Horse riding holiday villas and apartments Province of Arezzo | Holiday Lettings

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959 Holiday homes

Filters applied: Horse riding (959)

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

(7) Excellent 

1 / 41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 bedroomsSleeps 127 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Exceptional views. Sleeps 12. Pool, gardens, tennis court and basketballOriginally a 16th century farmhouse, Villa Seccarille is situated in 57 hectares of fields and woodlands, on the lower slopes of the Appennine Mountains. The villa offers breathtaking views of the s  …see more

from £358 / night

£2500 - £3250 / week

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from £358 / night

(12) Excellent 

1 / 17

Borgo il Vepri - Ambra apartment sleeps 4

Province of Arezzo / Ambra

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Vepri is the perfect base for a tranquil holiday or home in the sun.It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza.The swimming pool is simply wonderful, set amid  …see more

from £43 / night

£295 - £479 / week

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from £43 / night

(1) Excellent 

1 / 60

Colonic house among Siena Firenze and Arezzo

Province of Arezzo / Ambra

2 bedroomsSleeps 73 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The rental started in 2015 after a rebuilding worker. The house is at the first and last floor and composed by 1 kitchen, living room with two sofa beds, 2 bedrooms (a king size bedroom and a triple bedroom with extra bed) a bathroom with shower and a wide panoramic  …see more

from £72 / night

£471 - £677 / week

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from £72 / night

Featured properties

1 / 20

Province of Arezzo / Arezzo

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £135 / night

£1093 - £1387 / week

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from £135 / night

(20) Excellent 

1 / 33

Villa in Poppi, Tuscany set in astounding natural surroundings, features private pool, terrace and garden, sleeps 12

Province of Arezzo / Poppi

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 160 km; Swimming pool; Great for children of all ages ;
Five bedrooms, 4 double bedrooms and one bedroom with two single beds, 3 full bathrooms each with a shower. Large living room with stereo, CD, SAT TV and a large fireplace Many outdoor eating areas - overlooking the castle, overlooking the pool and overlooking the surr  …see more

from £169 / night

£1177 - £2269 / week

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from £169 / night

1 / 43

Province of Arezzo / Marciano della Chiana

6 bedroomsSleeps 147 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £337 / night

£2353 - £4370 / week

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from £337 / night

1 / 33

Province of Arezzo / Loro Ciuffenna

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Great for children of all ages ;
 …see more

from £36 / night

£244 - £421 / week

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from £36 / night

(11) Excellent 

1 / 30

Villa di Catarsena, comfortable with heated pool

Province of Arezzo / Bibbiena

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, creat  …see more

from £269 / night

£2522 - £3404 / week

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from £269 / night

(1) Excellent 

1 / 25

Province of Arezzo / Monte San Savino

6 bedroomsSleeps 12Min stay varies

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

from £278 / night

£1933 - £3782 / week

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from £278 / night

1 / 17

Rosa dei Venti - Foiano Della Chiana house sleeps 5

Province of Arezzo / Foiano Della Chiana

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Beautiful country estate situated in the vicinity of Cortona, a charming medieval town in the south of Tuscany, close to the well-known cities full of art of Siena, Arezzo and Perugia. Along with the cottage Rosa dei Venti, the other two farmsteads comprise five apartme  …see more

from £85 / night

£592 - £1152 / week

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from £85 / night

(1) Excellent 

1 / 32

Nice villa in Tuscany hills with large garden and private pool, sleeps 9

Arezzo / Capolona

3 bedroomsSleeps 97 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo.Villa Caterina is equipped with 3 spacious bedrooms  …see more

from £109 / night

£757 - £1387 / week

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from £109 / night

(2) Excellent 

1 / 21

Villa Cicaleta within walking distance to Cortona

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 £145 / night

£1009 - £1639 / week

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from £145 / night

1 / 22

Ario - 6 people - shared pool - Art & Nature

Province of Arezzo / Anghiari

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Our properties are inserted in the historical farmhouse Fattoria La Scheggia, a small rural hamlet dating back to the 15th century and located in Arezzo province - Tuscany, Italy.In the restructured places, the modern comfort doesn't displace the rural old style am  …see more

from £61 / night

£421 - £631 / week

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from £61 / night

1 / 42

La Bozza , country apartment with private garden

Cortona / Montalla

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 200 km; Swimming pool; Great for children of all ages ;
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditional  …see more

from £135 / night

£718 - £1196 / week

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from £135 / night

(5) Very Good 

1 / 44

La Mimosa at La Lombarda - Centoia apartment sleeps 3

Cortona / Centoia

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 118 km; Swimming pool;
La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes i  …see more

