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Holiday Rentals with Pools in Province of Arezzo

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    Travellers to Province of Arezzo are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1,846 Matching Rentals in Province of ArezzoView all 2,730 rentals
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    Casa Contea apt La Quercia with views and pool1 / 23
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Little Love Nest in Tuscany Wifi Pool, Cappannelle1 / 79
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (42)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    This was our second stay at Il Villino di Cortona and we had a wonderful time once again! The villa is rustically comfortable and the little touches made by Michele (the owner...
    Reviewed 30 September 2016
    Just completed s wonderful week's stay at the villa! Michele looked after us very well and his enthusiasm and generosity have no boundaries!A great pool and all amenities on...
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    villa ai cedri1 / 35
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Grill
    • Satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The Villa Ai Cedri is a beautiful villa nestled among olive trees, vegetable gardens and beautiful plants and trees. As it sits on top of a hill, it has a gorgeous panaramic...
    Reviewed 19 July 2017
    We were a group of 8 adults (4 couples) on vacation through a fundraising auction package we had purchased. We were not sure what to expect other than the great reviews and...
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    About this property
    "The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throughout the seasons; from the...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casa Mimosa1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Balcony
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2015
    Casa Mimosa is a wonderful secluded place to unwind - a spacious , airey home, well-equipped and fascinatingly furnished, complete with beautiful grand piano! The views from the...
    Reviewed 27 October 2014
    Although almost everything about Casa Mimosa is stunning, its most arresting feature is the panoramic view from the front terrace, which changes with the light and is possibly...
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    About this property
    Set within the beautiful hamlet La Palaia, Casa Mimosa has been resurrected from a ruin to a beautiful holiday home through careful restoration and the addition of modern comforts. This home has 3 double bedrooms and 3 bathrooms and so comfortably sleeps 6. For larger groups there is the option of...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Conca D'Oro1 / 42
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    My husband, adult daughter, and I spent 6 days Sat 5/27- Fri 6/2/2017 in this house. It was spotless inside and out (including pool). Note that old well water is not potable...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'Oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chianti Villa , Florence, Siena, Arezzo, Tuscany1 / 55
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Parking
    • Terrace
    • Grill
    • Housekeeping Included
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52022, Cavriglia, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Cottage Roccaio Cortona1 / 27
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Cottage very comfortable and used the pool everyday. Great place to stay and explore Tuscany. Ideal location for visiting Cortona, Arezzo, Siena, Montepulciano. We enjoyed...
    Reviewed 6 September 2016
    This was one of the best vacation I ever took and most of it due to the house. The pictures don't do it justice. It is even prettier and it's surrounding is breathtaking.
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    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tuscany Villa Bellavista1 / 48
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    The villa was charming and very well equipped with a good swimming pool. My only quibble is that it was not really"accessible"( an important feature when booking) Though...
    Reviewed 3 August 2016
    Had a wonderful holiday and Daniele could not have been more helpful. He even came and found us when we arrived and were lost to direct us to the villa. Beautiful scenery and a...
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    About this property
    San Martino is an ancient farm ( XIII century ) with three Farm Houses: Villa Bellavista ( 4 sleeps ), unique stone Villa with a relaxing atmosphere, lovingly restored and furnished. The Villa has own Private Pool 12mt x 5mt. The pivacy is guaranted. The property consist of 9 ectares located in...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Two villas at the top of Tuscan hills, near Arezzo1 / 33
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We can't say enough about this villa, the pool and the family. We had a fabulous experience and were given so much information about the local area. We did not want to go...
    Reviewed 11 July 2017
    This was an amazing Tuscan experience for both my wife and myself, and was enhanced by our host family of Maria, Paola, and Gabriele, who could not have been more hospitable...
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    About this property
    Located on top of a small hill, set in beautiful unspoiled Tuscan countryside and within walking distance from the charming medieval town of Arezzo, this beautiful property (and swimming pool) commands amazing views from its terraces and gardens. <BR><BR>Composed by Casa PADRONALE (max 6 people)...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Relax and Love in Tuscany  Wifi Pool, Cappannelle1 / 106
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Central Heating
    • Mountain Views
    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 June 2017
    We arrived as strangers and left as family. The Bianchi family welcomes you and helps make your stay in this area of Italy perfecto!Gianni's enthusiasm for life and Italy is...
