...
    5 of 5 bubbles Reviewed 5 July 2016
    Molbena is what you dream of, when you think of Tuscany.... Once through the elegant iron gates, you drive on the tree-lined, winding road to this beautiful stone house perched...
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    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
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    • Pet-friendly
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    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 20
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
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    • Pet-friendly
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 27 August 2014
    We stayed in the 2 bedroom unit. Usually pictures are tweaked to make rooms seem big, but in this case, we were very pleasantly surprised by how big the rooms actually were, and...
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    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
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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 / 24
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Garden
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 15 August 2016
    We stayed there with another couple and had the downstairs apartment with two bedrooms and bathrooms either side of the apartment and then a living area and kitchen in between...
    4 of 5 bubbles Reviewed 10 August 2016
    This is a lovely place to stay, once you get there! The access road is long and narrow, dusty when it's dry and muddy when wet, so if you're a bit precious about your vehicle...
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    1 / 27
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • 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
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    52044, Cortona, Province of Arezzo
    1 / 46
    5 of 5 bubbles (16) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in front of the fireplace.<BR>From the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 4 June 2015
    I Mandorli is the quintessential Tuscany experience. Rooms are simple and well appointed, one find all he needs in the kitchen, wi fi works well (does not happen all the...
    5 of 5 bubbles Reviewed 23 July 2013
    Beautiful location in a silent area with outstanding view. The house and garden is comfortable and well maintained. Well equipped with different amenities and equipment making the...
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    1 / 22
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
    5 of 5 bubbles Reviewed 15 August 2016
    Really friendly and relaxed host. A large beautifully presented property in a stunning rural location. We enjoyed the swimming pool, pizza oven and huge BBQ. Very comfortable beds...
    5 of 5 bubbles Reviewed 4 August 2016
    We had the pleasure of staying here. Family of 5, teenage boys and 2 sets of grandparents... Wonderful views, the owner and caretaker were friendly and responsive. Paradise, nice...
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    1 / 18
    4.5 of 5 bubbles (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa Le Contesse sleeps 6+2 people in three bedrooms with three bathrooms and another four people in two annexes (Serenella & Limonaia), each with it's own living room, kitchenette bathroom and bedroom. It nestles in the immediate out skirts of Cortona, one of the many fabulous villas and stately... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 37
    3 of 5 bubbles (1) Average
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    About this property
    Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to do so to the present day. The... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    3 of 5 bubbles Reviewed 19 July 2016
    This is a beautiful property in the Tuscan countryside about 15 mins from Cortona. Easy to reach local areas BUT the kitchen is ill equipped, there is no microwave or oven. Very...
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    1 / 20
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kiliometers from Cortona. The property is situated in a well reserved country place but not remote, very near to all necessity. The Villa is divided into two indipendent units... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 14 June 2016
    We recently returned from a one week stay at Villa Stefania. We had 11 people in our party and rented both apartments. The views of the surrounding area were fabulous and we...
    5 of 5 bubbles Reviewed 11 January 2016
    We were 3 Family with several Kids spending three days, including the new year´s eve in the Cortona area. Stefania and her husband was very kind, available and flexible to manage...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    L'agriturismo Poggio del Fabbro è situato in località San Pietro a Dame, frazione del comune di Cortona nella montagna cortonese, a 20km dalla città, in una posizione tranquilla e isolata tra le verdi montagne ad un'altezza di 700m slm al confine tra Toscana e Umbria. Si trova al centro di... View all property information
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    52044, Cortona, Province of Arezzo
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
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    Montecchio
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    Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 9 appealing apartments, all of which offer tastefully furnished interiors... View all property information
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    52044, Montecchio, Cortona
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    00100, Cortona, Province of Arezzo
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    5 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Cortona Tuscan Villa with pool – this property consists of three aristocratic 19th century villas, occupying a large estate abundant with chestnut woods and olive groves, within walking distance of the medieval walled town of Cortona, jewel of Valdichiana. The main villa and the independent annex... View all property information
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    52044, Cortona, Province of Arezzo
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    Cignano
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    “Romina is Tuscany”. In these three words all the soul of this special property can be described. Romina is an ancient farmhouse with swimming pool, perfectly set at the egde of a green hill (”poggio” in Italian) just a few minutes drive away from the pictoresque Cortona. Accessed via a typical... View all property information
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    52044, Cignano, Cortona
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 bubbles (2) Excellent
    Mercatale
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    52044, Mercatale, Cortona
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    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The house takes its name from the bridge which gives access to the premises(il ponticello means, in fact,little bridge).<BR>The house is located in village Torreone, in the town of Cortona, which is only 2 km far, that can also be walked on foot. It's in the green,on a hill, from its windows one... 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 6 | Quick View
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    • Outdoor Dining Area
    • Children's Pool
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    'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in the Tuscan manner add to the character of this comfortable and beautiful apartment. The apartment comprises a master... View all property information
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    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 3 April 2015
    Our family has holidayed in this apartment three times and each time has been a joy. The apartment is part of a beautifully restored olive mill, set among delightful gardens and...
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    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
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    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52044, Cortona, Province of Arezzo
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    Montecchio
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    Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious "cotto", parquet and wooden... View all property information
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    52044, Montecchio, Cortona
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    4 of 5 bubbles (5) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Patio
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    About this property
    Ideal for a couple wanting a peaceful holiday, the mill was restored last year by local builders and craftsmen using traditional materials. It is set by a stream in 2 acres of grounds and has lovely views from the huge arched windows in the bedroom and kitchen. The private pool with optional... View all property information
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    52044, Cortona, Province of Arezzo
    5 of 5 bubbles Reviewed 25 August 2014
    just got back from the Millers house. I want to go straight back it was amazing !! The owners sister Marianne was fabulous she allowed us to access the property several hours...
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday dedicated to mental and... View all property information
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    52044, Cortona, Province of Arezzo
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    Former, recently restored barn situated a short distance away from the charming town of Cortona dating back to the Etruscan time. This property provides nice and welcoming interiors. Outside guests can enjoy use of a private garden and swimming-pool. The villa is in easy reach of the most... View all property information
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    52044, Montecchio, Cortona
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    52044, Cortona, Province of Arezzo
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kilometres from Cortona. It is divided into two units that they can be rented separately or all. <BR>Encircled by a park of 5000 mq all surrounded with trees of olive. Panoramic... View all property information
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    52044, Cortona, Province of Arezzo
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    4 of 5 bubbles (1) Very good
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious "cotto", parquet and wooden... View all property information
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    52044, Montecchio, Cortona
    4 of 5 bubbles Reviewed 13 July 2016
    We received a very nice welcome from the Owners on arrival. A very pleasant & clean cottage with 2 nice bathrooms, ours was a very comfortable bed with good linen and towels, also...
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    1 / 36
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Property DescriptionVilla Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds. At about 1 km you will find a restaurant and a... View all property information
    Location Information
    52044, Cortona, Province of Arezzo