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Vacation Rentals and Villas in Cortona, Italy

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    Travelers to Cortona are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    5 of 5 bubbles (27) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 26
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    1 / 38
    5 of 5 bubbles (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 55
    5 of 5 bubbles (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed 2 days ago
    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 high end...
    Reviewed October 19, 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 completely...
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    1 / 22
    5 of 5 bubbles (15) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Private Yard
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    About this property
    An perfect setting for a sight seeing holiday, with all home comforts , our medieval 3-storey home lies at the historic heart of walled Cortona, with its gourmet restaurants and pavement cafes. An Etruscan hill town, profiled against rolling oak and olive clad hills, and where Frances Mayes wrote... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed November 5, 2015
    What an ideal holiday home! The townhouse is clean, comfortable and fully equipped. It is located in the heart of Cortona, convenient to everything. Kate and Andrew are great...
    Reviewed October 21, 2015
    My husband and I, along with my sister and her husband spent a week in this home in early October. The house is quite lovely and it is right in the center of Cortona so close to...
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    1 / 35
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Mountain Views
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    • Pet-friendly
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    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed November 13, 2016
    We just returned from a week-long stay at Villa Ai Cedri. It was all we hoped it would be -- the perfect setting for a Tuscan holiday. Located in the beautiful countryside just...
    Reviewed October 14, 2016
    Our family - four adult siblings with three significant others - stayed at Villa ai Cedri for the week. From early in the booking throughout our stay, the communications from the...
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    1 / 23
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Balcony
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    • Pet-friendly
    • Child-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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 14
    5 of 5 bubbles (10) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Perfect Tuscany VacationThis beautiful penthouse apartment of approximately 55 m2 (600 sq.ft.) has classic Italian beamed ceilings, a wood burning fireplace for cozy winter nights, and unforgettable Tuscan views that everyone dreams of. The completely renovated and decorated separate living... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed March 7, 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 very...
    Reviewed October 27, 2016
    We had a wonderful stay in Cortona. The apt was nice and clean. It was close to the center city but quiet at night. Sam and Frederica were a delight to work with. Federica was...
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    1 / 27
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Central Heating
    • Mountain Views
    • Satellite TV
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    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Cortona, Province of Arezzo
    Reviewed September 6, 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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    1 / 20
    5 of 5 bubbles (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Housekeeping...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed October 22, 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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    1 / 33
    5 of 5 bubbles (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Mountain Views
    • Patio
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    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed 3 weeks ago
    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 centre...
    Reviewed 3 weeks ago
    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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    1 / 23
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Grill
    • Shared Yard
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed August 7, 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...
    Reviewed September 19, 2015
    I stayed with two of my teenage daughters and we all fell in love. The houses were spacious and comfortable. There was amazing views of the farmland and small town right outside...
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    1 / 25
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed February 5, 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 May 31, 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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    1 / 53
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Grill
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed June 27, 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 are...
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    1 / 32
    5 of 5 bubbles (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...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22. Act 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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed 1 week ago
    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 3 weeks ago
    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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    1 / 15
    5 of 5 bubbles (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...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Parking
    • Porch
    • Patio
    • Outdoor Dining Area
    • Satellite TV
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Bellavista is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The villa is a lovely rustic, beautifully decorated and extremely well cared for inside and outside, surrounded by a garden full of flowers... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 44
    4.5 of 5 bubbles (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    Reviewed 2 weeks ago
    Peter and Nina are great hosts, full of local knowledge and great ideas for meals / days out. La Stufa was our very comfortable home and the pool provided a wonderful way to relax...
    Reviewed September 28, 2016
    Stayed for two weeks in an apartment in Peter and Nina's farmhouse. The were great hosts. Knowledgeable about local area. Took a cooking class in Cortona taught by Nina's sister...
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    1 / 23
    5 of 5 bubbles (38) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Private Outdoor...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed September 30, 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...
    Reviewed June 6, 2016
    We all had a fantastic time at " il Villino di Cortona ". Michele was the most charming host, paying the greatest attention to details, it was like staying in a top class hotel...
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    1 / 12
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • Smoking allowed
    About this property
    Appartamento del Borgo is situated in the centre of the Etruscan hilltop town of Cortona, near Piazza Garibaldi which is one of the main points of entry to the town. Public parking is just 50 meters away but guests can stop right outside the front door for loading and unloading luggage. The... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed July 15, 2015
    My teenage children and I were traveling through Italy and Switzerland. Apartmento del Borgo was a dream apartment in the beautiful town of Cortona. Even my kids felt like we were...