    Reviewed 17 May 2017
    Have you seen the movie "Under the Tuscan sun" and would like to feel the climate? Go to Marusca and Gianni home. It's located between the vineyards; it's very cozy with...
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    About this property
    The apartment "Relax & Love in Tuscany" can host from 4 up to 6 people. It is very suitable for families or groups of friends who have a car and want to visit the amazing and wonderful Tuscany.The apartment is restored in original Tuscan country style. It is part of “Cappannelle” Holiday House in...
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    52100, Castiglion Fibocchi, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Gorgacce1 / 25
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2016
    this is a great place. lots for children to do around the pool and the BBQ and the table tennis. We preferred exploring perugia and cortona, wine tours and olive oil tasting. At...
    Reviewed 31 May 2014
    I would like to start this review by saying Casa Gorgacce was exactly what we were looking for in a Tuscany farm villa. We loved it. This place puts you in the middle of the...
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    About this property
    Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Niccone where there are shops,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Farmhouse 3/7 bedrooms, pvt pool, stunning view1 / 36
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • 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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    52024, Loro Ciuffenna, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Tuscan Dream Home in Cortona: Pool, WIFI, Magical1 / 27
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 November 2016
    A return visit to this perfect location. The villa has everything you need for a relaxing stay. Quiet with beautiful views of the country with Cortona just down the road...
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    About this property
    A dream home just for you - with all the essential mod cons. Pool, lawn, easy indoor/outdoor living, fully equipped kitchen, comfy beds, and essential (free) Wi-Fi. Villa Rosa is nestled into the hillside and within walking distance to Cortona. Couples love it, families love it. A two...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Appartamento in affitto per vacanza inToscana " Casa di Chiarilu"1 / 15
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Children's Pool
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Borgo di Vagli1 / 14
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Shared Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Every morning I just wanted to gaze out over the hills as the sun came up, actually, I also wanted to gaze out as the sun went down as well, in-between I was extremely happy...
    Reviewed 11 April 2017
    The staff was very friendly and helpful.The food was delicious.Extremely remote and difficult to drive at night..
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    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Grace Hayloft - Il Fienile di Grazia1 / 32
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Outdoor Dining Area
    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We had a wonderful stay at Grazia and Carlo's house which was extremely well equipped, welcoming and beautifully situated. There were lots of personal touches which made us feel...
    Reviewed 6 September 2015
    Beautiful and authentic Tusvan small house. Great kitchen with all you could want to make traditional Italian cuisine. Hosts were superb and plied us regularly with the hens...
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    52026, Castelfranco di Sopra, Castelfranco Piandisco
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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'. Privacy and quietness are the main features of this...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 38
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    The remodelled historic house is the perfect spot to relax and unwind. Open plan living areas with an amazing outlook over the Tuscan countryside. The close proximity to town...
    Reviewed 29 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
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    About this property
    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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss1 / 32
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 April 2017
    The house at Cortona is so beautiful, well appointed and welcoming, we felt we'd become part of the wonderful Tuscan landscape and way of life.
    Reviewed 31 March 2017
    A picturesque villa perched in the hills of Cortona with abundant sunshine, butterflies, wild lavender and rosemary, a large terrace for outdoor entertaining, and a refreshing...
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    About this property
    Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa which has all these features...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    • 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 **<BR><BR>Exclusive self-catering house in ancient Tuscan farmhouse with swimming pool.<BR><BR>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...
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    52024, Castelfranco di Sopra, Castelfranco Piandisco
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Satellite TV
    • Central Heating
    • Terrace
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria. The property, with private swimming pool is surrounded by...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Nice villa in Tuscany hills with large garden and private pool, sleeps 91 / 32
    (2)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. <BR>Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo.<BR><BR>Villa Caterina is equipped with 3 spacious bedrooms each with...
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    52010, Capolona, Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Il Bocciolo at La Lombarda1 / 57
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We enjoyed our stay here.Well set up,good bed & helpful owners. It's convenient to lots of great little towns & attractions. The winery next door is a great place for a...
    Reviewed 19 October 2015
    We loved our week in this beautiful farmhouse retreat in Tuscany. Perched amongst the vineyards, olive trees and rolling hills of the countryside, we were made to feel...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Farmhouse 3 bedrooms, with pool & view1 / 23
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    • Balcony
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2014
    The property is just as it is described on the website. It is full of character and very spacious. I travelled with my husband and two other couples and the property was...
    Reviewed 26 August 2014
    We had the most wonderful holiday in a house that exceeded all our expectations. It is beautifully furnished with magnificent views. The gardens and pool were maintained to a...
