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 and Villas in Cortona, 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
    $225 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Cortona are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 16
    5 of 5 stars (23) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 12
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    1 / 24
    5 of 5 stars (10) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor...
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Get above and beyond the rat race in our cottage-style retreat! Here we offer self catering holidays in spacious, well presented accommodation that spans two levels of our secluded farm cottage, with its beautifully landscaped pool, located in tranquil hills 12 km (plus 2 km white road) above... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 25, 2015
    Breathtaking views, authentic Tuscan villa that dreams are made of. Kate and Andrew are the most gracious of hosts, hands on when needed and always happy to help out. I feel like...
    5 of 5 stars Reviewed July 13, 2015
    Stayed for a week in mid-June, and had a wonderful time. Cottage is as described (probably nicer inside than the photos imply) with all amenities you need (wifi a bit slow and no...
    See all reviews
    1 / 18
    Mercatale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Washer
    • Terrace
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    The house of the Knight, is owned by Marco and Barbara, Barbara's family built it over 200 years ago and have lived here up until recently. It is a lovely Traditional Tuscan family house with original features everywhere but tastefully modernised with everything a party/family of 6 will need to... View all property information
    Location Information
    52044, Mercatale, Cortona
    1 / 29
    Pietraia
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful recall to the Arte Povera, give... View all property information
    Location Information
    52044, Pietraia, Cortona
    1 / 84
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool...
    • Grill
    • Mountain Views
    • Washer
    • Balcony
    • Secure Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 single bedroom (the latter is on a... View all property information
    Location Information
    06010, Montecchio, Cortona
    1 / 13
    5 of 5 stars (7) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Parking
    • Wi-Fi
    • Mountain Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The Perfect Tuscany VacationThis beautiful penthouse apartment of approximately 55 m2 (600 sq.ft.) has classic Italian beamed ceilings, a wood burning fireplace for cozy winter nights, and unforgettable Tuscan views that everyone dreams of. The completely renovated and decorated separate living... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed July 22, 2016
    The location is wonderful, being in the heart of the town and within easy reach of all the sites, shops and restaurants. It has been beautifully and tastefully renovated and...
    5 of 5 stars Reviewed May 27, 2016
    The apartment was exceptionally clean, well equipped, and very comfortable. We couldn't have asked for more. We were a bit nervous to be taking an overseas trip with a big...
    See all reviews
    1 / 20
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed May 24, 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
    4 of 5 stars Reviewed October 13, 2015
    We loved our stay. The flat was really nice, but the shower was over a tiny bath - be careful not to slip over. Samantha was very prompt with communication before and during our...
    See all reviews
    1 / 81
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Housekeeping...
    • Balcony
    • Patio
    • Washer
    • Grill
    • Terrace
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with every different colour of wild... View all property information
    Location Information
    06010, Montecchio, Cortona
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    1 / 16
    Pietraia
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Come and stay at this tastfully modernised farmhouse and treat it as your own little piece of Tuscany. Enjoy the spacious and well set out 4 bedroom house comprising of an L shaped open plan living dining room, 2 double rooms 1 double/twin room depending on requirements and one single, a cot and... View all property information
    Location Information
    52044, Pietraia, Cortona
    1 / 33
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 19, 2014
    We had a relaxing and fabulous holiday staying at this villa. It is perched on a hillside with the most beautiful views of the valley and Lake Trasimeno day and night when the...
    5 of 5 stars Reviewed August 17, 2014
    Perfect villa for a family holiday Excellent air con available in all the rooms Good wifi access Close to Cortona by car 10 min
    See all reviews
    1 / 25
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Niccone where there are shops,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed February 5, 2016
    this is a great place. lots for children to do around the pool and the BBQ and the table tennis. We preferred exploring perugia and cortona, wine tours and olive oil tasting. At...
    5 of 5 stars Reviewed May 31, 2014
    I would like to start this review by saying Casa Gorgacce was exactly what we were looking for in a Tuscany farm villa. We loved it. This place puts you in the middle of the...
    See all reviews
    1 / 14
    5 of 5 stars (5) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Shared Yard
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 days ago
    Friendly, unique, renovated medieval village in the hills above Perli Castle Feels like family Traditional buildings renovated to a high standard Wildlife abounds Amazing views...
