Villas with a pool Tuscany | Apartments to rent with swimming facilities | Holiday Lettings

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  • Tuscany

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  • Maremma (6)
  • Province of Arezzo (2,165)
  • Province of Florence (2,881)
  • Province of Grosseto (668)
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  • Province of Massa Carrara (131)
  • Province of Pisa (1,074)
  • Province of Pistoia (342)
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  • Province of Siena (2,840)

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11,943 Holiday homes

Filters applied: Swimming pool (11,943)

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

1 / 8

16356-Apartment Lucca - Maggiano apartment sleeps 4

Lucca / Maggiano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Two Bedroom Ground Floor Apartment Lucca<br><br>Tourandot A2 is a pretty ground floor terraced cottage on a large estate immersed in the countryside yet within easy reach of the wonderful walled town of Lucca. The cottage opens directly onto its own garden t  …see more

from £45 / night

£312 - £571 / week

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from £45 / night

1 / 13

Elba Island / Rio Marina

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Swimming pool;
 …see more

from £68 / night

£673 / week

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from £68 / night

(7) Excellent 

1 / 41

Villa Seccarille - Anghiari villa sleeps 12

Province of Arezzo / Anghiari

7 bedroomsSleeps 127 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 - £3250 / week

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from £358 / night

1 / 17

Province of Pistoia / Serravalle Pistoiese

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Suitable for children age 5+;
 …see more

from £42 / night

£250 / week

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from £42 / night

(3) Excellent 

1 / 16

Villa Bottai - Piazzale Michelangelo villa sleeps 8

Florence / Piazzale Michelangelo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs.Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom/laundry  …see more

from £187 / night

£1120 - £1500 / week

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from £187 / night

(1) Poor 

1 / 26

Montecatini Terme / Pieve a Nievole

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 45 km; Swimming pool; Great for children of all ages ;
 …see more

from £170 / night

£1334 - £2667 / week

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from £170 / night

1 / 100

Cortona 86286 - Pergo villa sleeps 8

Province of Arezzo / Pergo

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 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 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 £196 / night

£1372 - £2441 / week

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from £196 / night

1 / 24

Province of Siena / Pienza

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
 …see more

from £105 / night

£0 / week

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from £105 / night

1 / 8

Elba Island / Sant'Andrea, Elba

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 800 km; Swimming pool;
 …see more

from £84 / night

£584 - £1225 / week

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from £84 / night

1 / 20

Standard Apartment - Cevoli di Lari apartment sleeps 4

Province of Pisa / Cevoli di Lari

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 38 km; Swimming pool; Great for children of all ages ;
Standard apartment: kitchen- living room, armchair, satellite TV, sofa, master bedroom with satellite TV, wooden loft with two single beds. Lobby with large closet and bathroom with shower. Private garden on the front of the apartment and private space on the back. INC  …see more

from £66 / night

£461 - £730 / week

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from £66 / night

(11) Excellent 

1 / 24

Le Volpaie: 2 bedroom apartment with balcony overlooking stunning Tuscan countryside, shared pool and garden

Province of Pisa / Volterra

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 35 km; Swimming pool;
Le Volpaie is a perfect location in so many ways , for couples wanting a romantic getaway , for relaxing or exploring the outstanding countryside and history or for families wanting a quiet safe holiday spent around the pool and exploring the many beautiful Tuscany fea  …see more

from £75 / night

£520 - £980 / week

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from £75 / night

1 / 29

Villa Cala Piccola - Porto - Monte Argentario villa sleeps 14

Province of Grosseto / Monte Argentario

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; No pets allowed;
<br>Villa Cala Piccola - Porto S. Stefano – Tuscany<br> <br>7 Bedrooms - Pool - Tennis Court <br>Villa Cala Piccola is just located at 4,5 KM. To Porto Santo Stefano. It is a modern and stylish house built at the beginning of 70ies by  …see more

from £1846 / night

£12917 - £16167 / week

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from £1846 / night

(11) Excellent 

1 / 26

Golf Hotel Punta Ala Rta appartamento - Punta Ala apartment sleeps 5

Castiglione Della Pescaia / Punta Ala

1 bedroomSleeps 57 nights min stay

  • 1 bedroom
  • Sleeps 5
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.5 km; Swimming pool;
Bilocale a Punta Ala, con una camera matrimoniale con soggiorno con divano letto, angolo cottura bagno e antibagno. Posto auto, Aria condizionata. Biancheria per letti e bagno. Rta a Punta Ala immersa nel parco a 800 metri dallo stabilimento balneare, servizio navetta o  …see more

from £52 / night

£359 - £1917 / week

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from £52 / night

1 / 100

Galileo - 4+2 - Ghizzano apartment sleeps 6

Peccioli / Ghizzano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 48 km; Swimming pool; Great for children of all ages ;
These 2 charming apartments can accommodate up to 6 people and open up straight into the living room with a fully equipped kitchen, a dining table and sofa which can be transformed into a double sofa bed. One of the  …see more

