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Cortona Luxury Holiday Rentals

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    Travellers to Cortona are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    103 Matching Rentals in CortonaView all 688 rentals
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool1 / 30
    (8)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Stunning Villa Rosa - Heaven in Tuscany |Relax|Pool|WiFi|Walk to Cortona|Private1 / 53
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2018
    Villa Rosa sits comfortably nestled above the high Tuscan hillside town of Cortona.The views, to say the least, are spectacular. The bright and warm mid-September week my wife...
    Reviewed 19 September 2018
    Perfect if you want to relax, unpack, read books, self cater and enjoy the village life and surrounds. Excellent for day trips to Florence, Sienna, Montepulchiano, Arezzo...
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    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Dream Location Private House  -Pool WIFI Walk to Cortona -Bliss in Tuscany1 / 72
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
    Reviewed 29 March 2017
    Villa Rosa is a favourite destination where I have stayed a number of times and will keep going back. It is an ideal combination of rural idyll and urban convenience, being...
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    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona....
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Villa Nobile1 / 38
    (16)Excellent
    9 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Outdoor Dining Area
    • Secure Parking
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2019
    The sweeping vistas that greet you as you turn into the main road to Villa Nobile gives but a hint of the many attractions that await you inside. Time stops the moment the...
    Reviewed 3 September 2018
    The location : Perfect. Close to all amenities, yet far enough away to feel secluded. Take a trip to Cortona and Montepulciano you will not be disappointed.The Hosts...
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    About this property
    Villa Nobile is a stunning 19th Century classical style villa recently restored authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land. A private avenue of young cypresses bringing you to our doorstep. Tranquil setting with endless...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 24
    Villa le Corchie1 / 21
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2019
    The house provided everything we needed with an amazing out door kitchen & BBQ, the pool and gardens beautiful, the whole place was so well kept. The pictures don't do it...
    Reviewed 4 April 2019
    Best part of our experience at Villa le Corchie was getting to know the familythat owns the property.Just lovely people:) They spoiled us!!!!! Our breakfast each day was...
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    About this property
    In 2011, this stunning 15th century stone building was lovingly restored and transformed from an old country house to a truly magnificent private villa that is set in a quiet, scenic area of the hills surrounding Cortona. The clever use of materials, colours and fabrics inside the villa gives a...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    Villa Vittoria1 / 58
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few steps from the ancient Etruscan town of Cortona, only 1 Km from the center, Villa Vittoria sits surrounded by orchards and cultivated fields in a strategic position from which you can enjoy breathtaking views of Val di Chiana. This beautiful villa is immersed in the stunning Tuscan...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    12 Bedrooms, 13 Bathrooms, Sleeps 28 Quick View
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    • Wi-Fi
    • Terrace
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Borgo del Falco is composed of 5 different small stone buildings that house 11 rooms of different types and sizes, all with private facilities and in some cases also with two bathrooms. Each rooms has its own access by a private small space with garden furniture. A delightful and spacious...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 12 Bedrooms, 13 Bathrooms, Sleeps 28
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful rural farmhouse of 250 m2 composed by two independent apartments, located just below the town of Cortona, well exposed to the sun and surrounded by lush vegetation. The farmhouse has been recently renovated and the owner of the house has tried to keep the original features intact wherever...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is the perfect place to spend a holiday immersed in the sweet Tuscan landscape. The villa is located just 500 meters (15 minute walk) from the heart of the historical center of the famous Etruscan town of Cortona, now one of the most beautiful and famous in Italy, and is located in one of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ambra is located at 400 mt in the hills east of Cortona. The villa is surrounded by olive trees and from the villa you have a beautiful view over the whole of Valdichiana. The exterior walls of the villa are covered with ivy which turns red in autumn. In the garden are ancient trees like...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    1 Bedroom, 5 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few steps from the beautiful Etruscan town of Cortona, which is only 1 km from the city center, lies Villa Federica, surrounded by orchards and crops, in a strategic position from which you can enjoy a breathtaking view of the Chiana valley. This beautiful villa is surrounded by the stunning...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 1 Bedroom, 5 Bathrooms, Sleeps 8
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Il Torreone is farmhouse, composed of two independent apartments, communicating with each other only from the outside. Country house 'Il Torreone', 540 m a.s.l.. 2.8 km from the centre of Cortona, 25 km from the centre of Passignano sul Trasimeno, 32 km from the centre of Arezzo, in a quiet, sunny,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Typical house with lovely view and swimmingpool1 / 23
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Villa Poggio1 / 35
    (3)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2019
    My parents booked this place for a family trip to Italy. I don't think we could have found a better place! We all stayed in the same place by had our own space and separate...