    5 of 5 stars Reviewed September 26, 2014
    Great staff, Pizza night to die for. Steffania makes you feel like famiilia. Just a great place to start every morning for exploring the real Tuscany. If you enjoy auto touring...
    See all reviews
    1 / 28
    Mercatale
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Set in 2 acres of private olive grove,in the hills above the Niccone valley the house has been restored to a high standard and with larger than normal windows the whole living area is light and airy. There is good access to famous cities in both Tuscany and Umbria,; the nearest village is a 10... View all property information
    Location Information
    06060, Mercatale, Cortona
    1 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The apartment Girasole is situated on the ground floor and it has a separate entrance. It consists of: a living room, a kitchen, two bedrooms, two bathrooms with shower and independent heating.<BR>Apartment cleaning, detergents and waste:<BR>We use non-toxic cleaning products and with clear... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 30
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona.... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 5, 2015
    Very comfortable stay for 4 adults. Beautiful views. Very well equipped. My luggage was list and the owner and manager were very helpful in arranging delivery. Always prompt...
    See all reviews
    1 / 83
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Air Conditioning
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 22, 2015
    This was the highlight of our 2 week trip through Italy. We stayed in the Glicine cottage with our 2 year old for 5 nights and were so impressed with the authentic yet modern...
    See all reviews
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Private Outdoor...
    • Balcony
    • Mountain Views
    • Grill
    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in a true oasis of peace and tranquillity, Villa Margherita Tre is a sweet indipendent villa with private pool offering breathtaking views over the hills surrounding the sought after town of Cortona as well as unbeatable value for money. With 2 bedrooms, 2 bathrooms and carefully furnished... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Private Yard
    • Grill
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    00100, Cortona, Province of Arezzo
    Get the List
    1 / 12
    5 of 5 stars (2) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Yard
    • Central Heating
    • Washer
    • Parking
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 14, 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2 minutes...
    5 of 5 stars Reviewed August 20, 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
    See all reviews
    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Patio
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 42
    4.5 of 5 stars (3) Very good
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Private Yard
    • Shared Outdoor Pool...
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.<BR>W own same of the nicest accommodation in the traditional country stile in the... View all property information
    Location Information
    52044, Montalla, Cortona
    5 of 5 stars Reviewed 1 week ago
    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...
    5 of 5 stars Reviewed 2 weeks ago
    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
    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Patio
    • Central Heating
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Capezzine is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the "scenic road" that... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 53
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Grill
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. Master bedroom with a big mirror closet, fireplace, stunning view of the valley from the window and access to private terrace. The other bedroom has a closet and a nice private bathroom... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 27, 2015
    We loved our time in this Cortona apartment. Everything was new and so well planned. We had 2 full bathrooms, a beautiful kitchen and the terrace was such a treat. The owners are...
    See all reviews
    1 / 10
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Washer
    • Central Heating
    • Parking
    • Porch
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 23, 2015
    This apartment was charming, clean, very comfortable, and really like a second home. The owner lives upstairs and with his perfect English helped us to immediately orient...
    5 of 5 stars Reviewed June 1, 2015
    Just had a lovely week at Pat House in Cortona. Location is great being just on the fringe of Cortona but only a 10 min walk to bars and 15 mins to the square. Very peaceful...
    See all reviews
    1 / 14
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Central Heating
    • Grill
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Villa Capezzine is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the "scenic road" that... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 7, 2016
    We stayed at Villa Capezzine from June 17 - June 22, 2016. It is a beautifully rustic location in the foothills of Cortona in Tuscany. The villa is an old tobacco drying house...
    See all reviews
    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Parking
    • DVD Player
    • Grill
    • Balcony
    • Shared Outdoor Pool...
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared "Historical Monument" Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 2, 2014
    We are a family of 4, husband & wife, and two daughters age 23 & 18. Really nice house, with great location for day trips to all the Tuscany area towns to see. Extremely nice...
    See all reviews
    1 / 32
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa which has all these features... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 31, 2015
    Villa Rosa is one of the nicest places we have ever stayed. Cortona is a lovely town and there are lots of little days out to be had around there if you hire a car. Every...
    5 of 5 stars Reviewed August 16, 2015
    The villa is exactly as shown in the pictures on the website and is tastefully decorated and very well equipped. The gardens and pool area are beautifully maintained and the...
