Tuscany apartment or villa with a private pool area | Holiday Lettings

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  • Tuscany

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4,388 Holiday homes

Filters applied: Private pool (4,388)

Travellers going to Tuscany are booking October dates now. Secure your holiday home today and have the perfect trip.

(1) Excellent 

1 / 27

The flying house: 3 bedroom hilltop apartment wit

Tuscany / Province of Lucca / Camaiore

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 8 km; Swimming pool;
The Flying House overlooks the Versilia in Camaiore, near Lucca in Tuscany. The building is located on top of a hill facing the sea from where you can enjoy a panorama stretching from the Gulf of La Spezia to the island of Elba. On particularly clear days you can see th  …see more

from £250 / night

£1750 - £1859 / week

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from £250 / night

1 / 18

Tuscany / Province of Siena / Montalcino / Castelnuovo dell'Abate

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £292 / night

£1625 - £2709 / week

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from £292 / night

1 / 32

Tuscany / Province of Pisa / Volterra

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £233 / night

£1625 - £2975 / week

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from £233 / night

Featured properties

1 / 22

Il Girasole - Licciana Nardi villa sleeps 8

Tuscany / Province of Massa Carrara / Licciana Nardi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Beautiful recently restored property with private swimming pool close to local amenities. The property has been interior designed to provide guests with comfortable and elegant accommodation. The house can sleep up to 8 guests with flexible sleeping arrangements availab  …see more

from £125 / night

£875 - £1400 / week

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from £125 / night

(11) Excellent 

1 / 24

Secluded, traditional Italian villa with private grounds, pool and terrace, sleeps 7

Tuscany / Province of Lucca / Bagni di Lucca

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
TOTALLY PRIVATE AND DETATCHED TRADITIONAL ITALIAN VILLA. PRIVATE POOL---- FREE WIFI Great for family fun, sharing with friends or as a romantic getaway. Good sized pool (7m x 4.5m), sun terrace and shaded dining area with BBQ. All rooms have stunning views. Vil  …see more

from £80 / night

£1000 - £1450 / week

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from £80 / night

(4) Excellent 

1 / 23

Pretty 3 bedroom villa near historic Lucca

Tuscany / Province of Lucca / Lucca / Santa Maria del Giudice

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;
This beautiful holiday villa with pool is located right between Pisa and Lucca, both at 8 km, in the enchanting village of Santa Maria del Giudice. The accommodation is on two floors and can comfortably accommodate 6 people. On the ground floor is the living room and a  …see more

from £83 / night

£575 - £1292 / week

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from £83 / night

1 / 100

Castiglione D'orcia 62100 - Castiglione D'Orcia villa sleeps 19

Tuscany / Province of Siena / Castiglione D'Orcia

8 bedroomsSleeps 197 nights min stay

  • 8 bedrooms
  • Sleeps 19
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico dOrcia, Castiglione dOrcia. This property has been recently restored and turne  …see more

from £275 / night

£1923 - £3540 / week

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from £275 / night

1 / 22

Canto Del Vento - Fonte Al Canale - Castiglioncello Bandini villa sleeps 10

Tuscany / Province of Grosseto / Castiglioncello Bandini

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
As you enter the driveway at Fonte Al Canale your eye is drawn to a row of wind chimes, the work of internationally renowned sculptor, Bruno Gasser. Fonte Al Canale is a beautifully restored Villa, set high upon a Tuscan hill, with a magnificent view of the valley belo  …see more

from £274 / night

£1917 - £3059 / week

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from £274 / night

1 / 26

Tuscany / Province of Grosseto / Monterotondo Marittimo

6 bedroomsSleeps 13Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Nearest beach 32 km; Swimming pool; Not suitable for children;
 …see more

from £274 / night

£1177 - £4118 / week

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from £274 / night

(12) Excellent 

1 / 25

Casa a Corte - Gugliano farmhouse sleeps 8

Tuscany / Province of Lucca / Gugliano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 18 km; Swimming pool; Great for children of all ages ;
A Corte is a beautiful, restored property near the hamlet of Gugliano, surrounded by lawns, olive groves, vineyards, fruit trees, chestnut woods, mountain streams offering the most unimaginable tranquillity to those seeking total relaxation. However, the lively town  …see more

