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Province of Arezzo Holiday Rentals with Pools

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    Travellers to Province of Arezzo are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1,919 Matching Rentals in Province of ArezzoView all 3,550 rentals
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    Casa Vacanze Villa Maria - appartamento Donatella1 / 12
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Casa Toppole1 / 27
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Molino Le Gualchiere - Apt. Padronale 3 camere1 / 12
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Tuscany, Cortona - Gorgeous Private Home|Pool|Walk to Cortona|WiFi|Magical1 / 71
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    Wow! We were very impressed with finding this gem in Cortona. The views are spectacular from this property only drawback is that we were only there for a few days and were out...
    Reviewed 29 March 2017
    The remodelled historic house is the perfect spot to relax and unwind. Open plan living areas with an amazing outlook over the Tuscan countryside. The close proximity to town...
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    About this property
    A dream home just for you. We created our home in Cortona with all the essential mod cons. Music, kitchen, comfy beds, and of course with the essential pool and (Free) Wi-Fi. Villa Rosa is nestled into the Cortona (Tuscan) hillside with only a few minutes drive to the historic hill top town or...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 30
    (43)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2018
    Just came back with my family from spending a week in Cortona at Borgo Valecchie Villa. The 4 bedroom 5 bath Villa was perfect for our size which was 7 people. The Villa was...
    Reviewed 12 June 2018
    Our holiday at Borge Valecchie far exceeded expectations. The villa is beautifully presented immaculately clean and well appointed. The garden and pool area was stunning...
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    About this property
    Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holiday accommodation, immersed...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Casa Leana - Beautiful Farmhouse with Heated Pool, Games Room and Fabulous Views1 / 48
    (63)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2018
    What a fabulous holiday at Casa Leana! The villa is beautiful in a quiet hamlet. A lot of thought has been given by the owners into making the villa child friendly - our...
    Reviewed 6 August 2018
    The communication from Diana from start to finish was superb. The farmhouse was perfect for us with 2 one year olds' and a three year old. The pool area and outside area was...
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    About this property
    Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot of love on the interior and furnishings to transform our rambling, rustic farmhouse into a...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa Rosa - Heaven in Cortona, Tuscany with Pool|WiFi|Walk to Cortona|Privacy1 / 53
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2018
    Villa Rosa sits comfortably nestled above the high Tuscan hillside town of Cortona.The views, to say the least, are spectacular. The bright and warm mid-September week my wife...
    Reviewed 19 September 2018
    Perfect if you want to relax, unpack, read books, self cater and enjoy the village life and surrounds. Excellent for day trips to Florence, Sienna, Montepulchiano, Arezzo...
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    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Typical Tuscany, Privacy and Panorama1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Internet Access
    • Terrace
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 2017
    We stayed for 12 days and nights in Casa Ronda, 5 persons altogether. Its a lovely place, well maintained, highly situated with a great view over the hills of middle Tuscany. We...
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    About this property
    Casa Ronda is located on the hills of Chianti Valdarno to 450 mt. above the sea level. The house is surrounded by a vineyard Chianti, olive groves and pine forests, in a plot of about 14 hectares, in a natural and untouched environment ideal for those who want peace and freedom to enjoy surround....
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    52024, Loro Ciuffenna, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Villa Borgo delle Spighe- A nice country estate set in a wonderful scenario1 / 42
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 19 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    The whole picture of the house and landscape was perhaps best. We the family - parents, grandparents and children enjoyed this entirety. The pool - little extra fee for heating...
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    About this property
    Located at the foot of Cortona, Borgo delle Spighe lays in the heart of Valdichiana, one of the most evocative scenery in Tuscany. This large red-brick farmhouse, typical of the rural tradition of these valleys, has been completely remodeled and now it can easily accommodate groups up to 14...
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    52044, Cignano, Cortona
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 19
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    Private House for your dream holiday -pool,wifi,walk to Cortona-Bliss in Tuscany1 / 72
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
    Reviewed 29 March 2017
    Villa Rosa is a favourite destination where I have stayed a number of times and will keep going back. It is an ideal combination of rural idyll and urban convenience, being...
