Tuscany villas, Apartments and holiday rentals

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  • Italy
  • Tuscany

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  • Province of Arezzo (1)
  • Province of Grosseto (3)

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50 Holiday homes

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

1 / 7

Tuscany holiday bungalow rental

Province of Grosseto / Castiglione Della Pescaia

25 2 7 nights min stay

Bungalow / 25 bedrooms / sleeps 2 / 7 nights min stay

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from £167 / night

£1163 / week

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from £167 / night

(1) Excellent 

1 / 20

Holiday bungalow in Tuscany

Province of Grosseto / Montieri

1 2 Min stay varies

Bungalow / 1 bedroom / sleeps 2 / Min stay varies

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from £52 / night

£307 - £326 / week

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from £52 / night

1 / 12

Holiday bungalow in Tuscany

Province of Grosseto / Gavorrano

1 2 Min stay varies

Bungalow / 1 bedroom / sleeps 2 / Min stay varies

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from £55 / night

£349 - £504 / week

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from £55 / night

Featured properties

(1) Very Good 

1 / 31

Tuscany holiday bungalow rental

Province of Arezzo / Bucine

1 2 1 night min stay

Bungalow / 1 bedroom / sleeps 2 / 1 night min stay

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from £16 / night

£109 - £136 / week

Book

from £16 / night

More results near

Distance approx 1.13 miles from Tuscany Show on Map

1 / 25

Holiday townhouse in Tuscany

Province of Siena / Castellina In Chianti

2 5 Min stay varies

Townhouse / 2 bedrooms / sleeps 5 / Min stay varies

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from £66 / night

£450 - £621 / week

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from £66 / night

Distance approx 1.33 miles from Tuscany Show on Map

1 / 16

Holiday condo with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

9 16 Min stay varies

Condo / 9 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £388 / night

£2714 / week

Book

from £388 / night

Distance approx 1.82 miles from Tuscany Show on Map

1 / 11

Villa rental in Tuscany with shared pool

Province of Siena / Castellina In Chianti

3 8 7 nights min stay

Villa / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £136 / night

£950 - £1086 / week

Book

from £136 / night

Distance approx 1.82 miles from Tuscany Show on Map

(4) Very Good 

1 / 8

Holiday cottage with shared pool in Tuscany

Province of Siena / Castellina In Chianti

2 5 7 nights min stay

Cottage / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £101 / night

£698 - £1008 / week

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from £101 / night

Distance approx 1.83 miles from Tuscany Show on Map

1 / 17

Cottage rental in Tuscany with shared pool

Province of Siena / Castellina In Chianti

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £105 / night

£733 - £1059 / week

Book

from £105 / night

Distance approx 1.84 miles from Tuscany Show on Map

(1) Excellent 

1 / 19

Holiday villa rental

Province of Siena / Castellina In Chianti

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £143 / night

£999 - £1303 / week

Book

from £143 / night

Distance approx 1.86 miles from Tuscany Show on Map

1 / 24

Tuscany holiday apartment rental

Province of Siena / Castellina In Chianti

2 8 Min stay varies

Apartment / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £90 / night

£625 - £679 / week

Book

from £90 / night

Distance approx 2.28 miles from Tuscany Show on Map

(2) Excellent 

1 / 32

Radda in Chianti holiday farmhouse rental

Province of Siena / Radda in Chianti

1 2 Min stay varies

Farmhouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £51 / night

£334 - £373 / week

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from £51 / night

Distance approx 2.76 miles from Tuscany Show on Map

(1) Excellent 

1 / 24

Holiday villa rental

Province of Siena / Castellina In Chianti

3 7 7 nights min stay

Villa / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £178 / night

£1243 / week

Book

from £178 / night

Distance approx 2.8 miles from Tuscany Show on Map

(1) Excellent 

1 / 16

Holiday apartment with shared pool in Tuscany

Castellina In Chianti / Cagnano di Sotto

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

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from £73 / night

£505 / week

Book

from £73 / night

Distance approx 3.05 miles from Tuscany Show on Map

(2) Excellent 

1 / 48

Holiday cottage in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 4 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 4 nights min stay

