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.

Holiday Rentals in Cortona, Italy

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 659 Rentals in Cortona
loading...
Sort by
From
$300
Per Night
View Details
1 / 17
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (2) Make Enquiry
From
$97
Per Night
View Details
1 / 24
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry
From
$405
Per Night
View Details
1 / 15
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 9
Details Reviews (5) Make Enquiry
From
$3,739
Per Week
View Details
1 / 24
6 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (3) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Piacere, also know as Napoleon's villa as the great Emperor reputedly stayed here on his way to crown his brother King of Italians.... That aside, the Villa is a lovely home for friends and families looking for an authentic, private and spacious home in Tuscany. The villa is set along a... View all property information
Make Enquiry
5 of 5 stars Reviewed 29 September 2014
My family and I recently stayed at Villa Placere, and it is truly a spectacular place. Its setting, overlooking the valley below and the green hills of Tuscany above, could not...
5 of 5 stars Reviewed 22 May 2013
House that has been lovingly restored by the owners. Great outdoor space for entertainment and just to chill out with one's family. The caretaker family was very helpful. The main...
See all reviews
From
$123
Per Night
View Details
1 / 24
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (18) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
The house, made by stones, consists of living room with a converteble sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with breakfast cristal table and the same view of the living room plus pantry with washing machine. Bathroom with shower, bidet, sink and toilette,... View all property information
Make Enquiry
5 of 5 stars Reviewed 9 December 2014
My husband and I toured around Tuscany and spent 5 days in Cortona in this apartment. It was already quite cold in Cortona at this time of the year and we found comfort and...
5 of 5 stars Reviewed 28 September 2014
Everything about this apartment was wonderful. From the welcome I received when I was picked up at the train station and to any contact or questions I needed answered with the...
See all reviews
From
$1,051
Per Week
View Details
1 / 21
Payment Protection
3 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
A beautiful and confortable tipycal Cortona country house. This nice accomodation is situated at 5 minutes by car far from the town of Cortona exactly at Torreone side. Torreone is the upper side of Cortona, is the mountain side and this house is situated in the woods. From the windows of the upper... View all property information
Make Enquiry
From
$704
Per Night
View Details
1 / 23
14 Bedrooms, 9 Bathrooms, Sleeps 30
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Garden
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This exclusive villa that dominates a huge landed property offers magnificent views of the surrounding countryside, and is situated on the gentle rolling hills of the Tuscan/Umbrian border between Montepulciano, Cortona and Lake Trasimeno. This is a central location of southern Tuscany; Siena is... View all property information
Make Enquiry
From
$33
Per Night
View Details
1 / 16
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Rasina is situated in a stunning position at 500m of altitude over the Tuscan hills of Cortona, which give the house a fantastic and unique panoramic view. Rasina house is an ancient rural house that has been recently restored strictly using traditional materials, in accordance with the typical... View all property information
Make Enquiry
5 of 5 stars Reviewed 2 December 2014
This villa is so much more than the pictures lead you to believe. It's a pain to get to but I think that just adds to the charm. The views from the villa are fantastic and as you...
See all reviews
From
$195
Per Night
View Details
1 / 21
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming 1 bedroom ground floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double bedroom and a bath room. The suite is fully furnished in an authentic... View all property information
Make Enquiry
From
$96
Per Night
View Details
1 / 16
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (8) Make Enquiry
Amenities & Details
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The 500 years old stone built house, listed by the Italian Fine Arts Ministry, is situated at the end of a private road. It enjoys a 360 degree panorama of unspoiled hills,and dominates a valley of olive-groves. The guest apartment offers everything you need for your comfort, and consists of a... View all property information
Make Enquiry
5 of 5 stars Reviewed 4 January 2014
I came to Cortona several years ago and loved “La Torre Dei Venti” for it's beauty and peace in the middle of Tuscan olive groves and views of the countryside beyond...
4 of 5 stars Reviewed 17 August 2013
The house feels like it is in the middle of nowhere and is peaceful, relaxing and charmingly Italian. Much to our delight the beautiful town of Cortona was within easy walking...
