50 Best Tuscany villas on Holiday Lettings - Apartments

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  • Italy
  • Tuscany

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  • Italy (7)
  • Maremma (3)
  • Province of Arezzo (732)
  • Province of Florence (686)
  • Province of Grosseto (190)
  • Province of Livorno (59)
  • Province of Lucca (440)
  • Province of Massa Carrara (45)
  • Province of Pisa (231)
  • Province of Pistoia (131)
  • Province of Prato (7)
  • Province of Siena (762)

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11 properties
Tuscany holidays
22,908 properties
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3,314 Holiday homes

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

(10) Excellent 

1 / 22

Florence holiday villa rental

Province of Florence / Florence

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $600 / night

$3601 - $5410 / week

Book Book View

from $600 / night

(8) Excellent 

1 / 104

Tuscany holiday villa rental

Province of Siena / Cetona

10 bedroomsSleeps 20Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

from $786 / night

$2862 - $4399 / week

Book Book View

from $786 / night

(14) Excellent 

1 / 51

Holiday villa with swimming pool in Tuscany

Province of Pisa / Montecatini Val di Cecina

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $180 / night

$1078 - $2840 / week

Book Book View

from $180 / night

Featured properties

(3) Very Good 

1 / 30

Holiday villa in Tuscany

Orbetello / Ansedonia

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $97 / night

$674 - $1684 / week

Book Book View

from $97 / night

(14) Excellent 

1 / 32

Holiday villa with swimming pool in Tuscany

Province of Florence / San Casciano in Val di Pesa

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $360 / night

$1459 - $4826 / week

Book Book View

from $360 / night

(8) Excellent 

1 / 36

Villa rental in Florence with indoor pool

Province of Florence / Florence

7 bedroomsSleeps 124 nights min stay

  • 7 bedrooms
  • Sleeps 12
  • 4 nights min stay

from $735 / night

$4116 - $8232 / week

Book Book View

from $735 / night

(1) Excellent 

1 / 60

Holiday villa with swimming pool in Casciana Terme

Province of Pisa / Casciana Terme

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $236 / night

$1650 - $4826 / week

Book Book View

from $236 / night

(42) Excellent 

1 / 35

Holiday villa in Siena

Province of Siena / Siena

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $314 / night

$2020 - $5611 / week

Book Book View

from $314 / night

(3) Very Good 

1 / 17

Tuscany holiday villa accommodation

Province of Siena / San Gimignano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $137 / night

$956 - $1323 / week

Book Book View

from $137 / night

(3) Very Good 

1 / 17

Montaione holiday villa rental

Province of Florence / Montaione

2 bedroomsSleeps 63 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $180 / night

$1235 / week

Book Book View

from $180 / night

1 / 14

Holiday villa rental

Province of Lucca / Pieve Fosciana

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $169 / night

$1179 - $1403 / week

Book Book View

from $169 / night

(7) Excellent 

1 / 50

Villa rental in Tuscany with swimming pool

Province of Siena / Siena

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay

from $266 / night

$1869 - $2577 / week

Book Book View

from $266 / night

(11) Very Good 

1 / 30

Montescudaio holiday villa rental

Province of Pisa / Montescudaio

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $198 / night

$1386 - $3827 / week

Book Book View

from $198 / night

(7) Excellent 

1 / 17

Villa rental in Panzano in Chianti with swimming pool

Greve in Chianti / Panzano in Chianti

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay

from $481 / night

$3367 - $3591 / week

Book Book View

from $481 / night

(19) Excellent 

1 / 31

Tuscany holiday villa rental

Bagni Di Lucca / Guzzano-Pieve di Controne

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from $103 / night

$721 - $1019 / week

Book Book View

from $103 / night

(11) Very Good 

1 / 56

Holiday villa with swimming pool in Tuscany

Province of Lucca / Lucca

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $135 / night

$898 - $3928 / week

Book Book View

from $135 / night

(1) Very Good 

1 / 35

Villa accommodation in Tuscany with swimming pool

Province of Siena / San Gimignano

7 bedroomsSleeps 10Min stay varies

  • 7 bedrooms
  • Sleeps 10
  • Min stay varies

from $326 / night

$2133 - $3030 / week

Book Book View

from $326 / night

(4) Excellent 

1 / 20

Holiday villa rental

Province of Florence / Greve in Chianti

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $236 / night

$1515 - $3227 / week

Book Book View

from $236 / night

(7) Very Good 

1 / 24

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Cortona

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $289 / night

$2020 - $3255 / week

Book Book View

from $289 / night

(2) Excellent 

1 / 12

Holiday villa in Cortona

Province of Arezzo / Cortona

4 bedroomsSleeps 67 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $242 / night