    See all reviews
    1 / 17
    5 of 5 stars (13) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Amenities & Details
    • Shared Yard
    • Grill
    • Outdoor Dining Area
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Very pacefull 2 bedroom apartment, Located in a portion of Toscany Country Villa,near to Cortona, in the middle of Toscana's country. Close to main railways station (5km),and to main highway (3Km), it is a wondrfull place where you can stay if you have planned to visit Toscana: Firenze (1 hour far... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed September 3, 2012
    My husband and I stayed for a week in July. We had just done a whirlwind trip through other parts of Europe so it was great to have somewhere to finally stop and breathe for a...
    5 of 5 stars Reviewed August 24, 2011
    I stayed at this place for three weeks in July, one of those weeks with a friend. Althought the place is only about 15 minutes from the train station by car, Lorenzo,the owner...
    See all reviews
    1 / 23
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool...
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 38
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor...
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 3 weeks ago
    We just returned from a week staying at amazing Villa Rosa. This property is impeccably maintained and has beautiful garden terraces with stunning vista views. My husband and I...
    5 of 5 stars Reviewed June 10, 2015
    We were lucky enough to share Villa Rosa for 11 nights with friends who are friends of the owner, Christine. What a little piece of heaven. The villa is beautifully appointed and...
    See all reviews
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    is a simple but charming 3 bedroom farmhouse sleeping up to 9 people. Outside guests enjoy a private garden and private swimming pool (open from mid May to the end of September each year). Inside it is furnished simply but tastefully in a traditional Tuscan style. It is a wonderful setting for a... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 59
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos for your enjoyment. The... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    4 of 5 stars Reviewed December 2, 2014
    Nina and Peter were great. We went to see how olives are pressed and made into oil and it was a good learning experience.
    See all reviews
    1 / 21
    Teverina
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Wi-Fi
    • Patio
    • Central Heating
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Casa Peschino sits on the lower slopes of a quiet side valley, with stunning and extensive views over the green countryside of woods, vineyards, olive groves and farmland. It is reached by a short track through fields of sunflowers, wild flowers, maize and tobacco plants.<BR><BR>The large house has... View all property information
    Location Information
    52040, Teverina, Cortona
    1 / 23
    5 of 5 stars (15) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    An perfect setting for a sight seeing holiday, with all home comforts , our medieval 3-storey home lies at the historic heart of walled Cortona, with its gourmet restaurants and pavement cafes. An Etruscan hill town, profiled against rolling oak and olive clad hills, and where Frances Mayes wrote... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed November 5, 2015
    What an ideal holiday home! The townhouse is clean, comfortable and fully equipped. It is located in the heart of Cortona, convenient to everything. Kate and Andrew are great...
    5 of 5 stars Reviewed October 21, 2015
    My husband and I, along with my sister and her husband spent a week in this home in early October. The house is quite lovely and it is right in the center of Cortona so close to...
    See all reviews
    1 / 20
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Balcony
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 52
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Balcony
    • Wi-Fi
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed January 23, 2016
    This well-located apartment in the center of Cortona offers Old World charm with modern comfort and convenience. The interior is imaginatively and artistically decorated. Of...
    See all reviews
    1 / 33
    5 of 5 stars (27) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • DVD Player
    • Balcony
    • Mountain Views
    • Central Heating
    • Terrace
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room with a convertible sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with dish washer, breakfast table and the same beautiful view as the living room.... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 22, 2016
    We just drove down from Cortona to Rome after spending two weeks in this apartment. Put simply, this apartment is wonderful. The view from the living room is as advertised...
    4 of 5 stars Reviewed July 13, 2016
    This is a fairly spacious apartment which is nicely decorated. It is just outside the walls of Cortona on the main road that runs around the town. Parking is available over the...
    See all reviews
    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    • Mountain Views
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    <BR>An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets, attend open air concerts... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 29, 2016
    A very lovely place to stay. The owners were warm, welcoming and helpful. The property itself is very large and perfectly maintained. Not a crack in the walls. Not a weed to...
    See all reviews
    1 / 55
    5 of 5 stars (8) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 19, 2015
    We loved our week in this beautiful farmhouse retreat in Tuscany. Perched amongst the vineyards, olive trees and rolling hills of the countryside, we were made to feel completely...