from £64 / night

£421 - £547 / week

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from £64 / night

(50) Excellent 

1 / 51

Casa Leana - Farmhouse - HEATED Pool & Games Room

Province of Arezzo / Anghiari

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 66 km; Swimming pool; Great for children of all ages ;
Currently offering 15% discount for all available weeks in 2016. Casa Leana is over 350 years old and brimming with gorgeous original features, from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen, but we have also lavished a whole  …see more

from £248 / night

£1730 - £2630 / week

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from £248 / night

(31) Excellent 

1 / 21

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

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 £198 / night

£1387 - £2479 / week

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from £198 / night

(3) Excellent 

1 / 32

11th Century Castle Apartment near Siena&Florence

Province of Arezzo / Ambra

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 127 km; Suitable for children age 5+; Car advised;
Elevated position,quiet with great views from all windows, also from a big south facing terrace, this is a spacious,airy and comfortable apartment. It has been totally renovated to a high standard..everything works!. Good quaiity beds and bed linen. Strong WiFi through-  …see more

from £100 / night

£700 / week

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from £100 / night

(6) Excellent 

1 / 40

Casa Terrazza: Grand Tuscan house in medieval village with large terrace for alfresco dining, sleeps 7

Province of Arezzo / Lucignano

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
Casa Terrazza is located in Lucignano, one of the most outstanding examples of a fortified Tuscan mediaeval village. Casa Terrazza, is just a few steps away from restaurants and cafes.. Featuring a large terrace opening off main living area with views of the Val di Chi  …see more

from £126 / night

£824 - £1216 / week

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from £126 / night

(8) Excellent 

1 / 24

villa ai cedri - Cortona villa sleeps 8

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 £216 / night

£1513 - £2437 / week

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from £216 / night

(8) Excellent 

1 / 24

Peaceful 6 bedroom Tuscan villa with private outdoor pool and amazing views

Province of Arezzo / Monte San Savino

6 bedroomsSleeps 117 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa al Monte is uniquely situated on the edge of the medieval hamlet Monte San Savino, in a peaceful panoramic position with views of 180° of the surrounding countryside. This ancient home has been finely and elegantly restored with every modern comfort and lies in a  …see more

from £133 / night

£929 - £4370 / week

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from £133 / night

(8) Excellent 

1 / 29

Villa Rosa: Tuscan dream home in the hills with private pool, terrace and garden

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 19

Farmhouse apartment "The Loft" w/pool & garden

Province of Arezzo / Loro Ciuffenna

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
** TRIP ADVISOR 2014 CERTIFICATE OF EXCELLENCE WINNER **Beautiful, independent self-catering apartment in ancient Tuscan farmhouse with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arezzo (35 km fro  …see more

from £70 / night

£303 - £521 / week

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from £70 / night

1 / 28

Province of Arezzo / Castiglion Fibocchi

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £26 / night

£177 / week

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from £26 / night

(11) Excellent 

1 / 106

Province of Arezzo / Castiglion Fibocchi

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 241 km; Swimming pool; Great for children of all ages ;
 …see more

from £67 / night

£462 - £739 / week

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from £67 / night

1 / 10

Arezzo / Capolona

1 bedroomSleeps 23 nights min stay

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

from £53 / night

£0 / week

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from £53 / night

1 / 10

Province of Arezzo / Sansepolcro

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Great for children of all ages ; Car essential; Pets welcome;
 …see more

from £51 / night

£295 / week

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from £51 / night

(12) Excellent 

1 / 33

Tuscan farmhouse aprtments with pool and great view

Province of Arezzo / Loro Ciuffenna

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
*** WINNER OF 2014 CERTIFICATE OF EXCELLENCE ON TRIPADVISOR ***Independent self-catering apartments in ancient Tuscan farmhouse, fully restored with private swimming pool.The house is on a 30 acres property on the slopes of Pratomagno mountain, between Florence and Arez  …see more

from £68 / night

£295 - £505 / week

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from £68 / night

(2) Very Good 

1 / 23

Farmhouse 3 bedrooms, with pool & view - Loro Ciuffenna farmhouse sleeps 8

Province of Arezzo / Loro Ciuffenna

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Casa Querceto is an historic farmhouse that sits nestled into the hillside slopes of Pratomagno mountains, among olive groves and wooks, and enjoys majestic, breathtaking views over the whole Valdarno valley, far up to the first Chianti hills. It is just 50' from Flore  …see more

from £145 / night

£607 - £1574 / week

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from £145 / night

1 / 10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 bedroomSleeps 37 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 140 km; Swimming pool; Great for children of all ages ;
Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a wa  …see more

from £55 / night

£379 - £665 / week

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from £55 / night

1 / 89

Querce/luxury. Private village. Sleeps 5

Cortona / Montecchio

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; 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 £19 / night

