List your home
Apply filters
£ to

Holiday homes 263

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 (8)
  • Cegliolo (1)
  • Centoia (1)
  • Farinaio (2)
  • Fratta Sant'Agata (1)
  • Fratta Santa Caterina (3)
  • Fratticciola (1)
  • Mercatale (3)
  • Mercatale di Cortona (14)
  • Montalla (3)
  • Montanare (2)
  • Montecchio (2)
  • Montecchio, San Lorenzo (1)
  • Poggioni (2)
  • Ruffignano (1)
  • Teverina (3)

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: Private pool (263)

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
263 Results   |  
27 Photos

Province of Arezzo / Cortona

Cottage / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £58 / night

£402 - £1314 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The search for a warm and welcoming Tuscan abode is over. Cottage Cortona Roccaio is a stone-clad home adjoined to another occupied house on a small family estate encircled by olive groves. From here, the alluring hill towns of Tuscany and Umbria are within easy reach.  …see more

42 Photos

Province of Arezzo / Cortona

Cottage / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £58 / night

£402 - £548 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The search for a warm and welcoming Tuscan abode is over. Cottage Luigina Cortona is a stone-clad home adjoined to another occupied house on a small family estate encircled by olive groves We organize jeep tours and cooking classes  …see more

24 Photos

Cortona / Mercatale di Cortona

Farmhouse / 5 Bedrooms / sleeps 11

4 Nights min stay

Add to shortlist

from £157 / night

£1095 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Pets welcome
  • Private garden
A traditional stone house set in the restful landscape of the tuscan hills, provided with all comforts, very close to the main touristic destinations of central Italy. Art, culture, wine and food, Umbria jazz festival, the wonderful Trasimeno beaches, and much more...  …see more

Featured properties

22 Photos

Cortona / Fratta Santa Caterina

Villa / 4 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £251 / night

£1752 - £2263 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
The villa is divided into two floors. On the ground floor a bright living room with comfortable sofas and a large fireplace, dining area and fully equipped kitchen with all appliances, four double bedrooms and three bathrooms.  …see more

22 Photos

Cortona / Mercatale

House / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £73 / night

£511 - £971 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Casa del Cavaliere is situated on the border between Tuscany and Umbria, in the last piece of the Cortona Municipality. Ideal for families with small children and for those who love mountain bikes. Enjoy the breathtaking landscape from the house Pool area: sun beds,  …see more

23 Photos

Cortona / Fratta Santa Caterina

Hotel apartment / 2 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £157 / night

£1095 / 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
Appartamento in Leopoldina nel cuore della Valdichiana - Cortona AR con giardino privato, piscina privata campi da tennis e calcetto  …see more

19 Photos

Cortona / Poggioni

Villa / 4 Bedrooms / sleeps 7

1 night min stay

Add to shortlist

from £110 / night

£767 - £1508 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Casa indipendente .luoghi che si possono visitare e rispettive distanze,Cortona 20km,Firenze 115km,Siena90km,Assisi75km,Gubbio58km,Città di Castello28km,  …see more

24 Photos

Cortona / Farinaio

Farmhouse / 4 Bedrooms / sleeps 9

2 Nights min stay

Add to shortlist

from £73 / night

£511 - £949 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The property is situated 10 km from Cortona, beautiful Etruscan town, you can enjoy tranquility, surrounded by nature, art, culture, food and the best wines are the characteristics of the area.  …see more

24 Photos

Cortona / Farinaio

Villa / 6 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £261 / night

£1825 - £2190 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
La posizione è ideale per chi desidera visitare, con brevi spostamenti, le due regioni dell'Italia centrale Toscana ed Umbria trovandosi Cortona sulla linea principale delle strade a scorrimento veloce come l'Autostrada A1 e la superstrada Siena-Perugia. tranquillità  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £136 / night

£949 - £1387 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa indipendente in mezzo ad una secolare oliveta, ad 1 chilometro circa dalla città di Cortona, set del famoso film Under Tuscan Sun girato a circa 300 metri dalla nostra casa. 8 posti letto, ampio giardino attrezzato, piscina esclusiva, parcheggio all'interno. Po  …see more

15 Photos

Cortona / Montecchio, San Lorenzo

Cottage / 1 Bedroom / sleeps 2

4 Nights min stay

Add to shortlist

from £53 / night

£365 - £457 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • No pets allowed
Character detached chestnut beamed cottage just below Cortona with terracotta tiles to sleep two with shared pool.  …see more