See all reviews
Get the List
From
$576
Per Night
View Details
1 / 26
7 Bedrooms, 5 Bathrooms, Sleeps 15
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Garden
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering at the same time absolute privacy and quietness.... View all property information
Make Enquiry
From
$841
Per Week
View Details
1 / 8
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Two Bedroom Ground Floor Apartment Cortona Terracotta is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower... View all property information
Make Enquiry
From
$2,526
Per Week
View Details
1 / 40
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RECEPTIVE STRUCTURE. Casale Cinque Valli is immersed in the beautiful Tuscany landscape near Cortona, delightful medieval town at the Tuscan- Umbria border. Thanks to its breathtaking landscape this house is the ideal place for those who want to enjoy the silence and nature. Internally the house... View all property information
Make Enquiry
5 of 5 stars Reviewed 11 July 2014
Everything was excellent. Thee villa is a wonderful place to stay in, the garden is lovely, the pool is perfect and the views......outstanding. Book through Emma Villas.....the...
See all reviews
From
$2,245
Per Week
View Details
1 / 32
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
PRIVATE STRUCTURE. La Loggetta is a little typical Tuscan stone house which dates from 1700’s. The renovation has been totally overseen by the owners themselves, two young architects, active supporters of the modern eco-friendly architecture. During the renovation the owners had reused many... View all property information
Make Enquiry
Enquire for rates
1 / 7
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
nice apartment made of hall with sofa bed, kitchen with dishwasher micro wave and electric oven, washing machine, one bed-room and bathroom with shower and air conditioning system. The apartment is part of an ancient court yard among Tuscany's hills. The property includes swimming pool and tanning... View all property information
Make Enquiry
From
$763
Per Night
View Details
1 / 25
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (26) Make Enquiry
Amenities & Details
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A dignified and spacious farmhouse located in a spectacular, private and tranquil hillside setting just 4 minutes drive from the walls of Cortona. The property includes 15 acres of terraced olive groves while the famous little town itself, with its shops, restaurants and open air market can be... View all property information
Make Enquiry
5 of 5 stars Reviewed 5 September 2013
We spent a long time looking for a special place to to share a holiday with family and friends from age 16 to 60 something, La Certosa offered a fantastic house whilst still...
5 of 5 stars Reviewed 15 July 2013
After spending a week in La Certosa in 2011, we could not wait to come back. This time, our extended family enjoyed the villa. The terrace, the fireflies, Brunello, pecorino de...
See all reviews
From
$2,305
Per Week
View Details
1 / 19
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The town of Cortona is one of Tuscany’s jewels, and you can have your own slice of the Tuscan sun at this farmhouse that’s located near the town center. Walk to a café for a morning espresso, or stroll to a market to buy fresh ingredients to prepare an Italian meal to be enjoyed on the patio of... View all property information
Make Enquiry
From
$1,498
Per Week
View Details
1 / 21
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A truly special home in Cortona. Why have so many people fallen in love with the charm of Cortona? Although the central area of this lovely and ancient city is well known to many, there remains the secret and ever-so-charming quarter where this hidden gem will inspire and charm you rather like... View all property information
Make Enquiry
5 of 5 stars Reviewed 16 August 2013
While Cortona has its share of foreign visitors it always feels a very Italian town, the is always something going on with pleasant restaurants and bars and lovely views from its...
See all reviews
From
$376
Per Night
View Details
1 / 19
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (12) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Ping Pong Table
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Borgo Valecchie is an ancient Tuscan property. in all rooms there are affreschi from the 17th century, since the owner of the place,was the lord of these lands. It is three storeys high and it has a beautiful view over the garden, the swimming pool and the nearby valley. On the ground floor you can... View all property information
Make Enquiry
5 of 5 stars Reviewed 28 September 2013
Peaceful and quiet environment inside one of the most beautiful parts of Italy - Tuscany. Everyone who loves Tuscany's architecture, nature and environment should visit it as it...
5 of 5 stars Reviewed 24 September 2013
My stay was amazing here in Cortona, beautiful scenery and an incredible town to experience the Italian culture. Our stay here was comfortable and luxurious. I couldn't have asked...
