List your home
Apply filters
£ to

Holiday homes 169

Reset search

Show results on map

Filter your search

Price per night

Price per night

£ to per night

Bedrooms

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Arezzo Clear
  • Cortona Clear

Location

  • All locations
  • Bagnolo (3)
  • Capezzine (3)
  • Cegliolo (2)
  • Centoia (5)
  • Farinaio (4)
  • Fratta Santa Caterina (8)
  • Fratticciola (2)
  • Localita Mucchia (4)
  • Mercatale di Cortona (6)
  • Montalla (5)
  • Montanare (5)
  • Montecchio (1)
  • Montecchio, San Lorenzo (2)
  • Poggioni (1)
  • Ruffignano (1)
  • Teverina (1)

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
18 properties
Fratticciola
18 properties
Fratta Santa Caterina
11 properties
Montanare
10 properties
Montalla
10 properties
Bagnolo
9 properties
Cegliolo
7 properties
Centoia
6 properties
Localita Mucchia
5 properties
Farinaio
5 properties

Filters applied: Cycling holidays (169)

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
169 Results   |  

Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Farmhouse / 5 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £180 / night

£1256 - £2548 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This charming Tuscan Farmhouse with a new salt water pool is ideal for family holidays as it is tucked away in a large garden in lovely, unspoilt Southern Tuscany near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields.  …see more


25 Aug 2015

5/5

"Perfect!"

This place is special. It’s 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 cle… More


15 Aug 2014

5/5

"Perfect"

We absolutely enjoyed our stay at casa al campo. The property was perfectly maintained and clean. The pool was spacious which our 4 children loved the most. The proximity of supermarkets, restaurants … More


7 Aug 2014

5/5

"Perfection Under the Tuscan Sun"

I chose Casa al Campo based on the photos and reviews. I had never rented a property before, especially not one off a website. I was impressed by what I saw, but it did not prepare me for how truly be… More

See all reviews Continue

20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 15

5 Nights min stay

Add to shortlist

from £261 / night

£1825 - £2555 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxurious detached villa with private pool in southern Tuscany near Cortona. Panoramic and quiet location. 5 bedrooms, 11 bed places + 2 double sofa beds. Air conditioning and Wi-fi internet connection.  …see more

Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £193 / night

£1347 - £1796 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This is a place to enjoy an authentic Tuscan experience. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill House with private pool has been painstakingly restored.  …see more


1 Jul 2013

5/5

"An authentic Italian experience that far surpasses our expectations."

I brought a group of American travelers to this olive grove for a one-week writing retreat. Louise was an exceptional host, and opened the villa to us like we were family. The rooms were comfortable a… More


23 Jun 2013

5/5

"We have been visiting this delightful villa for the last 20 years."

We have been visiting this house for the last 20 years. We came here on honeymoon and have been returning, now with children, eversince. One of the best things about here is the delightful owner who i… More


29 May 2013

5/5

"beautiful hillside in the middle of all the great Tuscan / Umbrian places to visit"

I have been here every year over the last few years. it is one of my favourite places in the world to visit. I love its situation on the side of a beautiful hillside which is quiet and rural and yet c… More

See all reviews Continue

Featured properties

24 Photos

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £79 / night

£548 - £803 / week

View

Key info:

  • Nearest beach 7 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
eco tourism, biodegradable, sustainable, mountain retreat, pure, beautiful, antico, wine, vineyard, olive oil refinery, Perugia, Cortona, Trasimeno lake, holiday, vacation, Rome, Spoleto, painting holidays, walking holidays, rambling, bird watching.  …see more

15 Photos

Cortona / Montalla

House / 4 Bedrooms / sleeps 8

Short stays welcome

Add to shortlist

from £141 / night

£986 - £1387 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Independent stone house close to Cortona, a former middle age tower with terracotta floors and gothic windows. 8 sleeps, swimming pool  …see more

Very Good 4.5/5 

16 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

Very Good 4.5/5 

5 Nights min stay

Add to shortlist

from £50 / night

£350 / week

View

Key info:

  • Nearest beach 7 km
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Fifteen minutes walk to Cortona on a private path with exceptional views, the stone-house is secluded, and restored and furnished with taste. Surrounded by garden terraces on various levels, and well provided with garden furniture for outdoor meals and relaxation. SEPTE  …see more


18 Jun 2015

5/5

"RURAL RETREAT"

Not only is Torre dei Venti ideally situated for exploring and enjoying the rolling countryside and ancient towns and villages but it also provides a peaceful, comfortable and simple refuge from th… More


4 Jan 2014

5/5

"Magnificent place ! A paradise of tranquility and comfort !"

