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Cortona Villas

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    Travellers to Cortona are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    Casa Contea apt La Quercia with views and pool1 / 23
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    P.B MOSS  HOUSE1 / 10
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    2 Free Tickets to Cortona on the Move1 / 14
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Parking
    • Wi-Fi
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    My husband and I along with my sister and husband spent two weeks at Casa di Amici in Cortona, Italy. We had the most wonderful time exploring beautiful and historic...
    Reviewed 7 March 2017
    Cortona in a romantic hill town in Tuscany and this apartment, known as Sofia, is a romantic place to stay. You cannot help but fall in love with the place. The apartment is...
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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) The Perfect Tuscany VacationThis beautiful penthouse apartment of approximately 55 m2 (600 sq.ft.) has classic Italian beamed ceilings, a wood burning fireplace for...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tuscan Dream Home in Cortona: Pool, WIFI, Magical1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    A return visit to this perfect location. The villa has everything you need for a relaxing stay. Quiet with beautiful views of the country with Cortona just down the road...
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    About this property
    A dream home just for you - with all the essential mod cons. Pool, lawn, easy indoor/outdoor living, fully equipped kitchen, comfy beds, and essential (free) Wi-Fi. Villa Rosa is nestled into the hillside and within walking distance to Cortona. Couples love it, families love it. A two...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 38
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    The remodelled historic house is the perfect spot to relax and unwind. Open plan living areas with an amazing outlook over the Tuscan countryside. The close proximity to town...
    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...
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    About this property
    ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22 July. Book now to secure these fabulous dates! (A late cancellation has released these dates). A dream home just for you. We created our home in Cortona with all the essential mod cons. Music, Kitchen, comfy beds, and...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    La Terrazza sulla Valle1 / 53
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2015
    We loved our time in this Cortona apartment. Everything was new and so well planned. We had 2 full bathrooms, a beautiful kitchen and the terrace was such a treat. The owners...
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    About this property
    Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. Master bedroom with a big mirror closet, fireplace, stunning view of the valley from the window and access to private terrace. The other bedroom has a closet and a nice private bathroom...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Cortona villa with private pool (Dardano)1 / 11
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Private Garden
    • Central Heating
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 33
    (12)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 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 late cancellation has released the ONLY WEEK LEFT IN SUMMER 2017 - Saturday July 15 to Saturday July 22. Act now to secure this fabulous week. 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa La Bozza - Azienda Fontelunga1 / 26
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • Balcony
    • Central Heating
    • Private Garden
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Among the Etruscan city of Cortona's hils Casa La Bozza will give you the opportunity of relax and enjoy the tranquillity of the country but also to reach quickly the most interesting city of central italy, Tuscany and Umbria. The house is original of 1600 and has been renovated with maximum...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Parking
    • Patio
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of tourist interest of Tuscany...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa Gorgacce1 / 25
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2016
    this is a great place. lots for children to do around the pool and the BBQ and the table tennis. We preferred exploring perugia and cortona, wine tours and olive oil tasting. At...
    Reviewed 31 May 2014
    I would like to start this review by saying Casa Gorgacce was exactly what we were looking for in a Tuscany farm villa. We loved it. This place puts you in the middle of the...
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    About this property
    Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Niccone where there are shops,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage Roccaio Cortona1 / 27
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    This was one of the best vacation I ever took and most of it due to the house. The pictures don't do it justice. It is even prettier and it's surrounding is breathtaking.
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    Location Information
    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss1 / 32
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2017
    The house at Cortona is so beautiful, well appointed and welcoming, we felt we'd become part of the wonderful Tuscan landscape and way of life.
    Reviewed 31 March 2017
    A picturesque villa perched in the hills of Cortona with abundant sunshine, butterflies, wild lavender and rosemary, a large terrace for outdoor entertaining, and a refreshing...
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    About this property
    ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22. Book now to secure this fabulous week. Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its rustic Tuscan style, will make...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Col di Leccio is a beautiful property made up of two stone cottages which enjoy a wonderful hilly position, a few minutes from the medieval town Cortona. Each house consists of two floors which host a cosy siting room with sofa and tv, dining area, fully fitted kitchen, two double bedrooms and two...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Tuscany, Cortona - Private Villa for your dream holiday. Pool wifi walk cortona1 / 30
    (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
    ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22. Act now to secure this fabulous week. 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    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, 6 Bathrooms, Sleeps 10
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    Home-from-home comfort in the Tuscan hills1 / 20
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2016
    My husband and I stayed in this lovey flat in the Tuscan hills outside of Cortona for 5 nights with another couple in late August/early September 2016. Kate and Andrew were very...
