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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
  • House (16)
  • Apartment (1)
  • Villa (96)
  • Cottage (1)
  • Townhouse (9)
  • Condo (1)

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16 Holiday homes

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House
Tennis in town

Great rentals within 20 miles that match your search

Home rental in Davenport with swimming pool

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £147 / night

£1,024 / week

1 / 46

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £146 / night

£971 / week

1 / 27

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £156 / night

£1,022 / week

1 / 48

Great rentals within 20 miles that match your search

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £110 / night

£767 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £176 / night

£1,229 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Haines City

Haines City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £229 / night

£1,600 / week

1 / 73

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £170 / night

£1,189 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday home in Davenport

Davenport house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 25

from £354 / night

£2,479 / week

1 / 47

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

£2,581 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

from £457 / night

£3,194 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Davenport

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50
2 reviews

from £1,802 / night

£9,088 - £33,920 / week

1 / 139

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 £145 / night

£1,016 / week

1 / 37

Great rentals within 20 miles that match your search

Davenport holiday home let

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

from £945 / night

£6,612 / week

1 / 67

Great rentals within 20 miles that match your search

Haines City holiday home rental

Haines City house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 16

from £192 / night

£1,342 - £1,953 / week

1 / 37

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 £894 / night

£6,258 / 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 £837 / night

£5,856 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £96 / night

£639 / week

1 / 27

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: Tennis in town

5 reviews

from £124 / night

£864 / 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: Tennis in town

11 reviews

from £88 / night

£615 / week

1 / 50

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: Property type

3 reviews

from £164 / night

£1,098 / week

1 / 42

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

1 filter does not match: Property type

2 reviews

from £124 / night

£764 / week

1 / 21

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: Tennis in town

6 reviews

from £138 / night

£960 / week

1 / 33

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 filter does not match: Property type

1 review

from £268 / night

£1,876 / 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

1 filter does not match: Property type

from £268 / night

£1,876 / week

1 / 59

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £94 / night

£653 / 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

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

15 reviews

from £181 / night

£1,718 / week

1 / 49

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: Property type

21 reviews

from £115 / night

£802 - £859 / week

1 / 35

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: Property type

from £147 / night

£988 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Tennis in town

4 reviews

from £1,005 / night

£7,034 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday home in Auburndale

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Tennis in town

from £206 / night

£1,049 / week

1 / 157

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

1 filter does not match: Tennis in town

from £87 / night

£608 / week

1 / 22

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: Property type

1 review

from £64 / night

£381 / week

1 / 7

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: Tennis in town

from £153 / night

£1,069 / week

1 / 91

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: Tennis in town

from £115 / night

£800 / week

1 / 40

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Property type

from £268 / night

£1,876 / week

1 / 61

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: Property type

from £268 / night

£1,876 / week

1 / 62

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: Tennis in town

from £548 / night

£3,834 / week

1 / 11

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 filter does not match: Property type

1 review

from £548 / night

£3,834 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £268 / night

£1,876 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

1 filter does not match: Property type

from £268 / night

£1,876 / week

1 / 62

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