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32 of 452 Results

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from £205 / night

£1429 - £2143 / week

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(1) Excellent 5/5 

1 / 10

Holiday villa in Fratticciola

Cortona / Fratticciola

Villa / 4 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £205 / night

£1429 - £2143 / week

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Villa il Pino is an old farmhouse carefully restored while maintaining the aesthetic standards of the old Tuscan farmhouses using the original materials, such as roofing tiles, the handmade terracotta tiles for the floors, doors and windows all handcrafted in solid che  …see more

from £99 / night

£690 - £1430 / week

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(2) Excellent 5/5 

1 / 20

Montalla holiday cottage rental

Cortona / Montalla

Cottage / 2 Bedrooms / sleeps 5

  • Nearest beach 5 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £99 / night

£690 - £1430 / week

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Romantic cottage in park like environment. Close to Cortona (5 minutes by car) Walking distance to village with shops and restaurants. Wifi Large pool Air-conditioning in bedrooms Great base for touring Tuscany and Umbria  …see more

from £205 / night

£1429 - £2215 / week

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(7) Excellent 5/5 

1 / 24

Cortona holiday farmhouse rental

Province of Arezzo / Cortona

Farmhouse / 5 Bedrooms / sleeps 16

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £205 / night

£1429 - £2215 / week

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Cortona farmhouse,Swimming pool, balcony/terrace, private garden, pets allowed, beach or lakeside relaxation, air conditioning, car essential. Montepulciano, Perugia, Siena, Tuoro, Pienza, Passignano, Firenze, Florence, Relax, piscina, pizza even, garden, pisa, roma  …see more

Featured properties

from £67 / night

£465 - £783 / week

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(2) Very Good 4.5/5 

1 / 59

Apartment accommodation in Centoia with shared pool

Cortona / Centoia

Apartment / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Very Good 4.5/5 

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from £67 / night

£465 - £783 / week

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Charming, comfortable self catering apartment in our charmingly restored 18th century Tuscan farmhouse with pool Rural, quiet and relaxing, yet close to the delightful Etruscan town of Cortona & within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £83 / night

£579 - £965 / week

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(3) Very Good 4/5 

1 / 21

Apartment accommodation in Montalla with shared pool

Cortona / Montalla

Apartment / 3 Bedrooms / sleeps 6

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4/5 

Add to shortlist

from £83 / night

£579 - £965 / week

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Il Bozzino, a lovely ancient Tuscan farmhouse, with swimming pool, just minutes from Cortona, beautiful medieval Tuscan town. Join the peace and traquillity of the tuscan country with the convenience of the close main roads and railroads to visit Tuscany end Umbria Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental.  …see more

from £92 / night

£643 - £1072 / week

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(2) Excellent 5/5 

1 / 21

Fratticciola holiday villa rental

Cortona / Fratticciola

Villa / 3 Bedrooms / sleeps 6

  • Nearest beach 20 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £92 / night

£643 - £1072 / week

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La Fenice is part of a beautiful restored farmhouse, contained in private walled and hedged, landscaped gardens. Romantic, family and site seeing, all are catered for, plus use of the magnificent 20mX 8m swimming pool. makes an ideal holiday location for everyone. Part of the privately owned I Casali di Montecchio, there are wonderful views of Cortona from the garden.  …see more

from £77 / night

£536 - £786 / week

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(2) Very Good 4.5/5 

1 / 11

Mercatale di Cortona holiday apartment rental

Cortona / Mercatale di Cortona

Apartment / 3 Bedrooms / sleeps 6

  • Nearest beach 12 km
  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

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from £77 / night

£536 - £786 / week

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Fantastic apartament with 3 bedrooms and 2 bathroom in a villa with swimming pool and baby playground area. La Loggia has also a tipical tuscany stone fireplace fantastic to there during the winter.  …see more

from £143 / night

£1000 - £1215 / week

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(2) Excellent 5/5 

1 / 17

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £143 / night

£1000 - £1215 / week

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Chosen by hundreds of guests on Tripadvisor as number one Medieval Farmhouses in Cortona, we were awarded since 2010 every year with certificate of excellency. The area also provides various facilities for outdoor activities, quad,bikes,horses,golf,tennis and more  …see more

from £65 / night

£450 - £610 / week

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(1) Very Good 4/5 

1 / 19

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

Apartment / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages

Very Good 4/5 

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from £65 / night

£450 - £610 / week

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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. We can arrange special days or tours such as; Wine Tasting Cooking Cycling Painting Walking Weddings  …see more

