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

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869 Holiday homes

Filters applied: Horse riding (869)

1 / 16

Province of Arezzo / Badia Tedalda

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Car essential; No pets allowed;
 …see more

from £37 / night

£257 / week

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from £37 / night

1 / 9

Province of Arezzo / Capannole

4 8 5 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Ask about pets;
 …see more

from £22 / night

£150 / week

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from £22 / night

1 / 24

The Nest.Small house with pool - San Giustino Valdarno farmhouse sleeps 2

Province of Arezzo / San Giustino Valdarno

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
Small farmhouse in an extraordinarily scenic location. Located in Valdarno, in front of the Chianti hills, between Florence and Arezzo is only half an hour from Siena. Due to its location, is an excellent starting point to visit the most famous tourist destinations in t  …see more

from £52 / night

£342 - £599 / week

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from £52 / night

Featured properties

(2) Very Good 

1 / 32

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

Arezzo / Capolona

3 9 7 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 £110 / night

£770 - £983 / week

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from £110 / night

1 / 15

Province of Arezzo / Montevarchi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Suitable for children age 5+; Car essential; Air conditioning;
 …see more

from £69 / night

£428 / week

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from £69 / night

1 / 16

IL MOLINO DI SERRAVALLE - Camaldoli cottage sleeps 4

Province of Arezzo / Camaldoli

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
Casa Vacanze Il Molino di Serravalle a 2 km dal Monastero di Camaldoli , immersa nel Parco delle Foreste Casentinesi, dove si respira l'incanto della natura in ogni stagione. L'appartamento lo Scoiattolo è dotato di focolare, riscaldamento autonomo e barbecu  …see more

from £60 / night

£342 / week

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from £60 / night

1 / 11

Holiday Farmhouse in San Giovanni Valdarno - San Giovanni Valdarno farmhouse sleeps 4

Province of Arezzo / San Giovanni Valdarno

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many  …see more

from £52 / night

£364 - £479 / week

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from £52 / night

1 / 7

Holiday Farmhouse - San Giovanni Valdarno farmhouse sleeps 6

Province of Arezzo / San Giovanni Valdarno

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 150 km; Swimming pool; Child friendly ;
The farmhouse is located on the oriental Chianti's hills, it lies in the peaceful, calm and typical Tuscany landscape. The strategic position of property, in the middle of triangle Siena (40 km) Arezzo (35 km) Firenze (40 km), gives the opportunity to discover many  …see more

from £94 / night

£503 - £683 / week

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from £94 / night

(8) Excellent 

1 / 24

Peaceful 6 bedroom Tuscan villa with private outdoor pool and amazing views - Monte San Savino villa sleeps 11

Province of Arezzo / Monte San Savino

6 11 7 nights min stay

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 £135 / night

£945 - £4445 / week

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from £135 / night

1 / 20

Province of Arezzo / Castel Focognano

2 4 Min stay varies

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

from £62 / night

£428 / week

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from £62 / night

(5) Very Good 

1 / 24

Picturesque villa in Tuscany with lovely gardens, private pool and patios - Monte San Savino villa sleeps 4

Province of Arezzo / Monte San Savino

2 4 6 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Arezzo, Cortona triangle, a lovely picturesque corner of Tuscany, which will leave you spellbound. Characterised by the soft rolling hills, ancient castles, charming little hamlets and breathtaking scenery.Many are the cultural and artistic treasures in the area.An idea  …see more

from £167 / night

£1000 / week

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from £167 / night

1 / 8

Casa Mercedes - Castelfranco di Sopra cottage sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Air conditioning; No pets allowed;
“Mercedes” is in a strategic position on top of a small hill and overlooks the entire farm. On the ground floor you will find a bright and enchanting day area with an ancient stone fireplace and a kitchenette made of brick and fine wood. In the basement there is a p  …see more

