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Province of Arezzo Rentals with Pools

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    Travelers to Province of Arezzo are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1,772 Matching Rentals in Province of ArezzoView all 3,494 rentals
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 66
    (12)Excellent
    2 Bedrooms, 2 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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    Tuscany Villa Bellavista1 / 48
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 31
    (43)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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 June 11, 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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Podere Ortaglia di Sopra1 / 23
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Little Love Nest1 / 24
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Parking
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2016
    We had a great time here in Tuscany,the property is ideally situated for visiting the area, just about an hour from Siena or Florence.we were privileged to be invited to have...
    Reviewed October 18, 2015
    Little Love Nest is a spacious very well-equipped apartment - perfect for a couple. It was very clean and comfortable, and decorated with many warm touches. Kitchen and laundry...
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    About this property
    The apartment 'Little Love Nest in Tuscany' can host 2 people and is particularly suitable for couples of lovers, spouses or couples of friends who have a car and want to do a tour of our wonderful Tuscany (Arezzo Area). The apartment is restored in original Tuscan country style. It is part of...
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    52029, Castiglion Fibocchi, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    CASA di ADRIENNE, apartamento para 4 personas, precioso jardin privado1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2018
    The two of us rented Casa Adrienne and enjoyed it immensely! Roberto was the perfect host as he picked my friend and myself up from train station, brought us to car rental in...
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    About this property
    Set in the heart of the Tuscan countryside, at the foot of Cortona, apartment Casa di Adrienne is part of the main farmhouse in a lovely residential complex. Guests have at their disposal large outer spaces, the swimming pool with the adjacent BBQ area and the covered parking lots. In addition,...
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    Location Information
    52044, Montecchio, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Cristina, your wonderful Tuscan dream !!1 / 76
    (38)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Located in the hills overlooking Arezzo Italy, Villa Cristina is the perfect location for a vacation in Italy. The Villa has everything: a salt water pool, hot tub, outdoor...
    Reviewed August 7, 2018
    We were once again at Villa Christina, now with our family and children (1, 5 and 8 years old) which was as great as the time with our friends. The house offers everything you...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    fausta1 / 16
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    • Balcony
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2015
    This was our first trip to Italy and it was a lovely introduction. The villa was comfortable with magnificent views of Lucignano. The kitchen had the usual - cooker, microwave...
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    About this property
    This lovely holiday home in Tuscany is within walking distance (500mt) of the remarkably conserved medieval walled hill-top village of Lucignano, near Arezzo (at 29km), famous for its unique elliptical shape and concentric streets. Part of an old Tuscan farmhouse, this holiday accommodation is on...
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    52046, Lucignano, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    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 September 10, 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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    Location Information
    52040, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (54)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 30, 2018
    Now that we have returned home from our 14 day vacation in Italy, I am pleased to sit and write this review above all others. Our time (5 nights) at Il Villino Di Cortona was...
    Reviewed June 24, 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa la Foce: breathtaking panoramic view1 / 47
    (5)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2014
    We had an amazing time in the Villa from the minute we arrived by car. The owner was very friendly and helped recommended places to eat. The Villa was exactly as it was in the...
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    About this property
    Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa,...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    HOLIDAY HOUSE IL BORGO DEI CORSI1 / 21
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Secure Parking
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 25, 2016
    We paid about 40 Euros a night, and got to stay in a medieval house in an authentic Tuscan village - now that's what I call an absolute bargain! OK, the place is a bit off the...
    Reviewed August 12, 2014
    If you're looking for authenticity, breath-taking countryside, peace, wonderful accommodation, the most friendly welcome and, to top it all, fantastic food, you've come to the...
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    About this property
    Immersed in a timeless silence Raggiolo dominates its evergreen valley. It is a village whose noble and proud history has deep and ancient roots. Its people battles against misfortunes date back to the mists of time. Its history had been made by Longobards, and feudal lords too. An old legend...
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    52010, Ortignano Raggiolo, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Il Nido a contemporary countrychic Villa with pool1 / 52
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2016
    A gorgeous property with stunning views, gorgeous pool and garden and lovely interior. Perfect for exploring Tuscany- easy to get to from Perugia airport. Highly recommend.