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 belief. The host of this ho… More


15 Mar 2013

5/5

"Excellent Location for Cortona City"

Charming accommodation tucked away within easy walking distance of the ancient town of Cortona. Marie Claire is an excellent hostess, who is always available for any assistance or information. The ac… More

See all reviews Continue

Excellent 5/5 

18 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 16

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £97 / night

£679 - £1201 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casale Ginezzo is beautiful independent Villa, located 15 km from Cortona, in the heart of the cortonese mountains, immersed into the green woods of oak and chestnut trees. From the big garden you can enjoy the charming and unspoilt natural environment  …see more


27 Aug 2013

5/5

"Great place for big family or group of friends."

Whenever I am going with my family I am looking for a nice place. Nice surroundings, clean and comfortable rooms, good kitchen facilities, safe and comfortable swimming pool. I have got everything! Pl… More


14 Jun 2015

5/5

"perfect for 10 of us"

The owners of this Villa were gracious and extremely helpful. Delivered Gelato one afternoon by the pool...it was wonderful. The Villa itself has everything you need to be a home away from home. W… More

See all reviews Continue

Excellent 5/5 

27 Photos

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more


6 May 2013

5/5

"A piece of Tuscan paradise"

We were blessed to have the opportunity to experience villa rosa. This special place marries Tuscan character with all the modern conveniences you would expect . A short stroll into quaint corona . A… More


5 Apr 2013

5/5

"Paradise"

I have stayed at Villa Rosa on many occasions at different times of the year and have enjoyed it each time. The house is immaculately presented and in wonderful gardens with both kept in top conditi… More


20 Mar 2013

5/5

"A taste of paradise"

Outstanding villa in every way. Views to die for. Peace and quiet, stunning views, yet the beautiful town of Cortona minutes away. We can't recommend it enough although its a secret you almost want… More

See all reviews Continue

Excellent 5/5 

29 Photos

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Nestled into a Tuscan hillside, a few minutes drive or leisurely walk into the historic and vibrant City of Cortona, Villa Rosa is a 2 bedroom, 2 bathroom, fully furnished private house with essential pool and wi-fi. Couples love it, families love it. It is heaven.  …see more


19 May 2014

5/5

"Tuscan Dream"

I cannot say enough good things about this wonderful Tuscan Dream Villa. The owner Christine was on another continent went out of her way to make us feel at home and cater to our every need through … More


22 Aug 2013

5/5

"Tuscan Paradise"

I have stayed at Villa Rosa on many occasions at different times of the year and have enjoyed it each time. The house is immaculately presented and in wonderful gardens with both kept in top condition… More


6 Aug 2013

5/5

"Living a dream"

We stayed at Villa Rosa in June 2013 and loved it so much we didn't want to leave! The Villa has everything you could possibly need for a relaxing holiday to experience the Tuscan lifestyle. The views… More

See all reviews Continue

Very Good 4.5/5 

23 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £68 / night

£472 - £979 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Swimming pool, beach or lakeside relaxation, air conditioning, car essential, may take pets - please enquire, Cortona, panoramic  …see more


11 Jul 2015

5/5

"Perfect!"

We loved the place...it was perfect for our family of four. The apartment had every thing we needed or could have wanted. The lavender and the flowers were perfect. The views and the sunsets were ex… More


5 Aug 2015

5/5

"Sehr sehr schönes Feriendomizil"

Wir haben uns sehr wohl gefühlt und können dieses Haus sehr empfehlen! Die Fakten: Alles ist so schön, wie man es auf den Bildern sieht! Im Haupthaus befinden sich zwei Wohnungen übereina… More


12 Jan 2014

4/5

"The perfect base camp to travel around Tuscany"

We stayed there for two weeks during the summer with our kids (6 and 2). The property is beautiful and very quiet, the view is amazing. The house was very old (about 400 years) but has just been ren… More

See all reviews Continue

Excellent 5/5 

23 Photos

Province of Arezzo / Cortona

Villa / 1 Bedroom / sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £63 / night