    Reviewed 21 October 2018
    Villa Poggia is amazing! Andrea could not have been nicer or more accommodating! This villa is perfectly located between Camucia and Cortona- so easy to access. The...
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    About this property
    General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering at the same time absolute...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    il sole del sodo1 / 18
    (2)Excellent
    11 Bedrooms, 33 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Balcony
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Private Room - 11 Bedrooms, 33 Bathrooms, Sleeps 20
    Villa Ruffignano1 / 29
    (2)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2019
    If you are looking for a magnificent Tuscany get-a-way, this is it! Our son gave us this beautiful gift of staying at Villa Ruffignano in Tuscany; booking the villa through...
    Reviewed 18 September 2018
    Just returned from a week at this lovely property. It is a very special place and it was a wonderful experience to stay somewhere so authentic and unspoilt. The facilities are...
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    About this property
    Villa Ruffignano is a large, luxury property dating back to the 16th century which has been recently renovated, combining traditional characteristics with the necessities of modern living. The villa boasts breathtaking views over the Cortonesian Mountains and valley, and is situated in an oasis of...
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    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Villa in Tuscany La Mucchia Luxury Suites Hotel1 / 121
    (60)Excellent
    13 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Balcony
    • Internet Access
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2019
    My first trip to Tuscany and staying in at this lovely villa. The grounds are full of gardens with blooming roses and plants. Trees and fruit trees dot the well maintained back...
    Reviewed 13 December 2018
    There are no words to describe how wonderful was our vacation in villa La Mucchia, me and my wife enjoyed any moment of this place, the hists and the tips. The apartment was...
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    About this property
    Our luxury suites hotel can accommodate 9 suites, some for couples and some for families, if you are a group you can have the entire farmhouse for yourself. Price range from euro 70 a night for a couple in studio suite,(in low season), to euro 236 a night for a family in the biggest suite (in high...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 13 Bedrooms, 8 Bathrooms, Sleeps 20
    Holiday Villa in Cortona1 / 34
    (2)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    Villa San Martino1 / 17
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Private Garden
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    A great base to enjoy the Niccone valley and other close towns in the area. An ideal abode for family and friends with all the facilities to enjoy your holiday. We will be back!
    Reviewed 22 July 2016
    We had a marvelous week in this beautiful villa (all 4 couples of us just loved it). It is perfect for familys, with a children friendly pool and robust interior :) The house...
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    About this property
    A luxury villa with private pool, Villa San Martino is set on a hill, high above the beautiful Niccone Valley on a quiet road, just 3 minutes from local village shops, restaurants and cafes. The position is a typically Tuscan, offering spectacular views from the house, garden, terrace and infinity...
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    Location Information
    06060, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    13 Bedrooms, 16 Bathrooms, Sleeps 29 Quick View
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    • Parking
    • Air Conditioning
    • Patio
    • Washer
    • Balcony
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sofia in the innermost heart of the Tuscan countryside.It joins its peaceful landscape to the neighbourhood with important artistic, cultural cities like CORTONA 7km, AREZZO 24kmMONTEPULCIANO 20Km (Chianti Wine) ,PIENZA 25 Km(cheese), LAKE TRASIMENO 18km, ASSISI 60km PERUGIA 50KMGraceful...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 13 Bedrooms, 16 Bathrooms, Sleeps 29
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in the valley below the town of Cortona proudly perched on the hillside just 1 km away, Villa Selene was originally the country residence of a local noble family. Now fully restored, the elegant villa and cottages retain many of the original characteristics. In the grounds of the estate is...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Case Sant'Anna 18 Posti1 / 36
    (1)Excellent
    9 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2018
    This house is great. We were a group of 3 families which were easily housed with lots of space. Plenty of rooms and bathrooms for bigger groups. Everything promised by the...