Add to shortlist

from £94 / night

£504 / week

Book

from £94 / night

Distance approx 3.12 miles from Tuscany Show on Map

(3) Very Good 

1 / 59

Cottage rental in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 4 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 4 nights min stay

Add to shortlist

from £94 / night

£427 - £652 / week

Book

from £94 / night

Distance approx 3.15 miles from Tuscany Show on Map

(1) Very Good 

1 / 10

Apartment rental in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £77 / night

£504 - £776 / week

Book

from £77 / night

Distance approx 3.25 miles from Tuscany Show on Map

1 / 8

Holiday apartment in Tuscany

Province of Siena / Radda in Chianti

1 2 7 nights min stay

Apartment / 1 bedroom / sleeps 2 / 7 nights min stay

Add to shortlist

from £39 / night

£272 / week

Book

from £39 / night

Distance approx 3.37 miles from Tuscany Show on Map

1 / 24

Holiday farmhouse with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 6 Min stay varies

Farmhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £156 / night

£776 - £1628 / week

Book

from £156 / night

Distance approx 3.41 miles from Tuscany Show on Map

1 / 23

Holiday farmhouse rental

Province of Siena / Castellina In Chianti

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

Pricing unknown

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Pricing unknown

Distance approx 3.41 miles from Tuscany Show on Map

1 / 14

Holiday farmhouse rental

Province of Siena / Castellina In Chianti

1 4 Min stay varies

Farmhouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

Distance approx 3.41 miles from Tuscany Show on Map

1 / 14

Holiday farmhouse letting

Province of Siena / Castellina In Chianti

2 7 Min stay varies

Farmhouse / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

Pricing unknown

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Pricing unknown

Distance approx 3.42 miles from Tuscany Show on Map

1 / 18

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 3 Min stay varies

Farmhouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

Distance approx 3.42 miles from Tuscany Show on Map

1 / 13

Holiday farmhouse in Tuscany

Province of Siena / Castellina In Chianti

2 6 Min stay varies

Farmhouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £117 / night

£466 - £1163 / week

Book

from £117 / night

Distance approx 3.68 miles from Tuscany Show on Map

(4) Excellent 

1 / 18

Holiday apartment with swimming pool in Tuscany

Barberino Val d'Elsa / San Silvestro

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £94 / night

£814 / week

Book

from £94 / night

Distance approx 3.7 miles from Tuscany Show on Map

(14) Very Good 

1 / 20

Holiday apartment with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa / San Silvestro

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £101 / night

£892 / week

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from £101 / night

Distance approx 3.82 miles from Tuscany Show on Map

1 / 19

Holiday apartment rental

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£420 - £590 / week

Book

from £60 / night

Distance approx 3.85 miles from Tuscany Show on Map

1 / 14

Castellina In Chianti holiday apartment rental

Province of Siena / Castellina In Chianti

2 5 5 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 5 nights min stay

Add to shortlist

from £167 / night

£1000 - £1291 / week

Book

from £167 / night

Distance approx 3.86 miles from Tuscany Show on Map

1 / 22

Villa rental in Tuscany with swimming pool

Province of Siena / Castellina In Chianti

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £515 / night

£3605 / week

Enquire

from £515 / night

Distance approx 3.86 miles from Tuscany Show on Map

1 / 24

Holiday villa letting

Province of Siena / Castellina In Chianti

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £515 / night

£3605 / week

Enquire

from £515 / night

Distance approx 3.9 miles from Tuscany Show on Map

(2) Very Good 

1 / 20

Holiday barn with shared pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 7 nights min stay

Barn / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £88 / night

£613 - £1078 / week

Book

from £88 / night

Distance approx 3.9 miles from Tuscany Show on Map

(1) Very Good 

1 / 29

Holiday home with swimming pool in Tuscany

Province of Florence / San Donato in Poggio

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £117 / night

£737 - £1357 / week

Enquire

from £117 / night

Distance approx 3.91 miles from Tuscany Show on Map

1 / 19

Villa rental in Tuscany with indoor pool

Province of Siena / Castelnuovo Berardenga

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £132 / night

£923 - £1776 / week

Book

from £132 / night

Distance approx 4.06 miles from Tuscany Show on Map

1 / 13

Holiday cottage with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £117 / night