$1691 - $2426 / week

Book Book View

from $242 / night

(1) Excellent 

1 / 33

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Castiglion Fiorentino

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $225 / night

$1347 - $2918 / week

Book Book View

from $225 / night

(1) Excellent 

1 / 32

Tuscany holiday villa rental

Province of Florence / Greve in Chianti

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $275 / night

$1925 - $3889 / week

Book Book View

from $275 / night

(3) Very Good 

1 / 24

Holiday villa with swimming pool in Tuscany

Province of Pisa / Montopoli in Val d'Arno

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $326 / night

$1796 - $3142 / week

Book Book View

from $326 / night

1 / 24

Holiday villa with swimming pool in Tuscany

Montaione / Alberi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $197 / night

$1347 - $2189 / week

Book Book View

from $197 / night

(3) Excellent 

1 / 31

Badia Agnano holiday villa rental

Province of Arezzo / Badia Agnano

9 bedroomsSleeps 22Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies

from $281 / night

$1964 - $4478 / week

Book Book View

from $281 / night

(3) Excellent 

1 / 22

Villa rental in Tuscany with swimming pool

Province of Siena / Siena

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies

from $505 / night

$2806 - $4938 / week

Book Book View

from $505 / night

(2) Excellent 

1 / 23

Villa rental in San Casciano in Val di Pesa with swimming pool

Province of Florence / San Casciano in Val di Pesa

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from $292 / night

$1852 - $3199 / week

Book Book View

from $292 / night

(1) Excellent 

1 / 31

Villa rental in Cortona with swimming pool, golf nearby

Province of Arezzo / Cortona

3 bedroomsSleeps 9Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies

from $315 / night

$1796 - $2806 / week

Book Book View

from $315 / night

1 / 34

Holiday villa with swimming pool in Tuscany

Province of Arezzo / Lucignano

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $196 / night

$1370 - $2772 / week

Book Book View

from $196 / night

(4) Excellent 

1 / 68

Holiday villa in San Lorenzo a Vaccoli

Province of Lucca / San Lorenzo a Vaccoli

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from $180 / night

$1459 - $2245 / week

Book Book View

from $180 / night

1 / 23

Tuscany holiday villa rental

Province of Florence / San Godenzo

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $292 / night

$1336 - $2015 / week

Book Book View

from $292 / night

(10) Excellent 

1 / 94

Holiday villa with swimming pool in Tuscany

Greve in Chianti / Lucolena

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from $517 / night

$2357 - $4489 / week

Book Book View

from $517 / night

(1) Excellent 

1 / 24

Tuscany holiday villa rental

Province of Grosseto / Porto Santo Stefano

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $256 / night

$1796 - $2723 / week

Book Book View

from $256 / night

(5) Excellent 

1 / 10

Tuscany holiday villa rental

Province of Lucca / Lucca

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $407 / night

$2845 - $4131 / week

Book Book View

from $407 / night

1 / 19

Holiday villa with shared pool in Tuscany

Province of Lucca / Forte Dei Marmi

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $254 / night

$1651 - $3852 / week

Book Book View

from $254 / night

(4) Excellent 

1 / 105

Holiday villa with swimming pool in Cetona

Province of Siena / Cetona

10 bedroomsSleeps 20Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

from $887 / night

$3339 - $5387 / week

Book Book View

from $887 / night

1 / 24

Holiday villa with swimming pool in Montaione

Province of Florence / Montaione

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies

from $393 / night

$2525 - $4377 / week

Book Book View

from $393 / night

1 / 42

Holiday villa with swimming pool in Orentano

Province of Pisa / Orentano

4 bedroomsSleeps 12Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies

from $298 / night

$1784 - $2576 / week

Book Book View

from $298 / night

1 / 35

Cortona holiday villa rental

Province of Arezzo / Cortona

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $260 / night

$1515 - $2525 / week

Book Book View

from $260 / night

(2) Excellent 

1 / 23

Holiday villa in Tuscany

Province of Arezzo / Cortona

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies

from $124 / night

$842 - $1010 / week

Book Book View

from $124 / night

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