Villas and apartments in nightlife areas | Holiday Lettings

Close

View larger map

Price per night

Price per night

to

Bedrooms

Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

  • All locations
  • Centoia (1)
  • Farinaio (1)
  • Fratta Santa Caterina (7)
  • Montalla (2)

More

Less

Also consider

Coastal Cottages
222 properties
Apartments Sardinia
478 properties
Apartments Tuscany
3181 properties
Apartments Lake Garda Area
103 properties
Apartments Lake Como Area
494 properties
Apartments Sicily
634 properties
Mercatale di Cortona
17 properties
Fratticciola
12 properties
Montalla
12 properties
Montecchio
12 properties
Fratta Santa Caterina
10 properties
Montanare
10 properties
Centoia
8 properties
Pietraia
8 properties
Mercatale
7 properties
Teverina
6 properties
Cegliolo
5 properties
Farinaio
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

31 Holiday homes

Filters applied: Nightlife (31)

Travellers going to Cortona are booking August dates now. Secure your holiday home today and have the perfect trip.

1 / 42

La Bozza , country apartment with private garden

Cortona / Montalla

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £135 / night

£718 - £1196 / week

Book Book View

from £135 / night

(8) Excellent 

1 / 29

Villa Rosa: Tuscan dream home in the hills with private pool, terrace and garden

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £235 / night

£1645 - £2023 / week

Book Book View

from £235 / night

(9) Excellent 

1 / 24

Villa Rosa - Heaven in Tuscany - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a beautiful and private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to  …see more

from £235 / night

£1645 - £2023 / week

Book Book View

from £235 / night

Featured properties

1 / 17

Province of Arezzo / Cortona

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Great for children of all ages ;
 …see more

from £64 / night

£429 - £517 / week

Book Book View

from £64 / night

(4) Excellent 

1 / 20

Tuscany -Villa Under The Sun - Cortona house sleeps 5

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £235 / night

£1645 - £2023 / week

Book Book View

from £235 / night

(1) Excellent 

1 / 82

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
 …see more

from £85 / night

£505 - £589 / week

Book Book View

from £85 / night

1 / 27

Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £101 / night

£589 - £757 / week

Book Book View

from £101 / night

(9) Excellent 

1 / 33

Villa Rosa: a private home in Cortona, magical!

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £223 / night

£1560 - £2023 / week

Book Book View

from £223 / night

1 / 78

Cortona / Centoia

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 16 km; Swimming pool;
 …see more

from £93 / night

£589 - £673 / week

Book Book View

from £93 / night

(2) Excellent 

1 / 10

Province of Arezzo / Cortona

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Great for children of all ages ; No pets allowed; Private garden;
 …see more

from £85 / night

£589 - £1030 / week

Book Book View

from £85 / night

1 / 29

Province of Arezzo / Cortona

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
 …see more

from £127 / night

£631 - £799 / week

Book Book View

from £127 / night

(4) Excellent 

1 / 30

Villa le Celle del Farinaio: Tuscan home with stunning valley views, swimming pool and trampoline, sleeps fourteen

Cortona / Farinaio

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car advised;
The cells of the villa Farinaio is situated in a beautiful hilly which overlooks the valley below and it is surrounded by green woods of our own property where you can find numerous hiking trails with different difficulty levels for taking a walk. The villa is completel  …see more

from £181 / night

£1261 - £2522 / week

Book Book View

from £181 / night

1 / 35

Casa Fontelunga, ancient tuscan villa with pool

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Casa Fontelunga is a lovely country house placed in an enchanted location hillside, between our olive plantation and just a few minutes from the beautiful art city of Cortona, made famous worldwide from the book and movie 'Under the Tuscan Sun'.Privacy and qui  …see more

from £195 / night

£1135 - £1891 / week

Book Book View

from £195 / night

(1) Excellent 

1 / 87

Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
 …see more

from £93 / night

£589 - £656 / week

Book Book View

from £93 / night

1 / 3

Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 32 km; Swimming pool; Great for children of all ages ;
 …see more

from £430 / night

£3009 - £3429 / week

Book Book View

from £430 / night

(1) Excellent 

1 / 20

Le Casine - Lavanda Apartment - Fratta Santa Caterina apartment sleeps 3

Cortona / Fratta Santa Caterina

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £50 / night

£390 - £523 / week

Book Book View

from £50 / night

(1) Excellent 

1 / 19

Le Casine - Olivo Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

Book Book View

from £59 / night

(1) Excellent 

1 / 24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Equipped with chairs, shades, and beach beds.It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.The house is located just outside a small country village, so i  …see more

from £59 / night

£309 - £602 / week

Book Book View

from £59 / night

(2) Very Good 

1 / 19

Le Casine - Limone Apartment - Fratta Santa Caterina apartment sleeps 4

Cortona / Fratta Santa Caterina

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £63 / night

£438 - £600 / week

Book Book View

from £63 / night

1 / 15

Le Casine - Papavero Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £54 / night

