Villas with a pool Tuscany | Apartments to rent with swimming facilities

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  • Italy
  • Tuscany

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  • Italy (7)
  • Maremma (7)
  • Province of Arezzo (1,886)
  • Province of Florence (2,657)
  • Province of Grosseto (593)
  • Province of Livorno (329)
  • Province of Lucca (1,294)
  • Province of Massa Carrara (139)
  • Province of Pisa (969)
  • Province of Pistoia (300)
  • Province of Prato (36)
  • Province of Siena (2,410)

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10,639 Holiday homes

Filters applied: Swimming pool (10,639)

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

1 / 14

Tuscany holiday farmhouse let

Montepulciano / Valiano

11 22 2 nights min stay

Farmhouse / 11 bedrooms / sleeps 22 / 2 nights min stay

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from £649 / night

£4542 / week

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from £649 / night

1 / 23

Tuscany holiday apartment rental

Province of Siena / San Gimignano

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £210 / night

£1400 / week

Book

from £210 / night

1 / 25

Farmhouse rental in Tuscany with swimming pool

Province of Siena / Gaiole in Chianti

6 12 3 nights min stay

Farmhouse / 6 bedrooms / sleeps 12 / 3 nights min stay

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from £300 / night

£2500 - £2800 / week

Book

from £300 / night

Featured properties

(14) Excellent 

1 / 16

Holiday apartment with shared pool in Tuscany

Province of Siena / Buonconvento

4 8 7 nights min stay

Apartment / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £179 / night

£1250 - £1710 / week

Book

from £179 / night

1 / 18

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £328 / night

£2291 - £4581 / week

Book

from £328 / night

(4) Excellent 

1 / 50

Holiday villa with swimming pool in Castiglion Fiorentino

Province of Arezzo / Castiglion Fiorentino

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £193 / night

£1077 - £2154 / week

Book

from £193 / night

1 / 21

Tuscany holiday villa rental

Province of Florence / Bagno a Ripoli

4 7 7 nights min stay

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

Add to shortlist

from £611 / night

£4275 - £4886 / week

Book

from £611 / night

(1) Very Good 

1 / 8

Holiday villa with swimming pool, golf nearby in Tuscany

San Gimignano / Larniano

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £191 / night

£1336 - £1909 / week

Book

from £191 / night

1 / 22

Holiday home in Forcoli

Province of Pisa / Forcoli

3 6 7 nights min stay

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

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from £199 / night

£1390 - £2350 / week

Book

from £199 / night

1 / 13

Holiday villa with swimming pool in Lucca

Province of Lucca / Lucca

8 22 3 nights min stay

Villa / 8 bedrooms / sleeps 22 / 3 nights min stay

Add to shortlist

from £611 / night

£4275 - £4581 / week

Book

from £611 / night

1 / 30

Holiday villa with swimming pool in San Giuliano Terme

Province of Pisa / San Giuliano Terme

8 20 Min stay varies

Villa / 8 bedrooms / sleeps 20 / Min stay varies

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from £382 / night

£3436 / week

Book

from £382 / night

1 / 16

Tuscany holiday apartment rental

Province of Siena / Montalcino

2 6 2 nights min stay

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

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from £245 / night

£1481 - £1909 / week

Book

from £245 / night

1 / 24

Holiday villa with swimming pool in Tuscany

Province of Pistoia / Serravalle Pistoiese

7 19 Min stay varies

Villa / 7 bedrooms / sleeps 19 / Min stay varies

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from £462 / night

£2616 - £3924 / week

Book

from £462 / night

1 / 30

Tuscany holiday villa rental

Province of Lucca / Lucca

3 6 7 nights min stay

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

Add to shortlist

from £148 / night

£1035 - £1655 / week

Book

from £148 / night

1 / 23

Holiday villa with swimming pool in Tuscany

Province of Pisa / Monteverdi Marittimo

6 14 7 nights min stay

Villa / 6 bedrooms / sleeps 14 / 7 nights min stay