£435 - £653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Swimming pool, beach or lakeside relaxation, air conditioning, car necessary, may take pets - please enquire, Cortona,  …see more


15 Jan 2014

5/5

"Fantastic cottage with beautiful view and surround"

Good location and beautiful villages around the cottage. We also loved the view and the pool. The surround of the cottage was very tidy.… More

See all reviews Continue

14 Photos

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £52 / night

£360 - £480 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender.  …see more

15 Photos

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £55 / night

£380 - £500 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender.  …see more

19 Photos

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £60 / night

£420 - £560 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender.  …see more

16 Photos

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £60 / night

£420 - £560 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender.  …see more

19 Photos

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £52 / night

£360 - £480 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Holiday apartments near Cortona in Tuscany. These self-contained apartments have a large pool, BBQ and Picnic area. There is ample parking space and the surrounding gardens are particularly beautiful, with colour and scent from the many rose bushes, jasmine & lavender.  …see more

42 Photos

Cortona / Montalla

Apartment / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £90 / night

£624 - £1039 / week

View

Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Private independent accommodation with private garden area, private parking and independent entrance. The shared swimming pool area is very large and used from no more than 3 family at the time.  …see more

Excellent 5/5 

44 Photos

Cortona / Centoia

Apartment / 1 Bedroom / sleeps 3

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £50 / night

£345 - £453 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Delightful spacious self catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet & relaxing yet close to the charming Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect f  …see more


10 Jun 2014

5/5

"A Cozy, Comfortable Apartment to get to Know Tuscany"

We stayed for 11 - nights and wished we could have had time to stay longer. From the first day when we met Peter and Nina, and later Nina's mother Caterina, we felt like family at La Mimosa. The apa… More


5 Jul 2015

5/5

"Home from home in Tuscany"

We had a lovely week at La Lombada, it's in a wonderful setting and was ideally situated for our exploration of the walled cities of Southern Tuscany and the Val d'Chiana, with a pool that's perfect f… More


15 Jun 2015

5/5

"Wonderful place in a great location"

La Mimosa is a lovely apartment, part of a re-purposed farmhouse. There's another, larger apartment to one side, and the owners live on the other side and upstairs. It has its own entrance and back pa… More

See all reviews Continue

10 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

4 Nights min stay

Add to shortlist

from £42 / night

£292 - £365 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • No pets allowed
It has a private patio, only shared with our other apartments, where you can have dine 'al fresco', or sunbathing with our sun chairs.  …see more

20 Photos

Cortona / Localita Mucchia

Hotel apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £73 / night

£511 - £621 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
We are located in the best point for day trips, you can visit many cities around within an hour drive, our apartment hotel is an medieval farm build 300 years ago and turned to luxurious apartments with all the comforts, still kept its original old world style.  …see more

17 Photos

Cortona / Localita Mucchia

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £139 / night

£971 - £1059 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
La Mucchia Casa Vacanza & Art Gallery is located in the Tuscany region in the best location for day trips and short excursions for short drives. The villa in Cortona is situated at the foot of the hills around the Cortonese Valey, called Valdichiana. The best location  …see more

22 Photos

Cortona / Localita Mucchia

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £167 / night

£1168 - £1205 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Ground floor 157 sqm suite with private terrace view to Cortona hill town, excellent point for day tours, near many cities in Tuscany and Umbria, such as Montepulciano, Arezzo, Assisi,Siena, Florence. great events during summer time, and many activities for the family.  …see more

19 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £126 / night

£876 - £1738 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

25 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £61 / night

£424 - £752 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 7 Bedrooms / sleeps 14

1 night min stay

Add to shortlist

from £251 / night

£1752 - £2300 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Recently restored Tuscan Villa with traditional Terracotta tiled floors, plunged in the greenery of southern Tuscany.  …see more

38 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £73 / night

£511 - £1752 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Overlooking the wide expanse of Tuscany's Val di Chiana valley that stretches to the peaks of Monte Amiata, Monte Cetona and Montepulciano, Cottage Cortona offers absolute privacy in a stunning setting.Built to conform to the panoramic hilltop it occupies, Villa Cortona  …see more

