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Vacation Rentals and Villas in Cortona, Italy

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    Travelers to Cortona are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    5 of 5 stars (22) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 32
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | 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 / 23
    5 of 5 stars (15) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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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
    5 of 5 stars 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...
    5 of 5 stars 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 / 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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    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
    4 of 5 stars Reviewed 1 week ago
    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 / 30
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
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    • x
    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance shores of Lake Trasimeno,... View all property information
    Location Information
    52044, 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 / 24
    5 of 5 stars (8) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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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
    5 of 5 stars Reviewed 2 weeks ago
    We returned from 2 weeks at Villa Ai Cedri just two days ago. It is the most wonderful place you could imagine staying. Whilst the website photographs make it look stunning, this...
    5 of 5 stars Reviewed October 17, 2015
    This was my Birthday trip with a total of four sisters. When we arrived at the villa...we had the most amazing fruit tart, meat, cheese, bread, wine and fresh cut gorgeous flowers...
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    1 / 13
    5 of 5 stars (6) Excellent
    11 Bedrooms, 7 Bathrooms, Sleeps 24 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Terrace
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed March 21, 2016
    We stayed there for 4 cold nights and were impressed that the heating system in the independent bungalow managed to keep us warm, unusual because Italian hotels often disappoint...
    4 of 5 stars Reviewed December 6, 2015
    We stayed at Terra di Cortona for one week in appartment Giada. The place is nicely renovated, with respect for the original building. We enjoyed the equipped kitchen the table...
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    1 / 31
    5 of 5 stars (27) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    • Terrace
    • DVD Player
    • Wi-Fi
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    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room with a convertible sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with dish washer, breakfast table and the same beautiful view as the living room.... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 1 week ago
    We just drove down from Cortona to Rome after spending two weeks in this apartment. Put simply, this apartment is wonderful. The view from the living room is as advertised...
    4 of 5 stars Reviewed 2 weeks ago
    This is a fairly spacious apartment which is nicely decorated. It is just outside the walls of Cortona on the main road that runs around the town. Parking is available over the...
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    1 / 38
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Washer
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance shores of Lake Trasimeno,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 10, 2015
    We were lucky enough to share Villa Rosa for 11 nights with friends who are friends of the owner, Christine. What a little piece of heaven. The villa is beautifully appointed and...
    5 of 5 stars Reviewed August 22, 2013
    I have stayed at Villa Rosa on many occasions at different times of the year and have enjoyed it each time. The house is immaculately presented and in wonderful gardens with both...
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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
    • Central Heating
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 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 / 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
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
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    • 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
    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 / 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
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    • 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
    52044, 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 / 11
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Private Outdoor...
    • Satellite TV
    • Patio
    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 19, 2015
    Villa Cuiano (we rented two of the apartments) was all we expected and more, pleasant in every way. All the facilities we could ask for (well-supplied kitchens, internet, nearby...
    4 of 5 stars Reviewed October 5, 2014
    Wonderful rental and beautiful views. Franco was a great help with directions and suggestions. We were a little surprised at the location......way up in the mountains. Had a great...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Secure Parking
    • Private Yard
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    Location Information
    00100, Cortona, Province of Arezzo
    1 / 23
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars 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 / 33
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Rosa is a beautiful and private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance shores of Lake... View all property information
    Location Information
    52044, 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 / 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
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    • 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
    52044, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Rosa is suitable for all types of holiday makers. It is cosy enough for a couple who want a romantic break and roomy enough for couples or friends who wish to explore their Tuscan adventure together. The house is also suitable for the family - mum, dad and two children with fold out beds... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 stars (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • DVD Player
    • Patio
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    • 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
    52044, Cortona, Province of Arezzo
    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...
    5 of 5 stars Reviewed July 13, 2015
    Stayed for a week in mid-June, and had a wonderful time. Cottage is as described (probably nicer inside than the photos imply) with all amenities you need (wifi a bit slow and no...