from £71 / night

£496 - £784 / week

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from £71 / night

1 / 31

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 £328 / night

£2269 - £2900 / week

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from £328 / night

(5) Excellent 

1 / 68

A place among the olive trees: lovely four bedroom

Province of Lucca / Lucca

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 20 km; Swimming pool;
Welcome to the lovely Villa Checco, made of stones locally gathered over 150 years ago. The villa is recently renewed maintaining the original Tuscanian style, with terraced gardens and a swimming pool among the olive trees. Amenities and cultural spots at hand. Perfect  …see more

from £125 / night

£917 - £1667 / week

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from £125 / night

1 / 37

Villa Isabella - Porto Ercole villa sleeps 13

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

(3) Very Good 

1 / 57

Province of Florence / Florence

1 bedroomSleeps 36 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 6 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
 …see more

from £109 / night

£0 / week

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from £109 / night

(18) Excellent 

1 / 49

3 bedroom holiday apartment near Tuscan cities, staffed property with outdoor pool

San Gimignano / Castel San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 55 km; Swimming pool; Great for children of all ages ;
The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive  …see more

from £84 / night

£459 - £709 / week

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from £84 / night

1 / 17

Typical Tuscan holiday Farmhouse - Olivo

Province of Florence / Lastra a Signa

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
A very typical tuscan farmhouse in Florence from the 16th century the farmhouse boasts the architecture of the time of wooden beams, terracotta floors, original wooden doors and stonework. andnbsp;Outdoor dining, walks, the farmhouse is surrounded by olive groves, viney  …see more

from £167 / night

£792 / week

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from £167 / night

1 / 27

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £84 / night

£547 - £1261 / week

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from £84 / night

1 / 100

Giordano - San Michele - Sassetta apartment sleeps 4

Province of Livorno / Sassetta

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 10 km; Swimming pool; Great for children of all ages ;
This apartment is divided into two floors and has a wide living room with kitchen office and fire place, a double bedroom, a bathroom and a bright attic with two comfortable beds. There is an outdoor furnished patio whic  …see more

from £114 / night

£794 / week

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from £114 / night

1 / 25

Apartment in Artimino village - Carmignano apartment sleeps 6

Province of Prato / Carmignano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
This gorgeous little medieval hamlet has been completely restored, maintaining its characteristic features, and transformed into one of the most beautiful holiday farmhouses in Tuscany. Located on a hill, just 20 km from Florence, with a wonderful panoramic view, it is  …see more

from £84 / night

£500 - £792 / week

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from £84 / night

1 / 100

Galileo - 6+1 - Ghizzano apartment sleeps 7

Peccioli / Ghizzano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 48 km; Swimming pool; Great for children of all ages ;
These 2 charming apartments are split between two levels and can accommodate up to 7 people. Access to the apartments is found on the ground floor from the large private covered terrace/ porch area. Here there is a beautiful dining area for dini  …see more

from £86 / night

£596 - £963 / week

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from £86 / night

(1) Excellent 

1 / 29

Farmhouse close to Florence, 2 bedrooms, shared outdoor pool, brilliant views

Province of Florence / Greve in Chianti

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
We are farmhouse in the Chianti Classico area, in fact we produce red and white wine and also olive oil, extravergine and we offer some different flats.We offer apartments for rent with SWIMMING POOL, WIFI FREE IN EVERY HOUSE, FREE INTERNET POINT, INCLUDING AIR CONDI  …see more

from £100 / night

£666 - £1075 / week

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from £100 / night

(2) Excellent 

1 / 22

Province of Lucca / Lammari

5 bedroomsSleeps 11Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ask owner if suitable for children;
 …see more

from £334 / night

£834 - £1417 / week

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from £334 / night

(23) Excellent 

1 / 20

Country villa surrounded by stunning Tuscan landsc

Manciano / Saturnia

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 30 km; Swimming pool;
Country house, 4 bedrooms en suite upstairs ( 1 extra bedroom is available on demand with no air condition ), hall with fireplace, dining room and spacious kitchen downstairs.The house is surrounded by a paved floor with on the West side a very nice veranda where  …see more

from £292 / night

£1417 - £2500 / week

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from £292 / night

(3) Excellent 

1 / 36

Villa Valentina - Montaione villa sleeps 8

Province of Florence / Montaione

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
The villa is located right outside the picturesque hamlet of Iano, whose origins date back to the Etruscan times. This is the territory of Montaione which lies on the triangle of the provinces of Pisa, Florence and Siena, ideal starting point to visit S. Gimignano, Volt  …see more

from £214 / night

£1492 - £2492 / week

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from £214 / night

(6) Excellent 

1 / 10

Province of Siena / Sovicille

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 72 km; Swimming pool; Great for children of all ages ;
 …see more

from £38 / night

£467 - £2100 / week

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from £38 / night

(2) Excellent 

1 / 18

Province of Siena / Gaiole in Chianti

2 bedroomsSleeps 27 nights min stay

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Pets welcome;
 …see more

from £75 / night

£525 - £800 / week

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from £75 / night

1 / 20

Province of Arezzo / Arezzo

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £134 / night

£1084 - £1375 / week

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from £134 / night

(3) Very Good 

1 / 33

1 bedroom apartment in impressive Tuscan barnhouse with swimming pool surrounded by olive trees

