Short city breaks Tuscany

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Tuscany

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3,768 Holiday homes

Filters applied: City breaks

(2) Excellent 

24

Holiday villa with tennis court in Tuscany

Montaione / Collegalli

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 50 km
  • Child friendly
  • Air conditioning
“A wonderful holiday” Last year we spent two weeks in Villa San Paolo in Montaione and we really enjoyed it. The Villa is big, with good and comfortable beds, a fully equipped kitchen and has a very nice place outside where you can have breakfast and
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from £299 / night

£2093 - £2513 / week

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from £299 / night

(3) Excellent 

24

Poggibonsi / Staggia Senese

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Ask about pets

from £30 / night

£171 - £337 / week

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from £30 / night

(5) Excellent 

31

Province of Arezzo / Anghiari

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from £67 / night

£417 - £525 / week

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from £67 / night

Featured properties

(1) Excellent 

24

Province of Siena / Sarteano

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Nearest beach 120 km
  • Child friendly
  • Private garden

from £43 / night

£295 / week

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from £43 / night

(30) Excellent 

26

Holiday farmhouse with swimming pool in Tuscany

Montalcino / Val d'Orcia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
“Great Location” We can only reiterate the excellent reviews that have gone before. Fonte Aulente is in a great location, quiet and secluded with amazing views of the Tuscan countryside and close to the beautiful town of Montalcino. The accommodation,
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from £101 / night

£706 / week

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from £101 / night

(14) Very Good 

22

Holiday apartment with swimming pool in San Silvestro

Barberino Val d'Elsa / San Silvestro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Agriturismo San Silvestro -- a gorgeous place in the heart of the Chianti Classico area” We spent a unforgettable week at Agriturismo San Silvestro (Mona Lisa apartment) by end of May 2014. We appreciated the uncomplicated way of the caring owners - a
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from £85 / night

£547 - £967 / week

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from £85 / night

(7) Excellent 

18

Province of Florence / Scarperia e San Piero

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £76 / night

£337 - £513 / week

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from £76 / night

(2) Very Good 

21

Piombino / Populonia

8 4 Min stay varies

  • 8 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £41 / night

£283 / week

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from £41 / night

(4) Excellent 

20

Province of Livorno / Livorno

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £34 / night

£227 - £492 / week

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from £34 / night

21

Province of Grosseto / Castel Del Piano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £59 / night

£387 / week

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from £59 / night

(5) Excellent 

19

Home rental in Tuscany

Province of Arezzo / Anghiari

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Child friendly
“Anghiari's a hidden gem and if you can stay then this is the place to do it” We travelled around Tuscany and found Anghiari and the surrounding area beautiful so we stayed in this area and found this property. The place if great, clean and if you wan
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from £89 / night

£618 / week

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from £89 / night

(24) Excellent 

28

Lucca Historical Center holiday apartment rental

Lucca / Lucca Historical Center

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Nearest beach 20 km
  • Child friendly
  • Car not necessary

from £59 / night

£379 - £505 / week

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from £59 / night

(6) Excellent 

39

Farmhouse rental in Tuscany

Province of Siena / Radda in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly

from £74 / night

£429 - £463 / week

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from £74 / night

(7) Excellent 

33

Holiday home with shared pool in Tuscany

Province of Arezzo / Arezzo

3 6 Min stay varies

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

from £142 / night

£1084 / week

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from £142 / night

(1) Excellent 

15

Manciano / Saturnia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 35 km
  • Ask owner if suitable for children
  • Pet friendly

from £43 / night

£295 - £530 / week

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from £43 / night

(4) Excellent 

24

Holiday apartment with swimming pool in Tuscany

Barberino Val d'Elsa / San Silvestro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Peaceful Nirvana between hectic Venice & Rome” After a few busy days in Venice, San Silvestro near San Donato was the perfect antidote to being all "peopled out". The vista, the pool, the wind in the olive trees and the excellent host family made our
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from £85 / night

