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1,079 Holiday homes

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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 / 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

1 / 52

Province of Arezzo / Pergo

4 8 4 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £231 / night

£1599 / week

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from £231 / night

Featured properties

1 / 8

Province of Arezzo / Castiglion Fibocchi

Studio 2 2 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Child friendly ; Car advised; Air conditioning;
 …see more

from £35 / night

£240 / week

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from £35 / 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

(2) Excellent 

1 / 21

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

Province of Arezzo / Stia

2 5 5 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 5 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 £69 / night

£479 - £659 / week

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from £69 / night

(1) Excellent 

1 / 14

AGRITURISMO IL QUERCIONE - Sestino apartment sleeps 4

Province of Arezzo / Sestino

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
Se cercate la tranquillità e volete trascorrere le vostre vacanze lontano da tutto e da tutti, circondati solo dai prati e dal cielo l'agriturismo “Il Quercione” fa al caso vostro. Si tratta infatti in un aggregato contadino nel territorio comunale di Sestino  …see more

from £86 / night

£513 / week

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from £86 / night

1 / 6

Province of Arezzo / Anghiari

1 4 Min stay varies

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

from £65 / night

£428 / week

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from £65 / night

(5) Very Good 

1 / 23

At the gates of Chianti - Capanole apartment sleeps 3

Bucine / Capanole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 50 km; Child friendly ; Car advised;
Immersed in the green of the Tuscan countryside in a position easy to reach Siena Arezzo and Florence and near a very good Camping site with plenty of facilities. To notice the wine and food offers of the area.The holiday is good for those who want relax as well as to t  …see more

from £43 / night

£300 / week

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from £43 / 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

1 / 15

Apartment Pegaso - Casentino apartment sleeps 5

Bibbiena / Casentino

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
A family-friendly 40-sqm apartment situated in a privileged position, in front of the swimming pool, and with a really nice view on the Medieval castle of Poppi and on the valley of Casentino. On the shadow of trees, it has got a small al fresco living room, surrounded  …see more

from £103 / night

£718 - £1377 / week

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from £103 / night

1 / 12

Province of Arezzo / Badia Tedalda

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £86 / night

£428 / week

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from £86 / night

1 / 13

Province of Arezzo / Chiaveretto

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

Pricing unknown

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(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

(4) Excellent 

1 / 19

Casa Dei Sogni, Tuscan Villa, Private Pool, A/C - Pieve di Chio villa sleeps 6

Castiglion Fiorentino / Pieve di Chio

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 25 km; Swimming pool; Child friendly ;
A place to feel at home in Tuscany.... Lovely air conditioned stone farmhouse situated within a small Tuscan borgo. The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and te  …see more

from £225 / night

£1680 - £2048 / week

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from £225 / 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 / 24

Province of Arezzo / Bucine

1 3 7 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
 …see more

from £123 / night

£855 / week

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from £123 / night

(12) Excellent 

1 / 17

Borgo il Vepri - Ambra apartment sleeps 4

Province of Arezzo / Ambra

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; 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 / 32

Province of Arezzo / Alberoro

2 8 4 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £154 / night

£1069 / week

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from £154 / night

1 / 47

Casa vacanze Alle porte del Chianti - San Giovanni Valdarno apartment sleeps 7

Province of Arezzo / San Giovanni Valdarno

2 7 2 nights min stay

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min stay
Key info: Nearest beach 120 km; Child friendly ; Car advised;
The Apartment is located in the heart of the historic centre of San Giovanni hometown of the famous painter Masaccio. The apartment is located in Tuscany, near the Chianti area, between Florence, Siena and Arezzo. The area is very quiet and is a suitable choice for a r  …see more

from £69 / night

£479 / week

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from £69 / night

(9) 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 / 10

Certino - Bucine barn sleeps 6

Province of Arezzo / Bucine

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Casa Certino has 85 sqm and consists of a living-room with mod. kitchen-file, sofa, SAT-TV , 2 bedrooms (doublebeds) 2 bathrooms with shower, 1 double-sofa-bed On the ground-floor there is the living-room and 1 bedroom and 1 bathroom.Acess to garden from living-room and  …see more

from £86 / night

£599 - £812 / week

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from £86 / night

1 / 7

Borgo Corsignano - Cinghiale - Poppi apartment sleeps 4

Province of Arezzo / Poppi

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Two floors apartment in the Borgo's little sunny square. On the ground floor a living room with fireplace, a luminous kitchen which looks directly onto the private garden, equipped with table and chairs for eating outdoors. Possibility of double sofà bed.An artist  …see more

from £86 / night

£599 / week

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from £86 / night

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 / 18

Villa Petrischio - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

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

Pricing unknown

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Pricing unknown

(2) Excellent 

1 / 19

Arezzo / Antria

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £56 / night

£342 / week

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from £56 / 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 / 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 / 18

Molinvecchio - Vallea villa sleeps 10

Talla / Vallea

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
The Molinvecchio is a very special agriturism beautifully situated in the green heart of Tuscany. And houses ancient working mill machinery which is driven by the stream called Capraia.The Villa is amazing..It has all the facilities needed to have a great time on a won  …see more

from £300 / night

£2100 - £3350 / week

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from £300 / night

1 / 6

Province of Arezzo / Monte San Savino

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

from £60 / night

£419 / week

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from £60 / night

1 / 20

Province of Arezzo / Cavriglia

28 2 Min stay varies

  • 28 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Child friendly ; Car not necessary;
 …see more

Pricing unknown

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Pricing unknown

(6) Excellent 

1 / 16

Elegant Tuscan-style villa in magnificent setting, ideal place for a relaxing holiday - Subbiano villa sleeps 2

Province of Arezzo / Subbiano

11 2 Min stay varies

  • 11 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The villa is an original construction of the Middle Ages, over time adapted to the needs of everyday life. Tregognano was renovated in 2003 with an elegant Tuscan style, with full respect for its ancient origin and characteristics.The villa is beautifully located 550 me  …see more

from £60 / night

£334 / week

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from £60 / night

1 / 13

Province of Arezzo / Chiusi della Verna

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £43 / night

£257 - £308 / week

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from £43 / night

1 / 24

Farmer's house.Huose with pool - San Giustino Valdarno farmhouse sleeps 10

Province of Arezzo / San Giustino Valdarno

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
Charming stone farmhouse, equipped with every comfort, 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 th  …see more

from £159 / night

£1112 - £2137 / week

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from £159 / night

1 / 34

Province of Arezzo / Cavriglia

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £60 / night

£479 - £539 / week

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from £60 / night

1 / 19

Province of Arezzo / Rigutino

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £69 / night

£483 / week

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from £69 / night

(20) Excellent 

1 / 33

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

Province of Arezzo / Poppi

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 160 km; Swimming pool; Child friendly ;
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 £171 / night

£1197 - £2308 / week

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from £171 / night

1 / 13

Bibbiena / Casentino

1 3 1 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £52 / night

£359 / week

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from £52 / night

1 / 15

Villa Cresta Apartment - Caprese Michelangelo apartment sleeps 4

Province of Arezzo / Caprese Michelangelo

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Ask owner if suitable for children; Car essential; Ask about pets;
The apartment is a completely separate building situated about 30 metres from the main house. It contains a living area, bedroom and bathroom. Outside there is a patio, a small garden and a parking area. The entrance faces south and affords a beautiful view out over the  …see more

from £43 / night

£300 / week

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from £43 / night

Top Destination reviews

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
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
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
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

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