    Reviewed October 30, 2014
    Apartmento del Borgo has it all. It's convenient to town and parking. It's comfortable and spacious. Enough said? Not quite because the Italian hostess (Lilliana) and her...
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    1 / 42
    4.5 of 5 bubbles (3) Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Balcony
    • Parking
    • Private Yard
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.<BR>W own same of the nicest accommodation in the traditional country stile in the... View all property information
    Location Information
    52044, Montalla, Cortona
    Reviewed August 17, 2016
    La Bozza is a wonderful place where I spent my holidays with my family. We relaxed at the clearly blue pool and we felt well in the clearless flat. It is like a second home for...
    Reviewed August 13, 2016
    I celebrated my 60th at La Bozza with my daugher and best friend. The villa was everything i dreamed of, spacious with 3 double bedrooms, 2 baths and well equipped living...
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    1 / 23
    5 of 5 bubbles (5) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Mountain Views
    • Washer
    • Shared Yard
    • Secure Parking
    • Private Yard
    • Wi-Fi
    • Grill
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 12
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 10
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Parking
    • Porch
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed September 23, 2015
    This apartment was charming, clean, very comfortable, and really like a second home. The owner lives upstairs and with his perfect English helped us to immediately orient...
    Reviewed June 1, 2015
    Just had a lovely week at Pat House in Cortona. Location is great being just on the fringe of Cortona but only a 10 min walk to bars and 15 mins to the square. Very peaceful...
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    1 / 15
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
    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... View all property information
    Location Information
    52044, Montalla, Cortona
    1 / 35
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • DVD Player
    • Central Heating
    • Satellite TV
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    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • DVD Player
    • Patio
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    • Private Outdoor...
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed September 19, 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 October 25, 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 like...
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    1 / 31
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Sauna
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. <BR>beatiful wiew over the chiana valley. all the old charme of tuscany. <BR>4bedroom, 4 bathroom<BR>Located in the village of Ossaia ( 3 km from Cortona), the property can be used for... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed October 15, 2015
    The photos on Trip Advisor DO NOT give this place justice. Things got off to a great start with the warm and friendly welcome from Sergio and his family. Fabulous / extensive...
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    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 14
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • Mountain Views
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    About this property
    <BR>An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets, attend open air concerts... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed June 29, 2016
    A very lovely place to stay. The owners were warm, welcoming and helpful. The property itself is very large and perfectly maintained. Not a crack in the walls. Not a weed to...
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    1 / 30
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed 3 weeks ago
    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 centre...
    Reviewed 3 weeks ago
    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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    1 / 43
    5 of 5 bubbles (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Due to a late cancellation we now have ONLY ONE WEEK LEFT FOR SUMMER 2017 - Saturday July 15 to Saturday July 22. Act now to secure this fabulous week. Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. A few minutes drive or a... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed August 14, 2016
    After busy time in Rome and Florence, my partner and I have visited Cortona. We decided to stayed at this great property. We had a very relaxing time which we needed before...
    Reviewed August 4, 2016
    Lovely property with staggering views towards Lake Trasimeno, set a bit of town, but with a number of appealing routes for walking in to town. Cortona is one of the most beautiful...
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    1 / 14
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    Reviewed 1 week ago
    The staff was very friendly and helpful. The food was delicious. Extremely remote and difficult to drive at night..
    Reviewed August 26, 2016
    Friendly, unique, renovated medieval village in the hills above Perli Castle Feels like family Traditional buildings renovated to a high standard Wildlife abounds Amazing views...
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    1 / 50
    4 of 5 bubbles (6) Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO Il Bozzino, the ground floor oneBUT APPLY TO BOTH. PLEASE READ TO HAVE MORE DETAILS OR ASK.... View all property information
    Location Information
    52044, Montalla, Cortona
    Reviewed August 16, 2016
    We had a fantastic stay here in this beautiful old house. I was very pleased with how clean it was when we arrived. Fresh clean sheets, new, good quality mattresses and brilliant...
    Reviewed May 26, 2015
    What a wonderfully relaxing visit! We enjoyed spending time here on the property as much as visiting the nearby Tuscan cities of Arezzo, Cortona and Assisi. The home is lovely...