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1 / 9

Province of Arezzo / San Pietro a Cegliolo

28 2 Min stay varies

  • 28 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £91 / night

£635 - £802 / week

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from £91 / night

1 / 10

Province of Arezzo / Sansepolcro

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
 …see more

from £52 / night

£300 / week

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from £52 / night

1 / 13

Casa Maria Luisa - Castelfranco di Sopra house sleeps 2

Province of Arezzo / Castelfranco di Sopra

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Car advised;
Casa Maria Luisa is a very charming dwelling that is entered via an enchanting row of cypress trees. A house with welcoming charm, it is furnished with luxury fabrics and period pieces, framed with exposed beams and hand-made terracotta floors.The exterior is characteri  …see more

from £93 / night

£647 / week

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from £93 / night

(22) Excellent 

1 / 24

Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 4 - Arezzo apartment sleeps 4

Province of Arezzo / Arezzo

1 4 4 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car essential;
Holiday apartment on the ground floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom has a bidet & shower a  …see more

from £43 / night

£274 / week

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from £43 / night

1 / 30

Province of Arezzo / Montevarchi

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £129 / night

£898 / week

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from £129 / night

1 / 14

Province of Arezzo / Montevarchi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Car essential; Air conditioning;
 …see more

from £60 / night

£428 / week

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from £60 / night

(12) Excellent 

1 / 33

Tuscan farmhouse aprtments with pool and great view - Loro Ciuffenna apartment sleeps 4

Province of Arezzo / Loro Ciuffenna

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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 £69 / night

£300 - £428 / week

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from £69 / night

1 / 14

Province of Arezzo / Arezzo

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 100 km; Not suitable for children; Car not necessary;
 …see more

from £26 / night

£154 / week

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from £26 / 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 / 13

Cortona / Montecchio

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Child friendly ; Pet friendly;
 …see more

from £127 / night

£889 - £1556 / week

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from £127 / night

1 / 24

Arezzo / Capolona

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £69 / night

£453 / week

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from £69 / night

1 / 28

Province of Arezzo / Pieve Santo Stefano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Car advised;
 …see more

from £43 / night

£257 / week

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from £43 / night

(13) Excellent 

1 / 12

Podere La Rota Chianti Cottage for 2 - Discounts! - Moncioni cottage sleeps 2

Montevarchi / Moncioni

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; Car advised; Air conditioning;
If you love walking, peaceful rusticity, organically grown olive oil and all the joys of glorious Tuscany then this cottage is for you! Podere La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni, whic  …see more

from £73 / night

£505 - £590 / week

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from £73 / night

1 / 24

Pergine Valdarno / Pieve A Presciano

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £531 / night

£3714 / week

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from £531 / night

(1) Very Good 

1 / 22

Villino Laura - Montecchio villa sleeps 4

Cortona / Montecchio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 155 km; Swimming pool; Child friendly ;
Villino Laura is an old mill immersed in the picturesque green Tuscan countryside only few kilometres from Cortona and has been completely restored maintaining its original charm. The furnishing of this property makes it one of a kind for its class, due to its precious  …see more

from £134 / night

£778 - £1112 / week

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from £134 / night

(2) Excellent 

1 / 21

Appartamento Girasole - "La Fagiana" 13 - Stia apartment sleeps 5

Province of Arezzo / Stia

2 5 6 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Appartamento GIRASOLELa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £65 / night

£453 - £633 / week

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from £65 / night

(2) Excellent 

1 / 24

Villa Emiliano - Palazzo del Pero cottage sleeps 4

Province of Arezzo / Palazzo del Pero

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 22 km; Child friendly ; Car essential;
Beautiful Casolare (stone cottage) of the 1857, in typical Tuscan style, located on a hill top with a breathtaking view. 16 km far from Arezzo give you the chance to esperience real rural Tuscany but at 15 minutes by car from a main city center. Private garden, CAR park  …see more