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    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona....
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    La Mimosa at La Lombarda1 / 46
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    We were looking for a romantic getaway in a part of Tuscany we hadn't yet explored. Not only did we find that, but we became friends with our hosts who couldn't have been nicer...
    Reviewed 10 September 2018
    Absolutely amazing stay at la mimosa. Couldn’t have asked for better hosts than Nina and peter, they were extremely welcoming and very knowledgable about the area. Apartment is...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    52040, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    We are on our final night here and just don't want to leave. None of the photos do justice to the area, or the property. The problem is that every view of and from the property...
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    About this property
    Old Farmhouse 'Agriturismo Henni' of 1800th totally renovated with antiseismic criteria in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 15
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Balcony
    • Central Heating
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up...
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    52044, Creti, Cortona
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Fattoria di Arsicci, holiday house weekly rented.1 / 24
    (13)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • DVD Player
    • Central Heating
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    Second trip with 4 families and 9 kids, and once again had a great break for a week. The accommodation is quaint and the house from pre war with modern bathrooms and a fully...
    Reviewed 16 August 2016
    Charming spacious house, well-kept beautiful gardens and a pool with magnificent views of the surrounding landscape. It is a house that caters for all your needs: There are...
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    About this property
    Self cattering Villa for weekly rentals 7 bedrooms, 6 bathrooms. Nice extra 2/3 sleeps bedroom on request. The ancient farm owners house is located in a small Appennino village, named Arsicci, which is 850 meters above sea level. The house has a front garden at ground floor and, at lower floor,...
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    52032, Badia Tedalda, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    Villa di Catarsena, comfortable with heated pool1 / 31
    (14)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    This villa exceeded all our expectations. It has been beautifully renovated. The rooms are spacious and beautiful. Our host was friendly and helpful. Every time we needed help...
    Reviewed 27 August 2017
    Our family group of 15 (10 adults, 5 children) had an amazing, relaxing holiday in this beautiful villa. The welcome followed by careful attention throughout our stay by our...
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    About this property
    The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, created by the able Tuscan...
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    Location Information
    52011, Bibbiena, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Civitella is a charming villa with swimming pool ideal for your holiday in Tuscany. It will give you an unforgettable and luxurious experience. Panoramic detached villa with private pool situated in a dominant position above the Val di Chiana, a few kilometers from the town of Civitella. The...
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    Location Information
    52041, Civitella in Val di Chiana, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Casa Colonica Podere Chiesina1 / 27
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Casa Colonica Podere Chiesina rises in isolated. Around you have much space to stay in open air and a gazebo/pergola, in the corner of the house, is furnished with great tables of wood to consume your meal outside. The house is divided in 2 apartments, one at the groundfloor and one at the...
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    Location Information
    52011, Bibbiena, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Villa Alma: the pool is a dream1 / 81
    (4)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for an exclusive location where time seems to stand still, welcome to Villa Alma. Situated on the Cortona hill, with a breathtaking view on the valley, this villa will ensure you an unforgattable vacation. A charming cherry tree-lined drive takes you to the newly restored...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Farmhouse - Casa Maesta1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • DVD Player
    • Patio
    • Central Heating
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2015
    We could not have asked for anything more from our stay .We had everything we needed .The house is beautiful and well looked after.. The pool was esquisit The...
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    About this property
    A Tuscan farmhouse located 5km from the medieval town Anghiari and 10km from the Roman town Sansepolcro. The town of Anghiari is nicely situated in the heart of the Upper Tiber Valley (Alta Valtiberina). Officially listed as “Uno dei Borghi piú belli d'Italia” (one of the most beautiful towns in...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    10 Bedrooms, 7 Bathrooms, Sleeps 26 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Farm estate composed of 4 independent units situated in a property which covers approximately 300 hectares (741 acres) of woods and pastures, inhabited by fallow deer, roe deer and horses, all in their natural states only 5 km away from the historical centre of Sansepolcro. All the farmhouses have...