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    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
    52042, Montecchio, Cortona
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Di Amici1 / 57
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of the Tuscan countryside, the apartment Casa di Amici sits in the main house of a lovely residential complex. Guests can enjoy vast outdoor expanses, a swimming pool adjacent to a barbecue area and sheltered parking. Every apartment also has a neat, private little garden. Casa di...
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    52044, Montecchio, Cortona
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    VILLA FOSCA1 / 76
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Yard
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 1, 2018
    We recently stayed as 3 couples at Villa Fosca and were not disappointed. The large Villa, the (gated) property, and the surrounding area are all outstanding. The beds were very...
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    Location Information
    52046, Lucignano, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With patience and enthusiasm we have created a welcoming place to live among olive and ancient fruit varieties, cultivating vegetables and producing honey, all respecting the environment, using the dictates of organic farming. The farm is located about 1.5 km from the town of Monte San Savino, a...
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    52048, Monte San Savino, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 57
    (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 October 10, 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 March 29, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Merelli1 / 60
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52040, Alberoro, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • 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 September 4, 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 August 16, 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
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    PAGLIAZZONE1 / 31
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2017
    Villa and Facilities: The kitchen was well equipped for Tuscan cooking and was clean from the start. There was more than enough room for a couple or a family with two children...
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    52021, Bucine, Province of Arezzo
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    Villa Borgo delle Spighe- A nice country estate set in a wonderful scenario1 / 35
    (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 June 5, 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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 19
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    Set in the majestic Tuscan hills, six bedroom farmhouse with outdoor pool, private garden and gorgeous views1 / 46
    (16)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 2015
    I Mandorli is the quintessential Tuscany experience. Rooms are simple and well appointed, one find all he needs in the kitchen, wi fi works well (does not happen all the...
    Reviewed July 23, 2013
    Beautiful location in a silent area with outstanding view. The house and garden is comfortable and well maintained. Well equipped with different amenities and equipment making...
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    About this property
    I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in front of the fireplace. From the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    • Cable/satellite TV
    • Private Yard
    • 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    TUSCANY VILLA PRINCIPE 8 prsns1 / 33
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2018
    The villa and pool were perfect for our family of six. Lots of room and each bedroom with their own private en suite.The location is just a 10 minute drive from Castiglion...
    Reviewed October 23, 2017
    My husband and I love this house - we've stayed here many times over the past 15 years. The location is great for accessing places of interest in both Tuscany and Umbria - or...
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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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    CASA CLEMENTINA1 / 39
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Yard
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52046, Lucignano, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    borgo Dolci Colline capannina1 / 17
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa Vacanze Villa Maria - appartamento Donatella1 / 10
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Hot Tub
    • Wi-Fi
    • Grill
    • Housekeeping Included
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2017
    Wonderful location, great host and amazingly decorated apartments! We could not have asked for more! Perfect for families and couples and plenty to visit around!
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    Location Information
    52031, Anghiari, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Valentini - Independent farmhouse with pool and tennis court1 / 45
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2018
    This is a lovely house in a scenic location set amongst olive groves and vines with tremendous views down the hill and across the valley. The house has great charm and because...
    Reviewed May 22, 2018
    The house and the property offer a lot of place to find rest and recreation. The view over the valley from the pool area and tennis yard is stunning. There is a cosy outdoor...
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    About this property
    Villa Valentini, a charming 16th century farmhouse of about 250 square meters is set in the foothills of the Pratomagno mountain range south-east of Florence and surrounded by acres of well maintained terraced olive groves. It commands sweeping views over the Valdarno and a countryside dotted with...
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    Location Information
    52026, Pian di Sco, Castelfranco Piandisco
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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    Piccolo ulivo  ranch1 / 57
    (12)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Parking
    • Central Heating
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We really enjoyed our stay in this beautiful B&B. Paola couldn't have been more friendly, accommodating and welcoming. We loved our terrace, the pool, amazing views, and...
    Reviewed August 21, 2015
    We had an amazing time at the b&b Piccolo Ulivo ranch. Its a very peaceful location but very close to touristic locations like Arezzo, Poppi, Florence, Anghiari.The apartment...