See all reviews
From
$109
Per Night
View Details
1 / 24
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana. In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and Spoleto.... View all property information
Make Enquiry
From
$90
Per Night
View Details
1 / 23
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 14
Booking
Details Reviews (5) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Safe
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Agriturismo Villa Giarradea is a magnificent mansion builded at the end of 600. Completely renovated keeping the original external appearance (the villa is protected by the 'Italian fine arts'), the structure is immersed in the green countryside of Cortona. Giarradea Villa has a large park,... View all property information
Make Enquiry
5 of 5 stars Reviewed 4 November 2014
Una magnifica villa costruita alla fine del 600, abbracciata da un parco verde, incantevole, un luogo magico. Appartamenti finemente ristrutturati con dovizia e gusto, immersi nel...
5 of 5 stars Reviewed 4 July 2014
Camera graziosa e traquilla situata all'interno di una splendida struttura del 600 immersa nel verde. Il proprietario è stato molto gentile e disponibile, un posto dove tornare...
See all reviews
From
$451
Per Night
View Details
1 / 24
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 16
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
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
Make Enquiry
4 of 5 stars Reviewed 1 September 2014
The house can in fact be viewed as three separate apartments each with it's own amenities. This gives great flexibility for people to have some quiet time, whether you're...
5 of 5 stars Reviewed 29 August 2014
This place is incredible. The pool is icing on a delicious cake of relaxation. Be sure to have a car with GPS and set up a place to meet the host before leaving. This place is...
See all reviews
From
$68
Per Night
View Details
1 / 9
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
The house takes its name from the bridge which gives access to the premises(il ponticello means, in fact,little bridge). The house is located in village Torreone, in the town of Cortona, which is only 2 km far, that can also be walked on foot. It's in the green,on a hill, from its windows one can... View all property information
Make Enquiry
5 of 5 stars Reviewed 25 October 2012
La casa e meravigliosa, fornita di tutti i confort e ben posizionata in mezzo al verde. Silenziosa e comoda. La proprietà e' disponibile e gentile. Tutto ha funzionato...
See all reviews
From
$150
Per Night
View Details
1 / 20
Payment Protection
13 Bedrooms, 26 Bathrooms, Sleeps 30
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
La Mucchia casa vacanze is divided in 9 suites on 3 story farmhouse. Suite # 1 Sleeps: 4+1 - (112Mq - 1,206 sq. Ft) This two story apartment farmhouse Tuscany, consists of a grand entrance way leading into the dining area. Beyond the dining area is a fully equipped kitchen with exit to a... View all property information
Make Enquiry
5 of 5 stars Reviewed 26 July 2013
we were lucky to book the Mucchia casa vacanze in Cortona and Gargonza near Arenzo - both places were so spacial and wellcome that we had dificult time to say goodbye...
See all reviews
Enquire for rates
1 / 13
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
We restored this house 25 years ago. Is a lovely and peaceful house to stay in contact with the nature. You also have at close distance so many places to visit, the Trasimeno lake, Florence, Perugia, Pienza, Montefiascone, Città della Pieve, Gubbio, Assisi, Siena (one day visits). You may rent... View all property information
Make Enquiry
From
$6,065
Per Week
View Details
1 / 33
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (7) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
What a great holiday villa in Tuscany this is for a group of friends who love scenic walks and the ability to walk right into the town of Cortona! When you and your large group of family and friends want a firsthand look at Tuscany, try taking a leisurely stroll away from this villa through the... View all property information
Make Enquiry
From
$34
Per Night
View Details
1 / 15
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena house is the ideal place to fully relax in a luxuriant nature, away from the chaos and crowding, but still being a few minutes away from the artistic treasures of Cortona and the... View all property information
Make Enquiry
5 of 5 stars Reviewed 7 December 2012
Quite simply THE most amazing villa. We stayed at Molbena (as a group of six adults) for two weeks in mid September 2012 & cannot recommend this property highly enough. The...
See all reviews
From
$1,807
Per Week
View Details
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The cottage is immersed in the splendid countryside with breathtaking views all around. It is surrounded by the lovelyundulating hills covered with sunflowers, olive groves and cypresses, you will find yourself totally immersed in an enchanted atmosphere frozen in time. Poggiobello is the ideal... View all property information
Make Enquiry
5 of 5 stars Reviewed 31 January 2013
Everything you could want from a holiday home in Tuscany. Very clean accommodation. Plenty of kitchen accessories. Air conditioning. Clean pool. Great food prepared by the owner...