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    Location Information
    52037, Sansepolcro, Province of Arezzo
    Holiday Rental House - 10 Bedrooms, 7 Bathrooms, Sleeps 26
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    WOW! As a family of four with two children (one 8 and the other 4) this was the first time to Tuscany and the first time we have booked a self-catering villa rather than a hotel...
    Reviewed 21 August 2018
    This cottage was perfect for us, set in the hills, it's a very private relaxing place to stay. The cottage is very well equipped and it felt that every detail had been thought...
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    About this property
    Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train Station for visiting Rome or...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Della Valle1 / 33
    (1)Average
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the...
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    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Il Bocciolo at La Lombarda1 / 57
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    We had a brilliant holiday at Il Bocciolo and enjoyed everything Tuscany had to offer. Nina and Peter were excellent hosts who were attentive prior to and during our stay...
    Reviewed 5 October 2017
    This was the first time we have stayed away from a city and absolutely loved our experience. Peter and Nina were fabulous hosts and La Lombarda is beautiful. The apartment was...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cottage Roccaio Cortona1 / 27
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    We came in a heat wave and enjoyed having the pool. We were able to do day trips all around Tuscany. We met the owner in town and traveled along to a dirt road up to the cottage...
    Reviewed 1 September 2018
    Peaceful location overlooking the tuscan countyside. Extremely clean and comfortable 3 bedrooms with extra cots if necessary. Big spacious bathrooms with good quality fixtures...
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    Location Information
    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    9 Bedrooms, 8 Bathrooms, Sleeps 23 Quick View
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    • Central Heating
    • Sauna
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large farm tourism enterprise is made up of 5 detached houses located on 300 hectares of woods and pasture land, with deer, roe deer and horses, about 5 km away from the historic centre of Sansepolcro. All the houses have been carefully refurbished and completed with all amenities offering...
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    Location Information
    52037, Sansepolcro, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 23
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    Nice villa in Tuscany hills with large garden and private pool, sleeps 91 / 32
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    We really enjoyed our stay in this property. The villa is spacious on the inside and especially outdoors! The pool is huge, the climate was great. One thing, though (I can’t...
    Reviewed 7 July 2015
    We just came back from two weeks in this villa. We stayed here with 6 persons: Our friends with their 4 year old girl and me and my wife with our 8 months old baby girl. At...
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    About this property
    Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo. Villa Caterina is equipped with 3 spacious bedrooms each with private bath,...
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    Location Information
    52010, Capolona, Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Fienile da Primo- villa with private pool1 / 34
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2018
    Close to Florence and a railway - great house, pool, and ammenities - looking forward to visiting Italy again.
    Reviewed 30 July 2017
    Got back yesterday from an amazing stay here, Serena and Mauro are absolutely lovely and couldn't do enough for us, they gave us prosecco on arrival, and handpicked some fresh...
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    Location Information
    52027, San Giovanni Valdarno, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Celle del Farinaio1 / 27
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located on the lower slopes of the hills overlooking the Chiana Valley and where, higher up, stands the Etruscan city of Cortona. The property is immersed in the countryside covered with olive groves, forests and vineyards. This area is located on the border between Tuscany and Umbria...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Central Heating
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Old stone farmhouse, 250 sq. m., in a small hamlet, ideal for up to 10 persons with 5 double bedrooms with private bathroom with shower, a fenced swimming pool, panoramic terrace perfect for outdoor meals, barbecue, wood-burning oven, WiFi and parking. It’s an ideal property for those looking for a...
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    Location Information
    52041, Civitella in Val di Chiana, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hayloft house with pool, pvt terrace & view1 / 23
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Grill
    • Central Heating
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2015
    We stayed for a week in The Hayloft which has its own terrace with stunning views across the Valdarno to the hills of Chianti. The property is quite well maintained and well...
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    About this property
    ** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER ** Exclusive self-catering house in ancient Tuscan farmhouse with swimming pool. The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km from Florence, 25 from Arezzo, 50 km from Siena on...
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    Location Information
    52024, Castelfranco di Sopra, Castelfranco Piandisco
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Il Mulino1 / 24
    (50)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Mountain Views
    • Washer
    • Central Heating
    • Wi-Fi
    • Grill
    • Waterfront
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2018
    We had a fantastic time staying at the Mill. It’s beautiful and peaceful surroundings but a great location to visit nearby places and some amazing authentic restaurants a short...
