Cortona Villas and Vacation Rentals

Casa Berrettini - 16895: Apartment Overlooking the Rooftops of the Ancient Town of Cortona

Photo of Apartment Overlooking the Rooftops of the Ancient Town of Cortona

View All Photos

$2,450/wk
Min Stay: 7 days

Sleeps 6 people

3 double bedrooms
2 bathrooms

Washing Machine

26 reviews

" We had a wonderful time and Ivan couldn't have been more helpful and kind...." - Anne

View Details

Add To Suitcase

Cortona Maggiore - 21415: Historic Apartment in Lush Tuscany Countryside

Photo of Historic Apartment in Lush Tuscany Countryside

View All Photos

min $2,218/wk
max $2,635/wk
Min Stay: 7 days

Sleeps 6 to 8 people

3 double bedrooms
2 bathrooms

Swimming Pool
Washing Machine
Maid Service

View Details

Add To Suitcase

Casa Cortona 3 - 17990: Apartment Rental in the Center of Cortona

Photo of Apartment Rental in the Center of Cortona

View All Photos

min $727/wk
max $948/wk
Min Stay: 7 days

Sleeps 2 to 3 people

1 double bedrooms
1 bathrooms

Washing Machine
Maid Service
Air Conditioning

5 reviews

" Prefect! Everything that I had expected and much, much more!..." - Linda

View Details

Add To Suitcase

Casa Cortona 4 - 17991: Apartment Rental in Cortona Center

Photo of Apartment Rental in Cortona Center

View All Photos

$2,877/wk
Min Stay: 7 days

Sleeps 3 people

Studio and/or Loft
1 bathrooms

Washing Machine
Maid Service

2 reviews

" We had great neighbours, important as we sat opposite each other outside. Inside was very dark and not much light...." - Geoff

View Details

Add To Suitcase

Girardi - 17046: Cozy Cortona Villa in the Countryside

Photo of Cozy Cortona Villa in the Countryside

View All Photos

min $1,307/wk
max $2,054/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
1 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service

30 reviews

" Wonderful. We absolutely loved our week at the villa. The villa itself is sweet. Up the mountain from Cortona, the villa has beautiful views of the surrounding ..." - Stephen

View Details

Add To Suitcase

Casa Cortona 2 - 17989: Tuscany Apartment in Center of Cortona

Photo of Tuscany Apartment in Center of Cortona

View All Photos

min $727/wk
max $948/wk
Min Stay: 7 days

Sleeps 1 to 2 people

1 single bedrooms
1 bathrooms

Washing Machine
Maid Service
Air Conditioning

1 reviews

" It was amazing!..." - Hannah

View Details

Add To Suitcase

Casa Chiana - 6474: Accommodation Cortona Tuscany

View All Photos

min $729/wk
max $3,416/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

20 reviews

" Liked it...." - John

View Details

Add To Suitcase

L'Ippocastano 2 - 17184: Tuscany Accommodation

View All Photos

min $1,214/wk
max $1,774/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
2 bathrooms

Swimming Pool
Washing Machine
Air Conditioning

5 reviews

" Very good. ..." - Ralph

View Details

Add To Suitcase

Casa Viola - 20999: Charming Cottage Near Cortona

View All Photos

min $1,974/wk
max $2,581/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
2 bathrooms

Independent House
Swimming Pool
Washing Machine

2 reviews

" Very relaxing, very restful and love the pool!..." - John

View Details

Add To Suitcase

Benessere Cottage - 20859: Private Italian Cottage Located Near Historical Cortona

Photo of Private Italian Cottage Located Near Historical Cortona

View All Photos

min $1,191/wk
max $1,891/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

3 reviews

" Very positive experience - good location, beautiful surroundings, welcoming keyholder and owners...." - Robert

View Details

Add To Suitcase

L'Ippocastano 1 - 17183: Tuscan Apartment with Shared Pool and Breathtaking Views of Cortona

Photo of Tuscan Apartment with Shared Pool and Breathtaking Views of Cortona

View All Photos

min $1,307/wk
max $2,054/wk
Min Stay: 7 days

Sleeps 4 to 5 people

2 double bedrooms
2 bathrooms

Swimming Pool
Washing Machine
Air Conditioning

4 reviews

" We had a great time. Vanessa was marvelous and always very sweet and helpful. We felt very cozy in our unit. It was located centrally to most of Tuscany, and Umbr..." - Craig

View Details

Add To Suitcase

Villa Cedro - 20991: Villa Rental Very Close to Cortona

Photo of Villa Rental Very Close to Cortona

View All Photos

min $1,680/wk
max $2,730/wk
Min Stay: 7 days

Sleeps 6 people

3 double bedrooms
2 bathrooms

Independent House
Swimming Pool
Washing Machine

4 reviews

" This villa was a wonderful setting for spending a week in Tuscany. It was comfortable for 4 of us. There was another bedroom, which would have worked well for chi..." - Rebecca

View Details

Add To Suitcase

Villa Ilia - 19535: Villa with pool near Cortona

View All Photos

min $3,402/wk
max $5,803/wk
Min Stay: 7 days

Sleeps 8 people

4 double bedrooms
4 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

2 reviews

" Three couples shared Villa Ilia - it was a perfect place to stay. The owner was an excellent host. He was waiting for us when we arrived at the meeting point and ..." - Lynn

