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Houses in Winter Park and Villas – Holiday Lettings - Holiday Rentals Winter Park

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2,058 Holiday homes

Holiday home letting

Winter Park house

1 bedroom • 1 bathroom • sleeps 2

from £67 / night

£424 / week

1 / 27

Holiday home in Winter Park

Winter Park house

2 bedrooms • 2 bathrooms • sleeps 5

from £84 / night

£583 / week

1 / 13

Winter Park holiday home rental

Winter Park house

1 bedroom • 1 bathroom • sleeps 2

from £67 / night

£424 / week

1 / 20

Winter Park holiday villa rental

Winter Park villa

4 bedrooms • 4 bathrooms • sleeps 8

from £579 / night

£4,080 - £5,071 / week

1 / 35

Home rental in Winter Park

Winter Park house

3 bedrooms • 2 bathrooms • sleeps 8

from £159 / night

£1,110 / week

1 / 8

Great rentals within 20 miles that match your search

Villa rental in Orlando with shared pool

Orlando villa

• 1 bathroom • sleeps 5

from £139 / night

£831 - £1,337 / week

1 / 13

Hotel apartment letting in Orlando with shared pool

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £131 / night

£914 - £1,164 / week

1 / 6

Apartment rental in Orlando with shared pool

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £125 / night

£873 / week

1 / 31

Maitland holiday home let

Maitland house

3 bedrooms • 2 bathrooms • sleeps 8

from £167 / night

£1,081 / week

1 / 18

Hotel apartment rental in Orlando

Orlando hotel apartment

4 bedrooms • 4 bathrooms • sleeps 16

from £297 / night

£2,074 / week

1 / 17

Holiday apartment in Orlando

Orlando apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £190 / night

£1,330 / week

1 / 6

Orlando holiday apartment accommodation

Orlando apartment

• 1 bathroom • sleeps 4

from £166 / night

£1,164 / week

1 / 8

Holiday villa with shared pool in Orlando

Orlando villa

3 bedrooms • 3 bathrooms • sleeps 12

from £250 / night

£1,679 / week

1 / 10

Orlando holiday villa rental

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 6

from £113 / night

£786 / week

1 / 9

Holiday townhouse in Orlando

Orlando townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from £75 / night

£524 / week

1 / 23

Villa accommodation in Orlando with shared pool

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 6

from £249 / night

£1,737 / week

1 / 12

Orlando holiday villa rental

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from £144 / night

£831 - £1,168 / week

1 / 6

Orlando holiday apartment let

Orlando apartment

1 bedroom • 1 bathroom • sleeps 4

from £142 / night

£914 / week

1 / 22

Holiday condo with shared pool in Orlando

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 8

from £178 / night

£1,247 / week

1 / 19

Holiday villa in Orlando

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 12

from £244 / night

£1,705 / week

1 / 1

Orlando holiday apartment rental

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £125 / night

£873 / week

1 / 7

Orlando holiday apartment rental

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £146 / night

£1,018 / week

1 / 22

Holiday hotel apartment with indoor pool, tennis court in Orlando

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 6

from £149 / night

£1,075 / week

1 / 12

Villa rental in Orlando with shared pool, golf nearby

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 6

from £95 / night

£661 / week

1 / 34

Orlando holiday villa rental

Orlando villa

1 bedroom • 1 bathroom • sleeps 4

from £89 / night

£624 / week

1 / 23

Holiday apartment letting

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £229 / night

£1,330 / week

1 / 16

Orlando holiday apartment rental

Orlando apartment

2 bedrooms • 1 bathroom • sleeps 6

from £187 / night

£1,164 / week

1 / 13

Holiday hotel apartment rental

Orlando hotel apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £208 / night

£1,330 / week

1 / 11

Orlando holiday apartment rental

Orlando apartment

3 bedrooms • 2 bathrooms • sleeps 8

from £250 / night

£1,496 / week

1 / 7

Orlando holiday condo rental

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 6

from £178 / night

£1,247 / week

1 / 6

Holiday apartment in Orlando

Orlando apartment

2 bedrooms • 2 bathrooms • sleeps 8

from £324 / night

£2,263 / week

1 / 8

Holiday tower with shared pool in Orlando

Orlando tower

2 bedrooms • 2 bathrooms • sleeps 8

from £167 / night

£482 / week

1 / 23

Townhouse rental in Kissimmee

Kissimmee townhouse

3 bedrooms • 2 bathrooms • sleeps 6

from £79 / night

£553 / week

1 / 92

Orlando holiday condo rental

Orlando condo

1 bedroom • 1 bathroom • sleeps 4

from £78 / night

£541 / week

1 / 21

Holiday home in Kissimmee

Kissimmee house

4 bedrooms • 4 bathrooms • sleeps 10

from £83 / night

£582 / week

1 / 38

Holiday apartment in Orlando

Orlando apartment

1 bedroom • 3 bathrooms • sleeps 8

from £155 / night

£1,081 / week

1 / 9

Holiday villa in Orlando

Orlando villa

2 bedrooms • 2 bathrooms • sleeps 8

from £190 / night

£1,330 / week

1 / 19

Holiday condo with golf nearby in Orlando

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 8

from £214 / night

£1,496 / week

1 / 5

Orlando holiday villa let

Orlando villa

3 bedrooms • 3 bathrooms • sleeps 12

from £333 / night

£2,327 / week

1 / 35

Orlando holiday condo accommodation

Orlando condo

2 bedrooms • 2 bathrooms • sleeps 8

from £154 / night

£1,076 / week

1 / 13

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