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    About this property
    Casa Querceto is an historic farmhouse that sits nestled into the hillside slopes of Pratomagno mountains, among olive groves and wooks, and enjoys majestic, breathtaking views over the whole Valdarno valley, far up to the first Chianti hills. It is just 50' from Florence, 45' from Arezzo, 5' from...
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    Location Information
    52024, Loro Ciuffenna, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Cristina, your wonderful Tuscan dream !!1 / 42
    (19)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We spent as a family a unforgettable week in this amazing place.Everything was perfectly: the spacious and elegant villa, the pool with the spectacular view to Arezzo. Thank you...
    Reviewed 3 weeks ago
    We have been at Villa Cristina for the second time, because we love tjis beautiful villa on the top of a hill near arezzo. In the evening you can see the sunset and the beauty...
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    About this property
    Located on the top of a hill above the town of Arezzo, and consisting of 3 hectares of garden and woodland, both fenced, which completely surround the house,Villa Cristina boasts breathtaking views with a 360 degree panorama of the beautiful Tuscan valleys and the town of Arezzo, one of the major...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Tuscan villa with private pool and garden and breathtaking countryside views1 / 20
    (8)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 December 2015
    I can hardly put into words what a glorious place this is! It suited us perfectly - comfortable, extremely well-equipped with thoughtful information left by the owners. Sure...
    Reviewed 6 August 2015
    We had an amazing time here! The main house is full of character, with old wooden beams, an ancient fireplace and quirky features - we were not surprised to learn that it could...
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    About this property
    Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and...
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    Location Information
    06018, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely small villa is located at 400 m from the charming town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. The villa, 65 sq. m, can comfortably...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful recall to the Arte Povera, give...
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    Location Information
    52044, Pietraia, Cortona
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Senaia1 / 25
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    Villa Senaia is as advertised! It will not disappoint, there are four bedrooms and three bathrooms inside a rustic but functional Italian style country house. It is loaded with...
    Reviewed 10 December 2016
    Where does one begin to describe such a wonderful experience? A dream come true! The Villa Sanaia is a beautiful, spacious, rustic structure thoughtfully decorated. Day or night...
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    About this property
    Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stand after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the secrets...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Vacanza in Toscana a casa da Liliana e Francesco1 / 44
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Central Heating
    • Mountain Views
    • DVD Player
    • Washer
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52010, Subbiano, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    I Nidi di Cortona1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Wi-Fi
    • Parking
    • Central Heating
    • Satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2014
    We stayed in the 2 bedroom unit. Usually pictures are tweaked to make rooms seem big, but in this case, we were very pleasantly surprised by how big the rooms actually were, and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    TUSCANY VILLA PRINCIPE 8 prsns1 / 33
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2015
    We have stayed at this villa 5 times and will be staying there again next May (2016).Our first stay was for 2 weeks in 2001. We were a party of 6 including my 80 year old...
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    About this property
    Podere San Martino is an ancient farm of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio nearby the Historical towns of Castiglion Fiorentino ( 10 min. ), Cortona ( 20 min. ), Florence ( 1 hour ), Siena ( 1 hour ), Perugia ( 1 hour ), The location on a hill...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa di Catarsena, comfortable with heated pool1 / 30
    (12)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2016
    We had an 8 day stay at the Catarsena house an thoroughly enjoyed our time there. Magnificent location, scenic and quiet.Owner Giorgio was a great host and arranged chefs...
    Reviewed 5 August 2014
    We stayed at Catarsena for a week with 4 families with children and the location/house and facilities are perfect for everybody. Lot's of space/privacy and beautifull...
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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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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 33
    (12)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 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
    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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa dei Noce1 / 25
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2016
    We were lucky enough to stay for a wonderful week in this peaceful traditional casa which has been beautifully and lovingly restored to a high standard by the owners.We spent...
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    About this property
    We bought the house back in 2004 as a ruin and spent the next 3 years creating a house that we ourselves would love to stay in and we are very proud of it The house is the last one up the valley with no near neighbours and has wonderful views which you can never tire of. Its on 3 floors with 1...
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    Location Information
    52036, Pieve Santo Stefano, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Wonderful villa for large group, Wi-fi, pool1 / 31
    (5)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    We rented this for our honeymoon vacation and invited our closest friends to celebrate with us. We couldn't have had a better experience. Right from the start Claudia was...