£132 - £925 / week

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from £19 / night

(1) Excellent 

1 / 36

Province of Arezzo / Loro Ciuffenna

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 £211 / night

£942 - £2101 / week

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from £211 / night

(9) Excellent 

1 / 24

Villa Rosa - Heaven in Tuscany - Cortona villa sleeps 5

Province of Arezzo / Cortona

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 10 km; Swimming pool;
Villa Rosa is a beautiful and private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to  …see more

from £235 / night

£1645 - £2023 / week

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from £235 / night

1 / 20

Country House in Toscana - Pergine Valdarno

Province of Arezzo / Pergine Valdarno

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
It's a countryhouse built in 19th century called "Podere La Vignaccia".The house, on two floors, has been recently restored and has all the comforts.At the groundfloor there's a double sitting room with a fireplace, a big kitchenroom with kitchenett  …see more

from £169 / night

£883 - £1618 / week

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from £169 / night

(7) Excellent 

1 / 13

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

(51) Excellent 

1 / 32

Villa Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 12

Province of Arezzo / Arezzo

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside.Now restored to perfectio  …see more

from £301 / night

£2101 - £4202 / week

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from £301 / night

1 / 9

RESIDENCE SAN MINIATO - 1 Bedroom - INDEPENDENT

Province of Arezzo / Loro Ciuffenna

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
COUNTRY COTTAGE at Ground Floor : living/dining room provided with cooking facilities and one double bed-settlee, 1 room with double bed, 1 bathroom with shower. Activities at San Miniato: Riding: With the assistance of a qualified staff it's possible to have riding s  …see more

from £59 / night

£395 - £547 / week

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from £59 / night

1 / 15

Residence Lucignano - Lucignano apartment sleeps 4

Province of Arezzo / Lucignano

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
Appartamento nella fantastica campagna toscana, dotato di tutti i comfort, in posizione ideale per visitare luoghi di interesse storico ed artistico unici, e per gite eno-gastronomiche che lasceranno il segno. Composto da camera da letto con letto matrimoniale, bagno co  …see more

from £55 / night

£337 - £547 / week

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from £55 / night

1 / 16

Province of Arezzo / Arezzo

2 bedroomsSleeps 87 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 145 km; Swimming pool; Great for children of all ages ;
 …see more

from £83 / night

£547 - £866 / week

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from £83 / night

1 / 28

Appartamento Giardino Centro - Lucignano apartment sleeps 4

Province of Arezzo / Lucignano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
A fully self-contained apartment located in a medieval building opening onto its own garden, right in the centre of the charming central Tuscan town of Lucicnano.Appartamento Giardino is located in a a converted frantoio, olive oil mill is the centre of the medieval tow  …see more

from £70 / night

£446 - £629 / week

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from £70 / night

Top Destination reviews

Tuscany cottage with Private Pool, BBQ, & Parking
The Trip of a Lifetime!!

This was a beautiful experience! The house was out in the country but not too far away from all of the activities and conveniences. It was beautiful at night! A million stars and so very quiet! It was up on a hill so the view was lovely; vineyar … see more
B&B Casa al Moro, romantic flat in a quaint hamlet
Beautiful tuscan countryside and fantastic family

Cannot rate our stay with Norma and her family highly enough, they looked after us so well, even giving us bread they had baked. The flat is perfect, modern (but keeping with tuscan tradition) and very clean and comfortable with a cooker and a fridge … see more
Casa Dei Sogni, Tuscan Villa, Private Pool, A/C
Not to be missed

This Tuscan farmhouse has been tastefully and sympathetically restored. It is situated at the top of the valley with spectacular views of the surrounding countryside. You do need a car to stay here but most of the towns and villages to be explored … see more
17th century farmhouse with pool, A/C and Wi-Fi
Five stars for stay and hospitality - perhaps 4* for mod cons

I hesitated between 4 & 5 stars but went with the latter because we had a truly lovely holiday and the hospitality was second to none! Staying in a villa called La Rustica mod cons maybe a little too much to expect but wifi is provided (but of a prob … see more
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
Fattoria Vecchia Quercia
Unforgettable

We came to Italy from Canada to get married. As everyone knows, or can imagine, the experience of planning a wedding can be quite stressful...especially if you're trying to do it halfway across the globe and in a different language. After much rese … see more

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