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
    $226 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travelers to Cortona are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 18
    Mercatale
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    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 / 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 / 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 / 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
    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 / 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 / 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 / 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 / 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
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    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
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Private Outdoor...
    • Central Heating
    • Washer
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. Whilst enjoying complete... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 14, 2015
    Really loved this place. Beautiful countryside, quiet & private. The house & grounds were stunning and so wonderfully comfortable too. The landscaping with rosemary, lavender...
    5 of 5 stars Reviewed June 28, 2015
    The Villa looks great and it's located uphill in privacy with great views around. Everything was ready and clean, instructions were helpful. Pool area is excellent for lazy days...
    See all reviews
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Yard
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.<BR>Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating experience, full of good... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    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 / 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 / 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 / 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 / 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
    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
    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 / 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
    Get the List
    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 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    • Balcony
    • Grill
    • Satellite TV
    • Central Heating
    • Patio
    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
    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 / 44
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Central Heating
    • 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
    52040, Cortona, Province of Arezzo
    4 of 5 stars Reviewed July 1, 2016
    Peter and Nina are pleasant, helpful and kind, which ensures a warm welcome. The property is beautiful, situated in a quiet spot with lovely views at the back towards...
    4 of 5 stars Reviewed June 18, 2016
    The apartment was well set up and it was great to have a good range of food basics as well as a delightful welcome pack of food and drink. We enjoyed the small private garden and...
    See all reviews
    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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 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 / 89
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Patio
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 19, 2016
    Me and my now Fiancè as we got engaged at La Fiorita!!.... Had a fabulous 4 night stay here. It was my first time in Italy and I loved it. It was clean, the views from our patio...
    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 / 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 / 27
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    • Private Outdoor...
    • Wi-Fi
    • Central Heating
    • Washer
    • Mountain Views
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A qulaity and ccharming villa for friends or family looking for a special place to stay in Tuscany. "This is certainly a place to enjoy an authentic Tuscan experience". Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed December 22, 2014
    Idylic and charming: This is what we had imagined the countryside of Tuscany would be like. And so, a dream come true! The house is big with its own pool and olive groves above...
    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 6 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 / 34
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 55
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Patio
    • Central Heating
    • Shared Yard
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The apartment consists of living room with a convertible sofa-bed, kitchen, bathroom with shower, bidet, sink and toilette connected to a separate room with washer machine. Bedroom with queen size bed and wardrobe/closet. <BR>The house has been completely renovated in 2011, taking care of any... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Grill
    • Shared Yard
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.<BR>Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating experience, full of good... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 stars (35) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Patio
    • Housekeeping...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 6, 2016
    We all had a fantastic time at " il Villino di Cortona ". Michele was the most charming host, paying the greatest attention to details, it was like staying in a top class hotel...
    5 of 5 stars Reviewed August 31, 2015
    We visited Il Villino di Cortona in August 2013 and couldn't wait to return to the house and the area. We stayed again for 2 weeks in August 2015 and the villa was just the same...
    See all reviews
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Dopo il positivo riscontro per le Mura Etrusche, Gian Luca e Lucia hanno il piacere di proporvi una nuova struttura, Etrusca.<BR>La casa, situata nel centro storico di Cortona, lungo Via Nazionale detta "Ruga <BR>Piana", strada principale, che unisce Piazza della Repubblica e Piazza... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 19, 2014
    In the heart of the old city, the apartment is in the perfect location on the Via Nazionale between Piazza Garibaldi and Piazza Della Repubblica. Lucia is a wonderful and...
    See all reviews
    1 / 15
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveler has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    "Luna" Apartment for 2 person, compose by one bedroom + kitchen + 1 bathroom with shower. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery. Palazzo Quintani, Is an historical construction of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 54
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Balcony
    • Private Outdoor...
    • Washer
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Villa immersa nella natura a pochi chilometri da Cortona e dalle città turistiche più famose della Toscana Panorama mozzafiato sulla valdichiana da cui godere splendidi tramonti. Disposta su tre livelli con due terrazze ,tavolo per pranzare all'aperto. Giardino , piscina privata (4x8) con... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    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 / 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 / 16
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room kitchen, huge bedromm and... View all property information
    Location Information
    53100, Cortona, Province of Arezzo