24 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £30 / night

£209 - £322 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
La splendida vista della dolce collina cortonese, il tranquillo parco e la quiete della campagna della Val di Chiana vi permetteranno di apprezzare l'armonia del vostro “nido” di vacanza. Il nido è, per noi, simbolo di dimora accogliente.  …see more

22 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £30 / night

£209 - £322 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
La sua posizione strategica permette agli ospiti di assaporare appieno la tranquillità della vita di campagna e di raggiungere facilmente centri storici ed artistici dell'Italia centrale. “I Nidi di Cortona” è punto di partenza ideale per escursioni.  …see more

24 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 3

2 Nights min stay

Add to shortlist

from £46 / night

£322 - £475 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
La sua posizione strategica permette agli ospiti di assaporare appieno la tranquillità della vita di campagna e di raggiungere facilmente centri storici ed artistici dell'Italia centrale.  …see more

62 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £57 / night

£399 - £429 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The apartment Margherita is an ideal place for a holiday composed of excursions by bikes,physical activity, relax and to go sight seeing of Cortona,Montepulciano,Trasimeno lake with Castiglione del Lago, Siena,Arezzo,Perugia. The apartment Margherita is ideal for excurs  …see more

Excellent 5/5 

68 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

Add to shortlist

from £57 / night

£399 - £508 / week

View

Key info:

  • Nearest beach 18 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This apartment is located in a wonderful farmhouse LA FIORITA with a marvellous garden (about 8700 plants),there is a big saltwater pool and from every cornerof the estate you have magnificent views of bucolic flavor.Near Cortona, Montepulciano ,Trasimeno lake. Apartmen  …see more


29 Aug 2015

5/5

"Excellent holiday rental"

We spent a wonderful week. The apartment is new and very comfortable, decorated with great taste and has a private terrace. The garden and the pool area are very pleasant with great views of the Tusca… More

Thank you very much for your kind words.Massimo N.

See all reviews Continue

42 Photos

Province of Arezzo / Cortona

Townhouse / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £73 / night

£508 - £616 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment Ortensia is located in a farmhouse with a marvellous garden and pool area (saltwater pool),2 large terraces that overlooks the tuscan countryside.The strategical position of La FioritaFarmhouse enable beautiful visit to Cortona,Montepulciano,Pienza,SienaArezzo  …see more

44 Photos

Cortona / Centoia

Apartment / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £73 / night

£508 - £616 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment Tulipano is located in a farmhouse with a marvellous garden and pool area (saltwater pool),2 large terraces that overlooks the tuscan countryside.The strategical position of La FioritaFarmhouse enable beautiful visit to Cortona,Montepulciano,Pienza,SienaArezzo  …see more

23 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £188 / night

£1314 - £1679 / week

View

Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Barbara is situated on the top of a hill kissed by the sun and caressed by the stars. Skilfully restored to keep its ancient charm untouched, it attracts with its solemn dignity and with marked environmental, landscaping.  …see more

23 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £56 / night

£386 - £550 / week

View

Key info:

  • Nearest beach 165 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
The apartment Angelo is part of a larger building once an ancient mill which has been carefully restored to the highest standards and transformed into a country residence with 30 apartments enjoying stunning views, immersed in a green setting only 3 km from Cortona.  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £195 / night

£1359 - £2138 / week

View

Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on a hillside and surrounded by the vineyards of a famous local wine producing farm, Villa Al Pozzo is the ideal place to spend a holiday in complete relaxation and tranquility. Independent villa of about 400 square meters that can accommodate up to 12 people.  …see more

Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £376 / night

£2628 - £3559 / week

View

Key info:

  • Nearest beach 26 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Villa with private pool partially air conditioned . Tuscany touring, and Umbria touring , with ease  …see more


28 Sep 2014

5/5

"A little piece of heaven in the Tuscan hills"

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 be more perfect. The … More


21 May 2013

5/5

"Amazing view and the place to recover from the hustle n bustle of life"

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 town Castiglion Fior… More


21 May 2013

5/5

"The most idyllic view in Tuscany"

I have stayed in lots of different villas in Tuscany but none come close to the Villa Placere. The villa is exquisitely decorated and with enough space to cater to everyone's needs. The pool is easi… More

See all reviews Continue

Very Good 4.5/5 

16 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £77 / night

£537 - £811 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
"Perfect for half terms holidays - without any increase in the general rate" . Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation.  …see more


10 Jun 2012

5/5

"Our little piece of Tuscan heaven"

This is the third time of visiting Tuscany and the second to stay at Casa Serena. It is a little off the beaten track - about 1 mile to the bar/shop, but once there it is totally restful and is the p… More


14 Apr 2012

5/5

"Fantastic views and very peaceful place for the family"

We stayed at Casa Serena for 9 nights and enjoyed our stay immensely. The property is a small private house with two bedrooms in many hectare of olives and countryside. This is a fabulous location an… More


14 Apr 2012

5/5

"Peace and quiet, and a good location - book up you'll love it!"

