Short city breaks Cortona | Holiday Lettings UK

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Bathrooms

Location

  • Italy
  • Tuscany
  • Province of Arezzo
  • Cortona

Location

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

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123 Holiday homes

Filters applied: City breaks (123)

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

(2) Excellent 

1 / 21

Villa Cicaleta within walking distance to Cortona

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and  …see more

from £143 / night

£1000 - £1625 / week

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from £143 / night

(31) Excellent 

1 / 21

Tuscan Villa. Borgo Valecchie. Cortona - Montanare villa sleeps 10

Tuscany / Province of Arezzo / Cortona / Montanare

4 bedroomsSleeps 105 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min stay
Key info: Nearest beach 180 km; Swimming pool; Great for children of all ages ;
Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holida  …see more

from £196 / night

£1375 - £2459 / week

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from £196 / night

(2) Excellent 

1 / 10

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 54 nights min stay

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

from £84 / night

£584 - £1021 / week

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from £84 / night

Featured properties

(8) Excellent 

1 / 24

villa ai cedri - Cortona villa sleeps 8

Tuscany / Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
"The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throug  …see more

from £215 / night

£1500 - £2417 / week

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from £215 / night

(1) Excellent 

1 / 14

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 32 km; Ask owner if suitable for children;
 …see more

from £59 / night

£417 / week

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from £59 / night

(6) Excellent 

1 / 13

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car not necessary; No pets allowed;
 …see more

from £80 / night

£0 / week

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from £80 / night

(3) Very Good 

1 / 20

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

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

from £92 / night

£0 / week

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from £92 / night

(1) Excellent 

1 / 10

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £42 / night

£250 - £400 / week

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from £42 / night

1 / 24

Tuscany / Province of Arezzo / Cortona / Farinaio

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £143 / night

£1000 - £1167 / week

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from £143 / night

(17) Excellent 

1 / 24

Tuscany / Province of Arezzo / Cortona / Montecchio, San Lorenzo

2 bedroomsSleeps 71 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £38 / night

£0 / week

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from £38 / night

1 / 15

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £84 / night

£500 - £667 / week

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from £84 / night

(1) Excellent 

1 / 82

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

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

from £84 / night

£500 - £584 / week

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from £84 / night

1 / 37

Garibaldi, splendid apt in the centre Cortona

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and fur  …see more

from £84 / night

£625 - £834 / week

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from £84 / night

(1) Excellent 

1 / 14

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £100 / night

£367 - £542 / week

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from £100 / night

(5) Very Good 

1 / 51

Casa la Bozza, IL Bozzino - Montalla apartment sleeps 6

Tuscany / Province of Arezzo / Cortona / Montalla

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO Il Bozzino, the ground floor oneBUT APPLY TO BOTH. PLEASE READ  …see more

from £128 / night

£689 - £1186 / week

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from £128 / night

(9) Excellent 

1 / 18

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Suitable for children age 5+; Car not necessary; No pets allowed;
 …see more

from £59 / night

£384 - £417 / week

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from £59 / night

(2) Very Good 

1 / 53

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 43 nights min stay

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

from £75 / night

£0 / week

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from £75 / night

(1) Excellent 

1 / 15

Appartamento Luna - Cortona apartment sleeps 2

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Great for children of all ages ; 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 £63 / night

£400 / week

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from £63 / night

(1) Excellent 

1 / 79

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 61 night min stay

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

from £100 / night

£667 - £834 / week

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from £100 / night

1 / 17

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 63 nights min stay

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

from £63 / night

£425 - £513 / week

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from £63 / night

1 / 27

Sopra di Brena - Teverina farmhouse sleeps 8

Tuscany / Province of Arezzo / Cortona / Teverina

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Sopra di Brena is located in San Pietro a Dame, about 20 kms from Cortona. The villa is an old restored farmhouse which enjoys stunning, panoramic views. It is surrounded by vinyards (around 1,350 Pinot Nero vines), which have been producing a highly-prized wine since  …see more

from £171 / night

£1192 - £1550 / week

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from £171 / night

1 / 7

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £109 / night

£755 - £859 / week

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from £109 / night

1 / 18

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

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 21 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 £67 / night