5 of 5 stars Reviewed 28 January 2013
- in this house own car is mandatory - I recommend warmly to use the possibility to order dinners from Simonetta - location was perfect to make visits to different interesting...
See all reviews
From
$150
Per Night
View Details
1 / 9
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry
Amenities & Details
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Appartamento del Borgo is situated in the centre of the Etruscan hilltop town of Cortona, near Piazza Garibaldi which is one of the main points of entry to the town. Public parking is just 50 meters away but guests can stop right outside the front door for loading and unloading luggage. The... View all property information
Make Enquiry
5 of 5 stars Reviewed 31 October 2014
Apartmento del Borgo has it all. It's convenient to town and parking. It's comfortable and spacious. Enough said? Not quite because the Italian hostess (Lilliana) and her...
5 of 5 stars Reviewed 17 October 2014
My husband and I celebrated our 10 year wedding anniversary this past summer. We decided to take a special vacation to Cortona! I have been to Italy in the past and stayed in...
See all reviews
From
$330
Per Night
View Details
1 / 11
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!” This is a beautiful three bedroom stone... View all property information
Make Enquiry
From
$128
Per Night
View Details
1 / 41
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
In the heart of the beautiful city of Cortona, an ancient Etruscan town, you will find Casa Mia. The house is small and cozy, ideal for romantic and classy, right in the historic center of the most beloved Tuscany. Casa Mia is special, it is a nest where you can find peace, relaxation, culture... View all property information
Make Enquiry
5 of 5 stars Reviewed 13 November 2014
Presentare Cortona, luogo dove è situata la struttura di cui parlo, sarebbe riduttivo ed inutile in quanto è conosciuta in tutto il mondo ed apprezzata per la bellezza del luogo...
See all reviews
From
$2,676
Per Week
View Details
1 / 19
Mercatale
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Hot Tub
  • Private Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Secluded among a cluster of green trees, plants, and flowers, you and your guests will have your own pleasant hideaway at this villa rental in Tuscany. Complete with a private swimming pool and Jacuzzi, this self-catering accommodation is perfect for a large family looking for solitude at the same... View all property information
Make Enquiry
From
$580
Per Night
View Details
1 / 23
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (14) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Internet Access
  • Mountain Views
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in a beautiful and very peaceful valley of the Cortonese countryside, just 10 mins drive from the lively hilltown, this quaint and atmospheric farmhouse, which has been lovingly restored and tastefully furnished by its Italian-American owners, is cradled in 15 acres of its own olive groves... View all property information
Make Enquiry
From
$140
Per Night
View Details
1 / 24
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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
Make Enquiry
4 of 5 stars Reviewed 3 December 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.
5 of 5 stars Reviewed 7 May 2013
La stufa is a comfortable and well furnished apartment with ample room for two couples to enjoy their stay. The front bedroom has a nice view of Cortona and the rear bedroom looks...
See all reviews
From
$90
Per Night
View Details
1 / 17
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Elegantly furnished apartment in one of the historic houses of Cortona, Palazzo Uccelli, built in the late Seventeenth century. A few meters from the medieval via del Gesù, the Duomo and the city's main square. The apartment has two bedrooms, one with a four poster bed ('letto a baldacchino'), a... View all property information
Make Enquiry
From
$270
Per Night
View Details
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (10) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
An excellent setting for the perfect sight seeing holiday, or the start to your honeymoon, our medieval 3-storey home lies at the historic heart of walled Cortona, with its gourmet restaurants; an Etruscan hill town, profiled against rolling oak and olive clad hills, where Frances Mayes wrote... View all property information
Make Enquiry
5 of 5 stars Reviewed 6 December 2014
Pictures do not show overall comfort, quiet,location and fully equipped. Kate and Andrew are best hosts showing us the property and then tour of town. They had everything well...
5 of 5 stars Reviewed 6 November 2014
My wife and I rented this beautiful and charming three-level townhouse for the month of October, 2014. Any testimonial that we could offer would be filled with similar...
