Walking holiday villas and apartments Province of Arezzo | Holiday Lettings

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886 Holiday homes

Filters applied: Walking holidays (886)

(8) Excellent 

41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 12 7 nights min

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 - £3750 / week

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from £358 / night

(12) Excellent 

17

Borgo il Vepri - Ambra apartment sleeps 4

Province of Arezzo / Ambra

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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

(6) Excellent 

15

Extraordinary Tower in the Tuscan hills with pool, - Sansepolcro tower sleeps 3

Province of Arezzo / Sansepolcro

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 110 km
  • Swimming pool
Torre the Brancialino nestles beautifully in the Tuscan Hills some 10 kilometres from the Renaissance town of Sansepolcro.Being part of a remarkably restored medieval castle (where the owner lives) the tower offers the perfect romantic hideaway with comfortable accommod  …see more

from £50 / night

£350 - £420 / week

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from £50 / night

(8) Excellent 

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

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 £138 / night

£961 - £2827 / week

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from £138 / night

(22) Excellent 

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
  • 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 £174 / night

£1218 - £1653 / week

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from £174 / night

21

Tuscan Villa With Private Pool And Amazing Views - Lucignano villa sleeps 8

Province of Arezzo / Lucignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 15 km
  • Swimming pool
  • Child friendly
Casa Luisa is a completely refurbished 3 bedroom property. It is located between Lucignano and Sinalunga, about 10 mins from the A1 Betolle toll. The houses in the tiny hamlet are mainly farms and the sheep one can hear in the distance have bells around their necks and  …see more

from £108 / night

£750 - £2200 / week

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from £108 / night

(32) Excellent 

24

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

Cortona / Montanare

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
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 £205 / night

£1435 - £2566 / week

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from £205 / night

(53) Excellent 

32

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

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £311 / night

£2174 - £4348 / week

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from £311 / night

(11) Excellent 

30

Villa di Catarsena, comfortable with heated pool - Bibbiena villa sleeps 14

Province of Arezzo / Bibbiena

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
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 £279 / night

£1948 / week

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from £279 / night

9

Province of Arezzo / Anghiari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £122 / night

£783 - £957 / week

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from £122 / night

(3) Excellent 

31

Province of Arezzo / Badia Agnano

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £218 / night

£1522 - £3470 / week

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from £218 / night

18

Casa del Tramonto (House of the Sunset) 3 apts. - Civitella in Val di Chiana apartment sleeps 2

Province of Arezzo / Civitella in Val di Chiana

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Private garden
Casa del Tramonto (House of the Sunset) is situated in an idyllic position on a hillside promontory with breathtaking views over the rolling hills of Chianti. The building itself is reported to be a monastery dating from the 14th century, and has been restored using the  …see more

from £110 / night

£770 / week

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from £110 / night

22

AGRITURISMO CASAVECCHIA-NIBBIO Castiglion Fibocchi - Castiglion Fibocchi apartment sleeps 6

Province of Arezzo / Castiglion Fibocchi

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A breathtaking view, an age-old sense of peace and unspoiled nature together with the high level of comfort of the three apartments make this house the ideal destination for those who wish to spend a relaxing holiday in Tuscany. The beauty of natural surroundings, the h  …see more

from £74 / night

£514 - £887 / week

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from £74 / night

(5) Excellent 

24

Gorgeous five bedroom villa, game room, outdoor p - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Cortonese hillside, La Fortezza and the ancient wall which encloses the town, dominate the view of the surrounding hillside.Guests have exclusive use of the delightful 12x6 swimming pool, with Roman steps, which lies in an extremely panoramic position and from where  …see more

from £146 / night

£1018 - £3166 / week

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from £146 / night

(4) Excellent 

13

Impressive stone built Tuscan holiday villa with private grounds and swimminig pool, sleeps 10 - Castiglion Fiorentino villa sleeps 10

Province of Arezzo / Castiglion Fiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 27 km
  • Swimming pool
  • Child friendly
Just a short distance from the medieval town of Castiglion Fiorentino is "Casa Usignoli". This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one  …see more

from £192 / night

£1341 / week

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from £192 / night

16

Province of Arezzo / Arezzo

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 145 km
  • Swimming pool
  • Child friendly

 …see more

from £86 / night

£566 - £896 / week

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from £86 / night

37

Garibaldi, splendid apt in the centre Cortona - Cortona apartment sleeps 6

Province of Arezzo / Cortona

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
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 £87 / night

£653 - £740 / week

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from £87 / night

(2) Very Good 

24

Villa il Rocolo - Arezzo villa sleeps 12

Province of Arezzo / Arezzo

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The villa has been lovingly restored and transformed into a most elegant and refined holiday home in keeping with the original tradition and character of this charming stone villa, with wood beams and vaulted terra cotta ceilings.In the private gardens you will find a 1  …see more

from £179 / night

£1248 - £2827 / week

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from £179 / night

22

Province of Arezzo / Arezzo

14 30 Min stay varies

  • 14 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £1392 / night

£5740 - £6609 / week

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from £1392 / night

35

Villa in the Chianti hills - Malva villa sleeps 14

Loro Ciuffenna / Malva

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to the histor  …see more

from £127 / night

£957 - £1740 / week

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from £127 / night

28

Appartamento Giardino Centro - Lucignano apartment sleeps 4

Province of Arezzo / Lucignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
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 £73 / night

£461 - £651 / week

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from £73 / night

(1) Excellent 

27

Province of Arezzo / Cortona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £87 / night

£566 - £827 / week

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from £87 / night

(1) Excellent 

7

Province of Arezzo / Lucignano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £44 / night