Greve in Chianti / San Polo in Chianti

1 bedroomSleeps 35 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 5 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
The GIAGGIOLO apartment is on the first and top floor of this characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of  …see more

from £67 / night

£467 - £525 / week

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from £67 / night

1 / 23

cavallo L - Istia d'Ombrone apartment sleeps 5

Province of Grosseto / Istia d'Ombrone

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 20 km; Swimming pool; Ask owner if suitable for children;
Large apartment of 60 sqm on the first floor, with access from the garden and through a beautiful stone arch and stairs. Large living room with kitchen corner, fire place, and a double sofa bed. Double bedroom, single bedroom, one bathroom with shower. Air conditioned.  …see more

from £84 / night

£405 - £738 / week

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from £84 / night

1 / 24

I5.198 - Large villa with ... - Montebenichi villa sleeps 24

Bucine / Montebenichi

11 bedroomsSleeps 247 nights min stay

  • 11 bedrooms
  • Sleeps 24
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
This villa is an ancient tuscan villa which was once part of a larger farm in the estate of La Selva. It was recently renovated and brought back to its original splendor; situated about 200 m from the main villa in La Selva. The villa is situated on a small road that le  …see more

from £754 / night

£5272 - £5976 / week

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from £754 / night

1 / 100

Cortona 15664 - Montepulciano villa sleeps 13

Province of Siena / Montepulciano

5 bedroomsSleeps 137 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
Charming share of an independent Tuscan villa rental affording extensive views over the surrounding landscape. The villa rental, offering tastefully furnished interiors, is quietly situated in a short distance from the lovely Tuscan town of Cortona (15 km). Distances: f  …see more

from £138 / night

£965 - £2146 / week

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from £138 / night

1 / 24

La Verdeggiante - Cantagrillo villa sleeps 14

Province of Pistoia / Cantagrillo

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Tuscany Luxury vacation villa – Surrounded by extensive grounds deep in the heart of the splendid Pistoia countryside. La Verdeggiante is a beautiful, newly-built recreation of a traditional Tuscan villa. Artisan craftsmen have lovingly created every detail which give  …see more

from £519 / night

£3630 - £6220 / week

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from £519 / night

(1) Excellent 

1 / 27

The flying house: 3 bedroom hilltop apartment wit

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) Excellent 

1 / 25

Province of Arezzo / Monte San Savino

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £278 / night

£1933 - £3782 / week

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from £278 / night

1 / 14

AGRITURISMO CHIOI: Casa Chioi - Barga farmhouse sleeps 8

Province of Lucca / Barga

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 40 km; Swimming pool; Great for children of all ages ;
If you are looking for a paceful and relaxing holiday, and if you like nature and have a delightful view our farm is the right place for you. For a holiday in nature, sorrounded by the magnificent panorama that ranges from the peaks of the Apuans Alps to the view of th  …see more

from £101 / night

£824 - £1219 / week

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from £101 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

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

Top Destination reviews

FARM HOUSE LE SELVOLE
Very Very nice

friendly atmosphere, the property clean and very enjoyable, a large swimming pool, wonderful views and winding road, close to Volterra - I recommend, close to Ginori Lisci - I recommend wine. … see more
Il Colletto
Great place in the middle of nature.

We had a very pleasant stay in a property very well maintained, completed for all the family with or without children A special distinction is to be attributed to Monia and Gilberto for their kindness and their availability. … see more
Castle of Belforte SUITE
a gorgeus week in a castle in Florence hills

we loved this beautiful mansion 15 minutes away from the center of florence. the location is beautiful and has a beautiful view of the center of florence city. the house is freshly renovated with modern equipment (AC, wifi, sauna, jacuzzi, etc). very … see more
Elcriso
Maximum relaxation, great place for nature, walks and farniente

We stayed at "Elicriso" with a large family of 2 adults, 4 teeenagers and a 10-year old. It was a great stay in all respects. The location is beautiful: on the way to a small hamlet (Prunecchio), itself 1 km away from a picturesque village (Chiozza) … see more
The Tower of the Ciompi
perfect place, perfect owner, perfect decoration "

it is a really good place down the city . so near from every monument, that we bought food at the central market and can lucnh at home every day , that is cheaper and better thanks for every thing … see more
Walking distance from the beach, this renovated Tuscan cottage is a great place to relax and have fun
fantastic apartment perfect for family

We were visiting viareggio for a friends wedding in july. We stayed for 9 days in the apartment and it was exactly what we needed. We have two young children (2 and 6months ) the apartment ment we could eat when we wanted and have all the home comfor … see more

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