91 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Condos
Cottages
Farmhouses
Homes
Studios
Townhomes
Villas
Boats
Bungalows
Cabins
Castles
Chalets
Estates
Hotels
Lodges
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

91 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Cortona Long Term Vacation Rentals(91)

91 Results
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night min stay
(77)
  • 5 BR,
  • 8 BA,
  • Sleeps 24
(12)
  • 1 BR,
  • 1 BA,
  • Sleeps 6
4 - 7 night min stay
1 Review
$95 - $122
per night
3 - 4 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 4 night min stay
(46)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
7 night min stay
(14)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
1 Review
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 7
7 night min stay
(3)
  • 4 BR,
  • 4 BA,
  • Sleeps 9
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
7 night min stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 13
7 night min stay
$2,668 - $4,029
per week
7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
7 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
$1,960 - $2,940
per week
7 night min stay
  • 2 BR,
  • 3 BA,
  • Sleeps 4
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
  • 8 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 16
3 - 7 night min stay
$136 - $180
per night
3 - 5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 5 night min stay
$125 - $163
per night
3 - 5 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 5 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night min stay
(4)
$93 - $131
per night
1 - 3 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
1 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
$1,634 - $2,614
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night min stay
$109
per night
5 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
5 - 7 night min stay
(24)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 night min stay
(5)
$119 - $187
per night
3 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 night min stay
1 Review
 View map Map
Advertisement
 

Recent Cortona Reviews

Unbelievable

5 of 5
The apartment was everything that I could ever expect. Lovely furnishings, totally outfitted with everything one would want, clean and a view to remember forever. Was greeted at the apartment and Samantha (owner) was most helpful and very informative on the area. Cortona is a lovely hilltop town. Great restaurants and friendly people. I would definitely recommend this apartment, or either of her other two to friends and family. I want to go back as soon as I can! Great apartment Samantha.
  • Submitted: May 3, 2015
  • Stayed: Apr 2015

Cortona, The beautiful Tuscan Sun Holiday

5 of 5
My husband and I had the pleasure of spending a beautiful holiday at this lovely Holidays Home in Cortona. The location is comfortable and absolutely gorgeous, surrounded by rolling hills covered in vineyards and olive trees, at the foot of the master hill of the etruscan Cortona. Very quiet and peaceful. The owners were extremely friendly and welcoming. The estate was recently restored to provide the guests with “all the comforts of home”. In short, we highly recommend this Holidays Home very near the Charming Cortona
  • Submitted: Nov 11, 2013
  • Stayed: Jul 2013

LOCATION LOCATION LOCATION!

5 of 5
This is a truly wonderful place to stay but its biggest selling point is its location. We went to Florence by train in one hour, and to Siena, Assisi, Perugia, and every single wine-producing hilltown you can think of by car - all less than one hour away. The cottage is brilliantly decorated, really spacious and has proper air-conditioning in every room. Two really good sized bedrooms and immaculately clean bathrooms. Beautiful living areas (really well-designed and decorated) but we more or less lived on the patio from breakfast on. Everything is well-cared for and you can see it. There is huge attention to detail. Very nice unobtrusive owners and staff including the cleaner who is a darling. We wanted self-catering but we ended up eating out a lot and found some great ristoranti - the owners provide a guide and do the bookings if you want. Best thing of all - once you get inside the gates of the property, its like you're in another world. We have been to Italy seven times now and this is definitely our favorite. Last but not least - the cost is very reasonable as everything is included. We are going back!
  • Submitted: Oct 18, 2007
  • Stayed: Sep 2007