£505 - £883 / week

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from £85 / night

10

Province of Livorno / Livorno

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £38 / night

£265 / week

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from £38 / night

(2) Very Good 

29

Holiday farmhouse with shared pool in Tuscany

Sovicille / Torri

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £92 / night

£1042 - £1182 / week

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from £92 / night

(7) Excellent 

28

Tuscany holiday villa rental

Province of Lucca / Coreglia Antelminelli

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly
“Wonderful Truly Italian Villa” We have spent in Villa Della Rocca an amazing week last August. It was an unforgettable experience, everything here is wining your favour – comfortable and spacious house, spectacular and breathtaking view of a mountain
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from £194 / night

£925 - £1177 / week

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from £194 / night

(1) Excellent 

32

Province of Pisa / Montescudaio

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £40 / night

£278 - £416 / week

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from £40 / night

(12) Very Good 

28

Holiday villa with swimming pool, tennis court in Tuscany

Province of Siena / Gaiole in Chianti

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“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 perfec
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from £139 / night

£967 - £2017 / week

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from £139 / night

14

Grosseto holiday guest house rental

Province of Grosseto / Grosseto

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £30 / night

£185 / week

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from £30 / night

28

Tuscany holiday farmhouse rental

Province of Grosseto / Massa Marittima

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Child friendly

from £85 / night

£589 - £673 / week

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from £85 / night

17

Prato / Figline

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £72 / night

£496 - £1979 / week

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from £72 / night

(2) Excellent 

10

Province of Arezzo / Cortona

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Child friendly
  • Private garden

from £85 / night

£589 - £1030 / week

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from £85 / night

(4) Excellent 

26

Arezzo / Capolona

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £92 / night

£642 / week

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from £92 / night

(5) Very Good 

25

Province of Livorno / San Vincenzo

20 7 Min stay varies

  • 20 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £46 / night

£211 - £1068 / week

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from £46 / night

(1) Very Good 

18

B&b letting in Tuscany with shared pool

Province of Siena / Montepulciano

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance
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from £30 / night

£206 / week

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from £30 / night

(14) Excellent 

22

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
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from £227 / night

£925 - £2227 / week

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from £227 / night

15

Province of Siena / Radicofani

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £68 / night

£379 / week

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from £68 / night

(3) Excellent 

64

Province of Pisa / Cascina

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 15 km
  • Child friendly
  • Air conditioning

from £76 / night

£530 / week

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from £76 / night

(1) Excellent 

30

Camaiore / Lido Di Camaiore

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £80 / night

£559 / week

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from £80 / night

(29) Excellent 

25

Tuscany holiday farmhouse rental

Province of Florence / San Casciano in Val di Pesa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Suitable for children age 5+
  • Car not necessary
“Villa and location perfect for our needs.” We were looking for accommodation that had a peaceful outlook but easy access to amenities and travel - this was perfect! The house is extremely well equiped and comfortable and the view over the Tuscan cou
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from £71 / night

£463 - £794 / week

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from £71 / night

(12) Excellent 

13

Elba Island / Marina di Campo

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £51 / night

£295 - £681 / week

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from £51 / night

21

Holiday apartment rental

Lucca / Lucca Historical Center

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Car not necessary

from £72 / night

£446 - £1261 / week

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from £72 / 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
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from £250 / night

£950 - £1950 / week

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from £250 / night

(6) Excellent 

35

Province of Grosseto / Roccastrada

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £185 / night

£1261 / week

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from £185 / night

13

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Pricing unknown

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Pricing unknown

(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

from £63 / night

£327 - £974 / week

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from £63 / night

(19) Excellent 

48

Tuscany holiday apartment rental

Lucca / Lucca Historical Center

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 20 km
  • Child friendly
  • Car not necessary
“Central Lucca Location with easy access to Train Station” Lovely two-bedroom first floor apartment within Lucca, opposite the Guinigi Tower. Access to and from the train station is an easy 10 minutes walk. This was important to us as we used Lucca as
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from £47 / night

£500 - £618 / week

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from £47 / night

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