We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Castiglion Fiorentino, Italy

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $226 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Castiglion Fiorentino are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 22
    4.5 of 5 stars (3) Very good
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 48
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    1 / 17
    4.5 of 5 stars (7) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    The ideal destination for combining relax with culture. The unique location of the villa, the accuracy of design and all the comforts inside allow guests to fully enjoy the tuscan countryside by a unique view on it. Furthermore, the villa is situated in a strategic point to reach and visit the main... View all property information
    Location Information
    52040, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed October 8, 2015
    We loved our stay in this beautiful villa and we strongly recommend you for a great vacation with family or friends. The hosts were very welcoming. The villa was clean, fully...
    5 of 5 stars Reviewed July 26, 2014
    We had a wonderful week in the villa in Rigutoni. It is a beautiful setting. Sitting in front of the villa for dinner at night, which we did every night bar one when there was...
    See all reviews
    1 / 22
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Patio
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 11
    5 of 5 stars (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Central Heating
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    One room bed and breakfast in a fairytale town, surrounded by wooded hills, olive orchards and vineyards. An old townhouse, magnifically restored: antique terracotta floor tiles, thick stone walls, old wooden beams. Warm custom design furnitures from old Tuscan classic materials but with a... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 21
    Pieve di Chio
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 23
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed September 4, 2014
    I've spent five days at Le Finestre di San Michele with a Group of friends. The apartment is really nice, big, confortable and with a huge view. The owner and her daughter are so...
    See all reviews
    1 / 50
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • Wi-Fi
    • Washer
    • Private Yard
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 20
    Pieve di Chio
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    In a panoramic and quiet position, walking distance to the village of Castiglion Fiorentino, one of the most important villages in the Valdichiana with shops, restaurants and all kinds of facilities, we find a cottage divided into two pleasant apartments, each one with independent entrance. The... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Porch
    • Wi-Fi
    • Balcony
    • Washer
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Property DescriptionAncient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities. A recent and careful restoration, carried out under the... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 37
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Grill
    • Balcony
    • Washer
    • Patio
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Property DescriptionOld farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot. Castiglion Fiorentino is one of the most renowned towns of Valdichiana and has... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed July 18, 2016
    The farmhouse is classic, the pool is stunning and the inside is better than advertised. And thie owner and his family are so warm and helpful. And such good cooks! Definitely...
    See all reviews
    1 / 14
    Pieve di Chio
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Terrace
    • Balcony
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 50
    5 of 5 stars (5) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Private Yard
    • Parking
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    San Martino is an ancient farm of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the HISTORICAL TOWNS of Castiglion Fiorentino ( 10 min. ) and Cortona ( 20 min. ) Florence ( 1 hour ), Siena ( 1 hour ), Perugia ( 1 hour ). The... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 3 weeks ago
    Second visit to this villa and I cannot fault it, the owner Daniele is the nicest guy and will do anything to help your stay wonderful. The villa is situated at the top of a...
    5 of 5 stars Reviewed November 6, 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...
    See all reviews
    1 / 25
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A four bedroom three bathroom villa offering great value family holidays in Tuscany Casa Pelegrini is a recently refurbished farmhouse settled within a small Tuscan hamlet close to the famous Tuscan hill town of Castiglion Fiorentino. Offering four large bedrooms , a modern kitchen and, private... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed March 12, 2016
    THis was a last minute reservation, and, the house had only been renovated in May, so we were excited to see an old farmhouse given new life. Lots of charm and character clearly...
    See all reviews
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    La casa del Rigattiere is situated in the historical centre of one of Tuscany's delightful walled medieval villages, this beautifully appointed apartment is positioned in the historic centre of the once fortified village of Castiglion Fiorentino. It was built on the towns medieval walls in the 40's... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 5 weeks ago
    Loved this specious and well appointed apartment. Gorgeous views while having candlelit dinner in the dining room. The kitchen is great to cook in, well stocked. Clean and very...
    See all reviews
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Outdoor Pool...
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Central Heating
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area.... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 8
    Pieve di Chio
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Balcony
    • Patio
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 59
    5 of 5 stars (1) Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Private Outdoor...
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    San Martino is ancient farm of 13th century of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the Hisorical Towns of Castiglion Fiorentino ( 10 min ), Cortona ( 25 min ), Arezzo ( 30 min ), Montepulciano ( 45 min ), FLORENCE , SIENA... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed November 6, 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...
    See all reviews
    Get the List
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 6
    Pieve di Chio
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 20
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Central Heating
    • Satellite TV
    • Washer
    • Patio
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Villa Senaia - Enjoy your stay In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed February 6, 2014
    The accomodations were great and Giuseppe was a fabulous host! Sipping coffee in the morning, watching the sunrise slide up over Castiglion Fiorentino and the valey below was...
    5 of 5 stars Reviewed February 6, 2014
    we (a group of 7 adults)have stayed at Villa Senaia twice so far (for 2 weeks at a time) and have planned our 3rd visit for Sept. 2014. There is so many positive about this...
    See all reviews
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Central Heating
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Patio
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area.... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Appartamento a Castiglion Fiorentino, completamente ristrutturato in tipico stile toscano, mantenuta la pietra a vista originale. Composto da ampia cucina/soggiorno completamente attrezzata con divanetto, 1 camera matrimoniale, 1 cameretta con due lettini con possibilità di renderla matrimoniale,... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Private Yard
    • DVD Player
    • Parking
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 19
    5 of 5 stars (5) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    An attractive air conditioned stone farmhouse . The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and terraces. Casa dei Sogni is a newly renovated villa tracing its history back to the early 18th century.... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed July 24, 2016
    We stayed for a week at Casa dei Sogni with a group of friends and it was perfect, the house is a beautiful old farmhouse that was recently renovated, and the modern additions fit...
