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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

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • House (9)
  • Apartment (5)
  • Villa (12)

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9 Holiday homes

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House
Lakefront

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
5 reviews

from £91 / night

£635 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £197 / night

£1,374 / week

1 / 15

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
44 reviews

from £164 / night

£1,145 - £1,512 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Emerald Island

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
24 reviews

from £138 / night

£960 - £1,152 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
5 reviews

from £245 / night

£1,718 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
102 reviews

from £142 / night

£995 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
4 reviews

from £137 / night

£956 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
7 reviews

from £109 / night

£764 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Four Corners

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
72 reviews

from £321 / night

£2,070 - £3,078 / week

1 / 48

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Lakefront

from £155 / night

£1,007 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Lakefront

2 reviews

from £145 / night

£1,026 - £1,732 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Lakefront

from £155 / night

£1,084 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home with swimming pool, golf nearby in Orlando

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Lakefront

from £152 / night

£1,058 - £1,796 / week

1 / 42

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

1 filter does not match: Lakefront

from £95 / night

£661 / week

1 / 62

Great rentals within 20 miles that match your search

Orlando holiday home rental

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Lakefront

2 reviews

from £210 / night

£1,469 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

2 reviews

from £141 / night

£988 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home letting

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

from £138 / night

£962 - £1,539 / week

1 / 29

Great rentals within 20 miles that match your search

Home rental in Four Corners with swimming pool

Four Corners house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Lakefront

from £91 / night

£603 - £2,613 / week

1 / 28

Great rentals within 20 miles that match your search

Four Corners holiday home rental

Four Corners house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Lakefront

2 reviews

from £706 / night

£5,469 - £14,176 / week

1 / 98

Great rentals within 20 miles that match your search

Holiday home with indoor pool, golf nearby in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Lakefront

20 reviews

from £110 / night

£770 / week

1 / 15

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: Lakefront

from £138 / night

£962 / week

1 / 24

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Lakefront

4 reviews

from £440 / night

£3,078 / week

1 / 41

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 17

1 filter does not match: Lakefront

22 reviews

from £367 / night

£2,565 / week

1 / 36

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Lakefront

4 reviews

from £179 / night

£1,237 / week

1 / 12

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 12 bedrooms
  • 5 bathrooms
  • sleeps 24

1 filter does not match: Lakefront

2 reviews

from £523 / night

£3,655 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday home with shared pool in Davenport

Davenport house

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

1 filter does not match: Lakefront

2 reviews

from £523 / night

£3,655 / week

1 / 100

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: Lakefront

2 reviews

from £1,805 / night

£9,105 - £33,983 / week

1 / 139

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 filter does not match: Lakefront

1 review

from £367 / night

£2,382 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

2 reviews

from £119 / night

£834 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Lakefront

1 review

from £156 / night

£1,090 / week

1 / 19

Great rentals within 20 miles that match your search

Home rental in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Lakefront

3 reviews

from £239 / night

£1,667 / week

1 / 63

Great rentals within 20 miles that match your search

Home rental in Orlando

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Lakefront

29 reviews

from £118 / night

£825 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

1 review

from £138 / night

£962 / week

1 / 26

Great rentals within 20 miles that match your search

Home accommodation in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Lakefront

6 reviews

from £153 / night

£1,071 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

1 review

from £152 / night

£1,009 / week

1 / 7

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

1 filter does not match: Property type

from £183 / night

£1,276 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment letting

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £87 / night

£579 / week

1 / 34

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Lakefront

5 reviews

from £124 / night

£867 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Property type

18 reviews

from £117 / night

£815 - £892 / week

1 / 144

Great rentals within 20 miles that match your search

Kissimmee holiday home let

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 filter does not match: Lakefront

2 reviews

from £459 / night

£3,209 / week

1 / 66

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