£417 / week

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from £67 / night

1 / 22

Tuscany / Province of Arezzo / Cortona / Bagnolo

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £250 / night

£959 - £2542 / week

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from £250 / night

1 / 3

Tuscany / Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

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

from £427 / night

£2984 - £3400 / week

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from £427 / night

(1) Excellent 

1 / 14

Luxury Tuscan Holiday Home , Stalla Rustica

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 84 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
An elegant, 17th Century Tuscan Farmhouse in a glorious location among Tuscan and Umbrian hills, only minutes from the beautiful Etruscan walled town of Cortona. Perfect all year round: walk or cycle in the hills, soak at the Thermal Spa, shop in fresh produce markets,  …see more

from £250 / night

£1495 / week

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from £250 / night

(1) Excellent 

1 / 18

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 32 km; Ask owner if suitable for children;
 …see more

from £59 / night

£417 / week

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from £59 / night

1 / 24

Villa Fonte - Cortona villa sleeps 12

Tuscany / Province of Arezzo / Cortona

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday d  …see more

from £399 / night

£2792 - £4334 / week

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from £399 / night

1 / 101

Tuscany / Province of Arezzo / Cortona

10 bedroomsSleeps 207 nights min stay

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

from £471 / night

£3292 - £4167 / week

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from £471 / night

1 / 18

Tuscany / Province of Arezzo / Cortona

11 bedroomsSleeps 201 night min stay

  • 11 bedrooms
  • Sleeps 20
  • 1 night min stay
Key info: Swimming pool; Suitable for children age 5+; Car advised;
 …see more

from £500 / night

£3334 / week

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from £500 / night

(8) Excellent 

1 / 30

Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 16Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £109 / night

£2500 - £3334 / week

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from £109 / night

(2) Excellent 

1 / 23

Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 4

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £100 / night

£667 - £750 / week

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from £100 / night

(24) Excellent 

1 / 31

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
 …see more

from £50 / night

£317 - £470 / week

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from £50 / night

1 / 29

Villa Le Contesse - Cortona villa sleeps 20

Tuscany / Province of Arezzo / Cortona

10 bedroomsSleeps 207 nights min stay

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Nearest beach 15 km; Swimming pool; Great for children of all ages ;
Villa Le Contesse is a beautiful independent villa lying on a hillside, a few minutes from the Etruscan town of Cortona. A large park with holm-oaks and secular trees surrounds the villa, which commands a stunning view over the Valdichiana. Le Contesse has been furnishe  …see more

from £536 / night

£3750 - £5357 / week

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from £536 / night

(1) Excellent 

1 / 13

LE MURA ETRUSCHE - Cortona apartment sleeps 4

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
THE CHARM OF THE MIDDLE AGES-Etruscan walls, a wonderful and relaxing view over the Chiana Valley from the beautiful terrace, above the Etruscan walls.A building of 1200 decorated with love between ancient and modern, a garden that is based on the Etruscan walls, after  …see more

from £55 / night

£375 - £542 / week

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from £55 / night

(1) Excellent 

1 / 14

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £55 / night

£238 - £367 / week

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from £55 / night

(2) Excellent 

1 / 34

Tuscany / Province of Arezzo / Cortona

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Air conditioning;
 …see more

from £59 / night

£417 - £650 / week

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from £59 / night

(3) Excellent 

1 / 24

Tuscany / Province of Arezzo / Cortona / Cegliolo

3 bedroomsSleeps 81 night min stay

  • 3 bedrooms
  • Sleeps 8
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £96 / night

£584 / week

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from £96 / night

1 / 19

Tuscany / Province of Arezzo / Cortona

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £55 / night

£238 - £367 / week

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from £55 / night

(1) Excellent 

1 / 24

Il Cipresso apt in farmhouse with swimming pool

Tuscany / Province of Arezzo / Cortona

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded  …see more

from £109 / night

£709 - £1084 / week

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from £109 / night

Top Destination reviews

Six bedroom traditional Tuscan villa in Cortona, a
Wonderful, true Italian experience"

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

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

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

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

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

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