£371 - £495 / week

Book Book View

from £54 / night

(1) Excellent 

1 / 12

Large Tuscan farmhouse apartment in beautiful Cortona countryside, four bedrooms, pool access

Province of Arezzo / Cortona

4 bedroomsSleeps 6Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
The apartment is independent, and has beautiful piece of ancient furniture own heating system, some of them has a fire-place. This has a own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functi  …see more

Pricing unknown

Book Book View

Pricing unknown

1 / 14

Le Casine - Bugia Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £51 / night

£352 - £466 / week

Book Book View

from £51 / night

1 / 19

Le Casine - Mela Apartment - Fratta Santa Caterina apartment sleeps 2

Cortona / Fratta Santa Caterina

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £51 / night

£352 - £466 / week

Book Book View

from £51 / night

(34) Excellent 

1 / 25

Il Villino di Cortona (Property at exclusive use)

Province of Arezzo / Cortona

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 150 km; Swimming pool; Great for children of all ages ;
"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 Va  …see more

from £80 / night

£505 - £723 / week

Book Book View

from £80 / night

1 / 16

Le Casine - Girasole Apartment - Fratta Santa Caterina apartment sleeps 4

Cortona / Fratta Santa Caterina

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 t  …see more

from £59 / night

£409 - £552 / week

Book Book View

from £59 / night

1 / 101

Province of Arezzo / Cortona

10 bedroomsSleeps 207 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 17 km; Swimming pool;
 …see more

from £475 / night

£3320 - £4202 / week

Book Book View

from £475 / night

(1) Very Good 

1 / 10

One bedroom apartment in classic Tuscan farmhouse, access to shared swimming pool, gardens and lake fishing

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
This apartment has own outside space and very well fitted out with garden furniture, all equipped with every thing necessary to be efficient and functional. 1 bedroom, living room with kitchenette and sofa bed, bathroom with shower.For the people that are fond of fishin  …see more

Pricing unknown

Book Book View

Pricing unknown

(1) Excellent 

1 / 10

Il ponticello - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 bedroomSleeps 43 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
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  …see more

from £43 / night

£253 - £370 / week

Book Book View

from £43 / night

(24) Excellent 

1 / 43

Province of Arezzo / Cortona

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 16 km; Not suitable for children;
 …see more

from £72 / night

£336 / week

Book Book View

from £72 / night

(1) Excellent 

1 / 82

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 18 km; Swimming pool;
 …see more

from £85 / night

£505 - £681 / week

Book Book View

from £85 / night

1 / 38

Province of Arezzo / Cortona

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 15 km; Ask owner if suitable for children; Car advised;
 …see more

from £169 / night

£1093 / week

Book Book View

from £169 / night

Top Destination reviews

villa ai cedri
A marvellous house with a beautiful panorama view

A beautiful house in a peaceful area with a wonderful view to the valley. There are lovely rooms with tasteful furniture. Although the owners live next door, they do not disturb at all, they are really friendly and helpful any time you need somethin … see more
Six bedroom traditional Tuscan villa in Cortona, a
Wonderful, true Italian experience"

Have stayed in many hotels and apartments all over the world and this was truly a 'stand-out.' From the moment our group of 8 arrived we were made to feel welcome by Manuela. Little, extra touches such as bruschetta served to us on the night of arriv … see more
Rustic Tuscan farmhouse in the town of Cortona with gorgeous views, swimming pool, private garden and barbecue
Perfect!

This place is special. Its almost like a time machine. You can easy picture life way back in the old days, but at the same time you have a modern kitchen, pool, nice bathrooms The house was clean and in good condition. We (family of 5 ) stayed i … see more
Stunning Tuscan villa with five bedrooms, private
A true TUSCAN experience. Better than words can describe.

It is quite a challenge to put into words a description of this place, the family and the amazing time we had at Vila Papale. The house and the entire property has so much history and character making this place a unforgettable experience. The garden … see more
Villa Sonia, Cortona Tuscany
Good large home and easy for Cortona and other Tuscany places

For our extended family vacation -,this was more than perfect! The main villa with its three bedrooms and then the private annex which our parents enjoyed - gave us complete flexibility as well as the large gardens, pool and large eating terrace. … see more
To Stones
Amazing Home Away From Home

The best first impression was to be greeted late at night by Ester and her partner in the dark and in poor weather just so we could find a parking spot and get situated in the property. Ester was amazing and has gone to great lengths to ensure her ho … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page