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    1 / 20
    4.5 of 5 bubbles (8) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and... View all property information
    Location Information
    06018, Cortona, Province of Arezzo
    Reviewed December 8, 2015
    I can hardly put into words what a glorious place this is! It suited us perfectly - comfortable, extremely well-equipped with thoughtful information left by the owners. Sure its...
    Reviewed August 6, 2015
    We had an amazing time here! The main house is full of character, with old wooden beams, an ancient fireplace and quirky features - we were not surprised to learn that it could...
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    1 / 11
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed October 14, 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2 minutes...
    Reviewed August 20, 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Fontelunga is a lovely country house placed in an enchanted location hillside, between our olive plantation and just a few minutes from the beautiful art city of Cortona, made famous worldwide from the book and movie 'Under the Tuscan Sun'.<BR>Privacy and quietness are the main features of... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria. The property, with private swimming pool is surrounded by... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Casa Cara Mia is an apartment of 67 square meters on the first floor of an old building, right in the heart of the historical center of the beautiful town of Cortona, an ancient Tuscan village among the most beautiful in Italy. The apartment is spacious and comfortable and can accommodate up to 4... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 64
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa La Ginestra is the ideal place for nature lovers and those who want to relax. The villa is located on the hills surrounding the beautiful Etruscan town of Cortona, one of the most beautiful hamlets in Italy and famous throughout for its beauty and quality of life. The villa is elegant and... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining room. A wooden staircase takes... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed November 29, 2016
    The Drive up to the Villa is challenging, however once there the views are amazing We barbecued on five nights sitting around the stone table which is excellent. The views...
    Reviewed August 2, 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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    1 / 22
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Name: PICCOLA BRAMASOLE Accommodation: Ville Location: CORTONA Sleep: 4 Bedrooms: 2 Bathrooms: 2 Description: This charming Tuscan, rustic stone Villa has maintained many of its authentic original features without compromising modern comfort. It is surrounded by olive groves and woods,... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed March 7, 2017
    We stayed at Marcello apartment over Christmas and New Years and fell in love with Cortona and Casa di Amici! We had the best sleeps in years, and the apartment was very nice...
    Reviewed May 24, 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
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    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.<BR><BR>Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed August 25, 2016
    Immaculate accommodation. Spotless swimming pool. Breathtaking rural location. Superb service from owner.
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    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Cortona Concerto is the perfect Tuscan getaway for a couple or small family in the perfect hilltop village of Cortona, made famous by author Frances Mayes in 'Under the Tuscan Sun'. This spacious 1 Bedroom apartment is pure delight. Just walk in and feel good! It has been designed for high-quality... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Experience the magic of a vacation in a true farmholiday at La Quercia. This small cottage, only 5 minutes drive from the old Medieval town of Cortona, belongs to the farmhouse Col di Leccio, an authentic farmhouse where nature and silence dominate. The cottage is made up of a living room with... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 59
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse in the comune of Cortona. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos for... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    Reviewed January 2, 2017
    La Lombarda is an ideal spot for total peace, tranquillity and relaxation; it is exactly as described. With just 3 rented out guest accommodations and another for hosts Nina and...
    Reviewed December 2, 2014
    Nina and Peter were great. We went to see how olives are pressed and made into oil and it was a good learning experience.
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    1 / 43
    5 of 5 bubbles (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Three double rooms each with private bathrooms and showers, dining room, kitchen. In the garden a cabin with a wood oven, barbecue, table and chairs and deckchairs. From june 15 to august 31 the price per night includes air conditioning. In the kitchen ceiling fan. The spacious apartment 'La... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed August 5, 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...
    Reviewed September 1, 2014
    We picked the most perfect place to stay "charming top floor in Cortona". I recommend you spend extra time at the Villa. It has a charming backyard that welcomes it's visitors...
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    1 / 10
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    The apartment Il Teatro is located in the heart of the old town of Cortona, overlooking one of the most beautiful squares of the city, Piazza Signorelli which, with its beautiful scenery theater and museum Maec, gives the location a unique and fascinating atmosphere. Comfortable thanks to its... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Reviewed May 2, 2016
    It was such a pleasure to work with Kirstin and her colleague who helped us with sites and dining ideas while we were still home in New York. When we arrived at Il Teatro, there...
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