Suitcase

Your Suitcase contains your favorite villas and details of your upcoming trip. Sign up to use this feature.
Rated Excellent By Trip Advisor

Quick Filter

Travelers
Arrival Date
Departure Date
Max Price per Week

Cortona Villas and Vacation Rentals

 

Displaying 1 to 26 of 26 villas
    Save $333 Photo of Villa Within Walking Distance of Cortona
    • min $2,363/wk
    • max $3,325/wk
    • min $2,127/wk
    • max $2,993/wk
    • Min Stay: 7 days
    Sleeps 6 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Washing Machine
    ** Save up to $333 when you book by May-31-2022**
    " We had a great experience. The steep walk to and from the villa was challenging at times. I missed not having a car to go to other areas . ..." - Kathryn
    Save $245 Photo of Apartment Overlooking the Rooftops of the Ancient Town of Cortona
    • $2,450/wk
    • $2,205/wk
    • Min Stay: 7 days
    Sleeps 6 people
    • 3 double bedrooms
    • 2 bathrooms
    • Washing Machine
    ** Save up to $245 when you book by May-31-2022**
    " We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne
    Save $377 Photo of Villa Rental in Tuscany, Cortona
    • min $1,273/wk
    • max $3,770/wk
    • min $1,146/wk
    • max $3,393/wk
    • Min Stay: 7 days
    Sleeps 6 to 7 people
    • 3 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    ** Save up to $377 when you book by May-31-2022**
    Save $187 Photo of Luxury Cortona Apartment steps from town center, restaurants, cafes
    • $1,867/wk
    • $1,680/wk
    • Min Stay: 7 days
    Sleeps 2 people
    • 1 double bedrooms
    • 1 bathrooms
    • Washing Machine
    • Air Conditioning
    ** Save up to $187 when you book by May-31-2022**
    " We had a wonderful week at Erminia, near Cortona. Would definitely rent this villa again...." - Julie
    Save $630 Photo of Villa Rental in Tuscany, Cortona
    • min $4,288/wk
    • max $6,300/wk
    • min $3,859/wk
    • max $5,670/wk
    • Min Stay: 7 days
    Sleeps 10 people
    • 5 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $630 when you book by May-31-2022**
    Save $210 Photo of Two-Bedroom Apartment with Views in Cortona’s Historic Center
    • min $1,838/wk
    • max $2,100/wk
    • min $1,654/wk
    • max $1,890/wk
    • Min Stay: 7 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Washing Machine
    • Maid Service
    ** Save up to $210 when you book by May-31-2022**
    " Our overall experience was excellent. The property is beautiful and very "Italian". ..." - Thomas
    Save $263 Photo of Charming Farmhouse with a Private Courtyard in Cortona
    • min $2,275/wk
    • max $2,625/wk
    • min $2,048/wk
    • max $2,363/wk
    • Min Stay: 7 days
    Sleeps 6 people
    • 3 double bedrooms
    • 2 bathrooms
    • Independent House
    • Washing Machine
    ** Save up to $263 when you book by May-31-2022**
    " The overall experience was very good...." - Ellen
    Save $396 Photo of Villa Rental in Tuscany, Cortona
    • min $1,223/wk
    • max $3,957/wk
    • min $1,101/wk
    • max $3,561/wk
    • Min Stay: 7 days
    Sleeps 6 to 7 people
    • 3 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    ** Save up to $396 when you book by May-31-2022**
    Save $1,757 Photo of Villa Rental in Tuscany, Cortona
    • min $10,236/wk
    • max $17,573/wk
    • min $9,212/wk
    • max $15,816/wk
    • Min Stay: 7 days
    Sleeps 18 people
    • 8 double bedrooms
    • 9 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $1,757 when you book by May-31-2022**
    Save $700 Photo of Villa Rental in Tuscany, Cortona
    • min $4,760/wk
    • max $7,000/wk
    • min $4,284/wk
    • max $6,300/wk
    • Min Stay: 7 days
    Sleeps 12 people
    • 6 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    ** Save up to $700 when you book by May-31-2022**
    Save $207 Photo of Private Italian Cottage Located Near Historical Cortona
    • min $1,279/wk
    • max $2,074/wk
    • min $1,151/wk
    • max $1,867/wk
    • Min Stay: 7 days
    Sleeps 2 to 4 people
    • 2 double bedrooms
    • 1 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $207 when you book by May-31-2022**
    " Very good! ..." - Randy
    Save $306 Photo of Villa Rental in Tuscany, Cortona
    • min $886/wk
    • max $3,056/wk
    • min $797/wk
    • max $2,750/wk
    • Min Stay: 7 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    ** Save up to $306 when you book by May-31-2022**
    Save $630 Photo of Villa Near Cortona with a Private Pool
    • min $5,250/wk
    • max $6,300/wk
    • min $4,725/wk
    • max $5,670/wk
    • Min Stay: 7 days
    Sleeps 9 people
    • 1 single bedrooms
    • 4 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $630 when you book by May-31-2022**
