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249 Holiday homes

Filters applied: Non-Smoking property (249)

(2) Excellent 

1 / 20

Ca de Muito, a peaceful Tuscan cottage with breathtaking views and a private outdoor pool - Mercatale di Cortona cottage sleeps 6

Cortona / Mercatale di Cortona

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 20 km; Swimming pool; Child friendly ;
Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. W  …see more

from £146 / night

£1021 / week

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from £146 / night

1 / 22

Casa Danielle, Tuscan Retreat - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 28 km; Swimming pool; Child friendly ;
A lovely home from Home in Tuscany with Private Pool with amazing views A relaxed and comfortable vacation home in the heart of the Tuscan countryside.Just outside the enchanting town of Castiglion Fiorentino near Cortona, Arezzo, Florence, Siena and Perugia is Casa Dan  …see more

from £141 / night

£983 / week

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from £141 / night

1 / 84

Fienile/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 singl  …see more

from £116 / night

£812 - £941 / week

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from £116 / night

(22) Excellent 

1 / 16

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £60 / night

£359 - £684 / week

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from £60 / night

1 / 12

Quintani Sole - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Ask about pets;
THE APARTMENT Apartment for 2 person and 1/2, compose by one bedroom + lounge with kitchen + 2 bathroom. internet wifi, TV led, microwave, washing machine, toaster, kettle, spinner, central heating is providing, in the summer months cool fresh air is inside. Central po  …see more

from £60 / night

£428 / week

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from £60 / night

1 / 89

Querce/luxury. Private village. Sleeps 5 - Montecchio house sleeps 5

Cortona / Montecchio

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against  …see more

from £20 / night

£135 - £941 / week

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from £20 / night

1 / 18

Rustic two bedroom Tuscan apartment close to Cortona's main square, wifi and parking available - Cortona apartment sleeps 2

Province of Arezzo / Cortona

2 2 1 night min stay

  • 2 bedrooms
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Ask owner if suitable for children;
Quintani Sole - central apartmentApartment for 2 person and 1/2, compose by one bedroom + lounge with kitchen + 2 bathroom. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square a  …see more

from £69 / night

£428 / week

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from £69 / night

1 / 17

Province of Arezzo / Cortona

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
 …see more

from £65 / night

£436 - £496 / week

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from £65 / night

1 / 21

Peschino - Teverina villa sleeps 12

Cortona / Teverina

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Casa Peschino sits on the lower slopes of a quiet side valley, with stunning and extensive views over the green countryside of woods, vineyards, olive groves and farmland. It is reached by a short track through fields of sunflowers, wild flowers, maize and tobacco plant  …see more

from £246 / night

£1720 - £2708 / week

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from £246 / night

1 / 7

LA TESA Olivo - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating e  …see more

from £35 / night

£471 / week

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from £35 / night

1 / 16

Province of Arezzo / Cortona

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Child friendly ;
 …see more

from £56 / night

£368 - £428 / week

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from £56 / night

1 / 14

La Piccionaia - Cortona apartment sleeps 5

Province of Arezzo / Cortona

3 5 7 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
“Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.The materials, the colours and the spaces were studied to satisfy the esthetical pleasure along with the natural need for comfort. Th  …see more

from £171 / night

£1197 / week

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from £171 / night

1 / 5

Cortona / Mercatale di Cortona

4 10 3 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £30 / night

£513 / week

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from £30 / night

(8) Excellent 

1 / 35

Villa Nobile is a stunning 19th Century Villa - Cortona villa sleeps 24

Province of Arezzo / Cortona

7 24 3 nights min stay

  • 7 bedrooms
  • Sleeps 24
  • 3 nights min stay
Key info: Nearest beach 250 km; Swimming pool; Child friendly ;
Villa Nobile is a stunning 19th Century classical style villa recently restored authentically and with artistic charm, with a private pool 13 m x 6 m. Sitting in 4 acres of natural Tuscan rural land. A private avenue of young cypresses bringing you to our doorstep. Tran  …see more

from £65 / night

£471 / week

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from £65 / night

1 / 24

35753-Holiday house Lake Trasi - Mercatale villa sleeps 15

Cortona / Mercatale

7 15 7 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Farmhouse surrouned by the green Umbria countryside,<br>bordering on Tuscany. The farmhouse is divided in 3, intereconnected,<br>apartments, accommodating in total 15 persons, with 3 bathrooms of which one<br>with bath tub, 6 double bedrooms, 1 bedroom  …see more

from £161 / night

£1123 - £1420 / week

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from £161 / night

(1) Excellent 

1 / 15

Appartamento Luna - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; No pets allowed;
"Luna" Apartment for 2 person, compose by one bedroom + kitchen + 1 bathroom with shower. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery. Palazzo Quintani, Is  …see more

