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Vacation Rentals and Villas in Cortona, Italy

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    Travelers to Cortona are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    5 of 5 stars (24) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 12
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 38
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 13
    5 of 5 stars (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Washer
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    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
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    • 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
    Cortona, Province of Arezzo
    4 of 5 stars Reviewed July 22, 2016
    The location is wonderful, being in the heart of the town and within easy reach of all the sites, shops and restaurants. It has been beautifully and tastefully renovated and...
    5 of 5 stars Reviewed May 27, 2016
    The apartment was exceptionally clean, well equipped, and very comfortable. We couldn't have asked for more. We were a bit nervous to be taking an overseas trip with a big...
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    1 / 10
    5 of 5 stars (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
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    • Pet-friendly
    • Child-friendly
    • x
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    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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 / 33
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Private Outdoor...
    • Wi-Fi
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan... View all property information
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 19, 2014
    We had a relaxing and fabulous holiday staying at this villa. It is perched on a hillside with the most beautiful views of the valley and Lake Trasimeno day and night when the...
    5 of 5 stars Reviewed August 17, 2014
    Perfect villa for a family holiday Excellent air con available in all the rooms Good wifi access Close to Cortona by car 10 min
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    1 / 13
    5 of 5 stars (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 16, 2016
    We had a lovely welcome from Luca and his family including an excellent home made tart. The house was spacious with terracotta tiled floor and beamed ceilings. It was obvious it...
    5 of 5 stars Reviewed May 3, 2016
    Well appointed and furnished Cortona apartment, on 2 levels! TWO bathrooms, which is a big luxury. The kitchen is lovely, and has tons of equipment, dishes, etc. can sleep up to...
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    1 / 32
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Mountain Views
    • Balcony
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    • Patio
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    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 enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa which has all these features... View all property information
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 31, 2015
    Villa Rosa is one of the nicest places we have ever stayed. Cortona is a lovely town and there are lots of little days out to be had around there if you hire a car. Every...
    5 of 5 stars Reviewed August 16, 2015
    The villa is exactly as shown in the pictures on the website and is tastefully decorated and very well equipped. The gardens and pool area are beautifully maintained and the...
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    1 / 20
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
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    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Cortona, Province of Arezzo
    5 of 5 stars 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...
    4 of 5 stars Reviewed October 13, 2015
    We loved our stay. The flat was really nice, but the shower was over a tiny bath - be careful not to slip over. Samantha was very prompt with communication before and during our...
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • Private Outdoor...
    • Balcony
    • Mountain Views
    • Grill
    • Wi-Fi
    • Central Heating
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in a true oasis of peace and tranquillity, Villa Margherita Tre is a sweet indipendent villa with private pool offering breathtaking views over the hills surrounding the sought after town of Cortona as well as unbeatable value for money. With 2 bedrooms, 2 bathrooms and carefully furnished... View all property information
    Location Information
    Cortona, Province of Arezzo
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    1 / 53
    5 of 5 stars (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
    Cortona, Province of Arezzo
    5 of 5 stars 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 / 30
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona.... View all property information
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 5, 2015
    Very comfortable stay for 4 adults. Beautiful views. Very well equipped. My luggage was list and the owner and manager were very helpful in arranging delivery. Always prompt...
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    1 / 18
    5 of 5 stars (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Wi-Fi
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    • ?
    • Smoking allowed
    • x
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 4, 2016
    This little Cortona apartment was just as expected. Beautifully appointed with everything you needed for an easy stay. We loved Stefanie's touch with her lovely hand painted tiles...
    5 of 5 stars Reviewed April 29, 2016
    The apartment was as spotlessly clean and well put together as any place we have stayed. Everything was of very good quality and everything worked which is not easy to find in a...
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    1 / 20
    5 of 5 stars (5) 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
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    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars 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 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
    • Sauna
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
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    • Central Heating
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Capezzine is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the "scenic road" that... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Yard
    • Shared Outdoor Pool...
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • 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
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 14, 2016
    We stayed there with another couple and had the downstairs apartment with two bedrooms and bathrooms either side of the apartment and then a living area and kitchen in between...
    4 of 5 stars Reviewed August 9, 2016
    This is a lovely place to stay, once you get there! The access road is long and narrow, dusty when it's dry and muddy when wet, so if you're a bit precious about your vehicle...
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    1 / 42
    4.5 of 5 stars (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
    • Grill
    • Central Heating
    Suitability
    • 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
    Montalla, Cortona
    5 of 5 stars 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...
