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  • Maremma (2)
  • Province of Arezzo (726)
  • Province of Florence (1,067)
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  • Province of Massa Carrara (100)
  • Province of Pisa (347)
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1 / 35

Casa Oliveto - Castelmuzio villa sleeps 10

Province of Siena / Castelmuzio

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst whic  …see more

from £367 / night

£2565 - £4095 / week

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from £367 / night

1 / 28

Villa Petrolo, Petrolo winery - San Leolino villa sleeps 33

Bucine / San Leolino

16 33 Min stay varies

  • 16 bedrooms
  • Sleeps 33
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Villa Petrolo is the 18th century manor house of the Petrolo winery, built by Massimiliano Soldani, architect sculptor and medalist for the Medici Family, as his own residence. It's now available for holidays, weddings and events.The property can host from 17 to 3  …see more

from £970 / night

£6363 - £12613 / week

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from £970 / night

1 / 24

Province of Arezzo / Arezzo

3 12 3 nights min stay

  • 3 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Suitable for children age 5+; Car not necessary; Air conditioning;
 …see more

from £69 / night

£466 - £2578 / week

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from £69 / night

Featured properties

(5) Excellent 

1 / 17

cielsereno - tuscan life in pristine nature

Province of Siena / Radicondoli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Cielsereno (serene skies) forms part of the country house, Casanuova, which stands on one of the most lovely of the Siennese hills with an unforgettable view of the Cecina valley. Not far from the historic centres of Sienna, Florence, Volterra and San Galgano, it offer  …see more

from £74 / night

£432 - £664 / week

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from £74 / night

1 / 100

Cortona 86286 - Pergo villa sleeps 8

Province of Arezzo / Pergo

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
Beautiful independent villa with private pool situated in panoramic location on a hill above the small village of Pergo, 6 km away from the charming town of Cortona whose origins date back to the Etruscan times. This welcoming property is surrounded by olive groves and  …see more

from £201 / night

£1407 - £2504 / week

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from £201 / night

1 / 24

Villa Ercole - Porto Ercole villa sleeps 12

Province of Grosseto / Porto Ercole

7 12 7 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Child friendly ; Air conditioning;
This amazing villa is located in Porto Ercole, a village in the promontory of Monte Argentario, Tuscany, about 150 km south of Florence and 35 km south of Grosseto. The promontory stretches towards the Tyrrenian sea in correspondence of the islands of Giglio and Giannut  …see more

from £371 / night

£2595 - £6880 / week

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from £371 / night

1 / 24

Villa Corti - San Casciano in Val di Pesa villa sleeps 12

Province of Florence / San Casciano in Val di Pesa

4 12 7 nights min stay

  • 4 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
This is an independent villa, covering 200 square metres, and extending over two storeys, plus the traditional Tuscan dovecot on its rooftop, now converted into a luxurious bathroom. Although recently fully renovated, the interiors nonetheless retain many typical charac  …see more

from £130 / night

£906 - £2242 / week

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from £130 / night

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House Fiorentina - Florence house sleeps 6

Province of Florence / Florence

2 6 3 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
Wonderful house with private garden and parking, is a typical country house about 3km from the Duomo, (30 minutes' walk) and also it is well served by bus to the city centre. The country house is situated in a quiet and suggestive place, immersed in green very near  …see more

from £121 / night

£837 / week

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from £121 / night

(11) Excellent 

1 / 23

Holidays Tuscany countryside 20 min from Florence

Rignano sull'Arno / Santa Maria Maddalena

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Big independent flat in a old farmhouse completely restaured."At the top of a typical Tuscan hill in the beautiful Valdarno valley, this ancient" Casa colonica "was chosen as a principal residence by an opera singer who, after 23 years of international ca  …see more

from £130 / night

£863 - £1466 / week

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from £130 / night

(2) Very Good 

1 / 24

VILLA CASENTINO - Vila with Private Pool - Tuscany

Province of Arezzo / Poppi

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Villa Casentino is the perfect accommodation for your holiday in total relax. It consists of 3 bedrooms and 2 bathrooms for a total of 8 sleeping places, very suitable for families with children or small groups. The private pool (6m x 12m) and the surrounding park (3000  …see more

from £111 / night

£776 - £1466 / week

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from £111 / night

1 / 22

La Fortezza - Pescia villa sleeps 12

Province of Pistoia / Pescia

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Child friendly ;
La Fortezza is a traditional farmhouse that has been sympathetically restored to provide holiday accommodation for up to 12 people. Situated in the hills the villa has 360 degrees of breathtaking views including the market town of Pescia and medieval hilltop villages.C  …see more

from £275 / night

£1500 - £2250 / week

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from £275 / night

1 / 99

Province of Siena / San Gimignano

1 4 3 nights min stay

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

from £104 / night

£647 - £854 / week

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from £104 / night

1 / 18

Casa Sauro - Lugliano house sleeps 6

Bagni di Lucca / Lugliano

2 6 2 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Child friendly ; Car advised; Ask about pets;
Casa Sauro is a stone village house built and restored in the traditional Tuscan style (chestnut beams, cotto tiled floors etc.).Set in the hilltop village of Lugliano, near Bagni di Lucca, looking over the Serchio Valley. This house offers great scenery and access to  …see more

from £34 / night

£202 - £233 / week

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from £34 / night

1 / 84

Villa Osservatorio - Tocchi villa sleeps 27

Monticiano / Tocchi

14 27 7 nights min stay

  • 14 bedrooms
  • Sleeps 27
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Child friendly ;
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.Villa Osservatorio  …see more

from £2744 / night

£19203 - £25604 / week

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from £2744 / night

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Greve in Chianti / San Polo in Chianti