7 Photos

Cortona / Centoia

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

Add to shortlist

from £700 / night

£4900 - £5880 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Private Villa in Cortona Area, Near Montepulciano, Tuscany, Italy. Private Swimming Pool, sleeps 18. Beautiful gardens, green grass all year. Multiple family accommodation. Broadband, TV, DVD, iPod docks, table-tennis, bikes.  …see more

99 Photos

Province of Arezzo / Cortona

Farmhouse / 10 Bedrooms / sleeps 20

7 Nights min stay

Add to shortlist

from £412 / night

£2884 - £3650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 17 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Marvellous villa with dependance with big pool,garden,gazebo with barbecue area and two spacious terraces.The holiday villa is an ideal place for a holiday (relax,exursions by bikes,physical activity and to visit Cortona,Montepulciano,Trasimeno lake and the near Arezzo)  …see more

47 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £292 / night

£2044 - £2811 / week

View

Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa et jardins contemporains dans la campagne toscane.  …see more

Very Good 4.5/5 

39 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £279 / night

£1950 - £3510 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
You will feel like you’re in a storybook once you step foot along the path that leads to this villa. Flowers, trees, and plants abound on the extensive grounds of this property. Complete with a pool and lovely terrace, this villa near Cortona is a gem. (11 hectares) T  …see more


1 Jul 2012

5/5

"Always Perfect at Villa Ugo"

In our third visit to Villa Ugo, we stayed in this villa..... Having previously tried the others on the property. We were not disappointed. Everything is always perfect at these villas. They think of… More


29 Jun 2013

4/5

"Judy's review of Villa Ilia"

The overall experience at Vill Ilia was great. Aside from the amazing view and comfortable property, having the owner nearby was great. He was always helpful and even dropped off 2 bottles of his win… More

See all reviews Continue

24 Photos

Cortona / Mercatale di Cortona

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £113 / night

£789 - £1424 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
cortona farmhouse agriturismo  …see more

Very Good 4.5/5 

20 Photos

Cortona / Mercatale di Cortona

Villa / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £100 / night

£699 - £2199 / week

View

Key info:

  • Nearest beach 23 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Beautiful 800 year-old hilltop villa with stunning views , 4 bedrooms (sleeps 10) and private 12m x 6m pool. On border of Tuscany and Umbria, perfect for exploring local area. Fully restored, the house exudes character. ideal for large groups and families.  …see more


6 Aug 2015

5/5

"Fantastic house for a perfect family holiday"

We had an amazing time here! The main house is full of character, with old wooden beams, an ancient fireplace and quirky features - we were not surprised to learn that it could have once been a chapel… More


27 Jun 2015

5/5

"Absolutely superb"

First thing you see is the out of this world view. The scenery alone is amazing and we were fortunate that the lavender bushes were all in full bloom so the scent was lovely. Cassacia is so beautiful … More

Delighted that you had such a great holiday and many thanks for taking the time to write a lovely review. Hope to be able to welcome you back again one day.


20 Sep 2014

5/5

"Stunning"

Beautiful house, beautiful region and beautiful food and wine, we've just returned from a week's stay and wish it could have been longer. Highly recommend the villa, although a hairy drive the first t… More

See all reviews Continue

Excellent 5/5 

24 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £94 / night

£657 - £1825 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Charming villa with private pool near Cortona and lake Trasimeno  …see more


4 May 2015

5/5

"Perfect Tuscan villa experience"

“Casa Maria Laura – Poggio Sereno” March / April 2015 We wanted to treat our grandchildren to a Tuscan holiday experience and having stayed in Cortona before, we sought out a suitable vi… More

Thank you very much for the welcome feedback! We are very pleased that you all had a wonderful holiday at the villa Poggio Sereno (Casa Maria Laura) and we hope to have the pleasure of having you back again one day.


9 Apr 2013

5/5

"Everything and more!!!"

Upon our arrival, we were greeting by the owner (Mrs. Claudia) and given a tour of the house, beautiful gardens and pool area. She showed us how to use everything and asked us if we had any questions.… More

See all reviews Continue

Excellent 5/5 

24 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £330 / night

£2307 - £2979 / week

View

Key info:

  • Nearest beach 135 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
With a history dating back to the 17th century, this recently renovated villa distinguishes itself not only by its traditional architectural features and elegant antique furnishings, but above all by its unequalled setting.  …see more


19 Aug 2015

5/5

"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 suc… More


15 Jun 2015

5/5

"Memorable beautiful authentic Tuscan experience"

We had 4 couples enjoy a perfect week at Casale Girifalco. Every room was comfortable, and every meal was prepared to perfection. We were continually amazed with the hospitality and attention to det… More

See all reviews Continue

Excellent 5/5 

21 Photos

Province of Arezzo / Cortona

Farmhouse / 3 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £126 / night

£876 - £1424 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming country house with private pool to rent at 1 mile from Cortona – sleeps 6+1 From 1200€ to 1950€ a week  …see more


22 Jun 2015

5/5

"Perfect seclusion and relaxation"

We were met in the town on arrival by the very pleasant and helpful owner Mr Sauro, who escorted us to the Villa and made us feel very much at home (including presenting us with a bottle of wine from … More


22 Aug 2014

5/5

"Stunning views, lovely house, helpful owner."