from £215 / night

£1500 - £2917 / week

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from £215 / night

(9) Excellent 

1 / 48

Glorious historic Tuscan villa , pool,WIFI,AC

Tuscany / Province of Siena / San Giovanni d'Asso

8 bedroomsSleeps 16Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
A beautiful old historic family house with a large hanging garden and swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming  …see more

from £527 / night

£3900 - £5084 / week

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from £527 / night

1 / 32

Tuscany / Province of Arezzo / Arezzo

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £290 / night

£2025 - £3419 / week

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from £290 / night

(2) Excellent 

1 / 23

Beautifully restored villa near Lucca with private

Tuscany / Province of Lucca / Lucca / Ponte a Moriano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 25 km; Swimming pool;
Beautifully restored Liberty style villa in a village location near Lucca with 4 large bedrooms each of which can be configured as twin or double bedded rooms given prior notice 2 bathrooms with showers only, no bath. Each shower has an alarm to summon help in case assi  …see more

from £120 / night

£834 - £1459 / week

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from £120 / night

1 / 22

Tuscan Luxury Villa with Private Pool - Forcoli house sleeps 6

Tuscany / Province of Pisa / Forcoli

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 25 km; Swimming pool; Ask owner if suitable for children;
Three bedroom (all en-suite) villa recently restored with modern facilities. Outside there is an in ground pool, BBQ and outdoor entertainment area. Montacchita is a quiet little Borgo on high ground above an ancient monastery. Set in the village of Forcoli where you ca  …see more

from £199 / night

£1390 - £2350 / week

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from £199 / night

1 / 31

Tuscany / Province of Florence / Greve in Chianti / San Polo in Chianti

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £325 / night

£2250 - £2875 / week

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from £325 / night

(22) Excellent 

1 / 24

3 bedroom Tuscan holiday home - Castelnuovo di Garfagnana house sleeps 6

Tuscany / Province of Lucca / Castelnuovo di Garfagnana

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 50 km; Swimming pool;
SPECIAL OFFERS AND PRICES for EARLY BOOKING “Holiday house Buggina” is placed in the beautiful and striking Tuscan countryside, in the heart of the famous green valley well known as Garfagnana. ----------------------------------------------------------------------  …see more

from £13 / night

£109 - £700 / week

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from £13 / night

(3) Excellent 

1 / 11

Acacia apartment in Tuscan holiday cottage

Tuscany / Province of Pisa / San Dalmazio

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The apartment has an independent entrance which faces onto a large field , lush vegetation surrounds the entire property of over 11,000 square meters, guaranteeing tranquillity and privacy.Agriturismo Segarelli uses a geothermal energy as heating (Green energy). So you  …see more

from £59 / night

£400 - £450 / week

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from £59 / night

(4) Excellent 

1 / 56

Charming villa surrounded by olive groves

Tuscany / Province of Lucca / Lucca / Nozzano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 25 km; Swimming pool; Great for children of all ages ;
Have a look at the Villa on : https://youtu.be/vwqYL3DhZ-0 Beautiful villa surrounded by olive groves on the hills of Lucca. The villa is very spacious and comfortable and is the ideal place for a holiday with your family. You can relax into the nature or swim in the  …see more

from £108 / night

£750 - £1667 / week

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from £108 / night

1 / 100

Greve In Chianti 27120 - Panzano in Chianti villa sleeps 6

Tuscany / Province of Florence / Greve in Chianti / Panzano in Chianti

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Wonderful stone villa situated in peacefully location in the heart of the Chianti region. The property, which was carefully restored, offers enchanting views over the surrounding vineyards and olive groves. The villa is tastefully furnished with beautiful ancient pieces  …see more

from £434 / night

£2525 - £4209 / week

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from £434 / night

1 / 24

I5.230 - Villa with pool n... - Lucolena villa sleeps 10

Tuscany / Province of Florence / Greve in Chianti / Lucolena

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
Large villa with a beautiful panoramic view, located near the ancient town of Figline Valdarno which is in the centre of a triangle formed by the cities of Florence, Siena and Arezzo. The town's historic area has a medieval piazza surrounded by buildings of importa  …see more

from £178 / night

£1243 - £2841 / week

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from £178 / night

(4) Excellent 

1 / 36

Grand, rustic Tuscan villa with stunning views and private swimming pool, sleeps 8