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £164 / night

£1147 - £2699 / week

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from £164 / night

(9) Excellent 

1 / 32

Cottage Arcobaleno - Dimore di Poggianto

Province of Arezzo / Pergine Valdarno

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 140 km; Swimming pool; Child friendly ;
COTTAGE ARCOBALENO 8+2 persons / 120 sqmThe Cottage is a ground floor detached farmhouse, surrounded by a big private garden and equipped with gazebo to eat al fresco. Inside, two identical apartments, which can be combined or separated by a door.double living roomdoub  …see more

from £147 / night

£1026 - £1932 / week

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from £147 / night

1 / 15

Old farmhouse in Tuscany - Pistoia house sleeps 7

Province of Pistoia / Pistoia

3 7 5 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min stay
Key info: Nearest beach 60 km; Child friendly ; Air conditioning;
The property is located in the east countryside of Pistoia, in a small country village (Santomato) in the foothills. Two storey farmhouse three hundred years old, with private parking and large fenced garden. Ground floor: living room with fireplace, family room with,  …see more

from £122 / night

£796 / week

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from £122 / night

(1) Excellent 

1 / 21

Villetta Lillà - Impruneta house sleeps 6

Province of Florence / Impruneta

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; Ask about pets; Private garden;
Situated on the hills around Florence, close to Impruneta village, there is this beautiful annex of a country house surrounded by a green forest of pine, cypress and olive fields , inside Villa Sassi Neri ranch . The surrounding forest contributes to give a fresh and re  …see more

from £74 / night

£518 - £690 / week

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from £74 / night

1 / 24

Luxury renovated Tuscan holiday apartment rental i

Siena / Val di Merse

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 70 km; Child friendly ;
The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathroo  …see more

from £259 / night

£1725 - £2069 / week

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from £259 / night

1 / 59

Province of Arezzo / Cortona

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Nearest beach 20 km; Swimming pool; Child friendly ;
 …see more

from £302 / night

£2113 / week

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from £302 / night

(1) Excellent 

1 / 22

Suite La Badia - Elegant 2 bedroom apartment

Province of Florence / Florence

2 5 3 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
Beautiful apartment with private garden located in a section of a Villa built in the late 1800s. The apartment is situated in a very quiet area just a few steps from the famous Abbey of San Lorenzo and San Salvatore in Settimo. It has been beautifully renovated and dec  …see more

from £90 / night

£563 - £704 / week

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from £90 / night

1 / 24

B&B 4 rooms 18km Siena + Pool Casa Giulia

Province of Siena / Siena

4 9 2 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
Anna and Frank are very happy to welcome you to their home Casa Giulia located on the hills just outside Siena, in a quiet, panoramic setting in the country side. "Casa Giulia B&B" is a lovely 400 year old tuscan farmhouse. Our house is the perfect location for all peop  …see more

from £61 / night

£388 - £1867 / week

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from £61 / night

(9) Excellent 

1 / 36

Valpiana, charming Tuscan farm house, in nature

Province of Florence / Londa

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Pet friendly;
Valpiana, was originally a farmhouse and it dates back to 1645. It has been recently renovated keeping its original structure. It lies on a plateau at 470 mt of altitude and is surrounded by a vineyard and olive grooves, enjoying stunning views on each side, in a very  …see more

from £130 / night

£992 - £1544 / week

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from £130 / night

(3) Very Good 

1 / 52

Florence / Central Florence

2 9 1 night min stay

  • 2 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Nearest beach 80 km; Child friendly ; Car not necessary;
 …see more

from £156 / night

£725 - £1177 / week

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from £156 / night

(20) Excellent 

1 / 20

Tremendous Tuscan holiday farmhouse with private hillside pool, terrace and garden, sleeps 10

