Villas in Tuscany and Apartments - Holiday Lettings - Holiday Rentals Tuscany

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Tuscany

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40 Holiday homes

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

44

Holiday castle accommodation

Province of Livorno / Venturina

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Nearest beach 10 km
  • Swimming pool
  • Child friendly
Castello Gran Duca is a wonderful 16th Century castle in a perfect position enjoying a lovely panorama over the countryside with views to the Elba Island and the sea beyond. This unique ancient castle, once the abode of Leopold II Grand Duke of Tuscany, is in a peacef  …see more

from £1223 / night

£8548 - £17095 / week

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from £1223 / night

20

Castle rental in Tuscany

Province of Arezzo / Stia

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Ask about pets
  • Private garden
Medieval Little Guard Tower situated in a beautiful and undiscovered corner of Tuscany, the Casentino Valley, between Arezzo and Florence. Enjoy the beauty and peace of the ancient hamlet of Porciano with its stone paved walkways, centuries old church and breathtaking v  …see more

from £52 / night

£321 - £342 / week

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from £52 / night

(1) Excellent 

22

Greve in Chianti / Strada in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £82 / night

£569 / week

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from £82 / night

Featured properties

(1) Excellent 

29

Province of Pisa / Palaia

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Child friendly

 …see more

from £43 / night

£300 / week

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from £43 / night

(11) Excellent 

39

Holiday castle in Tuscany

Province of Pisa / Pisa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
“The perfect base for discovering Tuscany” We cannot express enough our gratitude to our hosts for all of the help that they provided us with from the moment we arrived, especially with booking us, (non Italian speaking), into the local restaurant, (no  …see more

from £86 / night

£530 - £590 / week

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from £86 / night

(2) Very Good 

36

Tuscany holiday castle rental

Province of Florence / Castelfiorentino

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A beautiful journey back in time.” Villa Cabbiavoli is a wonderful place. The views over the Tuscan hills are amazing. It breaths the history of Italian gentry. We were treated like family guests by the the staff who are extremely helpful and friendly  …see more

from £953 / night

£6667 - £9573 / week

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from £953 / night

(13) Excellent 

59

Pisa holiday castle rental

Province of Pisa / Pisa

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary
“Our Tuscan home from home” My family and I have just come back form holiday form this truly beautiful place. We have two daughters, 6 and 13 and they loved every minute of their stay. It was a truly unique experience. Donatella and her husband Anto  …see more

from £103 / night

£667 - £881 / week

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from £103 / night

(5) Excellent 

28

Barberino Di Mugello / Montecarelli

10 26 Min stay varies

  • 10 bedrooms
  • Sleeps 26
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £513 / night

£3248 - £4804 / week

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from £513 / night

(4) Very Good 

64

Holiday castle with swimming pool in Tuscany

Pomarance / Rogheta

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 32 km
  • Swimming pool
“Very nice house” Nice house, incredible wiews. The gravel road to the house was a bit bumpy and took a while...If you like a pieceful place and dont mind it take a while to get to the civilization you will be very satisfied with this place.  …see more

from £513 / night

£2394 - £3718 / week

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from £513 / night

(6) Excellent 

29

Tuscany holiday castle rental

Province of Pisa / Pisa

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary
“Lovely apartment in a wonderful villa near Pisa” We thoroughly enjoyed our stay in a pristine apartment in this ancient villa which is undergoing renovation in stages, and is a remarkable tribute to the owners. It was a delight to be there. The own  …see more

from £103 / night

£667 - £821 / week

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from £103 / night

23

Holiday castle with swimming pool in Tuscany

Province of Arezzo / Monte San Savino

11 25 4 nights min

  • 11 bedrooms
  • Sleeps 25
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tuscan Castle in Chianti area, Our private hill is in the Chianti region "Chianti colli aretini" and with beautiful views over Valdichiana valley. We are surrounded by medieval villages with antic palace and castles. Golf course and Horse Riding are not far aw  …see more

from £842 / night

£5556 / week

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from £842 / night

(4) Excellent 

19

Bagno a Ripoli / Villamagna

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £428 / night

£2992 / week

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from £428 / night

(1) Excellent 

56

Holiday castle in Tuscany

Province of Pisa / Pisa

2 7 4 nights min

  • 2 bedrooms
  • Sleeps 7
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly
A monumental 18th-century villa in the very heart of Tuscany, which has been home to arts and artists for centuries, opens its doors to show you its breathtaking frescoes and be your home for a romantic and relaxing holiday of culture and good life. The villa, which wa  …see more

