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Tuscany

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4,262 Holiday homes

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(7) Very Good 

24

Villa letting in Tuscany with swimming pool

Province of Siena / Poggibonsi

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
“On top of the mountain...” When driving on the driveway of the property domain we were astonished by the fantastic viewpoint on tuscan hills and vineyard on the domain. The house was clean and offered all the facilities as expected...swimming pool...B  …see more

from £204 / night

£1423 - £2371 / week

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from £204 / night

(5) Excellent 

32

Villa rental in Tuscany

Lucca / Ponte a Moriano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“Lovely villa ,well positioned for Lucca ,Pisa & Florence” It is a lovely large villa with a great pool in a village within walking distance to restaurants,a train station to Lucca ,Pisa Florence Etc.The host was really knowledgeable helpful nothing wa  …see more

from £136 / night

£949 - £1682 / week

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from £136 / night

58

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

San Gimignano / Castel San Gimignano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly
Silence, nice countryside, good food.Relax  …see more

from £186 / night

£1164 - £1897 / week

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from £186 / night

Featured properties

(1) Excellent 

32

Holiday villa with swimming pool in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect.” The owner was most helpful in terms of booking, meeting us, and checking in to ensure all was going well. We took advantage of her offer to arrange for a chef to cook for us our first night - delicious food and very good wines. If you arri  …see more

from £281 / night

£1966 - £2535 / week

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from £281 / night

(1) Excellent 

14

Elba Island / Porto Azzurro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Pet friendly

 …see more

from £52 / night

£302 - £776 / week

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from £52 / night

(2) Excellent 

35

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Quintessential Tuscany!” This is a wonderfull house with very beautiful surroundings, particularly the terrasse and view of the Tuscan landscape and also swimmingpool and outdoor area with olive trees, apples, and other fruits! perfect for children. G  …see more

from £65 / night

£453 / week

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from £65 / night

(17) Very Good 

24

Florence / Central Florence

4 7 3 nights min

  • 4 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly
  • Car not necessary

 …see more

from £199 / night

£1207 - £1837 / week

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from £199 / night

(1) Very Good 

11

Peccioli / Fabbrica

3 6 Min stay varies

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

 …see more

from £95 / night

£647 - £1138 / week

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from £95 / night

(1) Excellent 

29

Holiday apartment with shared pool in Tuscany

Province of Pisa / Riparbella

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Just beautiful, love this place” A wonderful and gorgeous apartment, beautifully decorated with everything you need including bedding, hairdryer and all kitchenware. The location was great, on a hill and to wake up in the morning to a beautiful view  …see more

from £37 / night

£257 / week

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from £37 / night

(13) Very Good 

24

Province of Lucca / Viareggio

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £50 / night

£345 - £578 / week

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from £50 / night

(5) Excellent 

48

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 150 km
  • Child friendly
  • Private garden

 …see more

from £104 / night

£492 - £587 / week

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from £104 / night

(14) Excellent 

24

Tuscany holiday apartment rental

Monte Argentario / Cala Piccola

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Secret Hide-out” This is a place you actually don't want to share with anyone, because it is too good to be true. On top of the rocks with pure magic to look out to, this apartment actually lives as a private villa with its own private garden and sola  …see more

from £233 / night

£949 - £2285 / week

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from £233 / night

19

Villa rental in Tuscany with swimming pool

Province of Arezzo / Lucignano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations in Tuscany. It has every thing necessary for a wonderful Tuscan holiday as well as a few extras that ensures i  …see more

from £244 / night

£1707 - £2500 / week

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from £244 / night

48

Tuscany holiday apartment rental

Province of Livorno / Campiglia Marittima

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
In the suggestive Antico Borgo Casalappi resort, an ancient village with pool and tennis in the beautiful countryside, only 10 minutes from the best Tuscany beaches, a comfortable apartment for 4 people with private garden for enjoying your holiday in Tuscany style.  …see more

from £69 / night

£483 - £949 / week

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from £69 / night

(3) Excellent 

48

Tuscany holiday home rental

Prato / Filettole

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 85 km
  • Child friendly
  • Pet friendly
“Lovely accommodation with an amazing Landscape” Very Charming House with all Furnitures and everything you need. All the rooms have the walls painted in different color, it's really nice. The garden and the position are also charming, in fact the hou  …see more

from £49 / night

£318 - £424 / week

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from £49 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Comfortable base in the heart of Tuscany” Poggio Saragio is located on a quiet lane among vineyards and orchards, with beautiful views across rolling hills in central Tuscany - sitting on the back terrace taking in the amazing views and colours and l  …see more

from £100 / night

£500 - £895 / week

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from £100 / night

(6) Very Good 

25

Villa rental in Tuscany with swimming pool

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Self-catering Tuscany villa with stunning views, just five minutes walk to the village. Private pool and terrace for al fresco dining. Ideal for families and couples seeking relaxation.  …see more

from £62 / night

£432 - £1725 / week

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from £62 / night

25

Tuscany holiday villa rental

Province of Florence / Montaione

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Relax on one of the large private terraces and at sunrise and sunset, when all is calm, you may glimpse the deer, rabbits and pheasants that populate the extensive grounds. Tre Querce is independent, finely restructured and comfortably furnished: everything is at the di  …see more

from £140 / night

£975 - £1207 / week

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from £140 / night

(6) Excellent 

27

Apartment rental in San Gimignano

Province of Siena / San Gimignano

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Ask about pets
Holiday in San Gimignano ... a journey into the heart of Tuscany.Dear Guests, we are the sisters Stefania and Margherita and we are the owners of Appartamento Margherita. We decided to rent the apartment where we were born about 15 years ago, when we underst  …see more

from £87 / night

£518 / week

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from £87 / night

24

Holiday villa in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
"Villa Palazzone" is a charming country house set in the heart of a large estate of 153 hectares. The property has been completely renovated and upgraded with all modern conveniences.  …see more

from £281 / night

£1716 - £2888 / week

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from £281 / night

(1) Average 

21

Scarlino / Scarlino Scalo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£302 - £863 / week

