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Viewing 40 of 41 rentals in Winter Haven

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> North America
> United States
> Florida
> Central Florida
> Winter Haven

Vacation homes - vacation rentals

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$1 $750 -

Bedrooms

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  • Apartment (1)
  • Villa (32)
  • Cottage (1)
  • House (6)
  • Townhouse (1)

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41 Vacation rentals

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Water sports

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $249 / night

$1,740 / week

1 / 55

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 20

from $552 / night

$3,864 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 70

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 70

Great rentals within 20 miles that match your search

Haines City Vacation villa rental

Haines City villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12
3 reviews

from $205 / night

$1,374 / week

1 / 42

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 59

Great rentals within 20 miles that match your search

Davenport Vacation townhouse rental

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 59

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $249 / night

$1,740 / week

1 / 60

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $291 / night

$2,036 / week

1 / 56

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 43

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $368 / night

$2,573 / week

1 / 55

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $298 / night

$2,084 / week

1 / 71

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $249 / night

$1,740 / week

1 / 59

Great rentals within 20 miles that match your search

Polk City Vacation apartment rental

Polk City apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $81 / night

$493 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Haines City

Haines City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $287 / night

$2,004 / week

1 / 73

Great rentals within 20 miles that match your search

Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $298 / night

$2,084 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $291 / night

$2,036 / week

1 / 56

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Davenport

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $227 / night

$1,587 / week

1 / 51

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $362 / night

$2,533 / week

1 / 43

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $192 / night

$1,339 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation villa with golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $217 / night

$1,431 / week

1 / 18

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $249 / night

$1,740 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from $336 / night

$2,349 / 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 $401 / night

$2,806 / week

1 / 100

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from $336 / night

$2,349 / week

1 / 64

Great rentals within 20 miles that match your search

Home accommodation in Davenport with golf nearby

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
23 reviews

from $343 / night

$2,397 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home in Auburndale

Auburndale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $258 / night

$1,314 / week

1 / 157

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20
1 review

from $336 / night

$2,349 / 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 $336 / night

$2,349 / week

1 / 59

Great rentals within 20 miles that match your search

Vacation villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from $336 / night

$2,349 / week

1 / 62

Great rentals within 20 miles that match your search

Davenport Vacation villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from $336 / night

$2,349 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from $401 / night

$2,806 / week

1 / 86

Great rentals within 20 miles that match your search

Villa rental in Haines City with golf nearby

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
8 reviews

from $149 / night

$1,042 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
2 reviews

from $155 / night

$956 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
15 reviews

from $225 / night

$2,130 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9
1 review

from $217 / night

$1,431 / week

1 / 16

Great rentals within 20 miles that match your search

Polk City Vacation cottage rental

Polk City cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from $81 / night

$477 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
3 reviews

from $217 / night

$1,431 / week

1 / 16

Great rentals within 20 miles that match your search

Davenport Vacation home rental

Davenport house

  • 14 bedrooms
  • 6 bathrooms
  • sleeps 40

from $1,185 / night

$8,296 / week

1 / 67

Great rentals within 20 miles that match your search

Davenport Vacation home rental

Davenport house

  • 14 bedrooms
  • 11 bathrooms
  • sleeps 28

from $1,048 / night

$7,334 / week

1 / 54