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    Location Information
    52010, Capolona, Arezzo
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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 August 28, 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 July 7, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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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 September 7, 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 September 1, 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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    52043, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 August 15, 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 October 5, 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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    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 Yard
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 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 August 7, 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Il Giardino di Diana1 / 31
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2018
    As one of Alex my son's family group, I agree 100% with his review. Our hosts were very helpful. Their villa is well situated for exploring Southern Tuscany and Umbria.
    Reviewed June 12, 2018
    I could not recommend Villa Il Giardino di Diana enough. The house itself is lovely, nice and cool inside even in the heat of the day with lots of big airy rooms and all the...
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    Location Information
    52044, Montecchio, Cortona
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Il Mulino1 / 24
    (49)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 August 26, 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 August 25, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (30)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Loved this house in the Cortona area of Tuscany. Beautiful hillside location overlooking olive trees and the valley below. Stunning pool (which was cleaned every morning) and...
    Reviewed August 24, 2018
    Beautiful views, great pool and lots of space in the villa. Host is easily contactable if you have any problems (not that we did).
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    About this property
    Farmhouse in the hills not far from Castiglion Fiorentino and Cortona. Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Villa Il Giardino di Diana1 / 26
    (8)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2018
    The villa was in pristine condition very clean and bedrooms very spacious. It was very comfortable with plenty of room in all areas and beautiful outdoor areas with stunning...
    Reviewed October 29, 2017
    two floor spacious house on the top of a beautiful hill covered with vineyard and olive grove. the place has a filling of privacy, very nice swimming pool and well kept garden...
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    About this property
    Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Cortona's hill in the distance....
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    Location Information
    52044, Montecchio, Cortona
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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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 April 23, 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 April 10, 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
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Best Of Tuscany for Your Family1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2017
    What a nice experience staying in this nice and very well situated Apartment!It was clean, very well furnished and assisted by very efficient and nice owners.I really...
    Reviewed May 1, 2017
    The surrounding is really nice. The flat has everything you want. We didn't miss anything. The hosts are very nice. We are thinking to come again.
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    About this property
    Villa Ceppeto was an old barn and is located on a private property of 7 hectares (70,000 square meters) located on the border of Chianti: there are beautiful walks and mountain bike trails through 750 olive trees, woods and fields of iris. The barn has been completely renovated in the typical...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tontenano Villa Apartments, in the hills of Chianti, Pool Area, Wineyard1 / 24
    (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 August 20, 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
    Rental Home - 10 Bedrooms, 2 Bathrooms, Sleeps 7
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    QUIET COUNTRY HOUSE (TOSCANA - AREZZO - ANGHIARI) DOG FRIENDLY, EXCLUSIVE USE1 / 23
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2017
    We spent two weeks in Quiet Country House and for us it was the perfect holidays. The garden and the pool are amazing and the house offers everything you need to feel at home...
    Reviewed July 17, 2017
    We have traveled extensively and we highly recommend Quiet Country House. It is am an outstanding mystical place. You are immersed in the Tuscan natural countryside, while being...
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    Location Information
    52031, Anghiari, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Senaia1 / 46
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 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 December 10, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Podere Verdi Colline - Antico podere con piscina privata in Toscana1 / 82
    (10)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 7, 2017
    Tucked away in a small village in the hills of Tuscany. So peaceful, quiet and located in a beautiful scenery. Lovely apartment with super fresh new kitchen and comfortable big...
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    Location Information
    52014, Poppi, Province of Arezzo
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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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 September 11, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    PODERE CAGGIOLO1 / 27
    (9)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 24, 2016
    Beautiful and quiet, the villa stands since the 1700. Very clean and well maintained, antic furniture, curious objects, simply stunning inside and out. Gabriele and his mamma...
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    Location Information
    52047, Marciano della Chiana, Province of Arezzo
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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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 Yard
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 11, 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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    ilpuggio1 / 25
    (5)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Washer
    • Terrace
    • Central Heating
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 13, 2016
    We were two families (each with three kids) spending a week at this lovely cottage. The cottage was spacious and beautifully renovated with great views from many rooms and a...
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    Location Information
    52010, Capolona, Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Terrace
    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ceppeto was an old barn and is located on a private property of 7 hectares (70,000 square meters) located on the border of Chianti: there are beautiful walks and mountain bike trails through 750 olive trees, woods and fields of iris. The barn has been completely renovated in the typical...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
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