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    Location Information
    52044, Pietraia, Cortona
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 18
    Fonte al Vento:the Villa1 / 24
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2019
    6 of us stayed in this wonderful villa for one week as a part of our Vanevans Tour group. It was exceptional! Clean, comfortable, beautiful yard, great pool. The owners...
    Reviewed 21 October 2018
    My husband & I spent three perfect weeks in this villa outside of Cortona. We were joined by friends for part of our trip, then on our own & then by our children and...
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    About this property
    Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely respect the privacy of our guests. The Villa is...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up...
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    Location Information
    52044, Creti, Cortona
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    8 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and olive trees. Thanks to the careful restoration works, the charm of this typical Tuscan farmhouse, with its wooden beams and terracotta floors, has been preserved. A big gate leads...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 17
    Mulino a Vento1 / 27
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2018
    Easily the best view and location in Cortona,and hands down the best vacation we've ever had.I left a CD of music that I fell in love with herejust because I need an excuse...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An old oil-mill dating back to 1800 was restored according to its original, local architectural style and converted into a villa rented for holiday. The entire outer surface is covered with stone, thus enwrapping the Villa's majestic, imposing structure in a magical, enchanting, rural atmosphere of...
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    Location Information
    06069, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
    10 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 10 Bedrooms, 6 Bathrooms, Sleeps 20
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Felice is a spectacular complex of original villa, and additional spacious farmhouse. They are set in well maintained private grounds, including a large swimming pool, and overlook the stunning Tuscan hills and medieval city of Cortona. Was featured in the TV series A Celebrity Taste of...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for an exclusive location where time seems to stand still, welcome to Villa Alma. Situated on the Cortona hill, with a breathtaking view on the valley, this villa will ensure you an unforgattable vacation. A charming cherry tree-lined drive, which flanks the swimming pool and the...
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    Location Information
    52042, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Private Garden
    • Washer
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    La Rugantina, Tuscan Farmhouse with large swimming pool1 / 48
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    This Villa was well equipped and has excellent outdoor areas including a wood burning fireplace located at the outdoor patio. There are Olive trees, Rosemary bushes, lavender...
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    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up...
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    Location Information
    52044, Creti, Cortona
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Balcony
    • Washer
    • Grill
    • Terrace
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life. The old Etruscan city of Cortona and a number of the most important Umbrian...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Villa Ivana - Exclusive Luxury Tuscan Villa in Cortona - Italy1 / 48
    (10)Excellent
    9 Bedrooms, 12 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2019
    We had an absolutely wonderful two weeks in Tuscany, which included our accommodations at Villa Ivana. The Villa is an extremely beautiful and historice place that is well taken...
    Reviewed 30 September 2019
    The Villa was Amazing and the Owners were even more Amazing. They brought Fresh Fruit and Vegetables to the Villa Most Days and we had the Honor to meet them and their little...
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    About this property
    Villa Ivana is a 17th century frescoed Italian Villa located at the foot of the Etruscan town of Cortona, not far from “Villa Bramasole” where the movie “Under the Tuscan Sun” was filmed. Villa Ivana is an historic residence dating back to 1600, it has become, thanks to recent restoration, a...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 12 Bathrooms, Sleeps 18
    Villa La Poventa1 / 25
    (1)Excellent
    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2018
    Our family had an amazing week at the villa in Tuscany. It was even much more beautiful in person than in the photos, with even more space than we thought! The host Emiliano met...
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    About this property
    Private Villa with Exclusive pool close to Cortona, Tuscany This characteristic farmhouse is surrounded by a large private garden with an exclusive pool, located in a privileged position on the hill at the foot of Cortona. Here you can enjoy an outstanding view of the surroundings while relaxing...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
    Luxury Villa in Cortona 81 / 34
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Sauna
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2016
    10 of us flew to Italy to celebrate Sandis birthday and let me tell you it was fabulous. The weather was great first off. We swam in the pools everyday and every night had wine...