Tuscany / Province of Pistoia / Castelvecchio

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 advised;
The farm house: In the mountains between Pisa og Florence you will find the real Italy. The rustic stone farm house is situated in a picturesque olive grove where you can enjoy breathtaking views from the lovely pool and pool terrace. The house is ideal for vacation for  …see more

from £136 / night

£830 - £2070 / week

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from £136 / night

1 / 63

Tuscany / Province of Arezzo / Monte San Savino

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £167 / night

£834 - £1500 / week

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from £167 / night

1 / 31

Tuscany / Province of Grosseto / Capalbio

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Some pets are welcome - please contact the owner;
 …see more

from £584 / night

£2167 - £5167 / week

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from £584 / night

1 / 42

Tuscany / Province of Lucca / Seravezza

7 bedroomsSleeps 137 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £203 / night

£1418 - £4084 / week

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from £203 / night

(8) Excellent 

1 / 24

Delightful 2 bedroom farmhouse with beautiful private grounds and pool

Tuscany / Province of Siena / Sarteano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The Agriturismo Sferracavalli is the best way to enjoy Italian genuine food, which can be gathered in the back garden, and to feel compleatly plunged in peace and relax among Tuscany nature. Medieval villages complete the perfect Tuscany atmosphere all around, so that w  …see more

from £105 / night

£625 - £917 / week

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from £105 / night

1 / 37

Tuscany / Province of Florence / Montaione

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £249 / night

£1739 - £2666 / week

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from £249 / night

1 / 24

I5.232 - Villa with pool i... - Lucolena villa sleeps 10

Tuscany / Province of Florence / Greve in Chianti / Lucolena

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 130 km; Swimming pool; Great for children of all ages ;
This charming villa is located in the small picturesque village of Lucolena in the Chianti Classico, 13 km from Greve in Chianti. The villa is a comfortable country home with a private pool and open views from its raised terraces.<br><br>The well-tended terr  …see more

from £167 / night

£1166 - £2616 / week

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from £167 / night

1 / 37

Villa Isabella - Porto Ercole villa sleeps 13

Tuscany / Province of Grosseto / Porto Ercole

7 bedroomsSleeps 137 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
<br>Villa Isabella – Porto Ercole – Tuscany Coast<br>7 Bedrooms (4 double, 2 single, 1 triple)<br><br>The property. The house, built in the 1960s, is located at less than one kilometer from Porto Ercole and sits on 5.000 square meters of grou  …see more

from £596 / night

£4167 - £5167 / week

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from £596 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Tuscany / Province of Siena / Montepulciano / Gracciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £67 / night

£384 - £1717 / week

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from £67 / night

(16) Excellent 

1 / 20

Beautiful Tuscan Villa, stunning views, outdoor pool

Tuscany / Province of Lucca / Lucca

6 bedroomsSleeps 10Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Villa Villenia is a 16th century villa built on a valley side in a small village just north of the wonderful Tuscan city of Lucca. There are stunning views from the garden across the hills. There are many excellent restaurants in the locality: supermarkets are nearby. T  …see more

from £260 / night

£1800 - £2750 / week

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from £260 / night

1 / 24

Tuscany / Province of Arezzo / Cortona

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £272 / night

£1902 - £3532 / week

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from £272 / night

(1) Excellent 

1 / 32

Villa heated Pool Hot Tub, Outdoor Kitchen Garden

Tuscany / Province of Massa Carrara / Villafranca in Lunigiana / Irola

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Luxurious detached villa in large enclosed gardens; renovated to high specification in 2007 and up graded 2016. It is a light and airy villa, elegantly furnished, stylish and spacious for your luxurious holiday. Food and wine hampers on request to be discussed. The mode  …see more

from £274 / night

£1913 - £2730 / week

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from £274 / night

(5) Excellent 

1 / 18

Enchanting 2 bedroom villa in Tuscany with breathtaking views and private pool

Tuscany / Province of Lucca / Castelnuovo di Garfagnana / Gragnanella

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 58 km; Swimming pool; Great for children of all ages ;
The villa is situated on the hillside 2km from the medieval market town of Castelnuovo 50km north of Lucca. Set in the unspoilt Garfagnana valley, the house is isolated and surrounded by over an 10 acres of land overlooking the river Serchio and the lake of Pontecosi.  …see more