    Reviewed 25 October 2015
    Breathtaking views, authentic Tuscan villa that dreams are made of. Kate and Andrew are the most gracious of hosts, hands on when needed and always happy to help out. I feel...
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    About this property
    Get above and beyond the rat race in our cottage-style retreat! Here we offer self catering holidays in spacious, well presented accommodation that spans two levels of our secluded farm cottage, with its beautifully landscaped pool, located in tranquil hills 12 km (plus 2 km white road) above...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    CHARMING COTTAGE NEAR CORTONA, GARDEN, DINING PATIO, OLIVE GROVE, AC,WiFI1 / 114
    (20)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2015
    My husband and I stayed here for two weeks at the end of September/beginning of October this year and we had the most wonderful time. Everything about La Colonica is just as...
    Reviewed 21 June 2015
    La Colonica was home away from home! Every thing you could possibily want was here! Our private baths were beautiful and the showers were terrific, our bedrooms were large,and...
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    About this property
    Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garden setting with dining patio...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Appartamento in affitto per vacanza inToscana " Casa di Chiarilu"1 / 15
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Children's Pool
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Central Heating
    • Balcony
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Terrazza Cortonese is a beautiful apartment in the historic center of the ancient town of Cortona, charming and beautiful medieval village that owes its origins to the ancient Etruscan civilization, of which today we find evidence throughout the town. Cortona is situated at the top of a hill from...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 41 / 23
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Shared Garden
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    We were so impressed with the beauty and charm of this little farmhouse. The view was incredible, the grounds gorgeous and the hosts just wonderful! We would stay here again in...
    Reviewed 7 August 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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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 - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (41)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This was our second stay at Il Villino di Cortona and we had a wonderful time once again! The villa is rustically comfortable and the little touches made by Michele (the owner...
    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...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa dell'Ermanna1 / 52
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2016
    This well-located apartment in the center of Cortona offers Old World charm with modern comfort and convenience. The interior is imaginatively and artistically decorated. Of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    La Certosa1 / 33
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Parking
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2017
    From the minature cyclamen which fill the forest leading to the villa, to the orchards and cypress and mind-blowing view you find when you arrive, La Certosa is full of graceful...
    Reviewed 14 April 2017
    Twice, I have had the pleasure of staying at La Certosa with friends old and new. Italy has never felt so comfortable and beautiful to me than on those two visits. The...
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    About this property
    Description: A spacious farmhouse located in a spectacular, private and tranquil hillside setting that includes 15 acres of terraced olive groves and fruit trees (pears, plums, cherry and apple.) Cortona, with its shops, restaurants and open air market is a 20-minute walk away along a quiet lane...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    villa ai cedri1 / 35
    (18)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Grill
    • Satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    We were a group of 8 adults (4 couples) on vacation through a fundraising auction package we had purchased. We were not sure what to expect other than the great reviews and...
    Reviewed 2 weeks ago
    The Villa was very clean with lovely table and bed linens. Screens on the windows and modern bathrooms. The view from the patio must be at least 20 miles of beautiful olive...
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    About this property
    "The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throughout the seasons; from the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ciliegio, nice apartment in lovely hilly position1 / 19
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    The Drive up to the Villa is challenging, however once there the views are amazingWe barbecued on five nights sitting around the stone table which is excellent.The views...
    Reviewed 2 August 2016
    The views from the property are phenomenal as you can see for 20 miles. The swimming is like an infinity pool as you are constantly stare at the Chiana Hills and beyond. We made...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming top floor Historic Cortona1 / 43
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Satellite TV
    • Air Conditioning
    • Private Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    La Mansarda Del Sodo is located just below Cortona. It has 3 bedrooms, all with their own bathrooms, a lovely living area with a fully equipped kitchen, and your own private...
    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...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Borgo di Vagli1 / 14
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Shared Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    The staff was very friendly and helpful.The food was delicious.Extremely remote and difficult to drive at night..