from £72 / night

£500 - £8065 / week

View

(1) Excellent 5/5 

1 / 39

Villa rental in Localita Mucchia with shared pool

Cortona / Localita Mucchia

Villa / 13 Bedrooms / sleeps 30

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £72 / night

£500 - £8065 / week

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Medieval stone farmhouse renovated and divided to 9 charming luxurious suites that can accommodate one double bedroom and 2 double bedrooms suites, in full comfort in authentic Tuscan farmhouse furnished and kept with the old world style. Ideal for day trips. Hometuscany Tours & accommodation has an objective to provide the highest quality of accommodation  …see more

from £46 / night

£322 - £493 / week

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(2) Excellent 5/5 

1 / 24

Holiday lodge in Cortona

Province of Arezzo / Cortona

Lodge / 1 Bedroom / sleeps 4

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £46 / night

£322 - £493 / week

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Fattoria Borgonuovo - L'Ortensia Charming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m). The owners speak and understand fluent English.  …see more

from £67 / night

£465 / week

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(1) Excellent 5/5 

1 / 22

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 2

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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Not on the map

from £67 / night

£465 / week

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Casina via Iannelli offers you the opportunity to stay in the historic center of Cortona in a house of historical and artistic interest created and preserved until the beginning of 1300.  …see more

from £44 / night

£304 - £447 / week

View

(1) Excellent 5/5 

1 / 44

Holiday apartment rental

Cortona / Centoia

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £44 / night

£304 - £447 / week

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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 for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £46 / night

£322 - £493 / week

View

(1) Excellent 5/5 

1 / 24

Lodge letting in Cortona with shared pool

Province of Arezzo / Cortona

Lodge / 1 Bedroom / sleeps 4

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £46 / night

£322 - £493 / week

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Fattoria Borgonuovo - Il Geranio Charming indipendent apartment, 60 square meters, ground floor with an outside area and an outdoor swimmingpool (6x12m). The owners speak and understand fluent English.  …see more

from £67 / night

£465 - £858 / week

View

(1) Excellent 5/5 

1 / 23

Holiday farmhouse with shared pool in Cortona

Province of Arezzo / Cortona

Farmhouse / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £67 / night

£465 - £858 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car essential, internet wifi  …see more

from £58 / night

£400 - £530 / week

View

(1) Excellent 5/5 

1 / 20

Holiday apartment with shared pool in Fratta Santa Caterina

Cortona / Fratta Santa Caterina

Apartment / 2 Bedrooms / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £58 / night

£400 - £530 / week

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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. We can also arrange special days or tours for; Wine Tasting Cooking Cycling Painting Walking Weddings  …see more

from £62 / night

£429 - £572 / week

View

(1) Excellent 5/5 

1 / 23

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £62 / night

£429 - £572 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car necessary, may take pets - please enquire, Cortona,  …see more

from £13 / night

£86 - £750 / week

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1 / 16

Capezzine holiday apartment rental

Cortona / Capezzine

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £13 / night

£86 - £750 / week

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The Villa is very well situated: in the middle of the most beautiful countryside of Tuscany and Umbria (scenic road), overlooking some of the most famous wineries of the “Vino Nobile of Montepulciano” (Avignonesi) and just minutes away from the most important places.  …see more

from £296 / night

£2072 - £3000 / week

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(1) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £296 / night

£2072 - £3000 / week

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Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

from £223 / night

£1560 - £1880 / week

View

(7) Excellent 5/5 

1 / 27

Holiday home in Cortona

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

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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

from £223 / night

£1560 - £1880 / week

View

(2) Excellent 5/5 

1 / 20

Holiday home with swimming pool in Cortona

Province of Arezzo / Cortona

House / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

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

from £223 / night

£1560 - £1880 / week

View

(7) Excellent 5/5 

1 / 29

Holiday cottage with swimming pool in Cortona

Province of Arezzo / Cortona

Cottage / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £223 / night

£1560 - £1880 / week

View

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

from £46 / night

£322 - £465 / week

View

(4) Excellent 5/5 

1 / 55

Holiday apartment in Centoia

Cortona / Centoia

Apartment / 1 Bedroom / sleeps 3

  • Beach / lakeside relaxation
  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages

Excellent 5/5 

Add to shortlist

from £46 / night

£322 - £465 / week

View

Spacious, comfortable self-catering apartment in beautifully restored 18th century Tuscan farmhouse with pool. Rural, quiet and relaxing yet close to the charming Etruscan town of Cortona and within easy reach of the major art & cultural centres of Tuscany & Umbria. Perfect for art, architecture, wine, fine cuisine, scenery, walking, cycling and simply relaxing.  …see more

from £24 / night

£162 - £300 / week

View

(3) Excellent 5/5 

1 / 21

Cortona holiday condo rental

Province of Arezzo / Cortona

Condo / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

Add to shortlist

from £24 / night

£162 - £300 / week

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* air conditioning and heating included in price * washer located in bathroom * fully equipped kitchen * wireless internet * outdoor dining on private terrace * private parking space in front of condo * within walking distance to train station and bus stop provided: * towels & linens * bath, dish & laundry soap * paper towels & toilet tissue * hair dryer  …see more

from £37 / night

£257 - £428 / week

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(1) Excellent 5/5 

1 / 24

Apartment rental in Montalla with shared pool

Cortona / Montalla

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Excellent 5/5 

Add to shortlist

from £37 / night

£257 - £428 / week

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Seni detached apartment of an ancient tuscan country house, private garden in a small country village near by Corotna, the famous meieval town. Swimming pool and traditional tuscan food lessons available  …see more

from £41 / night

£286 - £465 / week

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(1) Excellent 5/5 

1 / 13

Holiday apartment with swimming pool in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £41 / night

£286 - £465 / week

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From the town of Cortona and 'possible in the day, to reach the most beautiful art cities of central Italy from Florence to Rome and 18 km Lake Trasimeno.Included you will find a set that includes: basic necessities (coffee, tea, seasoning, salt, sugar, detergents...... Ideally located, very quiet. Discount depending on length of stay.completely renovated, nice furnishings.  …see more

from £31 / night

£215 / week

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(1) Excellent 5/5 

1 / 10

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 3

  • Great for children of all ages
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £31 / night

£215 / week

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L'Etrusca e' un alloggio perfetto per chi vuole trascorrere le sue vacanze nel cuore della citta' e vivere direttamente la nostra tradizione Near of the most important Tuscany and umbria Town like: Firenze, Arezzo, Montepulciano, Pienza, Montalcino,  …see more

from £31 / night

£215 - £429 / week

View

(1) Excellent 5/5 

1 / 10

Holiday apartment in Cortona

Province of Arezzo / Cortona

Apartment / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

Add to shortlist

from £31 / night

£215 - £429 / week

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Holiday apartment 2 km from Cortona in the country, equipped with every comfort ,silent An excellent base for excursions nearby (Lake Trasimeno, Montepulciano, Pienza, Siena, Gubbio, etc..), from the house you can also put your shoes on and go for a walk in the woods  …see more

from £97 / night

£679 - £822 / week

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(1) Excellent 5/5 

1 / 24

Capezzine holiday apartment let

Cortona / Capezzine

Apartment / 2 Bedrooms / sleeps 7

  • Nearest beach 129 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

Add to shortlist

from £97 / night

£679 - £822 / week

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Breathtaking view from a unique Apartment between Cortona and Montepulciano. Luxury furnished, very well situated and ideal to relax and also to start daily drives into the best places of Tuscany and Umbria.  …see more

from £93 / night

£650 - £1590 / week

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(2) Excellent 5/5 

1 / 12

Holiday villa in Cortona

Province of Arezzo / Cortona

Villa / 4 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

Add to shortlist

from £93 / night

£650 - £1590 / week

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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

from £62 / night

£429 - £822 / week

View

(1) Very Good 4/5 

1 / 23

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

Villa / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning

Very Good 4/5 

Add to shortlist

from £62 / night

£429 - £822 / week

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Swimming pool, beach or lakeside relaxation, air conditioning, car essential, may take pets - please enquire, Cortona, panoramic  …see more

from £85 / night

£590 - £990 / week

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(2) Very Good 4.5/5 

1 / 12

Holiday villa with shared pool in Cortona

Province of Arezzo / Cortona

Villa / 3 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4.5/5 

Add to shortlist

from £85 / night

£590 - £990 / week

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700 years ago, San Silvestro was a little church - now it's a charming rental villa and excellent value too!  …see more
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