£698 - £861 / week

Book

from £117 / night

Distance approx 4.37 miles from Tuscany Show on Map

(1) Excellent 

1 / 27

Holiday villa in Tuscany

Province of Florence / San Donato in Poggio

3 8 2 nights min stay

Villa / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £272 / night

£1706 / week

Book

from £272 / night

Distance approx 4.59 miles from Tuscany Show on Map

1 / 18

Holiday apartment with swimming pool in Tuscany

Province of Siena / Poggibonsi

2 6 7 nights min stay

Apartment / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £132 / night

£923 / week

Book

from £132 / night

Distance approx 4.68 miles from Tuscany Show on Map

1 / 10

Villa rental in Tuscany

Province of Siena / Castelnuovo Berardenga

2 4 Min stay varies

Villa / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £56 / night

£388 / week

Book

from £56 / night

Distance approx 4.71 miles from Tuscany Show on Map

1 / 21

Holiday barn in Panzano in Chianti

Greve in Chianti / Panzano in Chianti

2 5 3 nights min stay

Barn / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £47 / night

£326 / week

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from £47 / night

Distance approx 4.72 miles from Tuscany Show on Map

1 / 13

Home rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £108 / night

£750 - £950 / week

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from £108 / night

Distance approx 4.76 miles from Tuscany Show on Map

1 / 23

San Donato in Poggio holiday villa rental

Province of Florence / San Donato in Poggio

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £610 / night

£4264 - £5814 / week

Enquire

from £610 / night

Distance approx 4.76 miles from Tuscany Show on Map

1 / 23

San Donato in Poggio holiday villa rental

Province of Florence / San Donato in Poggio

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £610 / night

£4264 - £5814 / week

Enquire

from £610 / night

Distance approx 4.93 miles from Tuscany Show on Map

1 / 24

Holiday apartment with shared pool in Tuscany

Province of Siena / Gaiole in Chianti

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £57 / night

£396 - £869 / week

Enquire

from £57 / night

Distance approx 5.02 miles from Tuscany Show on Map

(3) Excellent 

1 / 25

Holiday b&b in Panzano

Greve in Chianti / Panzano

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £63 / night

£424 / week

Book

from £63 / night

Distance approx 5.03 miles from Tuscany Show on Map

(11) Excellent 

1 / 28

Holiday villa with swimming pool, tennis court in Tuscany

Province of Siena / Gaiole in Chianti

4 10 7 nights min stay

Villa / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £2 / night

£8 - £4574 / week

Book

from £2 / night

Distance approx 5.04 miles from Tuscany Show on Map

(11) Very Good 

1 / 27

Holiday villa with swimming pool, tennis court in Tuscany

Province of Siena / Gaiole in Chianti

3 7 7 nights min stay

Villa / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £160 / night

£1117 - £1861 / week

Book

from £160 / night

Distance approx 5.16 miles from Tuscany Show on Map

1 / 22

Holiday apartment in San Donato in Poggio

Province of Florence / San Donato in Poggio

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £66 / night

£330 - £528 / week

Book

from £66 / night

Distance approx 5.17 miles from Tuscany Show on Map

1 / 24

Holiday apartment with shared pool in San Donato in Poggio

Province of Florence / San Donato in Poggio

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £109 / night

£466 - £652 / week

Book

from £109 / night

Distance approx 5.17 miles from Tuscany Show on Map

(6) Excellent 

1 / 24

San Donato in Poggio holiday penthouse rental

Province of Florence / San Donato in Poggio

1 2 Min stay varies

Penthouse / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £66 / night

£330 - £528 / week

Book

from £66 / night

Distance approx 5.17 miles from Tuscany Show on Map

1 / 24

Holiday apartment with shared pool in Tuscany

Province of Florence / San Donato in Poggio

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £66 / night

£330 - £528 / week

Book

from £66 / night

Distance approx 5.21 miles from Tuscany Show on Map

1 / 14

San Donato in Poggio holiday home rental

Province of Florence / San Donato in Poggio

2 6 Min stay varies

House / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £47 / night

£272 - £388 / week

Book

from £47 / night

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