Cortona is a very picturesque medieval town and this villa is a longish walk from the town itself up a very windy road. The house is only a few years old but built in the style of the old houses. It h… More

See all reviews Continue

20 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £279 / night

£1950 - £3641 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
A group of ten will surely have a delightful time while they explore the gorgeous Valdichiana and stay at this villa rental. Dating back to the 16th century, this vacation rental is surrounded by extensive grounds with a swimming pool and incredible views. Plus, the hil  …see more

18 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 7

Short stays welcome

Add to shortlist

from £124 / night

£868 - £1716 / week

View

Key info:

  • Nearest beach 225 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Pets welcome
Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Sig  …see more

35 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £228 / night

£1590 - £2714 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Casa Liliana Villa for rent with 10 sleeps with swimming pool in Cortona  …see more

21 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £214 / night

£1498 - £2714 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Orlando Independent house for rent with swimming pool in Cortona  …see more

24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

Short stays welcome

Add to shortlist

from £108 / night

£752 - £1783 / week

View

Key info:

  • Nearest beach 201 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool. The spaciousness of both the exterior and interior easily accommodates a large group.  …see more

22 Photos

Cortona / Montecchio

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £95 / night

£665 - £949 / week

View

Key info:

  • Nearest beach 155 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. It is 100 square meters and can accommodate 4 persons in two bedrooms and two bathrooms.  …see more

22 Photos

Cortona / Montecchio

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £95 / night

£665 - £949 / week

View

Key info:

  • Nearest beach 249 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious  …see more

8 Photos

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £89 / night

£621 - £913 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Independent two bedroom villa-Cortona Cottage Wind O is a fabulous private cottage which lays in the midst of the beautiful Tuscan hills, with amazing views and a superb independent swimming pool. There is ample space for relaxing and eating alfresco, with vineyards an  …see more

Excellent 5/5 

12 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £93 / night

£650 - £1590 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This unpretentious, large house has the authentic flavour of times past and glorious views up to Cortona. The pool was built in 2008 with safety in mind: it's 3 ft 9 ins deep and completely fenced for total peace of mind.  …see more


14 Oct 2013

5/5

"fabulous spot fantastic people"

The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2 minutes up the road. Will ret… More


20 Aug 2012

5/5

"Memorable family vacation at Dardano"

We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm summer so we spent many ha… More

See all reviews Continue

Very Good 4.5/5 

33 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 12

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £578 / night

£4041 - £5259 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
What a great holiday villa in Tuscany this is for a group of friends who love scenic walks and the ability to walk right into the town of Cortona! When you and your large group of family and friends want a firsthand look at Tuscany, try taking a leisurely stroll away fr  …see more


23 Jul 2011

5/5

"Jeffrey's review of Villa Dante"

Exceeded all expectations. There were a lot of wonderful places on the property where the whole family could gather and enjoy each other, such as the living room, grand salon, kitchen, outdoor tables,… More


9 Jul 2011

5/5

"Sally's review of Villa Dante"

We had a fabulous trip, and the villa and grounds were more wonderful than we could have imagined! The gardens and the views. And, Carlo, the property's caretaker. He was a jewel! There needs to… More


25 Jun 2011

5/5

"Debra's review of Villa Dante"

Fantastico! The house is beautiful and very clean. The setting is breathtaking. The owner, Manuela, is very warm and friendly, responsive, and thoughtful. Her groundskeeper, Carlo, is very helpful. T… More

See all reviews Continue

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

Excellent 5/5 

20 Photos

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £183 / night

£1278 - £2154 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
For those who enjoy privacy, this beautifully restored traditional Tuscan farm house offers the opportunity experience real Tuscan living. Family home for 6- 8 guests private pool,  …see more


24 Jun 2013

5/5

"An enchanting holiday"

My husband and I and our 4 children, aged 4 to 14, spent a week in June at Casa Francesca.The gardens were a sea of yellow Spanish broom and pink dog-rose with lavender and rosemary preparing to bloom… More


17 May 2013

5/5

"Fantastic place to stay and unwind."