    5 of 5 stars 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 / 14
    5 of 5 stars (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Shared Yard
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 weeks ago
    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...
    5 of 5 stars Reviewed September 26, 2014
    Great staff, Pizza night to die for. Steffania makes you feel like famiilia. Just a great place to start every morning for exploring the real Tuscany. If you enjoy auto touring...
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    1 / 80
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
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    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed March 31, 2016
    We were looking for a central location in Tuscany, near Cortona, from which we could explore the countryside. La Fiorita was perfect for that. Although about 12 km outside of the...
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    1 / 55
    5 of 5 stars (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
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    • 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
    Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars Reviewed September 10, 2015
    La Lombarda, is a delightful farmhouse, set in a quiet and peaceful rural area. We wanted to retreat from the world and were able to do this here. The local area is stunning, and...
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    1 / 24
    5 of 5 stars (17) Excellent
    Private Room, 1 Bathroom, Sleeps 7 | Quick View
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    • Parking
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    • Pet-friendly
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    • x
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 6, 2016
    We were a family of five with a small baby. Daniel and Serjgio were wonderful hosts. On many occasions their hospitality exceeded all expectations with their gifts of wine and...
    5 of 5 stars Reviewed April 19, 2016
    Last weekend me and my fiancé stay at this fantastic place the attention of the host Daniel was unique the place was immaculate and is a real diamond in the middle of Tuscany, we...
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Casa Cristina is a charming estate located on the hills around Cortona, Etruscan city of unsurpassed beauty and charm. It is located a few kilometers from the city center (5 km), in an elevated position from which you can enjoy unrivaled views of the Valdichiana and Lake Trasimeno. The cottage is... View all property information
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 weeks ago
    Casa Cristina is situated on the hills a short drive from Cortona and its views of Lake Trasimeno and distant mountains are stunning. There is a beautiful swimming pool and...
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    1 / 27
    5 of 5 stars (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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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 2 weeks ago
    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 / 12
    5 of 5 stars (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    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
    Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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 / 24
    5 of 5 stars (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
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    • 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
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 1 week ago
    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...
    5 of 5 stars 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 / 25
    5 of 5 stars (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
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    • 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
    Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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 / 23
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
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    • Shared Outdoor Pool...
    • 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
    Cortona, Province of Arezzo
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Yard
    • Wi-Fi
    • Parking
    • Central Heating
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 27, 2014
    We stayed in the 2 bedroom unit. Usually pictures are tweaked to make rooms seem big, but in this case, we were very pleasantly surprised by how big the rooms actually were, and...
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    1 / 37
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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... View all property information
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    Cortona, Province of Arezzo
    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Casa Anna is just a few km from the Etruscan-Medieval town of Cortona and offers a genuine and healthy holiday. It is situated in the hills area around Cortona (only 5 km from SR71 and 10 km from Cortona), in the heart of a small rural hamlet, and ensures guests real quiet ( 750 mt over the sea... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 21, 2016
    I live very near Casa Anna and our friends have stayed there now on 2 occasions during Christmas last year and a festa for our sons birthday party this year. Those who stayed...
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    1 / 44
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
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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
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    Cortona, Province of Arezzo
    4 of 5 stars Reviewed July 1, 2016
    Peter and Nina are pleasant, helpful and kind, which ensures a warm welcome. The property is beautiful, situated in a quiet spot with lovely views at the back towards...
    4 of 5 stars Reviewed June 18, 2016
    The apartment was well set up and it was great to have a good range of food basics as well as a delightful welcome pack of food and drink. We enjoyed the small private garden and...
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    “Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.<BR>The materials, the colours and the spaces were studied to satisfy the esthetical pleasure along with the natural need for comfort. The XVIII century Palace, where... View all property information
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    Cortona, Province of Arezzo
    1 / 30
    5 of 5 stars (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
    About this property
    The cells of the villa Farinaio is situated in a beautiful hilly which overlooks the valley below and it is surrounded by green woods of our own property where you can find numerous hiking trails with different difficulty levels for taking a walk. <BR><BR>The villa is completely fenced to provide... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 10, 2016
    Just home from a wonderful stay at the beautiful Villa le Celle del Farinaio with 3 generations of our family. The villa is perfect, situated in the tranquil Tuscan countryside...
    5 of 5 stars Reviewed August 21, 2014
    Mauro and his family were great hosts and from beginning to end were very friendly, helpful and gracious. The villa was very clean, homey, and the rooms were confortable and...
