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Holiday Lettings
> North America
> United States
> Florida
> Central Florida
> Apartments and houses in Winter Haven

Apartments in Winter Haven and Houses - Holiday Lettings - Holiday Rentals Winter Haven

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£1 £750 -

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  • Villa (8)
  • House (9)
  • Townhouse (1)
  • Condo (1)

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19 Holiday homes

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Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
11 reviews

from £88 / night

£614 / week

1 / 50

Great rentals within 20 miles that match your search

Davenport holiday townhouse rental

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £294 / night

£2,053 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £204 / night

£1,426 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
6 reviews

from £97 / night

£641 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

from £183 / night

£1,462 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday condo in Davenport

Davenport condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £64 / night

£443 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 25

from £356 / night

£2,490 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £150 / night

£1,046 / week

1 / 13

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20
1 review

from £369 / night

£2,583 / week

1 / 69

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
5 reviews

from £124 / night

£864 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 30
1 review

from £547 / night

£3,830 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home rental

Haines City house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £73 / night

£512 / week

1 / 23

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
21 reviews

from £101 / night

£706 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from £124 / night

£763 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
4 reviews

from £1,004 / night

£7,027 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
15 reviews

from £181 / night

£1,718 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £146 / night

£1,017 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
3 reviews

from £173 / night

£1,141 / week

1 / 16

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 28

from £836 / night

£5,850 / week

1 / 54

Great rentals within 20 miles that match your search

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Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

1 filter does not match: Balcony or terrace

from £94 / night

£659 / week

1 / 62

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

27 reviews

from £109 / night

£630 - £905 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

12 reviews

from £165 / night

£1,151 / week

1 / 33

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

3 reviews

from £164 / night

£1,096 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

1 filter does not match: Balcony or terrace

2 reviews

from £1,800 / night

£9,079 - £33,885 / week

1 / 139

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

36 reviews

from £109 / night

£630 - £905 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Balcony or terrace

1 review

from £173 / night

£1,141 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Balcony or terrace

from £153 / night

£1,068 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

from £547 / night

£3,830 / week

1 / 11

Great rentals within 20 miles that match your search

Villa rental in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £101 / night

£704 / week

1 / 16

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £115 / night

£806 / week

1 / 28

Great rentals within 20 miles that match your search

Davenport holiday home accommodation

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

from £155 / night

£1,081 / week

1 / 38

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 33

1 filter does not match: Balcony or terrace

from £547 / night

£3,830 / week

1 / 39

Great rentals within 20 miles that match your search

Loughman holiday home rental

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £120 / night

£838 / week

1 / 33

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

1 review

from £210 / night

£1,471 / week

1 / 36

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

from £160 / night

£1,119 / week

1 / 35

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

1 review

from £220 / night

£1,535 / week

1 / 25

Great rentals within 20 miles that match your search

Davenport holiday villa let

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

1 review

from £257 / night

£1,797 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Balcony or terrace

2 reviews

from £210 / night

£1,471 / week

1 / 45

Great rentals within 20 miles that match your search

Polk City holiday apartment rental

Polk City apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

from £64 / night

£393 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 26

1 filter does not match: Balcony or terrace

2 reviews

from £366 / night

£2,558 / week

1 / 74

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