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from £152 / night

£1062 - £2654 / week

Book

from £152 / night

1 / 28

Tuscany holiday home rental

Province of Lucca / Camaiore

4 12 Min stay varies

House / 4 bedrooms / sleeps 12 / Min stay varies

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from £148 / night

£1031 - £1794 / week

Book

from £148 / night

1 / 24

Holiday villa in Tuscany

Province of Siena / Monteriggioni

5 14 7 nights min stay

Villa / 5 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £230 / night

£1604 - £3909 / week

Book

from £230 / night

(16) Excellent 

1 / 30

Holiday villa with swimming pool in Tuscany

Province of Lucca / Lucca

3 8 7 nights min stay

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

Add to shortlist

from £143 / night

£1000 - £1550 / week

Book

from £143 / night

(1) Excellent 

1 / 13

Holiday villa with shared pool, golf nearby in Tuscany

Province of Siena / Sovicille

3 4 Min stay varies

Villa / 3 bedrooms / sleeps 4 / Min stay varies

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from £268 / night

£2672 / week

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from £268 / night

1 / 39

Villa rental in Pian di Sco with swimming pool

Province of Arezzo / Pian di Sco

6 15 Min stay varies

Villa / 6 bedrooms / sleeps 15 / Min stay varies

Add to shortlist

from £116 / night

£770 - £2893 / week

Book

from £116 / night

(9) Excellent 

1 / 27

Holiday home in Tuscany

Province of Arezzo / Cortona

2 5 Min stay varies

House / 2 bedrooms / sleeps 5 / Min stay varies

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from £223 / night

£1560 - £1880 / week

Book

from £223 / night

(1) Excellent 

1 / 63

Holiday villa with swimming pool in Tuscany

Elba Island / Marciana Marina

4 9 5 nights min stay

Villa / 4 bedrooms / sleeps 9 / 5 nights min stay

Add to shortlist

from £497 / night

£3436 / week

Book

from £497 / night

1 / 27

Lucca holiday villa rental

Province of Lucca / Lucca

5 10 7 nights min stay

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

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from £222 / night

£1550 - £2500 / week

Book

from £222 / night

1 / 24

Pieve Santo Stefano holiday villa rental

Province of Arezzo / Pieve Santo Stefano

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

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from £108 / night

£750 - £1300 / week

Book

from £108 / night

1 / 24

Tuscany holiday villa rental

Province of Siena / Siena

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £331 / night

£2308 - £3847 / week

Book

from £331 / night

1 / 10

Holiday apartment in Tuscany

Certaldo / Il Pino

3 8 2 nights min stay

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

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from £162 / night

£1131 - £2262 / week

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from £162 / night

(5) Excellent 

1 / 42

Chianni holiday villa rental

Province of Pisa / Chianni

5 15 Min stay varies

Villa / 5 bedrooms / sleeps 15 / Min stay varies

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from £153 / night

£1069 - £2405 / week

Book

from £153 / night

(8) Very Good 

1 / 27

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

2 4 3 nights min stay

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

Add to shortlist

from £119 / night

£833 - £1652 / week

Book

from £119 / night

1 / 30

Tuscany holiday farmhouse rental

Province of Florence / Greve in Chianti

2 5 Min stay varies

Farmhouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £67 / night

£446 - £770 / week

Book

from £67 / night

1 / 39

Holiday villa with shared pool in Tuscany

Province of Livorno / Castagneto Carducci

3 8 1 night min stay

Villa / 3 bedrooms / sleeps 8 / 1 night min stay

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from £128 / night

£893 - £1721 / week

Book

from £128 / night

1 / 20

Holiday villa with swimming pool in Fosciandora

Province of Lucca / Fosciandora

6 12 7 nights min stay

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

Add to shortlist

from £308 / night

£2154 / week

Book

from £308 / night

1 / 39

Holiday villa in Sinalunga

Province of Siena / Sinalunga

