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

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45 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Davenport

Davenport apartment

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £161 / night

£1,123 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Haines City

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £87 / night

£608 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £88 / night

£614 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday villa in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £157 / night

£1,098 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Haines City

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £137 / night

£959 / week

1 / 33

Great rentals within 20 miles that match your search

Loughman holiday home rental

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £115 / night

£800 / week

1 / 32

Great rentals within 20 miles that match your search

Lake Hamilton holiday home rental

Lake Hamilton house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from £224 / night

£1,406 - £6,533 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Lake Hamilton

Lake Hamilton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £206 / night

£1,213 - £3,530 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 26

from £366 / night

£2,558 / week

1 / 74

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Davenport

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £137 / night

£957 / week

1 / 92

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 13 bedrooms
  • 10 bathrooms
  • sleeps 33

from £547 / night

£3,830 / week

1 / 39

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £164 / night

£1,096 / week

1 / 42

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £185 / night

£1,290 / week

1 / 79

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Davenport

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

from £391 / night

£2,737 / week

1 / 47

Great rentals within 20 miles that match your search

Davenport holiday home accommodation

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £155 / night

£1,081 / week

1 / 38

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

from £97 / night

£641 / week

1 / 27

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

from £150 / night

£1,046 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday townhouse rental

Davenport townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

from £109 / night

£723 - £3,024 / week

1 / 100

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

from £369 / night

£2,583 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,874 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £320 / night

£2,238 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,874 / week

1 / 64

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £200 / night

£1,401 / week

1 / 33

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £124 / night

£864 / week

1 / 27

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £220 / night

£1,535 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,874 / week

1 / 66

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,874 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £137 / night

£959 / 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

from £547 / night

£3,830 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £183 / night

£1,279 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £320 / night

£2,238 / week

1 / 86

Great rentals within 20 miles that match your search

Davenport holiday villa let

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £257 / night

£1,797 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

from £1,800 / night

£9,079 - £33,885 / week

1 / 139

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £94 / night

£653 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from £173 / night

£1,206 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £115 / night

£745 - £945 / week

1 / 13

Great rentals within 20 miles that match your search

Villa rental in Haines City with shared pool, golf nearby

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £120 / night

£835 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £147 / night

£822 / week

1 / 22

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

from £124 / night

£763 / week

1 / 21

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