from £109 / night

£525 - £867 / week

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from £109 / night

(7) Excellent 

1 / 57

Poggio ai Gelsi - Pienza lodge sleeps 8

Tuscany / Province of Siena / Pienza

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are bea  …see more

from £193 / night

£1350 - £2459 / week

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from £193 / night

(14) Excellent 

1 / 51

Belforti Tower - Montecatini Val di Cecina villa sleeps 6

Tuscany / Province of Pisa / Montecatini Val di Cecina

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
The Belforti Tower is a unique 14th century country house at the top of Montecatini Val di Cecina, in the heart of Tuscany. Few kilometers away from the city of Volterra, the Tower offers incredible views and enchanting atmospheres for marvellous vacations. Thought to b  …see more

from £170 / night

£1188 - £2109 / week

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from £170 / night

1 / 24

Tuscany / Province of Grosseto / Grosseto

5 bedroomsSleeps 117 nights min stay

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £233 / night

£1628 - £3127 / week

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from £233 / night

1 / 24

Tuscany / Province of Siena / Montepulciano / Abbadia di Montepulciano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 201 km; Swimming pool; Great for children of all ages ;
 …see more

from £161 / night

£1125 - £2042 / week

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from £161 / night

1 / 24

35753-Holiday house Lake Trasi - Mercatale villa sleeps 15

Tuscany / Province of Arezzo / Cortona / Mercatale

7 bedroomsSleeps 157 nights min stay

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Farmhouse surrouned by the green Umbria countryside,<br>bordering on Tuscany. The farmhouse is divided in 3, intereconnected,<br>apartments, accommodating in total 15 persons, with 3 bathrooms of which one<br>with bath tub, 6 double bedrooms, 1 bedroom  …see more

from £161 / night

£1123 - £2099 / week

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from £161 / night

1 / 100

Montecatini Alto 59293 - Montecatini Terme villa sleeps 24

Tuscany / Province of Pistoia / Montecatini Terme

11 bedroomsSleeps 24Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
The outside estate is about 10 hectares, a wonderful hill top alterning olive trees, garden, orchard and forest with foot-paths. From the gate a long (illuminated) white gravel road takes you to the door of the Villa, which is completely surrounded by a stone wall that  …see more

from £307 / night

£2140 - £4995 / week

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from £307 / night

1 / 100

Monte San Savino 69065 - Monte San Savino villa sleeps 10

Tuscany / Province of Arezzo / Monte San Savino

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Beautiful farmhouse with private pool situated in quiet and panoramic location on the hills surrounding the small town of Monte San Savino, in Arezzo surroundings. This villa is on a 6-hectare estate and provides a nice, well-kept terraced garden and a beautiful private  …see more

from £270 / night

£1885 - £2891 / week

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from £270 / night

Top Destination reviews

Agriturismo Sammonti
Perfect week in Tuscany

All previous positive reviews reflect our experience. Beautiful, quiet location. Lovely hosts. The house was cosy and a great place to come home to after sightseeing. It was also very easy to spend a whole day in the local area or enjoying the pool … see more
Dora on old rustic road Francigena
Lovely Property in Good Location

Rustico Dora is a lovely holiday house. An old property with character that has been tastefully modernised to be a nice practical holiday home that is perfect for a family. It has two modern bathrooms and a nice size kitchen with all the modern neces … see more
Le stanze del Boccaccio Certaldo Alto-medieval
excellent place

Dept. in the house of Boccaccio, what more do you want? Right in the old city of Certaldo, a good spot to explore Toscana by car on day trips.We loved it. Restaurants only a few steps away. But not recommended to people who look for a quite place, r … 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
casatraspo
Beautifully presented property in quiet relaxing location

Set up in the hills, along a steep narrow winding coutry lane this property is a true Tuscan escape. Nearby vilages make for rewarding walks, the well facilitated town of Pecia is only a short car journey away. Nearby Pisa and Lucca are a short drive … see more
Villa PetrAlexa, Tuscany cottage in Chianti area
Villa PetrAlexa - excellent leisure facility

This years stay was even better than our stay last year. Despite the fact we arrived late at night due to repeated traffic jams on the motorway because of terrible weather conditions, everything was perfectly prepared. The house was heated up and foo … see more

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