    Reviewed 13 July 2017
    We spent two weeks at this wonderful villa. Was a chance for our family to gather from all over and come together and reconnect. The villa was the perfect place. The rooms...
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    Location Information
    52021, Badia Agnano, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 22
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    Molino Le Gualchiere - Apt. Padronale 3 camere1 / 11
    (6)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Central Heating
    • Washer
    • Wi-Fi
    • Grill
    • Sauna
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We travelled from Switzerland but then had dreadful delays nearing the Gotthard pass and Milan. Did not arrive in Loro Ciuffenna until quite late making it more difficult to...
    Reviewed 14 June 2017
    Fireplace in the evenings, spaghetti cooking in the old kitchen, very comfortable rooms . Lunch B-B-Q on the terrace with view on the olive grove.An unforgettable atmosphere of...
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    52028, Loro Ciuffenna, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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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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    Location Information
    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Grill
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany. The beauty of natural surroundings, the hot summer sun and the peace...
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    Location Information
    52029, Castiglion Fibocchi, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 41 / 23
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Shared Garden
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    We were so impressed with the beauty and charm of this little farmhouse. The view was incredible, the grounds gorgeous and the hosts just wonderful! We would stay here again in...
    Reviewed 7 August 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tenuta Savorgnano Farmhouse1 / 18
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Central Heating
    • Shared Garden
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2013
    This is our 3rd holiday spent here and we where certainly not disappointed it was as good as our first time spent there. We had lots of advice as to places to visit, lots of...
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    About this property
    ~300 year old stone farmhouse ~Countryside location, a short drive from Anghiari ~Easy reach of major attractions in Tuscany & Umbria ~Large garden with swimming pool ~Flexible change-over day and length of stay A traditional 18th Century stone farmhouse situated in wooded countryside a short...
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    Location Information
    52010, Anghiari, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    VILLA CASENTINO - Villa with Private Pool in Tuscany.1 / 24
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Private Garden
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casentino is the perfect accommodation for your holiday in total relax. It consists of 3 bedrooms and 2 bathrooms for a total of 8 sleeping places, very suitable for families with children or small groups. The private pool (6m x 12m) and the surrounding park (3000 m2) are for the guests'...
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    Location Information
    52015, Poppi, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Il Ciliegio1 / 44
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful and elegant villa situated in a quiet position on the green hills which surround Cortona.<BR><BR>The villa is situated within a large property and offers wonderful views on the surrounding countryside of Tuscany.<BR><BR>The house is tastefully furnished and is equipped with all...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    La Bozza , country apartment with private garden1 / 42
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Balcony
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    La Bozza is a wonderful place where I spent my holidays with my family. We relaxed at the clearly blue pool and we felt well in the clearless flat. It is like a second home for...
    Reviewed 14 August 2016
    I celebrated my 60th at La Bozza with my daugher and best friend. The villa was everything i dreamed of, spacious with 3 double bedrooms, 2 baths and well equipped living...
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    About this property
    Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.<BR>W own same of the nicest accommodation in the traditional country stile in the...
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    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Merelli1 / 50
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52040, Alberoro, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Washer
    • Shared Garden
    • Grill
    • Central Heating
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Borgo di Gebbia” is part of a very small hamlet on the hills, 500m a.s.l., amongst the valleys which form the countryside of Siena and Arezzo. A bird’s eye view sweeps over large woodlands and cultivated fields. On one side of the house overlooking the valley there is a terrace with a table,...
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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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    Il Cipresso apt in CASA CONTEA view swimming pool1 / 24
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    We stayed there with another couple and had the downstairs apartment with two bedrooms and bathrooms either side of the apartment and then a living area and kitchen in between...
    Reviewed 10 August 2016
    This is a lovely place to stay, once you get there! The access road is long and narrow, dusty when it's dry and muddy when wet, so if you're a bit precious about your vehicle...
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    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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa San Martino1 / 17
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Private Garden
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 July 2016
    We had a marvelous week in this beautiful villa (all 4 couples of us just loved it). It is perfect for familys, with a children friendly pool and robust interior :) The house...
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    About this property
    A luxury villa with private pool, Villa San Martino is set on a hill, high above the beautiful Niccone Valley on a quiet road, just 3 minutes from local village shops, restaurants and cafes. The position is a typically Tuscan, offering spectacular views from the house, garden, terrace and infinity...
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    Location Information
    06060, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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