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.

Portole Holiday Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    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}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    AU$274 Average
    |||
    |||
    AU$0AU$1,000+
    Suitability
    Suitability
    More filters
    Don't let other travellers get your favourite Portole area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 273 Rentals in Portole
    Sort by:
    Default
    Portole
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Portole
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Portole
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Portole
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Typical Tuscan farmhouse with two separate apartments which are rented together. On the 1st floor large combined kitchen-living room with fireplace; outdoor stairs, terrace on the valley side, barbecue available. Enclosed garden with pool and sun terrace....
    View all property information
    Location Information
    52044, Portole, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Portole
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Case Ginezzo is located 13 km (8 mi) from Cortona, Italy and only 40 km (25 mi) from Arezzo. Property Case Ginezzo is a beautiful property that includes pool and WiFi internet. Case Ginezzo is a vacation home having a total of two independent units. The...
    View all property information
    Location Information
    52044, Portole, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Portole
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area 'Cortona And Surroundings' and only 34 km (21 mi) from Arezzo. Property this property is a beautiful property that includes WiFi internet and private pool. The property can accommodate...
    View all property information
    Location Information
    52044, Portole, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Portole
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Cosy holiday home for 2 + 2 people with private pool The villa is situated on a lovely plot and has a good view of the surrounding countryside with satellite TV and WiFi Location: The villa is situated on a 100 m2 plot and here there is only about 1 km to the nearest...
    View all property information
    Location Information
    52044, Portole, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    The following rentals are within 10 kilometres of Portole.
    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (12)Excellent
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    WOW! As a family of four with two children (one 8 and the other 4) this was the first time to Tuscany and the first time we have booked a self-catering villa rather than a hotel...
    Reviewed 4 weeks ago
    This cottage was perfect for us, set in the hills, it's a very private relaxing place to stay. The cottage is very well equipped and it felt that every detail had been thought...
    See all reviews
    About this property
    Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train Station for visiting Rome or...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Camucia
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Private Garden
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52044, Camucia, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    La Bozza , country apartment with private garden1 / 42
    (3)Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 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...
    See all reviews
    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. W own same of the nicest accommodation in the traditional country stile in the Cortona...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Portole rentals sent straight to your email!
    Get the List
    Pieve di Chio
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the countryside near Cortona, in Castiglion Fiorentino, where this recently restored holiday house is found. The house is situated within a beautiful vegetation setting, bordering a lovely cycle track, suitable for families and per those who love out door sport. The house offers the...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Camucia
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52044, Camucia, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    EXCLUSIVE USE OF THE PROPERTY1 / 24
    (1)Excellent
    San Pietro a Cegliolo
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Parking
    • Washer
    • Grill
    • Private Garden
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2016
    A fantastic place in the hills of Cortona to spend some time to relax. Great place for a family reunion or for a place for friends to meet. Beautiful grounds and landscaping...
    See all reviews
    About this property
    The apartment has two bedrooms for a total of 5 beds (optional available optional cradle), 2 bathrooms, large dining room with large fireplace. EXCLUSIVE USE of the pool and garden Furnished Patio and garden, barbecue and gazebo by the pool set in an olive grove with solarium. The cottage enjoys a...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    San Pietro a Cegliolo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Grill
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a beautiful hillside location with views of Cortona, La Noce is a small stone farmhouse with a peculiar profile and a charming soul. ... 'I deeply love my house, it speaks of myself, of my life and of my habits, I would like to consider the tenants as my personal guests, friends whom I wish to...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Balcony
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an idyllic 400 year old, 3 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. Guests enjoy use of a private swimming pool (open 26 May to 21 September...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Montalla
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of tourist interest of Tuscany...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its rustic Tuscan style, will make...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Villa Della Valle1 / 33
    (1)Average
    Teverina
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the...
    View all property information
    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    San Pietro a Cegliolo
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Limonaia is a pretty dependance located among the hills, few km far from the town of Cortona. It is part of a property composed of a main villa and this romantic annex featuring an independent access and a fully-equipped private terrace. The large swimming pool, equipped with garden furniture, sun...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Pieve di Chio
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Housekeeping Included
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Principessa 5+21 / 44
    (2)Excellent
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Grill
    • Mountain Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2018
    Villa Principessa is a Tuscan dream. It is exactly as pictured but even better! The views are spectacular and the home is really special. I hope we get to return many times! It...
    Reviewed 2 January 2018
    Arrived MUCH later than expected and key holder was kind enough to help us find our way and get quickly settled in. Just a beautiful and peaceful place to stay. Although we...
    See all reviews
    About this property
    PRIVATE STRUCTURE. A stone parlour, where art and nature unite to form a perfect partnership: Cortona is a magical place with a timeless charm that envelops the visitor with its vibrant atmosphere, suspended between the history and legend of its origins, surprising him each time, with the reddish...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Enquiry
    Villa Near Cortona with a Private Pool - Villa Filippo1 / 21
    (2)Very good
    Pergo
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    The restored house has been a very good standard,the inside is very good and the outside area is really nice with pool,outdoor cooking area a well tended garden.The views are...