    5 of 5 stars Reviewed July 5, 2016
    This property has been lovingly restored by the owners. Once an old farmhouse, the stone animal trough now houses vibrant geraniums overlooking a glistening pool that gives the...
    See all reviews
    1 / 27
    Pieve di Chio
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Grill
    • Wi-Fi
    • Washer
    • Shared Yard
    • Shared Outdoor Pool...
    • Hot Tub
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally... View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 38
    5 of 5 stars (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most beautiful locations in... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed April 1, 2016
    Me, my wife and my two sons spent a week last August at the Nightingale villa together with a couple of our friends and their children. We had a really good time staying here and...
    See all reviews
    1 / 59
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Mountain Views
    • Patio
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Rigutini is a lovely historic Tuscan villa dating back to 1400. It offers charm along with lots of space and a perfect home for either families or friends. Villa Rigatoni is a 7-room villa of 3230 square feet (300 m2) over 2 floors. Villa Rigatoni, dates back to the15th century. The... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Balcony
    • Private Outdoor...
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers a breathtaking view over the... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 37
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Central Heating
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The villa is located in the lovely Val di Chio a few kilometers from the small town of ancient medieval town of Castiglion Fiorentino - rich in history, in the heart of beautiful Tuscany. This property offers exceptional value for those looking for a bright and cheerful home in Tuscany's... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 13
    Pieve di Chio
    8 Bedrooms, 9 Bathrooms, Sleeps 30 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Private Yard
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 53
    4 of 5 stars (1) Very good
    7 Bedrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Washer
    • Patio
    • Central Heating
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with Terracotta tiled floors, visible stones and visible wooden beams. The farmhouse... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This beautiful villa with private pool is situated in Tuscany, a short distance away the town of Castiglion Fiorentino, between the historical cities of Cortona and Arezzo. This rental is an ideal destination for those seeking for tranquillity. A large garden with a private pool overlooking the... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    A beautiful independent villa located near Castiglion Fiorentino, a charming village in the Val di Chiana area. The house is very comfortable and the outdoor area boasts a private swimming pool that overlooks the valley below. The owner, a kind and hospitable person, lives next to the villa however... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 44
    9 Bedrooms, 12 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Amenities & Details
    • Private Indoor Pool
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    In the quiet heartland the Valdichiana, at the top of a hill, stands Villa Mimi. Its high position gives this wonderful holiday home fantastic views across the Italian countryside. This property is an old country villa, carefully restored and now an exclusive private retreat that still enjoys its... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 23
    Pieve di Chio
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Outside Description: Villa detached, renovated, surrounded by trees and fields. 5 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, 25 km from the centre of Arezzo, in a detached, sunny position on top of a hill, in the countryside. Private: property (fenced), beautiful... View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 22
    7 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. It... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 27
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Il Laghetto is located in the Val di Chiana, the plain at the bottom of the hills which reach Arezzo from Lake Trasimeno. This land was reclaimed by the Grand Duke of Tuscany and is richly cultivated today. The villa is made up of two buildings, the main house and an annexe a few metres away... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Il Laghetto is located in the Val di Chiana, the plain at the bottom of the hills which reach Arezzo from Lake Trasimeno. This land was reclaimed by the Grand Duke of Tuscany and is richly cultivated today. The villa is made up of two buildings, the main house and an annexe a few metres away... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 21
    Pieve di Chio
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa "Zen", detached, renovated, surrounded by trees and fields. 5 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, 25 km from the centre of Arezzo, in a secluded, sunny position on top of a hill, 20 km from the lake, in the countryside. Private: property (fenced),... View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 17
    Brolio
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    In the centre of Valdichiana, close to Arezzo and Cortona, at the top of a hill that dominates a scene of pleasant tuscan countryside with green fields and ancient villages, stands Villa de' Michelangioli. It is a typical old country residence, renovated with love and care, respecting its original... View all property information
    Location Information
    Brolio, Castiglion Fiorentino
    1 / 30
    Pieve di Chio
    7 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This former farmhouse in a romantic secluded location offers the ideal base for quiet holidays. Ground floor and 1st floor and are only connected via an outside staircase. Around the house there are several seating areas and a barbecue, an outdoor kitchen and a laundry room. On the spacious... View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    1 / 18
    7 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. It certainly... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 18
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Sleeps: 12 + 2 / Bedrooms n: 6 / Bathrooms n: 4 / Area m2: 320 Beautiful villa situated only 1 km outside the medieval and characteristic village of Castiglion Fiorentino, reachable with a shot walk, endowed with shops, cafes and restaurants. All around the house a wide, 6000 m2, partially fenced... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 30
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Rustic country cottage with pool and unique view high in the mountains; for guests who want to enjoy something special Accommodation: Bedroom:- Double bed Bedroom:- Single bed Bathroom:- Toilet: Hot and cold water, Shower Bathroom:- Toilet: Hot and cold water, Shower Bathroom:- Toilet: Hot and cold... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 18
    7 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Sleeps: 14 + 2 / Bedrooms n: 7 / Bathrooms n: 6 / Area m2: 400 Beautiful villa set harmoniously amongst the vine and olive covered hills which mark the boundary of the vast and fertile valley of the Chiana to the east. From the house there is a magnificent view of the entire ValdiChiana all the way... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 78
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Private Outdoor...
    • Washer
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of... View all property information
    Location Information
    53100, Castiglion Fiorentino, Province of Arezzo