View Details

Add To Suitcase

Villa Cortona - 19076: Villa Within Walking Distance of Cortona

Photo of Villa Within Walking Distance of Cortona

View All Photos

min $2,625/wk
max $3,360/wk
Min Stay: 7 days

Sleeps 8 people

4 double bedrooms
4 bathrooms

Independent House
Washing Machine

2 reviews

" Wow!! What an incredibly beautiful residence! We thoroughly enjoyed our stay within the walled city of Cortona. The villa is quite beautiful and has a breathtak..." - Catherine

View Details

Add To Suitcase

Villa Benessere - 20858: Private Italian Luxury Villa Near Historic Cortona

Photo of Private Italian Luxury Villa Near Historic Cortona

View All Photos

min $4,061/wk
max $6,651/wk
Min Stay: 7 days

Sleeps 8 people

4 double bedrooms
4 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

5 reviews

" Great...." - Ed

View Details

Add To Suitcase

Villa Ambra - 19531: Villa with pool near Cortona

View All Photos

min $3,402/wk
max $5,803/wk
Min Stay: 7 days

Sleeps 10 people

5 double bedrooms
5 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

" Lovely property with beautiful views. The owner was very nice and helpful. We used his cook, Ada, one night and that was fabulous. ..." - Joyce

View Details

Add To Suitcase

Casa Lina - 20127: Charming Farmhouse with a Private Courtyard in Cortona

Photo of Charming Farmhouse with a Private Courtyard in Cortona

View All Photos

min $1,960/wk
max $2,334/wk
Min Stay: 7 days

Sleeps 6 people

3 double bedrooms
2 bathrooms

Independent House
Washing Machine

5 reviews

" The overall experience was very good, however it is not for people who are not physically fit. You are either going up a steep hill or down a steep hill. It was ..." - Ellen

View Details

Add To Suitcase

Villa Benessere and Cottage - 20861: Private Italian Villa and Cottage and Located Near Historical Cortona

Photo of Private Italian Villa and Cottage and Located Near Historical Cortona

View All Photos

min $4,691/wk
max $7,981/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

3 reviews

" 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

View Details

Add To Suitcase

Villa Roland - 21674: Small Charming Stone Villa near Cortona

Photo of Small Charming Stone Villa near Cortona

View All Photos

min $2,604/wk
max $4,690/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
2 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

View Details

Add To Suitcase

Casa Cortona 1 - 17988: Apartment in Center of Cortona near Shops

Photo of Apartment in Center of Cortona near Shops

View All Photos

min $915/wk
max $1,301/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
1 bathrooms

Washing Machine
Maid Service
Air Conditioning

5 reviews

" We had a lovely time in the apartment and in Cortona. The property was comfortable, clean, and furnished nicely. The streets are steep in Cortona, so it's a bi..." - Linda

View Details

Add To Suitcase

Casa Rita - 21492: Tuscan Farmhouse with Pool within Walking Distance of Cortona

Photo of Tuscan Farmhouse with Pool within Walking Distance of Cortona

View All Photos

min $5,600/wk
max $7,070/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

View Details

Add To Suitcase

Casa Diana - 21506: Charming Villa near Cortona

View All Photos

min $3,360/wk
max $5,740/wk
Min Stay: 7 days

Sleeps 10 people

5 double bedrooms
5 bathrooms

Independent House
Swimming Pool
Washing Machine
Air Conditioning

View Details

Add To Suitcase

Villa Gloria - 21486: Tuscany Farmhouse with Swimming Pool Near Cortona

Photo of Tuscany Farmhouse with Swimming Pool Near Cortona

View All Photos

min $4,760/wk
max $7,140/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

View Details

Add To Suitcase

Villa Filippo - 20058: Villa Near Cortona with a Private Pool

Photo of Villa Near Cortona with a Private Pool

View All Photos

min $3,003/wk
max $4,480/wk
Min Stay: 7 days

Sleeps 9 people

1 single bedrooms
4 double bedrooms
4 bathrooms

Independent House
Swimming Pool
Washing Machine
Air Conditioning

2 reviews

" 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

View Details

Add To Suitcase

Villa Acrisio - 19533: Villa with pool near Cortona

View All Photos

$7,000/wk
Min Stay: 7 days

Sleeps 9 people

1 single bedrooms
4 double bedrooms
5 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

1 reviews

" Exceeded expectations and resulted in a magical experience overall...." - John

View Details

Add To Suitcase

Casa Toscana - 21504: Charming Tuscan Farmhouse Walking Distance to Cortona

Photo of Charming Tuscan Farmhouse Walking Distance to Cortona

View All Photos

min $3,276/wk
max $6,982/wk
Min Stay: 7 days

Sleeps 4 people

2 double bedrooms
3 bathrooms

Independent House
Swimming Pool
Washing Machine
Maid Service
Air Conditioning

7 reviews

" Casa Toscana was exactly as described and absolutely perfect for a romantic Tuscan holiday for the two of us. Our friends joined us for one evening and kept saying..." - Nat

View Details

Add To Suitcase