    Reviewed 26 August 2016
    Friendly, unique, renovated medieval village in the hills above Perli CastleFeels like familyTraditional buildings renovated to a high standardWildlife aboundsAmazing views...
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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...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Appartamento Il Teatro1 / 20
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2015
    My husband and I stayed here for 4 nights while on a 5 week trip in Italy. The apartment has a great location and is perfect for 2 persons. The washing machine is new and works...
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    About this property
    The apartment is overlooking one of the most beautiful squares of the city, Piazza Signorelli which, with its splendid theatre and the Maec Museum, gives the location a unique and fascinating atmosphere. Thanks to its convenient central location, the apartment is located on the first floor of an...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Il Bocciolo at La Lombarda1 / 57
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We enjoyed our stay here.Well set up,good bed & helpful owners. It's convenient to lots of great little towns & attractions. The winery next door is a great place for a...
    Reviewed 19 October 2015
    We loved our week in this beautiful farmhouse retreat in Tuscany. Perched amongst the vineyards, olive trees and rolling hills of the countryside, we were made to feel...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Satellite TV
    • Central Heating
    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Cortona - Beautiful 5 bedroom villa with pool. 10% off for late bookings!1 / 24
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Central Heating
    • Grill
    • Wi-Fi
    • Washer
    • Secure Parking
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Spacious, with great facilities. Perfect for a vacation break. Well equipped. Exceeded all our expectations.
    Reviewed 28 July 2015
    Great house; great people to deal with. They were there frequently "just to check" and to clean the pool. The house is spectacular. It's absolutely beautiful. Grand...
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    About this property
    **10% off for late bookings ending before 19th September 2017** Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms. Each bedroom has its own different style and character and en-suite bathroom with wonderful views. The interior of Villa Cortona is...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedroom Vacation Rental at Appartamento del Borgo1 / 24
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Garibaldi, splendid apt in the centre Cortona1 / 37
    (2)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Apartment is located at one end of the main Via Nationale right in the very centre of Cortona. This give you access to all of the superb restaurants, wine bars and cafes on...
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    About this property
    Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and furniture. The apartment offers...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Central Heating
    • Terrace
    • Wi-Fi
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Fiorita Farmhouse in Cortona,Apartment Rosa1 / 88
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2015
    We spent a wonderful week. The apartment is new and very comfortable, decorated with great taste and has a private terrace. The garden and the pool area are very pleasant with...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Conca D'Oro1 / 42
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My husband, adult daughter, and I spent 6 days Sat 5/27- Fri 6/2/2017 in this house. It was spotless inside and out (including pool). Note that old well water is not potable...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'Oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    I Nidi di Cortona1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Wi-Fi
    • Parking
    • Central Heating
    • Satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Villa di Max1 / 29
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Parking
    • Grill
    • Satellite TV
    • Central Heating
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Villa Max is a tastefully decorated home with high quality furnishings, that shows care and pride, not the typical furnishing vacation rental. The access road at first daunting...
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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...
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    Location Information
    52044, Mercatale, Cortona
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely small villa is located at 400 m from the charming 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. The villa, 65 sq. m, can comfortably...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Grill
    • Wi-Fi
    • Washer
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Alle Pietre1 / 16
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Had a fabulous stay in Italy. our stay in Cortona was even better when we saw alle Pietre. It's a wonderfully charming little cottage with stunning views. The accommodation was...
    Reviewed 12 June 2017
    This house is great. It has a fantastic location, is beautifully decorated & has stunning views from the outdoor area which was perfect for an evening drink. The host was...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa del Balestriere In Centro Storico1 / 13
    (5)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 January 2017
    I spent four weeks at Luca's rental in May and June last year. It was perfect. It was close enough to town to be able to easily walk to every restaurant, the grocery store...
    Reviewed 3 October 2016
    Our expectations were exceeded in every way. My wife and I had a delightful two weeks in Cortona, staying at this apartment within the city. Pre-trip communication with Luca...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Satellite TV
    • Parking
    • Balcony
    • Porch
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in the countryside surrounding Cortona, Villa La Camelia is a charming property obtained from an old farmhouse and lovingly restored by the owners in order to give their guests a place that evokes the history of the ancient Tuscan peasant families but at the same time offering all the comforts...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Parking
    • Patio
    • Central Heating
    • DVD Player
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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