    Reviewed 25 August 2018
    Maurice and Angela were both very friendly and helpful from the get go. When we arrived we were shown around the property which was very clean and spacious, comfortably sleeping...
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    About this property
    Il Mulino stands solid and comfortable, perched on a rock where the sound of the river flowing beneath your windows will lull you to sleep at night. The Mill was fully modernised in 2000 but many original features have been retained: cotto and wooden floors, beams and even a breakfast table on the...
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    Location Information
    52032, Badia Tedalda, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fully Renovated Villa with Pool, 6 Bathrooms, Wifi1 / 26
    (2)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Porch
    • Mountain Views
    • Grill
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2014
    This villa was everything we wanted and more for our extended holiday in Tuscany. It is completely functional ( except for the oven) and comes with a fine wood burning pizza...
    Reviewed 21 May 2013
    We got married in Tuscany last year and stayed at this villa. It was amazing. Every image I have when I think "Italian Tuscan Villa" came true. We packed lots of kids...
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    About this property
    A wonderful 18th Century Casa Colonica Farmhouse awaits you, fully renovated with the modern comforts of home. Set on eight glorious hilltop acres with an olive grove and fruit trees, the house is two kilometers from Anghiari, which was voted one of the 10 most beautiful hilltop towns in Italy. The...
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    Location Information
    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Tontenano Villa Apartments, in the hills of Chianti, Pool Area, Wineyard1 / 27
    (4)Excellent
    10 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2018
    Stayed 2 weeks with kids, great location, fantastic owners, home made pizzas Sunday night from the owners- the best ever. A great welcome for guests. Pool large, never too...
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    About this property
    On the hills of Chianti right in the centre of beautiful Tuscany, you can find our farm holidays villa apartments. The Villa, which has been completely restructurated, is equipped with all comforts. The villa consists of 6 independent apartments, air conditioning an internet WIFI is free. Pool is...
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    Location Information
    52021, Bucine, Province of Arezzo
    Holiday Rental House - 10 Bedrooms, 2 Bathrooms, Sleeps 7
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    Villa La Pergola1 / 31
    (7)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2015
    Wonderful charming old mill house converted to a guest home. Comfortable beds, spacious accomodations. Great hosts. Kitchen is first class. After a full day of touring we...
    Reviewed 16 September 2014
    the house, the people, the owners, the swimming pool, Cortona, the food, the wine all was so beautiful and good , but i have to say, that we had a lot of horse flies and we...
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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Molino le Gualchiere - Apt. La Capanna 2 camere1 / 28
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Grill
    • Terrace
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Sauna
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    We really enjoyed our stay for one week in this place! Perfect welcome, kindly staff, clean apartment. We we’re travelling with two kids, could enjoy the pool, the terrace and...
    Reviewed 13 July 2017
    My wife and my 2 older children (ages 16 and 22) stayed here in July for a family vacation. This was the perfect location for our needs. The apartment was roomy enough for all...
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    Location Information
    52028, Loro Ciuffenna, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Melody: charming villa very near to Cortona1 / 45
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2018
    We stayed at this villa which is now called Gaden Cove for a week in September 2017. It's in the most beautiful area and the accommodation was fabulous, clean and comfortable...
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    About this property
    Casa Melody is an ancient stone farmhouse that lies nestled among the hills near the Medieval town of Cortona. It has been carefully restored with particular care given to its unique architectural features such as the original beamed ceilings, the old Terracotta floors and the wide brick arches. In...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany On Your Door Step: Beautiful Home in Cortona, WiFi, Pool, Views, Privacy1 / 82
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Air Conditioning
    • Balcony
    • Mountain Views
    • Washer
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    All I wanted was sun and a pool. What I got was much more. Tuscan beauty to delight, Cortona a hill top town within walking distance with so many bars and restaurants...
    Reviewed 15 August 2016
    After busy time in Rome and Florence, my partner and I have visited Cortona. We decided to stayed at this great property. We had a very relaxing time which we needed before...