See all reviews
From
$225
Per Night
View Details
1 / 21
Payment Protection
Montalla
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO ONE OF THEM BUT APPLY TO BOTH. PLEASE READ TO HAVE MORE DETAILS OR ASK. Started officially... View all property information
Make Enquiry
5 of 5 stars Reviewed 22 July 2014
June 2014 - This was our second time staying in Casa la Bozza. The house is great, and the garden is amazing. Together with our kids, nearest family and friends we had a very...
2 of 5 stars Reviewed 4 November 2013
While no doubt pleasant in the summer months, we found the house cold, dark and damp while we were there. The owner was able to get the heat working within a couple of days which...
See all reviews
From
$714
Per Week
View Details
1 / 21
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Garden
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Casa Grifone B is a graceful one-story apartment surrounded by meadows and by green hills. It sleeps six people. From Casa Grifone B you will have a fascinating view of the Tuscan countryside. Casa Grifone B is 90 square meters (970 square feet). It features a shared swimming pool, a private patio,... View all property information
Make Enquiry
4 of 5 stars Reviewed 3 July 2012
Very tranquil location with wonderful views to Cortona/Montecchio/Castiglion Fiorentino. Car is necessary but driving is easy in this area and you are within 30 minutes of Lago...
See all reviews
From
$420
Per Night
View Details
1 / 24
Payment Protection
6 Bedrooms, 3 Bathrooms, Sleeps 10
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Ping Pong Table
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in front of the fireplace. From the... View all property information
Make Enquiry
5 of 5 stars Reviewed 24 July 2013
Beautiful location in a silent area with outstanding view. The house and garden is comfortable and well maintained. Well equipped with different amenities and equipment making the...
5 of 5 stars Reviewed 15 July 2013
We stayed at Villa Mandorli for 5 days with friends and had the most wonderful time. The house is full of character and has beautiful grounds. The pool and ping-pong table kept us...
See all reviews
From
$1,209
Per Night
View Details
1 / 20
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Located only 500 metres (5 minutes on foot) from the very heart of Cortona, an ancient Etruscan town, Villa Casale is the ideal location for relaxing and stress-free holidays. Villa Casale, converted from a 17th century farmhouse and tastefully restored, provides guests with the ideal holiday... View all property information
Make Enquiry
From
$427
Per Night
View Details
1 / 22
Payment Protection
7 Bedrooms, 9 Bathrooms, Sleeps 16
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This luxury villa has been recently restored and tastefully customized is on the Tuscan / Umbrian border overlooking the one hand, the Tuscan hills in the direction of Cortona and the other side of Lake Trasimeno. A truly stunning lake view and hills awaits surrounded by colors and scents and... View all property information
Make Enquiry
5 of 5 stars Reviewed 14 June 2013
Stayed here in March while traveling with my best friend. Convenient to everything you want to see in Tuscany and Umbria. The ownwers are warm, kind and helpful. The accomodations...
See all reviews
From
$1,341
Per Week
View Details
1 / 20
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and... View all property information
Make Enquiry
4 of 5 stars Reviewed 21 September 2014
Beautiful rustic house, stunning views, well stocked with all amenities. The house is located at the top of a steep hill so be prepared. The directions provided where so amazing...
5 of 5 stars Reviewed 21 September 2014
Beautiful house, beautiful region and beautiful food and wine, we've just returned from a week's stay and wish it could have been longer. Highly recommend the villa, although a...
See all reviews
From
$68
Per Night
View Details
1 / 10
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 3
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • 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. La casa, situata nel centro storico di Cortona, lungo Via Nazionale detta 'Ruga Piana', strada principale, che unisce Piazza della Repubblica e Piazza Garibaldi, dove... View all property information
Make Enquiry
5 of 5 stars Reviewed 20 July 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
From
$576
Per Night
View Details
1 / 20
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 16
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life. Villa Ruffigano dates back to the 16th century and was the centre of an antique farm on which 30 people worked. Guests can get a taste of the... View all property information
Make Enquiry
5 of 5 stars Reviewed 29 May 2014
My mother in law booked this place for a large family reunion (10 from Sweden, 6 of us from the US). We could not have asked for a better location, accommodation or service! Yes...