We have been coming here for the past three year in May or June for a fortnight at a time. We find the peace and tranquility fantastic. Good views clean comfortable accommodation. Just what one wou… More


22 Jun 2015

5/5

"La,vacanza perfetta"

La casa era pulita ed in comdizioni perfette. La piscina e ramtastica ed adatta ai bambini con una vista che toglie il fiato. Dobbiamo ammettere che ci dispoaceba persino uscire a fare la spesa!! Le … More

See all reviews Continue

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

 

22 Photos

Province of Arezzo / Cortona

Cottage / 5 Bedrooms / sleeps 10

 

7 Nights min stay

Add to shortlist

from £126 / night

£876 - £1606 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life.  …see more


29 Jul 2013

1/5

"in the middle of nothing"

Very difficult to reach the place. The descriptions do not match the reality. Old furniture, many insect everywhere even scorpions. The pool was dirty.… More

See all reviews Continue

 

10 Photos

Province of Arezzo / Cortona

Villa / 6 Bedrooms / sleeps 14

 

7 Nights min stay

Add to shortlist

from £126 / night

£876 - £1570 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Villa Vaglie is a quaint cottage that is set in a charming and panoramic position, with completely authentic surroundings. Villa Vaglie is located next to the farmhouse where the owner and his family reside.  …see more


29 Jul 2013

1/5

"Terrible experience on the mountains"

Very difficult to reach the property located in the nowhere land. You could not even use the mobile. Wi-fi was a dream. It takes at leas 45 minutes to reach a shop… More

See all reviews Continue

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

20 Photos

Province of Arezzo / Cortona

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £518 / night

£3621 - £6132 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Restored to high standard. Accommodation split in two private buildings. Ideal location between South Tuscany and Umbria. Private tennis court.  …see more

Excellent 5/5 

24 Photos

Province of Arezzo / Cortona

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £123 / night

£855 - £2657 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Characteristic farmhouse near Cortona in Tuscany immersed in large private gardens, situated at the foot of the ancient town of Cortona.  …see more


7 Sep 2013

5/5

"Lovely villa, great holiday"

The villa lived up to the description we had been given. It was large, clean, well equipped and sat in its own spacious grounds. The pool was lovely. There were 8 in our group and we all felt that we… More


13 Jun 2013

5/5

"Great villa with Tuscan charm but clean,modern bathrooms."

Lovely villa, clean, plenty of space, Tuscan charm but with modern bathrooms and there was a nice outside eating area.The garden and pool were great, private, and with a view of Cortona.The instructio… More


31 May 2015

5/5

"La Poventa was everything we expected and more."

We had a lovely 2 week stay in the villa. There were 10 of us for one of the weeks and we loved that we could all fit around the dining table outside with a view of Cortona in the setting sun. The vil… More

See all reviews Continue

Excellent 5/5 

15 Photos

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £282 / night

£1971 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villas in Cortona - Ville: Borgo Valecchie  …see more


22 Jun 2015

5/5

"Tuscan Perfection...."

We had a very specific idea of what we wanted out of a holiday in Tuscany and Davide and his wonderful family exceeded our expectations. We truly loved every aspect of our stay, the house was really … 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

21 Photos

Cortona / Teverina

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £197 / night

£1373 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Villas in Tuscany for groups  …see more

11 Photos

Cortona / Teverina

Villa / 10 Bedrooms / sleeps 20

7 Nights min stay

Add to shortlist

from £373 / night

£2610 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Family friendly villa Villas in Tuscany for groups  …see more

21 Photos

Cortona / Montalla

Villa / 3 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £145 / night

£1011 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Family friendly villa Budget Villas in Tuscany  …see more

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

100 Photos

Province of Arezzo / Cortona

House / 3 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £98 / night

£684 - £896 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
5-room house, detached, for 5 people, 130 m2 on 2 levels, simple and cosy furnishings. Living room with satellite TV, open fireplace and dining-table. Smoking not allowed. Internet (Wireless LAN [WLAN]). Sleeping room with 1 single bed. Sleeping room with 1 double bed  …see more

100 Photos

Province of Arezzo / Cortona

House / 4 Bedrooms / sleeps 8

Short stays welcome

Add to shortlist

from £259 / night

£1812 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
5-room house, detached, for 8 people, 250 m2, comfortable and cosy furnishings. Living room with local TV, cable-TV, open fireplace, dining-table and dinette. Smoking not allowed. 4 double beds. Sleeping room with 1 double bed. Sleeping room with 1 double bed. Sleepin  …see more

11 Photos

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £89 / night

£621 - £1168 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …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