£305 / week

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from £44 / night

(1) Excellent 

30

Arezzo / Antria

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £73 / night

£509 - £1117 / week

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from £73 / night

(2) Excellent 

21

Villa Cicaleta within walking distance to Cortona - Cortona farmhouse sleeps 7

Province of Arezzo / Cortona

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • 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 £150 / night

£1044 - £1305 / week

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from £150 / night

(1) Excellent 

20

Province of Arezzo / Arezzo

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £140 / night

£870 - £1479 / week

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from £140 / night

16

Casina Vereno - Bagnolo villa sleeps 4

Cortona / Bagnolo

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
This charming independent villa is situated in panoramic position in the Cortonese Mountains above the Etruscan hill town of Cortona. It's ideal location make it easy visit the most renowned historical and art cities of Tuscany and Umbria. The property, with privat  …see more

from £151 / night

£1057 - £1431 / week

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from £151 / night

(5) Excellent 

21

Tuscan Mountain Cottage - Sansepolcro cottage sleeps 4

Province of Arezzo / Sansepolcro

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 km
  • Suitable for children age 5+
The house is part of a historic built farmhouse, set on a mountainside (840m) in an area full of natural parks, forest and walking trails ("sentieri"). Although it is in a wonderfully quiet position, the house is in fact only 5 minutes' drive from the E45 motorway, 500  …see more

from £50 / night

£295 / week

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from £50 / night

47

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

Province of Arezzo / San Giovanni Valdarno

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 120 km
  • Child friendly
  • Ask about pets
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 £70 / night

£487 / week

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from £70 / night

26

Sasso Orlando - Terranuova Bracciolini house sleeps 10

Province of Arezzo / Terranuova Bracciolini

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Sasso Orlando is an old stone farmhouse in the countryside of Valdarno Aretino at the foot of the mountain range of Pratomagno. The cottage was recently restored with great care and taste using materials of high value. The wooden ceilings, old brick arches, old terracot  …see more

from £114 / night

£827 - £1696 / week

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from £114 / night

(3) Excellent 

24

B & B Gargoyle di Sotto - Shack - Chiusi della Verna farmhouse sleeps 5

Province of Arezzo / Chiusi della Verna

4 5 Min stay varies

  • 4 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The idyllic hamlet of „Doccione di Sotto” which consists of three former farm houses, is located in a quite remote are at 850 m s.l., at the end of the Vallesanta valley. The property is situated on the border of the Casentino National Park in the midst of woods and  …see more

from £87 / night

£566 - £1122 / week

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from £87 / night

(3) Very Good 

24

B & B Gargoyle di Sotto - Casa Nonna - Chiusi della Verna apartment sleeps 2

Province of Arezzo / Chiusi della Verna

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
The idyllic hamlet of “Doccione di Sotto” which consists of three former farm houses, is located in a quite remote area of the Tuscan mountains. We carefully restored our old stone cottages. To the houses belong two large lawns with a pool (9x6m) for swimming, pla  …see more

from £50 / night

£322 - £479 / week

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from £50 / night

(4) Excellent 

16

Province of Arezzo / Cavriglia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Child friendly
  • Air conditioning

 …see more

from £53 / night

£366 / week

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from £53 / night

11

Guardia, relax in rural farmhouse near Anghiari - Anghiari house sleeps 6

Province of Arezzo / Anghiari

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Natura La Scheggia is an ancient agricoltural village, restored in houses and apartements. Traditional two-storey stone farm-house with large garden for exclusive use, was once the home of the gamekeeper. On the ground floor dining room with fireplace, large living room  …see more

from £140 / night

£783 / week

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from £140 / night

10

Grecale - PI2012_226 - Cortona apartment sleeps 3

Province of Arezzo / Cortona

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 140 km
  • Swimming pool
  • Child friendly
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 £56 / night

£392 - £688 / week

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from £56 / night

16

Province of Arezzo / Anghiari

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

 …see more

from £87 / night

£479 / week

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from £87 / night

(3) Very Good 

17

Romantic holiday cottage with a stunning view - Stia apartment sleeps 3

Province of Arezzo / Stia

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Casa Teresa is a romantic holiday cottage situated in beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and br  …see more

from £50 / night

£348 - £435 / week

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from £50 / night

(3) Very Good 

10

Province of Arezzo / Bibbiena

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from £51 / night

£522 / week

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from £51 / night

54

5 bedrooms, private swimming pool, stunning views - Caprese Michelangelo house sleeps 10

Province of Arezzo / Caprese Michelangelo

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Singerna has been converted from a 300-year-old stone barn. Although it has come a long way from its humble beginnings, original features have been retained and materials reused wherever possible to preserve its original character with chestnut beamed ceilings, ha  …see more

from £65 / night

£453 - £2783 / week

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from £65 / night

(2) Very Good 

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

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £112 / night

£783 / week

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from £112 / night

Top Destination reviews

Sansepolcro Garden apartment
Revisiting the magic of Sansepolcro

Though this was our first stay at Louise and Franco's wonderful house, it was our third visit to Sansepolcro. The garden apartment was spacious,comfortable and quintessentially Italian and though the March weather didn't lend itself to our using the … see more
Spacious and airy Volta Apartment - 2 bedrooms
Excellent apartment with friendly owner

We had a very warm welcome through Louise and her husband. What a wondeful flat, very spacious, lots of rooms and very much light through large windows. Louzise even purchased wine and some basic fod for the first days which was VERY generous and was … see more
Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool - set within a small Tuscan borgo
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
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
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
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

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