    5 of 5 stars Reviewed September 10, 2015
    La Lombarda, is a delightful farmhouse, set in a quiet and peaceful rural area. We wanted to retreat from the world and were able to do this here. The local area is stunning, and...
    See all reviews
    1 / 18
    5 of 5 stars (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 4, 2016
    This little Cortona apartment was just as expected. Beautifully appointed with everything you needed for an easy stay. We loved Stefanie's touch with her lovely hand painted tiles...
    5 of 5 stars Reviewed April 29, 2016
    The apartment was as spotlessly clean and well put together as any place we have stayed. Everything was of very good quality and everything worked which is not easy to find in a...
    See all reviews
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining room. A wooden staircase takes... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 4 weeks ago
    The views from the property are phenomenal as you can see for 20 miles. The swimming is like an infinity pool as you are constantly stare at the Chiana Hills and beyond. We made...
    See all reviews
    1 / 52
    5 of 5 stars (32) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Private Outdoor...
    • Shared Yard
    • Internet Access
    • Grill
    • Parking
    • Mountain Views
    • Outdoor Dining Area
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in the heart of the beautiful Val di Chiana, minutes from the picturesque hilltop town of Cortona, is "Casa bel Posto", a tranquil and charming Tuscan farmhouse conveniently located in southern Tuscany. Casa bel Posto boasts the perfect Tuscan getaway with the best of both worlds; located... View all property information
    Location Information
    92044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 27, 2015
    Our hosts Tania and Keith, were from day 1 extremely informative, kind, helpful and great fun. Keith's olive oil tasting demonstration is a must! The house was clean, tidy and...
    5 of 5 stars Reviewed August 26, 2015
    Without doubt this was one of the best holidays we've had. From the moment we were greeted by Keith and Tania with a glass of Prosecco and the warmest welcome, until the very end...
    See all reviews
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Inquire for rates
    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A lovely home from Home in Tuscany with Private Pool with amazing views A relaxed and comfortable vacation home in the heart of the Tuscan countryside.<BR><BR>Just outside the enchanting town of Castiglion Fiorentino near Cortona, Arezzo, Florence, Siena and Perugia is Casa Danielle. The house is... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 88
    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
    • Shared Outdoor Pool...
    • Mountain Views
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed August 29, 2015
    We spent a wonderful week. The apartment is new and very comfortable, decorated with great taste and has a private terrace. The garden and the pool area are very pleasant with...
    See all reviews
    1 / 42
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Grill
    • Wi-Fi
    • Central Heating
    • Balcony
    • Terrace
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a very characteristic "Tuscan Studio" with kitchen, bathroom, queen canopy bed and sofa bed, all in a very large and charming room with fireplace.<BR>Cheap but still with a lot of character and warmth, walking distance to the town center.<BR>I have many memories here: once it was my... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed November 22, 2015
    I was very comfortable and happy living in this charming home for 3 weeks. It met all my expectations and was equipped with everything needed to live in and enjoy the town of...
    See all reviews
    1 / 13
    5 of 5 stars (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed 2 weeks ago
    We had a lovely welcome from Luca and his family including an excellent home made tart. The house was spacious with terracotta tiled floor and beamed ceilings. It was obvious it...
    5 of 5 stars Reviewed May 3, 2016
    Well appointed and furnished Cortona apartment, on 2 levels! TWO bathrooms, which is a big luxury. The kitchen is lovely, and has tons of equipment, dishes, etc. can sleep up to...
    See all reviews
    1 / 26
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Balcony
    • Central Heating
    • Private Yard
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Among the Etruscan city of Cortona's hils Casa La Bozza will give you the opportunity of relax and enjoy the tranquillity of the country but also to reach quickly the most interesting city of central italy, Tuscany and Umbria. The house is original of 1600 and has been renovated with maximum... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 16, 2014
    The Villa was built about 1500 and has been modernized but maintains its charm & authenticity. Michele, our host, was most helpful in arranging events, tickets & travel plans...
    See all reviews
    1 / 46
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 24, 2016
    Stayed for 5 nights of a week rental while passing through Tuscany. The apartment was great, the owners were very attentive and helped with many needs and the pool was more than...
    See all reviews