Pricing unknown

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Pricing unknown

(2) Excellent 

1 / 24

Villa Vallibona - Castiglion Fiorentino villa sleeps 11

Province of Arezzo / Castiglion Fiorentino

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Nearest beach 128 km; Swimming pool; Child friendly ;
Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibo  …see more

from £183 / night

£1283 - £3077 / week

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from £183 / night

1 / 29

Il nido, lovely tuscan cottage with pool - Pietraia cottage sleeps 4

Cortona / Pietraia

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Pet friendly;
Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful reca  …see more

from £105 / night

£727 - £1710 / week

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from £105 / night

(1) Excellent 

1 / 14

' Ginestre' - Rigutino apartment sleeps 2

Province of Arezzo / Rigutino

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
-Apartment, 'LE GINESTRE' is situated on the ground floor, is equipped with double bedroom, bathroom with shower and a kitchen with sofa and fireplace ( is possible to add a singol bed in the kitchen or in the double bedroom). Outside there is a porch with a t  …see more

from £69 / night

£471 / week

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from £69 / night

(5) Excellent 

1 / 24

Province of Arezzo / Terranuova Bracciolini

5 17 Min stay varies

  • 5 bedrooms
  • Sleeps 17
  • Min stay varies
Key info: Nearest beach 160 km; Swimming pool; Child friendly ;
 …see more

from £385 / night

£1945 - £2992 / week

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from £385 / 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

1 / 4

Province of Arezzo / Laterina

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £77 / night

£513 / week

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from £77 / night

1 / 24

Vintage Apt Tuscany/pool/Wi-Fi - Montevarchi apartment sleeps 5

Province of Arezzo / Montevarchi

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Country chic recently restructured apartment with a vintage feel immersed in the Tuscan countryside. This place is perfect for people who want to be in nature and the Tuscan hillsides. A beautiful path immersed in nature and dominated by pine trees, cipresses and v  …see more

from £103 / night

£684 / week

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from £103 / night

(11) Excellent 

1 / 42

Tuscan villa in spectaular location with incredible heated pool, gym and jacuzzi - Castel San Niccolo villa sleeps 7

Province of Arezzo / Castel San Niccolo

3 7 7 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Suitable for children age 5+;
We are spectacularly located in a prominent elevated position in a South facing valley which brings long hours of sunshine and a favourable micro climate. The house is approached by a lane which winds its way from the main road, crossing over a river by an ancient bridg  …see more

from £103 / night

£718 - £4640 / week

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from £103 / night

(1) Excellent 

1 / 23

CASA VACANZE VILLA GIUSTERNA - Ambra villa sleeps 17

Province of Arezzo / Ambra

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The Villa includes 8 double rooms, each with private bathroom, a spacious living room and a smaller one with TV Sat, a large dining room with fireplace of the time, a perfectly equipped kitchen for self catering with dishwasher, a laundry room and a marvelous covered te  …see more

from £404 / night

£2821 - £5342 / week

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from £404 / night

1 / 16

Villa Ceppeto - La Limonaia - Monte San Savino barn sleeps 2

Province of Arezzo / Monte San Savino

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Vacation Home Villa Ceppeto was an old barn and it lies on a 17.30 acres (70.000 sq.meters) private property located on the border of Chianti: there are beautiful walks and mountain bike trails through 700 olive trees, woods and fields of irises. There is even a little  …see more

from £82 / night

£556 / week

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from £82 / 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

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
Luxury villa with private swimming pool
AMAZING!!!

I've had the most wonderful stay in this Tuscan gem! Jacopo is such a great host and was always there to answer my questions. The villa is just beautiful! Each room and corner has something unique about it. The gardner Giancarlo came to make sure the … 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
Casa Leana - Farmhouse - HEATED Pool & Games Room
Utterly Fabulous!

Casa Leana is just amazing! The house is beautifully furnished and styled in a typically Tuscan style but with every modern convenience you could want and with additions that we didn't even know we wanted before we arrived .... Wine cellar and librar … 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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