    See all reviews
    About this property
    This lovely, restored stone villa dates back to the 15th century, making it older than many of the impressive sights you’ll no doubt visit in the must-see town of Cortona, just a few kilometers away. It’s an ideal base for exploring Cortona’s cultural riches, and the surrounding landscape of...
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Enquiry
    Villa Magnolia1 / 66
    (3)Excellent
    Teverina
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2018
    It is tricky to find a property with enough beds and baths to accomodate 2 families - but Villa Magnolia did just that and more! This farmhouse has been beautifully remodeled...
    Reviewed 2 November 2016
    We were a group of 8 staying at Villa Magnolia. The property is up in the surrounding mountains of the city of Cortona with a beautiful view of the valley below. The...
    See all reviews
    About this property
    Immersed in the green hills surrounding the ancient Etruscan town of Cortona, which has always been considered one of the most beautiful hamlets in Italy, the country house Villa Magnolia will offer you an unforgettable experience. The facility can accommodate up to 12 people, the interior and...
    View all property information
    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Make Enquiry
    Casa la Bozza, IL Bozzino1 / 50
    (6)Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    We had a fantastic stay here in this beautiful old house. I was very pleased with how clean it was when we arrived. Fresh clean sheets, new, good quality mattresses and...
    Reviewed 27 May 2015
    What a wonderfully relaxing visit! We enjoyed spending time here on the property as much as visiting the nearby Tuscan cities of Arezzo, Cortona and Assisi. The home is lovely...
    See all reviews
    About this property
    THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO Il Bozzino, the ground floor oneBUT APPLY TO BOTH. PLEASE READ TO HAVE MORE DETAILS OR ASK....
    View all property information
    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 BR plus a Loft, Sleeps 4 with a Beautiful Views1 / 30
    (2)Excellent
    Pergo
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2015
    Chef Ryan could not have been more helpful or accommodating, our flight landed in Rome on time and by the time we arrived in Pergo, on the outskirts of Cortona, it was almost...
    Reviewed 19 February 2015
    Enjoyed my time. Great location, close to Florence. Very clean and comfortable house with a private garden..
    See all reviews
    About this property
    A beautiful and comfortable typical Cortona country farmhouse. This nice accommodation is situated 5 minutes by car far from the historic hill town of Cortona. The house is over a hundred years old and constructed of local river rock, the walls are up to a meter thick. There are the usual green...
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Pergo
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Pergo is an ancient charming country villa dating back to the year 1640 and belonging to a olive oil producer. It is a large and spacious property and thanks to its thick walls it offers a good shelter from summer hot sun rays. The villa has been recently restored (in June 2017) preserving...
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Stefi 21 / 8
    (1)Very good
    Pieve di Chio
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely little estate has been fully restored and now forms just three apartments, two in the farmhouse and a separate cottage which was originally the detached barn. A well thought out design of the grounds ensures that each apartment has its own area in the garden complete with table and...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Montalla
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the beautiful city of Cortona, whose views will accompany you while relaxing in the garden, enjoying the air of the Tuscan countryside in the morning or when you lean out the...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Camucia
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A dreamy and enchanting home set within private grounds, with glorious infinity pool, stunning views and magical atmosphere, guests can be guaranteed to fall in love with Bosco dei Tartufi. Set high in the wooded hills above the historical town of Cortona, this restored and ancient farmhouse...
    View all property information
    Location Information
    52044, Camucia, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Pieve di Chio
    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Stunning Tuscan countryside house with beautiful views. With private pool overlooking the estate olive groves this house makes a unique holiday place to spend a holiday. Villa 'Zen', detached, renovated, surrounded by trees and fields. 5 km from the centre of...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
    Make Enquiry
    Camucia
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Grill
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52044, Camucia, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    San Pietro a Cegliolo
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a city of ancient origins, often visited by the ex French president Mitterand, and today by the University of Georgia (UGA). During august it is the chosen location for the...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    San Pietro a Cegliolo
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Parking
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa San Pietro is a beautiful property located in the immediate vicinity of the town of Cortona, whose view of the gentle slopes and monuments creates an unmistakable skyline, visible from the garden of the villa, creating a unique splendour for guests who will have the pleasure of spending their...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Enquiry
    Pieve di Chio
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Parking
    • Washer
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Giaggiolo estate consists of a cluster of houses, once an ancient Tuscan hamlet, completely restored to now form apartments and two independent cottages, some of which are holiday rentals, others housing local residents. The estate which dates back to the 1600's has ample grounds and mature...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Villa Ruffignano1 / 30
    (1)Excellent
    Teverina
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Central Heating
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Just returned from a week at this lovely property. It is a very special place and it was a wonderful experience to stay somewhere so authentic and unspoilt. The facilities are...
    See all reviews
    About this property
    Villa Ruffignano is a large, luxury property dating back to the 16th century which has been recently renovated, combining traditional characteristics with the necessities of modern living. The villa boasts breathtaking views over the Cortonesian Mountains and valley, and is situated in an oasis of...