See all reviews
From
$3,427
Per Week
View Details
1 / 48
5 Bedrooms, 7 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RICEPTIVE STRUCTURE. Nonno Fernando is a farmhouse built entirely in stone whose origins date roughly back to the beginning of the 19th century. In the recent renovation the present owners have preserved the original layout of the various rooms. Salvage materials have been used for the roofs and... View all property information
Make Enquiry
From
$181
Per Night
View Details
1 / 21
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
La Fenice is part of an award winning restoration of a substantial farmhouse. The accommodation is over 140sq m restored with terracotta floors and wooden beamed ceilings. Downstairs consists of a large lounge/dining room seating 6 at the table and with comfortable seating around the open... View all property information
Make Enquiry
5 of 5 stars Reviewed 17 January 2012
We spent a fornight at 'La Fenice' and had a great time. The house is lovely and spacious with everything we needed provided and has fabulous views over Cortona which is a short...
5 of 5 stars Reviewed 11 September 2011
Our recent stay at La Fernice near the stunning hilltop town of Cortona proved to be an excellent choice for myself, my husband and my 18 month old son along with both sets of...
See all reviews
From
$676
Per Week
View Details
1 / 24
Payment Protection
9 Bedrooms, 18 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Internet Access
  • Ping Pong Table
  • Pool Table
  • Private Fishing...
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
An 1800's Country House with original Liberty Antique furniture and wooden ceilings. All 4 apartments are extremely spacious with large modern marble tiled bathrooms. Two kitchens have open fireplaces. The apartments of the villa have beautiful antique furniture, designed walls, and original... View all property information
Make Enquiry
5 of 5 stars Reviewed 18 April 2014
We had a wonderful week, thank you so much. We all fell in love with your amazing gardens. Some of us are desparate to return already and I am trying to get a small group together...
See all reviews
From
$188
Per Night
View Details
1 / 21
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (8) Make Enquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Guest accommodation spans the two lower levels of our secluded, ivy-clad 'Casale' or farm cottage, with beautifully landscaped pool, located in tranquil hills 12 km (plus 2 km white road) above historic Cortona in S.E. Tuscany. Versatile self catering accommodation includes comfortable... View all property information
Make Enquiry
5 of 5 stars Reviewed 21 November 2014
We stayed at the Tuscan Idyll in Cortona from mid-May to mid-June of 2014. Kate and Andrew’s home is truly an escape to days gone by. The home is located in the center of Cortona...
5 of 5 stars Reviewed 27 August 2014
We stayed for one week in August and it wasn't long enough. The sense of calm and peace staying in the hills was second to none and Andrew and Kate simply added to our stay by...
See all reviews
From
$117
Per Night
View Details
1 / 24
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Internet Access
  • Mountain Views
  • Safe
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Casa toscana indipendente situata nel centro storico della città di Cortona, a pochi passi da tutti i luoghi più belli e suggestivi. Casa Mia a Cortona è una casa su due livelli, completamente ristrutturata nell'estate 2014, dotata di tutti i più moderni comfort, ma tanto legata alla cultura del... View all property information
Make Enquiry
5 of 5 stars Reviewed 11 November 2014
Abbiamo soggiornato in questo splendido appartamentino durante il ponte di Ognissanti,situato in una delle vie più suggestive nel cuore del centro storico, è dotato di ogni...
5 of 5 stars Reviewed 6 November 2014
Ho deciso di fare una sorpresa al mio compagno per il nostro anniversario ma in tempo di crisi la scelta non era semplice.Così cercando in internet ho scovato questo 'nido' nel...
See all reviews
From
$3,487
Per Week
View Details
1 / 14
6 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Garden
  • Grill
  • Private Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
For larger groups who wish to experience a true and memorable Tuscan holiday, Villa Laude is the perfect accommodation to stay in. Located within the luscious and beautiful Cortona Mountains, the holiday villas Tuscany Coast will provide the best introduction to Tuscan culture and surroundings.... View all property information
Make Enquiry
Go to map view
Book Online(262)
Use filters to find the best results!

Suitability

  • Wheelchair access (18)
  • Elder access (268)
  • Suitable for children (375)
  • Pet friendly (189)
  • Smoking allowed (164)

Amenities

  • All pools (426)
  • Garden (398)
  • Parking (381)
  • Internet (360)
  • Grill (334)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List