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    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. Only a few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno, Villa Rosa is a tranquil haven that...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Al Vecchio Fienile1 / 33
    (5)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When, in the 18th century, the Grand Duke Leopold had farmhouses planned and constructed in Tuscany, he never imagined that these would one day become the symbol of Tuscany and that they would become holiday homes for people from all over the world. Even this house has remained unaltered in its...
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    Location Information
    52046, Lucignano, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for an exclusive location where time seems to stand still, welcome to Villa Alma. Situated on the Cortona hill, with a breathtaking view on the valley, this villa will ensure you an unforgattable vacation. A charming cherry tree-lined drive, which flanks the swimming pool and the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 121 / 38
    (58)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2018
    Villa Carda is a beautifully appointed Tuscan home in the mountains. Our group of 5 couples spent a fantastic week here. There are 6 bedrooms. Each has its own private bath...
    Reviewed 10 April 2018
    There is very little I can add to the previous reviews.The Villa is perfect and all the details are taken care.However, I would like to emphasize the great relationship...
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    About this property
    Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside. Now restored to perfection, the villa was a...
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    Location Information
    52016, Arezzo, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Farmhouse 3/7 bedrooms, pvt pool, stunning view1 / 36
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    We are a group of 10 family and friends who stayed at Casa Querceto for 2 weeks while attending a family wedding in the area. We stayed in both houses. The larger house is...
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    About this property
    PLEASE NOTE: PRICES SHOWN HERE ARE APPROXIMATE, DEPENDING ON WHICH ACCOMMODATIONS ARE NEEDED/SELECTED; PLEASE MAKE AN INQUIRY BEFORE BOOKING TO CHECK FOR AVAILABILITY AND EXACT PRICE Casa Querceto is an historic farm complex that sits nestled into the hillside slopes of Pratomagno mountains, among...
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    Location Information
    52024, Loro Ciuffenna, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    ANTICO PALLAIO1 / 31
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 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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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Sauna
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Charming 2 bedroom apartment in restored Tuscan farmhouse with pool located in historic Cortona1 / 60
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    La Lombarda is an ideal spot for total peace, tranquillity and relaxation; it is exactly as described.With just 3 rented out guest accommodations and another for hosts Nina and...
    Reviewed 2 December 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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    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse in the comune of Cortona. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos for...
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    Location Information
    52040, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Del Sole is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely panoramic position that will offer your eyes all the spectacular splendor of the lush Tuscan countryside. The villa has spacious and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 13
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    Villa Conca D'oro1 / 41
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    This was the perfect week in Tuscany. A beautiful farmhouse renovated to ensure complete comfort. Nice bedrooms, bathrooms, a well stocked kitchen, and comfortable living room...
    Reviewed 5 June 2018
    The location is both remote yet so close to Cortona and the other wonderful hill top towns of Tuscany. It was so easy to visit Assisi, Arezzo, Perugia, Siena and other...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Molino Le Gualchiere - Apt.Le Stalle 2 camere1 / 24
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Hot Tub
    • Sauna
    • Wi-Fi
    • Private Garden
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 October 2015
    This is a property that we wholeheartedly recommend anyone to go to, especially if you enjoy the true Tuscanian countryside and can appreciate a bit privacy. Our initial plan...
    Reviewed 18 August 2015
    We were a family of a grandmother, my son with his wife and three children and my daughter with her child. The children were between 2-6 years old. A fairly challenging and...
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    Location Information
    52028, Loro Ciuffenna, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 41 / 23
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Shared Garden
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    We were so impressed with the beauty and charm of this little farmhouse. The view was incredible, the grounds gorgeous and the hosts just wonderful! We would stay here again in...
    Reviewed 7 August 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Big garden,own pool and wheelchairfriendly, pets1 / 33
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in central Tuscany from where you can get to every interesting city like Florence, Siena, Arezzo, Pisa, Venice and Rome you have your own house with a huge garden, lot of private outdoor space to sit, play ping pong, enjoy the sunset and the stars. Teatime under the Loggia or a drink are...
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    Location Information
    52041, Oliveto, Civitella in Val di Chiana
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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