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £193 / night

£1347 - £1808 / week

Book

from £193 / night

1 / 59

Holiday home in Tuscany

Greve in Chianti / Lucolena

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £231 / night

£924 - £2077 / week

Book

from £231 / night

1 / 32

Holiday villa rental

Province of Siena / Gaiole in Chianti

7 14 3 nights min stay

Villa / 7 bedrooms / sleeps 14 / 3 nights min stay

Add to shortlist

from £924 / night

£6462 / week

Book

from £924 / night

1 / 22

Lari holiday villa rental

Province of Pisa / Lari

5 10 5 nights min stay

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

Add to shortlist

from £385 / night

£2693 / week

Book

from £385 / night

1 / 29

Holiday villa with swimming pool in Capalbio

Province of Grosseto / Capalbio

6 12 7 nights min stay

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

Add to shortlist

from £385 / night

£2693 - £5385 / week

Book

from £385 / night

1 / 20

Holiday villa with swimming pool in Tuscany

Lucca / Piana di Lucca

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £143 / night

£1000 - £1770 / week

Book

from £143 / night

(1) Excellent 

1 / 29

Holiday apartment with shared pool in San Polo in Chianti

Greve in Chianti / San Polo in Chianti

5 10 Min stay varies

Apartment / 5 bedrooms / sleeps 10 / Min stay varies

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from £166 / night

£747 - £1385 / week

Book

from £166 / night

1 / 33

Holiday villa in Siena

Province of Siena / Siena

6 13 Min stay varies

Villa / 6 bedrooms / sleeps 13 / Min stay varies

Add to shortlist

from £213 / night

£1489 - £4046 / week

Book

from £213 / night

(2) Excellent 

1 / 49

Holiday farmhouse accommodation

Province of Lucca / Lucca

5 10 Min stay varies

Farmhouse / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £153 / night

£2138 / week

Book

from £153 / night

1 / 23

Capoliveri holiday apartment rental

Elba Island / Capoliveri

3 7 7 nights min stay

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

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from £84 / night

£535 - £1375 / week

Book

from £84 / night

(1) Excellent 

1 / 20

Villa rental in Tuscany with swimming pool

Province of Pistoia / Pistoia

7 15 1 night min stay

Villa / 7 bedrooms / sleeps 15 / 1 night min stay

Add to shortlist

from £424 / night

£2808 / week

Book

from £424 / night

1 / 22

Tuscany holiday apartment rental

Florence / Ponte Vecchio

2 7 1 night min stay

Apartment / 2 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £214 / night

£917 / week

Book

from £214 / night

(26) Excellent 

1 / 25

Tuscany holiday apartment rental

San Gimignano / Castel San Gimignano

2 6 Min stay varies

Apartment / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £77 / night

£424 - £654 / week

Book

from £77 / night

(1) Excellent 

1 / 49

Piana di Lucca holiday villa rental

Lucca / Piana di Lucca

5 10 7 nights min stay

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

Add to shortlist

from £568 / night

£3970 / week

Book

from £568 / night

1 / 22

Holiday farmhouse with shared pool in Tuscany

Province of Siena / San Gimignano

4 8 Min stay varies

Farmhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £167 / night

£1170 - £1877 / week

Book

from £167 / night

1 / 23

Tuscany holiday farmhouse rental

Province of Lucca / Lucca

3 6 7 nights min stay

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

Add to shortlist

from £187 / night

£1308 / week

Book

from £187 / night

1 / 24

Holiday apartment in Tuscany

Scarlino / Puntone

2 6 7 nights min stay

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

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from £63 / night

£435 - £1116 / week

Book

from £63 / night

1 / 18

Holiday villa with swimming pool in Tuscany

Province of Siena / Chiusi

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £264 / night

£1385 - £2308 / week

Book

from £264 / night

(4) Excellent 

1 / 28

Holiday villa with swimming pool in Tuscany

Province of Siena / Siena

6 20 Min stay varies

Villa / 6 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £565 / night

£3283 - £4428 / week

Book

from £565 / night

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