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    1 / 14
    5 of 5 stars (4) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • DVD Player
    • Satellite TV
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    • 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
    52040, Cortona, Province of Arezzo
    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 / 34
    5 of 5 stars (2) Excellent
    4 Bedrooms, 7 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This magnificent villa is located at 400 m from the lovely town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. This elegant villa, 270 sq. m, can comfortably... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 14, 2015
    There are no words to say what a fabulous holiday this was, Francesco and Silvia were the perfect hosts and Francesco cooked for us on two nights and the food was nectar. The...
    5 of 5 stars Reviewed June 26, 2014
    The Villa was the perfect place to travel the Tuscany area from! Everything about The Villa was exceptional...views, comfort, accommodations, and hosts (Silvia & Francesco). It...
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    1 / 13
    4 of 5 stars (5) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Patio
    • Central Heating
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    • Mountain Views
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Ideal for a couple wanting a peaceful holiday, the mill was restored last year by local builders and craftsmen using traditional materials. It is set by a stream in 2 acres of grounds and has lovely views from the huge arched windows in the bedroom and kitchen. The private pool with optional... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 24, 2014
    just got back from the Millers house. I want to go straight back it was amazing !! The owners sister Marianne was fabulous she allowed us to access the property several hours...
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    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 stars (26) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    A dignified and spacious farmhouse located in a spectacular, private and tranquil hillside setting just 4 minutes drive from the walls of Cortona. The property includes 15 acres of terraced olive groves while the famous little town itself, with its shops, restaurants and open air market can be... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 5, 2013
    We spent a long time looking for a special place to to share a holiday with family and friends from age 16 to 60 something, La Certosa offered a fantastic house whilst still...
    5 of 5 stars Reviewed July 14, 2013
    After spending a week in La Certosa in 2011, we could not wait to come back. This time, our extended family enjoyed the villa. The terrace, the fireflies, Brunello, pecorino de...
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    1 / 52
    5 of 5 stars (32) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Shared Yard
    • Internet Access
    • Grill
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    • Mountain Views
    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in the heart of the beautiful Val di Chiana, minutes from the picturesque hilltop town of Cortona, is "Casa bel Posto", a tranquil and charming Tuscan farmhouse conveniently located in southern Tuscany. Casa bel Posto boasts the perfect Tuscan getaway with the best of both worlds; located... View all property information
    Location Information
    92044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 27, 2015
    Our hosts Tania and Keith, were from day 1 extremely informative, kind, helpful and great fun. Keith's olive oil tasting demonstration is a must! The house was clean, tidy and...
    5 of 5 stars Reviewed August 26, 2015
    Without doubt this was one of the best holidays we've had. From the moment we were greeted by Keith and Tania with a glass of Prosecco and the warmest welcome, until the very end...
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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
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
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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... View all property information
    Location Information
    52044, 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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    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 / 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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    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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    52040, 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 / 24
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed June 9, 2016
    This is a lovely location in terms of views and peace and quiet, although if you had a noisy family upstairs, it might not be so blissful. We were lucky to have the whole property...
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    1 / 50
    4 of 5 stars (5) Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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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
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    52044, Montalla, Cortona
    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...
    5 of 5 stars Reviewed July 21, 2014
    June 2014 - This was our second time staying in Casa la Bozza. The house is great, and the garden is amazing. Together with our kids, nearest family and friends we had a very...
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    1 / 25
    5 of 5 stars (34) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars Reviewed August 31, 2015
    We visited Il Villino di Cortona in August 2013 and couldn't wait to return to the house and the area. We stayed again for 2 weeks in August 2015 and the villa was just the same...
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    6 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 22
    5 of 5 stars (24) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Mountain Views
    • Satellite TV
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 14, 2016
    Ilaria's little jewel apartment was love at first sight. It is an experience not to be missed! It is not just the beautifully renovated apartment, but also the neighbourhood where...