from £197 / night

£1283 - £1402 / week

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from £197 / night

(1) Excellent 

12

Province of Grosseto / Gavorrano

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Child friendly

 …see more

from £65 / night

£428 - £565 / week

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from £65 / night

46

Holiday castle rental

Province of Siena / Poggibonsi

5 14 7 nights min

  • 5 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Enchanting Winery At the top of a hill with 309 hectares between wood, olive trees and wine yards is located this enchanting winery, with it’s amazing medioeval castle, the pool villa, the farmhouse and a real good Chianti wine production. This property is the ch  …see more

from £513 / night

£3590 - £4906 / week

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from £513 / night

16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

from £127 / night

£1490 / week

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from £127 / night

(1) Very Good 

28

Province of Arezzo / Bucine

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

 …see more

from £16 / night

£108 / week

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from £16 / night

(1) Excellent 

27

Holiday bungalow in Tuscany

Province of Grosseto / Montieri

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 42 km
  • Pet friendly
  • Private garden
Charming and quiet place; comfortable interior; free Wi-Fi; covered seating area; additional relax area with 2 hammocks, sun loungers and a nice view to the other side of the valley; no extra costs; hiking and biking books with cards available.  …see more

from £57 / night

£338 / week

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from £57 / night

(1) Average 

24

Province of Siena / Poggibonsi

7 12 3 nights min

  • 7 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £428 / night

£2992 / week

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from £428 / night

(1) Very Good 

10

Province of Grosseto / Pitigliano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min

 …see more

from £43 / night

£300 / week

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from £43 / night

31

Holiday castle in San Miniato

Province of Pisa / San Miniato

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Private garden
An original Tuscan Hideaway - A beautiful Historical Building protected by the Belle Arti. You will now rarely find such a beautiful, intact rural property in Tuscany that boasts its original features and that has not been transformed into a run of the mill holiday re  …see more

from £240 / night

£1197 / week

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from £240 / night

32

Holiday castle in San Miniato

Province of Pisa / San Miniato

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
An original Tuscan Hideaway - A beautiful Historical Building protected by the Belle Arti. You will now rarely find such a beautiful, intact rural property in Tuscany that boasts its original features and that has not been transformed into a run of the mill holiday re  …see more

from £300 / night

£1496 / week

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from £300 / night

32

Holiday castle in Tuscany

Province of Pisa / San Miniato

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
An original Tuscan Hideaway - A beautiful Historical Building protected by the Belle Arti. You will now rarely find such a beautiful, intact rural property in Tuscany that boasts its original features and that has not been transformed into a run of the mill holiday re  …see more

from £206 / night

£1048 / week

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from £206 / night

29

Holiday castle in Tuscany

Province of Pisa / San Miniato

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
An original Tuscan Hideaway - A beautiful Historical Building protected by the Belle Arti. You will now rarely find such a beautiful, intact rural property in Tuscany that boasts its original features and that has not been transformed into a run of the mill holiday re  …see more

from £103 / night

£599 / week

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from £103 / night

32

Holiday castle rental

Province of Pisa / San Miniato

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 60 km
  • Child friendly
  • Pet friendly
An original Tuscan Hideaway - A beautiful Historical Building protected by the Belle Arti. You will now rarely find such a beautiful, intact rural property in Tuscany that boasts its original features and that has not been transformed into a run of the mill holiday re  …see more

from £60 / night

£359 / week

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from £60 / night

24

Province of Pisa / Cascina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Ask owner if suitable for children

 …see more

from £86 / night

£556 - £652 / week

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from £86 / night

20

Province of Pisa / Cascina

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 18 km
  • Ask owner if suitable for children

 …see more

from £90 / night

£599 - £718 / week

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from £90 / night

7

Province of Grosseto / Castiglione Della Pescaia

25 2 7 nights min

  • 25 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £184 / night

£1283 / week

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from £184 / night

19

Province of Florence / Vinci

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from £73 / night

£505 - £684 / week

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from £73 / night

9

Province of Siena / Castelnuovo Berardenga

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £154 / night

£1077 / week

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from £154 / night

21

Province of Arezzo / Monte San Savino

11 26 4 nights min

  • 11 bedrooms
  • Sleeps 26
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £842 / night

£5556 / week

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from £842 / night