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    1 / 52
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed January 23, 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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    1 / 24
    5 of 5 stars (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms.<BR>Each bedroom has its own different style and character and en-suite bathroom with wonderful views.<BR><BR>The interior of Villa Cortona is large, bright and spacious, with two large sitting rooms... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 28, 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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    1 / 59
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse. 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 your enjoyment. The... View all property information
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    Cortona, Province of Arezzo
    4 of 5 stars 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 / 50
    4 of 5 stars (6) Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    • x
    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
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    Montalla, Cortona
    5 of 5 stars 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...
    5 of 5 stars 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 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    About this property
    The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining room. A wooden staircase takes... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars 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 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
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    Cortona, Province of Arezzo
    5 of 5 stars 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 / 12
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely country simplicity. There's an... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 5, 2014
    We have had a wonderful time at San Silvestro. The villa is a beautiful farmhouse set in a vineyard and a place of tranquility. On our arrival we were greeted with fresh flowers...
    4 of 5 stars Reviewed September 1, 2013
    The owners were welcoming and friendly and couldn't have been more helpful to us. The location was great for seeing the sights with fast trains to Florence and Rome from the...
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    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    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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    Cortona, Province of Arezzo
    1 / 15
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    Cortona, Province of Arezzo
    4 of 5 stars Reviewed August 14, 2016
    Cortona is a lovely Tuscan town that has much to see with incredible history, views and amazing food. Sunflower fields and vineyards surround the town. My home theatre is a...
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.<BR><BR>Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 weeks ago
    Immaculate accommodation. Spotless swimming pool. Breathtaking rural location. Superb service from owner.
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    1 / 22
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Our house is spacious and full of light - a perfect cool retreat after a warm summer day's exploration in Tuscany. Great for two love birds or a couple with a child, this accommodation in Cortona even has its own little walled garden, where you can sit and chat in the shade. In the evening, you can... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 7, 2015
    This is a mini villa called "Il Glicine translated means The Wisteria, with its own rose garden, trellis with a table to sit outside and have your meals "under the tuscan sun." if...
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    1 / 24
    5 of 5 stars (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
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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
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 5 days ago
    A homemade blueberry tart, beautiful floral arrangements and fresh veggies from their garden, and Giovan, our host, all greeted us on the first day. The home was clean and the...
    5 of 5 stars Reviewed July 31, 2016
    Villa ai Cedri gave us a true taste of Tuscany. The views are spectacular - just like the movies ! The house, garden and pool area are beautifully decorated and well maintained...
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    1 / 18
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 18, 2013
    We had a great time at Terra di Cortona, were still lucky to get good weather in September and the property and scenery around it are splendid. You can see Cortona right up the...
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    1 / 31
    5 of 5 stars (1) Excellent
    3 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. <BR>beatiful wiew over the chiana valley. all the old charme of tuscany. <BR>4bedroom, 4 bathroom<BR>Located in the village of Ossaia ( 3 km from Cortona), the property can be used for... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars 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 / 24
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Montepulciano, Montalcino, Pienza, Siena,... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed January 4, 2014
    This is the place to stay if you want to feel like you are under the Tuscan sun! It is the perfect base of operations for seeing Tuscany - just a stones throw from Cortona and...
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    1 / 39
    5 of 5 stars (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Villa Cristina is a romantic 17th century stone farmhouse nestled in luxuriant terraced olive groves and vineyards on a quiet county lane a few steps from the ancient Etruscan hill-town of Cortona. Totally renovated in 2015, Cristina features original 5 meter high brick vaulted ceilings on the main... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed 3 weeks ago
    Beautiful Property will great views, on a lovely hillside looking down to Camuccia town. The pool and accommodation were excellent and Marta from the agency in Cortona looked...
    5 of 5 stars Reviewed June 10, 2014
    Villa Cristina Contesse was an ideal spot for my family. I traveled with my wife, son (21), and daughter (18) in May. Nick (the host) attended to every need and had the villa in...
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    1 / 56
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Tucked under the ancient Etruscan walls of Cortona, the recently restored old stone Villa Topazio lies up on the hill and is part of a beatiful Renaissance Villa. From Villa Topazio one can admire the splendid view of the Valdichiana completely surrounded by olive groves which produce some of our... View all property information
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    Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 4, 2011
    There were three couples and we had a fabulous week at this villa. One in our group has some walking limitations and while she managed, I wouldn't recommend this location for...
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