from £65 / night

£411 / week

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from £65 / night

1 / 8

La Tesa Girasole - Farinaio apartment sleeps 4

Cortona / Farinaio

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
The apartment Girasole is situated on the ground floor and it has a separate entrance. It consists of: a living room, a kitchen, two bedrooms, two bathrooms with shower and independent heating.Apartment cleaning, detergents and waste:We use non-toxic cleaning products a  …see more

from £35 / night

£684 / week

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from £35 / night

1 / 16

YPR LOFT 21 - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
This apartment is stylish and extremely comfortable and it is located in the heart of Cortona. Maintaining the Tuscan features of the town's buildings, it's been newly restored with great elegance and equipped with all modern conveniences. Its central, but, still, qui  …see more

from £599 / night

£4189 / week

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from £599 / night

1 / 16

Palazzo Cinotti Suite Giulio - Cantalena apartment sleeps 2

Cortona / Cantalena

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
Suite Giulio is a beautiful apartment right in the city centre of Siena, between the Cathedral and Piazza Il Campo. Renewed in 2013 offer all the modern comfort, tv sat, wi fi, air conditioned, new bed etc. The aparment is full of light, has frescoes, a big living room  …see more

from £163 / night

£975 / week

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from £163 / night

1 / 12

Quintani Luna - Cortona apartment sleeps 2

Province of Arezzo / Cortona

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Ask owner if suitable for children;
QUINTANI LUNAApartment for 2 person, compose by one bedroom + kitchen + 1 bathroom with shower. WIFI, TV, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery.THE HISTORICAL BUILD  …see more

from £69 / night

£428 / week

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from £69 / night

1 / 18

Villa Petrischio - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
You can find Villa Petrischio in the heart of Tuscany. The Villa was built in the 18th century on the highest hill of Farneta, which is a little village ten miles away from Cortona. Villa Petrischio is surrounded by three hectares of park with secular pines and cypresse  …see more

Pricing unknown

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(1) Excellent 

1 / 10

ETRUSCA - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Pet friendly;
Dopo il positivo riscontro per le Mura Etrusche, Gian Luca e Lucia hanno il piacere di proporvi una nuova struttura, Etrusca.La casa, situata nel centro storico di Cortona, lungo Via Nazionale detta "Ruga Piana", strada principale, che unisce Piazza della  …see more

from £79 / night

£556 / week

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from £79 / night

1 / 11

Beautiful four bedroom Tuscan villa with private pool and garden - Cortona villa sleeps 8

Province of Arezzo / Cortona

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Fonte Vecchia is a beautifully restored, spacious luxury Tuscany villa for rent with a dramatic watch tower, lying among gentle hills enjoying views unchanged for centuries. Centuries ago, when the church was the significant power in this area, most of the local nobili  …see more

from £328 / night

£2295 - £4195 / week

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from £328 / night

(1) Excellent 

1 / 24

Il Moro Novo - Montalla apartment sleeps 3

Cortona / Montalla

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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 £60 / night

£314 - £593 / week

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from £60 / night

1 / 17

Splendid farmhouse among olive groves and vineyard - Mercatale di Cortona farmhouse sleeps 5

Cortona / Mercatale di Cortona

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 20 km; Swimming pool; Child friendly ;
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £90 / night

£577 - £642 / week

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from £90 / night

1 / 42

Casa Fiordaliso - Cortona house sleeps 4

Province of Arezzo / Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 9 km; Child friendly ; Car advised;
Casa indipendente, con uno stupefacente panorama. Potrete mangiare all'aperto gustando la bellezza della Valdichiana e di Cortona, sfondo su cui si staglia la figura del Palazzone, villa principesca del 1500 con la sua torre ed il suo muro merlato.In assoluta privacy,  …see more

from £79 / night

£556 - £642 / week

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from £79 / night

1 / 20

Rustic Tuscan villa with its own garden and outdoor pool, sleeps fifteen - Cortona villa sleeps 15

Province of Arezzo / Cortona

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Nearest beach 15 km; Swimming pool; Child friendly ;
Villa/farmhouse with sole use of private pool in 6000 meters of garden. Designed in a typical rustic Tuscan style restored in the 80's and in 2011. Caters for even the most demanding needs and offers complete comfort. Supermarket, restaurant and other shops at 300  …see more

from £343 / night

£2400 / week

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from £343 / night

1 / 16

Tuscan hideaway: charming rural villa with pool and spectacular views, sleeps 4 - Cortona villa sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
A special hide-away in Tuscany ! 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. During Autumn and winter, there are the spectacular  …see more

from £93 / night

£648 - £977 / week

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from £93 / night

1 / 14

Villa Cuiano - La Loggetta - Mercatale di Cortona apartment sleeps 3

Cortona / Mercatale di Cortona

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 12 km; Swimming pool; Child friendly ;
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £69 / night