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from £44 / night

(1) Very Good 

39

Province of Pisa / Volterra

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

 …see more

from £65 / night

£450 - £1130 / week

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from £65 / night

38

Tuscany holiday villa rental

Province of Arezzo / Cortona

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
<p>Cortona Tuscan Villa with pool- rural views and two independent annexes within walking distance of the medieval walled town of Cortona.</p>  …see more

from £309 / night

£2160 - £3200 / week

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from £309 / night

21

Apartment rental in Tuscany with swimming pool

Province of Arezzo / Stia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Appartamento ORCHIDEALa Fagiana Holiday Rental is in an optimal position. You will be able to fully enjoy the peace and the quietness of the region as well as being in a good position for numerous outdoor activities, such as horse riding, golf, tennis, mountain biking,  …see more

from £82 / night

£569 - £1087 / week

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from £82 / night

(3) Very Good 

30

Tuscany holiday cottage rental

Province of Lucca / Fosciandora

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
“Love this place!” This was our third time here and we all still love it. Easy to get to Pisa, Florence and even Siena for the day and then get back and relax by the gorgeous pool. Of course the friendly locals make you feel at home, but the view are e  …see more

from £82 / night

£401 - £906 / week

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from £82 / night

(48) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £61 / night

£345 - £604 / week

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from £61 / night

(20) Very Good 

23

Tuscany holiday villa rental

Province of Lucca / Bagni di Lucca

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Idyllic Italian Retreat!” As the plane door opened in Pisa my little girl (who's ears were blocked from the flight) shouted back at me "Look Mom it's Summertime!", and it was. We were so lucky to leave Rainy Ireland behind in June and spend 3 wonderf  …see more

from £250 / night

£950 - £1950 / week

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from £250 / night

(4) Excellent 

57

Province of Massa Carrara / Cinquale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Child friendly

 …see more

from £125 / night

£432 - £1725 / week

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from £125 / night

(9) Excellent 

24

Orentano holiday villa rental

Province of Pisa / Orentano

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 45 km
  • Swimming pool
Villa Gourmet is a 1700 renovated Tuscan Villa with salt water swimming pool, park and unique outdoor lounge and eating area by the pool. The villa for 14 guests is modern and fully-equipped with all comforts. Gourmet meals are offered on request. During your stay we wi  …see more

from £370 / night

£2589 - £4738 / week

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from £370 / night

24

Holiday villa with swimming pool in Castelfiorentino

Province of Florence / Castelfiorentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly
Single family independent villa from the 1850’s situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves. The owner Vincenzo realised the restoratio  …see more

from £206 / night

£1440 - £2324 / week

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from £206 / night

(7) Very Good 

17

Province of Pistoia / Montecatini Terme

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary

 …see more

from £61 / night

£388 / week

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from £61 / night

(1) Excellent 

5

Province of Livorno / San Vincenzo

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £48 / night

£332 / week

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from £48 / night

(8) Excellent 

33

Apartment rental in Tuscany with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Excellent with children or groups” We had very enjoyable stay in a peaceful location with stunning views around. Olimpia was very helpful and everything worked as foreseen. We were trying to find a place with a scent of a history and what would suit b  …see more

from £61 / night

£423 / week

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from £61 / night

(4) Excellent 

24

Province of Grosseto / Grosseto

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

 …see more

from £47 / night

£216 - £613 / week

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from £47 / night

(3) Excellent 

39

Holiday villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano val di pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is consi  …see more

from £1164 / night

£8600 - £9656 / week

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from £1164 / night

(19) Excellent 

23

Holiday apartment with shared pool in Tuscany

Province of Pisa / Volterra

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 30 km
  • Swimming pool
  • Child friendly
“Home from home with a view to die for!” A charming apartment in a wonderful location. There was plenty of room for 8 people to have their own space but to also get together for meals etc. There was more than enough equipment, both in the house and for  …see more

from £151 / night

£712 - £1569 / week

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from £151 / night

18

Holiday villa with swimming pool in Tuscany

Province of Grosseto / Capalbio

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
This superb sea view property is running very special promotions for smaller groups in Mid and Low Seasons and some fantastic deals for those last remaining high season weeks. Please enquire for further details. A beautifully positioned 6 bedroomed villa with stunning  …see more

from £530 / night

£3707 / week

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from £530 / night

(2) Excellent 

22

Florence / Central Florence

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £78 / night

£544 / week

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from £78 / night

26

Villa rental in Tuscany with swimming pool

Montepulciano / Sant'Albino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa ha  …see more

from £259 / night

£1811 - £3104 / week

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from £259 / night

(3) Very Good 

42

Holiday apartment with shared pool in Tuscany

Cortona / Montalla

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience.W own same of the nicest accommodation in the traditio  …see more

from £138 / night

£737 - £1405 / week

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from £138 / night