    View all property information
    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Make Enquiry
    Teverina
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Originally a farmhouse, complete with the traditional olive terraces, this property was also used at one time for drying the grapes used to make the local and#39;vin santoand#39;. Today, it has been transformed into an immaculate and beautiful property where the closest you...
    View all property information
    Location Information
    06018, Teverina, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Pergo
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Borgo will charm your eyes thanks to the incontaminated beauty of its place rich in history and poetry. Immersed in an ancient rural village, a few kilometers from the beautiful town of Cortona (ancient Etruscan village, one of the most beautiful in Italy), you will be dipped into a...
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    San Pietro a Cegliolo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Grill
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a beautiful hillside location with views of Cortona, La Noce is a small stone farmhouse with a peculiar profile and a charming soul. ... 'I deeply love my house, it speaks of myself, of my life and of my habits, I would like to consider the tenants as my personal guests, friends whom I wish to...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Giaggiolo estate consists of a cluster of houses, once an ancient Tuscan hamlet, completely restored to now form apartments and two independent cottages, some of which are holiday rentals, others housing local residents. The estate which dates back to the 1600's has ample grounds and mature...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Teverina
    10 Bedrooms, 2 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent country house is perfect for a family reunion or a group trip as it has 14 bedrooms. The complex has a large garden with a private swimming pool (12x6 m. Deep from 1.20 to 2.00 m), garden furniture, sunbeds and umbrellas. The main villa is divided in 2 floors and has a total of 10...
    View all property information
    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 10 Bedrooms, 2 Bathrooms, Sleeps 20
    Make Enquiry
    Pieve di Chio
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Four Bedroom Detached Villa Castiglion Fiorentino Villathis property is a gorgeous stone country house in a panoramic position with lovely views over the valley with the Tuscan town of Castiglion Fiorentino visible beyond. Surrounded by hills dotted with silvery olive groves,...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Camucia
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Balcony
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an idyllic 400 year old, 4 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. The gardens are well established and extremely pretty and guests enjoy use of...
    View all property information
    Location Information
    52044, Camucia, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Enquiry
    Villa Ivana 181 / 78
    (1)Excellent
    Montalla
    9 Bedrooms, 13 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2017
    Wow!The entire family spent the entire week in this Villa and enjoyed every minute of it. We were total of 15 people of all ages and everyone just loved it.The villa is very...
    See all reviews
    About this property
    RECEPTIVE STRUCTURE. The imposing shape of Villa Ivana is seen at the end of a tree-lined drive, set in a quiet centuries-old park and framed by the gentle landscape of the green hills of Cortona. An historic residence dating back to 1600, it has become, thanks to recent restoration, a prestigious...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 9 Bedrooms, 13 Bathrooms, Sleeps 18
    Make Enquiry
    Montalla
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Villa Fabi is a delightful little farmhouse built entirely of local stone and situated in the beautiful Tuscan countryside not far from Cortona. The interior has terracotta tiled floors and tiled ceilings with exposed beams. The house is simply furnished but with attention to...
    View all property information
    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Pierle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Mountain Views
    • Patio
    • Parking
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE HAMLET Cortona Village Heights (aka Borgo di Vagli) is a beautifully restored 14th century Tuscan Hamlet, nestled in the Pierle Valley overlooking 1,000-year-old Pierle Castle. Located 20 minutes from the town of Cortona and Lake Trasimeno, this self-contained Hamlet is set on 12 hectares of...
    View all property information
    Location Information
    52044, Pierle, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Pergo
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Pergo is an ancient charming country villa dating back to the year 1640 and belonging to a olive oil producer. It is a large and spacious property and thanks to its thick walls it offers a good shelter from summer hot sun rays. The villa has been recently restored (in June 2017) preserving...
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Enquiry
    Pergo
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the rolling hills surrounding the ancient Etruscan town of Cortona, situated in a scenic elevated (300 m above sea level) position from which you can enjoy spectacular views, stands Villa Gelsomino, the ideal place to spend a holiday in contact with nature in a landscape of rare beauty....
    View all property information
    Location Information
    52044, Pergo, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    San Pietro a Cegliolo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Private Garden
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a beautiful hillside location with views of Cortona, La Noce is a small stone farmhouse with a peculiar profile and a charming soul. ... 'I deeply love my house, it speaks of myself, of my life and of my habits, I would like to consider the tenants as my personal guests, friends whom I wish to...
    View all property information
    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Pieve di Chio
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Air Conditioning
    • Grill
    • Parking
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Giaggiolo estate consists of a cluster of houses, once an ancient Tuscan hamlet, completely restored to now form apartments and two independent cottages, some of which are holiday rentals, others housing local residents. The estate which dates back to the 1600's has ample grounds and mature...
    View all property information
    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Pierle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Parking
    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE HAMLET Cortona Village Heights (aka Borgo di Vagli) is a beautifully restored 14th century Tuscan Hamlet, nestled in the Pierle Valley overlooking 1,000-year-old Pierle Castle. Located 20 minutes from the town of Cortona and Lake Trasimeno, this self-contained Hamlet is set on 12 hectares of...
    View all property information
    Location Information
    52044, Pierle, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1
    List your property
    Owner log in