Inviting, comfortable, authentic and friendly. We had a fabulous week at Villa Serena and our hosts could not have been more helpful, providing us with lots of local knowledge and advice. A small we… More

See all reviews Continue

15 Photos

Province of Arezzo / Cortona

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £105 / night

£730 - £1314 / week

View

Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Old 13th century farmhouse furnished in style and surrounded by the Tuscan hills at just Km from Cortona and Lake Trasimeno. The property is divided in 4 bedrooms, 2 bathrooms, 2 living rooms, kitchen, and pantry.There is a swimming pool with panoramic terrace.  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £132 / night

£920 - £1572 / week

View

Key info:

  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
exceptional, Good value. Villa Sonia ioffers a fabulous Tuscan home for two to 14 guests! Fantastic views, Private Pool, Tranquility, Relaxation and much more.  …see more

11 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £143 / night

£997 - £1111 / week

View

Key info:

  • Nearest beach 25 km
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place.  …see more

17 Photos

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £63 / night

£438 - £621 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Dive in the pool of our rental house in Tuscany. A villa for your luxury vacation. Beautiful medieval stone hamlet situated in quiet and panoramic position between olive trees and woods of ancient chestnut trees, typical of Tuscany.  …see more

9 Photos

Province of Arezzo / Cortona

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £68 / night

£475 - £876 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
The il Borgo Agritourism Complex is near the historic Etruscan city of Cortona. It is in a beautiful country setting amongst olive trees, cypresses and sunflowers in the Chiana Valley.  …see more

19 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Short stays welcome

Add to shortlist

from £105 / night

£730 - £1095 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa Patrizia is a typical holiday house. The villa has a completely independent apartment on the ground floor with two entrances, with private garden, veranda with table and chairs, elegantly furnished and decorated in typical Tuscan style.  …see more

24 Photos

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £93 / night

£650 - £913 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Independent stone house at the foot of Cortona with swimming pool, garden  …see more

16 Photos

Cortona / Fratticciola

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £83 / night

£577 - £876 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
In the surroundings of Cortona, one of the most wonderful cities of art in Tuscany, lies the Agriturismo Isolina, deep in the green hills of the valley Valdichiana.  …see more

Excellent 5/5 

20 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 16

Excellent 5/5 

4 Nights min stay

Add to shortlist

from £300 / night

£2100 - £3700 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Ruffignano is a luxury property, recently reconstructed respecting the traditional characteristics combined with the necessities of modern life.  …see more


26 Jun 2015

5/5

"Five Star Tuscany"

What an amazing week in an amazing place with awesome hospitality. We had a week at Villa Ruffignano with daily breakfast and dinner, a cooking class, and private winery tour / tasting. Andrea, the … More


28 May 2014

5/5

"What an amazing Tuscan villa - spacious, seclusion, beauty, perfect!"

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 this place is a bit ou… More

See all reviews Continue

Good 3/5 

20 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Good 3/5 

7 Nights min stay

Add to shortlist

from £120 / night

£836 - £1566 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Gloria is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Immersed in the lush mountains of Cortona, near the border between Tuscany and Umbria  …see more


13 Aug 2014

3/5

"Beautiful views,Basic Villa"

We stayed at Villa Gloria for a 2 week extended family vacation. The villa is 18kms from the centre of Cortona down extremely windy mountain roads, this means that the journeys into town or to the sup… More

See all reviews Continue

27 Photos

Cortona / Cegliolo

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £251 / night

£1752 - £2701 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This stunning villa is located 2,5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet  …see more

16 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £120 / night

£840 - £1876 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Maria Laura rises in panoramic position, dipped in the green and tranquility of the cortonesian hills, ideal for all of those who wish to enjoy the beauty and tranquility which this place can offer.  …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