£428 - £471 / week

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from £69 / night

(3) Excellent 

1 / 21

Tuscan Family Villa Castiglioni, Pool easy access - Cortona villa sleeps 12

Province of Arezzo / Cortona

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 26 km; Swimming pool; Child friendly ;
This exceptional, luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily  …see more

from £458 / night

£3200 - £4334 / week

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from £458 / night

1 / 23

Ville Alto: peaceful Tuscan villa in the Cortona countryside - Montanare villa sleeps 8

Cortona / Montanare

4 8 3 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; Car advised; Ask about pets;
We restored this house 25 years ago. Is a lovely and peaceful house to stay in contact with the nature. You also have at close distance so many places to visit, the Trasimeno lake, Florence, Perugia, Pienza, Montefiascone, Città della Pieve, Gubbio, Assisi, Siena (one  …see more

from £154 / night

£812 - £1180 / week

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from £154 / night

1 / 12

La Tesa Uva - Farinaio apartment sleeps 4

Cortona / Farinaio

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Air conditioning; Pet friendly;
You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees.Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating e  …see more

from £35 / night

£624 / week

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from £35 / night

1 / 18

Tuscany traditional 3 bedroom farmhouse - Cortona farmhouse sleeps 9

Province of Arezzo / Cortona

3 9 7 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
is a simple but charming 3 bedroom farmhouse sleeping up to 9 people. Outside guests enjoy a private garden and private swimming pool (open from mid May to the end of September each year). Inside it is furnished simply but tastefully in a traditional Tuscan style. It is  …see more

from £157 / night

£1095 - £1495 / week

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from £157 / night

1 / 101

I Girasoli - 4+2 pax - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 130 km; Swimming pool; Child friendly ;
This 90sq-m apartment hosting 4+2 (6 guests) near Cortona is perfect to absorb Tuscan lure. It concentrates Tuscan style in its terracotta floor, its wooden ceiling which kept its structure like in the old times. The first thing guests find as they are entering  …see more

from £69 / night

£428 - £471 / week

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from £69 / night

(1) Excellent 

1 / 4

Ca di Gosto - Mercatale farmhouse sleeps 12

Cortona / Mercatale

5 12 1 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
Ca' Di Gosto is a large farmhouse situated in the very rural Niccone valley between Cortona in Tuscany and Umbertide just inside the border with Umbria. The house is home to Jenny Nichols, her daughter Daisy and several dogs, cats, chickens and ducks. The house is ava  …see more

from £684 / night

£3419 / week

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from £684 / night

1 / 16

Charming townhouse close to historic centre - Cortona apartment sleeps 4

Province of Arezzo / Cortona

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 6 km; Suitable for children age 5+;
'Piccolo Porta' is situated in Cortona and can be found a few minutes stroll from centro storico with its galleries, wonderful shops and great restraunts. The beautiful medieval streets lead you to Piccolo Porta where from the second floor you can see over the  …see more

from £72 / night

£500 / week

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from £72 / night

1 / 16

Splendid family flat, pool, baby playground - Mercatale di Cortona apartment sleeps 4

Cortona / Mercatale di Cortona

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 12 km; Swimming pool; Child friendly ;
If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.Here surrounded by olive groves and woodland of oaks and chestnuts, you wil  …see more

from £90 / night

£577 - £642 / week

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from £90 / night

(2) Excellent 

1 / 10

Province of Arezzo / Cortona

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
 …see more

from £86 / night

£599 - £1048 / week

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from £86 / night

(3) Excellent 

1 / 30

Poggiobello - Cortona cottage sleeps 5

Province of Arezzo / Cortona

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The cottage is immersed in the splendid countryside with breathtaking views all around. It is surrounded by the lovelyundulating hills covered with sunflowers, olive groves and cypresses, you will find yourself totally immersed in an enchanted atmosphere frozen in time.  …see more

Pricing unknown

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1 / 55

Casa dei Colori - Cortona apartment sleeps 4

Province of Arezzo / Cortona

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
The apartment consists of living room with a convertible sofa-bed, kitchen, bathroom with shower, bidet, sink and toilette connected to a separate room with washer machine. Bedroom with queen size bed and wardrobe/closet. The house has been completely renovated in 2011,  …see more

from £71 / night

£428 - £753 / week

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from £71 / night

Top Destination reviews

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 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
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

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