    " We loved our villa! The home was a vision of what, in our minds, Tuscany would look like. It was so comfortable and perfect for our stay. Louisa was darling and ..." - Cindy
    Save $350 Photo of Charming Cottage for Two Couples or Small Family Near Cortona
    • min $2,380/wk
    • max $3,500/wk
    • min $2,142/wk
    • max $3,150/wk
    • Min Stay: 7 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $350 when you book by May-31-2022**
    " We had a wonderful experience at this villa. Great views and neighborhood...." - Kathy
    Save $840 Photo of Charming Villa near Cortona
    • min $5,950/wk
    • max $8,400/wk
    • min $5,355/wk
    • max $7,560/wk
    • Min Stay: 7 days
    Sleeps 10 people
    • 5 double bedrooms
    • 5 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $840 when you book by May-31-2022**
    Save $910 Photo of Tuscan Farmhouse with Pool within Walking Distance of Cortona
    • min $5,880/wk
    • max $9,100/wk
    • min $5,292/wk
    • max $8,190/wk
    • Min Stay: 7 days
    Sleeps 8 to 9 people
    • 1 single bedrooms
    • 4 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $910 when you book by May-31-2022**
    Save $770 Photo of Private Italian Luxury Villa Near Historic Cortona
    • min $4,709/wk
    • max $7,701/wk
    • min $4,238/wk
    • max $6,931/wk
    • Min Stay: 7 days
    Sleeps 8 people
    • 4 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $770 when you book by May-31-2022**
    " Great...." - Ed
    Save $908 Photo of Private Italian Villa and Cottage and Located Near Historical Cortona
    • min $5,986/wk
    • max $9,084/wk
    • min $5,387/wk
    • max $8,176/wk
    • Min Stay: 7 days
    Sleeps 10 to 12 people
    • 5 double bedrooms
    • 5 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $908 when you book by May-31-2022**
    " By far the best property we have ever rented in Italy over the past 10 years. Maybe the best villa we've rented anywhere!..." - Karen
    Save $840 Photo of Tuscany Farmhouse with Swimming Pool Near Cortona
    • min $5,320/wk
    • max $8,400/wk
    • min $4,788/wk
    • max $7,560/wk
    • Min Stay: 7 days
    Sleeps 10 to 12 people
    • 5 double bedrooms
    • 4 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $840 when you book by May-31-2022**
    Save $391 Photo of Accommodation Cortona Tuscany
    • min $789/wk
    • max $3,911/wk
    • min $710/wk
    • max $3,520/wk
    • Min Stay: 7 days
    Sleeps 5 people
    • 1 single bedrooms
    • 2 double bedrooms
    • 2 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $391 when you book by May-31-2022**
    " We enjoyed our stay at Casa Chiana. The location was very private and beautiful. Cortona was a wonderful city. Beautiful and friendly. ..." - Lisa
    Save $289 Photo of Apartment Rental in Tuscany, Cortona
    • min $2,538/wk
    • max $2,889/wk
    • min $2,284/wk
    • max $2,600/wk
    • Min Stay: 7 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Washing Machine
    ** Save up to $289 when you book by May-31-2022**
    Save $840 Photo of Villa Rental in Tuscany, Cortona
    • min $5,950/wk
    • max $8,400/wk
    • min $5,355/wk
    • max $7,560/wk
    • Min Stay: 7 days
    Sleeps 16 people
    • 8 double bedrooms
    • 6 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Maid Service
    • Air Conditioning
    ** Save up to $840 when you book by May-31-2022**
    " The villa was perfect for our group...." - Darcie
    Save $209 Photo of Tuscan Hillside Apartment with Shared Swimming Pool
    • min $1,883/wk
    • max $2,093/wk
    • min $1,695/wk
    • max $1,884/wk
    • Min Stay: 3 days
    Sleeps 4 people
    • 2 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $209 when you book by May-31-2022**
    Save $244 Photo of Historic Apartment in Lush Tuscany Countryside
    • min $2,233/wk
    • max $2,443/wk
    • min $2,010/wk
    • max $2,199/wk
    • Min Stay: 3 days
    Sleeps 6 to 8 people
    • 3 double bedrooms
    • 2 bathrooms
    • Swimming Pool
    • Washing Machine
    • Maid Service
    ** Save up to $244 when you book by May-31-2022**
    Save $439 Photo of Villa Rental in Tuscany, Cortona
    • min $2,824/wk
    • max $4,389/wk
    • min $2,542/wk
    • max $3,950/wk
    • Min Stay: 7 days
    Sleeps 6 people
    • 3 double bedrooms
    • 3 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $439 when you book by May-31-2022**
    Save $420 Photo of Villa Rental in Tuscany, Cortona
    • min $2,975/wk
    • max $4,200/wk
    • min $2,678/wk
    • max $3,780/wk
    • Min Stay: 7 days
    Sleeps 0 people
    • Studio and/or Loft
    • 0 bathrooms
    • Independent House
    • Swimming Pool
    • Washing Machine
    • Air Conditioning
    ** Save up to $420 when you book by May-31-2022**
     
    Displaying 1 to 26 of 26 villas

      Show all 35 Villas and Houses for Rent in South Arezzo