    5 of 5 stars Reviewed May 24, 2016
    This quaint one bedroom is located inside was wall of the beautiful and infamous hill top town of Cortona in the Tuscan countryside. Close to everything including: market...
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    1 / 34
    5 of 5 stars (17) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    About this property
    Celle del Farinaio is a beautiful house, recently restored and situated only 6 km from the Etruscan town of Cortona, just 8 km from Lake Trasimeno. The property, completely fenced, is' situated on a hill (350 meters), near a small church dating originally back to Roman times and is surrounded by... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 17, 2015
    We were there with three families, 6 adults and 8 children in total. The house is well located, in a quiet space. The house is big enough and confortable, with a lot of furniture...
    5 of 5 stars Reviewed June 8, 2014
    The house is in a very nice location, overviewing a valley. It is at the end of a small road, with almost no neighbours, so you can enjoy very quiet surroundings and also you do...
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    1 / 15
    5 of 5 stars (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    About this property
    Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena House is the ideal place to fully relax in a luxuriant nature, away from the chaos and crowding, but still being a few minutes away from the artistic treasures of Cortona and the... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 3 weeks ago
    Molbena is what you dream of, when you think of Tuscany.... Once through the elegant iron gates, you drive on the tree-lined, winding road to this beautiful stone house perched...
    5 of 5 stars Reviewed December 7, 2012
    Quite simply THE most amazing villa. We stayed at Molbena (as a group of six adults) for two weeks in mid September 2012 & cannot recommend this property highly enough. The...
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    1 / 87
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 29, 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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    1 / 30
    5 of 5 stars (8) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 2, 2015
    A beautifully located holiday cottage, which unusually in Tuscany is extremely modern, with every comfort provided. Although there is another holiday house in view each has it's...
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    1 / 19
    5 of 5 stars (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • x
    About this property
    Villa La Pergola is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is situated in a cosy village consisting of two other villas each with private swimming pool. The patio, decorated with elegant garden furniture, has a scenic view over the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 2 weeks ago
    We really enjoyed the property! The property was very well maintained and spotless. Check-in and check out process, communications with management firm were excellent. We had a...
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    1 / 31
    4 of 5 stars (1) Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located 800 meteres above sea level, overlooking the Val di Pierle, which is the most eastern area of the town of Cortona, in the tranquillity of the verdant Hills of Tuscany, IL CASALE DI CARMINA is an old mansion completely restored and furnished in a rustic style with respect for... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed 2 weeks ago
    Our extended family of nine enjoyed a relaxing holiday at this hillside villa. Andrea was friendly and helpful and ensured any problems were quickly dealt with. The road up to...
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    1 / 82
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 22, 2015
    This was the highlight of our 2 week trip through Italy. We stayed in the Glicine cottage with our 2 year old for 5 nights and were so impressed with the authentic yet modern...
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    1 / 57
    5 of 5 stars (19) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 13, 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...
    5 of 5 stars Reviewed June 20, 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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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    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
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 weeks ago
    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 / 15
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    Moses' Palace, just a few steps away from the house you will find everything that is wonderful about Italy - the beautiful and lively piazzas, great shopping, bars and restaurants, cultural events, churches and art treasures.It is a typical 3 floors palace built few century ago,the street floor has... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed 2 weeks ago
    Excellent location in Cortona and the owner is always available to help with any problems. The rental was spotless and there was plenty of clean linen available if needed. The...
    5 of 5 stars Reviewed April 23, 2012
    Roberto is a wonderful host and took great care of us after business hours when needed. Home was large and well appointed. Would recomend to anuone looking to be in town. The...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Yard
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    • Pet-friendly
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    • ?
    • Smoking allowed
    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 stars (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
    Location Information
    52044, 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 / 37
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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 / 31
    5 of 5 stars (1) Excellent
    3 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
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    • Sauna
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    • Pet-friendly
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    • ?
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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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    52044, 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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