Province of Siena / Castelnuovo Berardenga

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Downstairs, the accommodation comprises of an entrance hall, large sitting room with a fireplace, reading room, bedroom with en-suit toilet room and shower room and large kitchen (with a dishwasher, microwave and two large fridges) that leads out onto a terrace. There i  …see more

from £250 / night

£1750 - £3000 / week

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from £250 / night

(1) Excellent 

1 / 15

Florence flat with garden and parking - Central Florence apartment sleeps 6

Florence / Central Florence

3 6 4 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Nearest beach 150 km; Child friendly ; Car not necessary;
This charming apartment sets on the ground floor of a historic building, situated at Florence's Historic Center, 5 minutes walk from Piazza della Santa Croce and 15 minutes walk from the Piazza Signoria and Gli Ufizzi. It has been restored and converted in a ador  …see more

from £164 / night

£1147 / week

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from £164 / night

1 / 19

Wonderful traditional Tuscan a - Cortona apartment sleeps 6

Province of Arezzo / Cortona

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in the Tuscan manner add to the character of this comfortable and beautiful apart  …see more

from £121 / night

£776 - £1026 / week

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from £121 / night

1 / 24

Villa Orizzonte - Talamone villa sleeps 12

Orbetello / Talamone

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Child friendly ;
Villa Orizzonte is an absolutely imposing villa located in Tuscany, in an impressively unique position on a cape extending into the Tyrrhenian sea. This formerly watchtower belonging to the year 1000 has been carefully preserved and it maintains untouched all its ancien  …see more

from £1109 / night

£7759 - £12500 / week

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from £1109 / night

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Tuscan Villa Nr. San Gimignano large gardens

Colle di Val d'Elsa / Campiglia dei Foci

3 8 7 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Child friendly ;
Villa Nr. San Gimignano, Siena Province, Tuscany, ItalyTypical Tuscan Style Villa with Private Pool and Large Private garden.12.000 Square Metres Of Gardens, With Pine Trees, Monumental Oaks And Olive GroveWonderful stone building situated in a peaceful position with a  …see more

from £161 / night

£1121 - £1725 / week

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from £161 / night

1 / 23

Province of Florence / San Casciano in Val di Pesa

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £57 / night

£354 / week

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from £57 / night

(10) Excellent 

1 / 16

Luxury Villa Barsellotti - Bagni di Lucca villa sleeps 8

Province of Lucca / Bagni di Lucca

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 35 km; Swimming pool; Ski;
Villa Barsellotti is an ideal holiday location for those seeking 5 star accommodation in a secure, secluded, private estate.The exclusive Villa Barsellotti with its private swimming pool and garden is set in 5 acres of land over looking the mountains and surrounding med  …see more

from £130 / night

£906 - £2414 / week

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from £130 / night

1 / 23

Province of Lucca / Forte Dei Marmi

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £432 / night

£3018 / week

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from £432 / night

1 / 18

Province of Lucca / Capannori

4 7 1 night min stay

  • 4 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 25 km; Swimming pool; Child friendly ;
 …see more

from £69 / night

£518 - £819 / week

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from £69 / night

1 / 24

Ancient castle in the heart of Tuscany, 6 bedrooms

Gaiole in Chianti / Lecchi

6 14 7 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
A dive into an ancient culture in the heart of Tuscany, the Chianti Classico.Il Castello Medievale is situated in a medieval hamlet, constructed of white stone, built around 1000AD, surrounded by forests and olive groves, immersed in a magical atmosphere of tranquility.  …see more

from £414 / night

£2897 - £4457 / week

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from £414 / night

1 / 8

Lucca / Media Valle del Serchio

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

Pricing unknown

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(1) Excellent 

1 / 100

Magda - San Gimignano villa sleeps 12

Province of Siena / San Gimignano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
Exterior:Perched on top on a hill, in the heart of Chianti countryside, Villa Magda boasts what must be one of the most enviable views of Tuscany: rolling Chianti hills decked with vines and olives, crowned by the incredible profile of San Gimignano's towers (located on  …see more

from £727 / night

£4616 - £5556 / week

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from £727 / night

1 / 41

Villa Liliana - Cortona villa sleeps 10

Province of Arezzo / Cortona

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.On the ground floor, a spacious hallway entry foyer leads into a living room and one bedroom with en-suite bathroom. The spacious kitchen, on  …see more

from £300 / night

£2095 - £3574 / week

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from £300 / night

(2) Excellent 

1 / 55

Agriturismo Montebono - Reggello farmhouse sleeps 6

Province of Florence / Reggello

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
The farm is located on Reggello's hills, 500 meters above sea level.30 km to Florence and 64 to Siena.The farm is totally restored but at the same time it preserves its rural features: wooden floors, marble sink,kitchen in stonework, stony fireplace.The farm is surround  …see more

from £104 / night

£647 - £725 / week

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from £104 / night

(1) Very Good 

1 / 27

Province of Grosseto / Scarlino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Suitable for children age 5+; Car essential;
 …see more

from £35 / night

£225 - £393 / week

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from £35 / night

1 / 24

Luxury villa near Pienza - Pienza villa sleeps 13

Province of Siena / Pienza

6 13 7 nights min stay

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This magnificent holiday villa with swimming pool (18mx4, open Apr-Oct) sits on one of the knolls at the foot of Pienza (3km) with a breathtaking 360 degree view over the Val d'Orcia countryside. The villa is a tastefully restored stone farmhouse, beautifully furnished  …see more

from £315 / night

£2199 - £6121 / week

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from £315 / night

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