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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
Tripadvisor rating Vrbo rating
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
  • Villa (18)
  • House (4)
  • Townhouse (2)

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24 Holiday homes

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Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

from £441 / night

£3,082 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £181 / night

£1,266 / week

1 / 43

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12
3 reviews

from £164 / night

£1,096 / week

1 / 42

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
10 reviews

from £98 / night

£573 - £687 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £393 / night

£2,747 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday townhouse rental

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £171 / night

£1,194 / week

1 / 63

Great rentals within 20 miles that match your search

Townhouse accommodation in Davenport with swimming pool

Davenport townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £171 / night

£1,194 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £205 / night

£1,431 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from £182 / night

£1,271 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £290 / night

£2,028 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa rental

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £193 / night

£1,348 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £199 / night

£1,393 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £182 / night

£1,271 / week

1 / 43

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 £321 / night

£2,246 / 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 £269 / night

£1,881 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £206 / night

£1,048 / week

1 / 157

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
1 review

from £269 / night

£1,881 / 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 with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £321 / night

£2,246 / week

1 / 86

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

Davenport holiday home let

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

from £946 / night

£6,618 / week

1 / 67

Great rentals within 20 miles that match your search

Davenport holiday home rental

Davenport house

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 28

from £839 / night

£5,872 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 14 bedrooms
  • 5 bathrooms
  • sleeps 36

from £895 / night

£6,266 / week

1 / 67

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

29 reviews

from £94 / night

£653 / week

1 / 37

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £147 / night

£987 / week

1 / 33

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: Beach or lakeside relaxation

27 reviews

from £109 / night

£630 - £905 / week

1 / 30

Great rentals within 20 miles that match your search

Kissimmee holiday home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Beach or lakeside relaxation

1 review

from £369 / night

£2,583 / week

1 / 69

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: Beach or lakeside relaxation

3 reviews

from £137 / night

£959 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

11 reviews

from £88 / night

£614 / week

1 / 50

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

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £137 / night

£959 / week

1 / 33

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: Beach or lakeside relaxation

2 reviews

from £1,800 / night

£9,079 - £33,885 / week

1 / 139

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

1 filter does not match: Beach or lakeside relaxation

15 reviews

from £181 / night

£1,718 / week

1 / 49

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: Beach or lakeside relaxation

36 reviews

from £109 / night

£630 - £905 / week

1 / 26

Great rentals within 20 miles that match your search

Haines City holiday villa rental

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

21 reviews

from £115 / night

£802 - £859 / week

1 / 35

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: Beach or lakeside relaxation

from £101 / night

£704 / week

1 / 16

Great rentals within 20 miles that match your search

Home accommodation in Davenport with golf nearby

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

23 reviews

from £273 / night

£1,912 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Beach or lakeside relaxation

from £115 / night

£800 / week

1 / 40

Great rentals within 20 miles that match your search

Polk City holiday cottage rental

Polk City cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £64 / night

£380 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Beach or lakeside relaxation

from £268 / night

£1,874 / week

1 / 62

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