    Reviewed 14 July 2015
    There are no words to say what a fabulous holiday this was, Francesco and Silvia were the perfect hosts and Francesco cooked for us on two nights and the food was nectar. The...
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    About this property
    This magnificent villa is located at 400 m from the lovely town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. This elegant villa, 270 sq. m, can comfortably...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    5 Bedrooms, 5 Bathrooms, Sleeps 16 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
    Il Rifugio in Cortona - 5 Bedroom Farmhouse Villa1 / 39
    (3)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Pet friendly
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    Reviewed 27 June 2018
    Beautiful hillside villa! Very comfortable and spacious with all the amenities. View from pool was spectacular. Plenty of outside dining, large kitchen, pizza oven, beautiful...
    Reviewed 24 June 2018
    Il Rifugio is located just outside of Cortona (less than 10 minutes). The owners, Chuck and his wife, Shirley, have taken care to make Il Rifugio a home away from home...
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    About this property
    Il Rifugio (The Refuge) is a respectfully restored seventeenth-century stone farmhouse/villa set on a Tuscan hillside surrounded by a centuries' old terraced olive grove and fifty six rolling acres of private property near the Etruscan citadel Cortona. Agriturismo Il Rifugio is the perfect vacation...
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    Location Information
    52044, La Dogana, Cortona
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
    4 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 storey villa, surrounded by woods, is located 600m above sea level, and has panoramic views of the Val Di Chiana. Casa Sant'Egidio is only 7 km from the ancient Etruscan city of Cortona, making excursions to surrounding towns easy. The private garden has a gated entrance and has 2 panoramic...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 9
    13 Bedrooms, 11 Bathrooms, Sleeps 26 Quick View
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    • Terrace
    • Balcony
    • Parking
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: Wi-Fi Internet connection; linens and towels; electricity. To be paid at the property:final cleaning EUR 300.00.Available for a fee, if desired:air conditioning;heating (when needed). Refundable security deposit paid cash upon arrival:...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 13 Bedrooms, 11 Bathrooms, Sleeps 26
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Parking
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just few kilometers from the historic heart of Cortona in the peaceful countryside of Tuscany’s Val di Chiana, this villa resides on a large property that combines the classic style and coziness of the Tuscan countryside with a simple but invigorating modern redesign. Nestled into the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Immaculate Tuscan villa to make your home, attention to every detail1 / 35
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lovely Tuscan home close to Cortona with exceptional views, incredible attention to detail. A place to discover both Tuscany and Umbria. Villa Francesca is a luxury villa, perfect for both a relaxing and lazy holiday or to explore the many cultural delights of this region. From here you can...
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    Location Information
    52043, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is located 5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet with trails and small roads nearby;...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Secure Parking
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled amongst sunflower fields and vineyards, 'La Colombaio' is only a short drive from the famous Etruscan hilltop town of Cortona which was made famous by the film ‘Under The Tuscan Sun’. 'La Colombaia' is a 7 bedroom 18th century Leopoldina villa sleeping 16 people, with a large private...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The structure is a piece of art by itself. The beautiful yellow patina of the outside walls, the old stones and the lemon trees in front of it..it's unique! Il Padronale is a beautiful house set within the estate of one of the most prominent old families in Tuscany. Only ten minutes from the...
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    Location Information
    52044, La Dogana, Cortona
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    15 Bedrooms, 10 Bathrooms, Sleeps 30 Quick View
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    • Shared Indoor Pool
    • Hot Tub
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 15 Bedrooms, 10 Bathrooms, Sleeps 30
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    -Completely Renovated Multi-Level Stone Farmhouse -Located Above the Niccone Valley near Cortona, Tuscany with 360 degree views -Three Bedrooms, Three Bathrooms, Gourmet Kitchen -Fifteen Acres of Ancient Olive Groves -Private Swimming Pool, Outdoor Dining, 180 Degree Views Casa Montisole is a...
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    Location Information
    52044, Mercatale, Cortona
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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