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Best Winter Haven Apartments on Holiday Lettings - Vacation rentals

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5 Vacation rentals

Home rental in Winter Haven

Winter Haven house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from $166 / night

$1,163 / week

1 / 0

Vacation home in Winter Haven

Winter Haven house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $306 / night

$1,924 - $4,625 / week

1 / 51

Vacation apartment in Winter Haven

Winter Haven apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $150 / night

$858 - $2,389 / week

1 / 51

Home rental in Winter Haven

Winter Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $186 / night

$1,307 - $3,054 / week

1 / 51

Home accommodation in Winter Haven

Winter Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $207 / night

$1,299 - $3,551 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation villa rental

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $182 / night

$1,275 / week

1 / 71

Vacation home with indoor pool in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,259 / night

$8,809 / week

1 / 72

Vacation condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,203 / week

1 / 30

Vacation home in Davenport

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $189 / night

$1,603 / week

1 / 20

Vacation villa in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $198 / night

$1,387 / week

1 / 36

Vacation villa with swimming pool in Loughman

Loughman villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $297 / night

$2,004 / week

1 / 34

Lake Wales Vacation home rental

Lake Wales house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $547 / night

$3,824 / week

1 / 5

Kissimmee Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,153 / night

$8,072 / week

1 / 34

Vacation home in Loughman

Loughman house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $207 / night

$1,443 / week

1 / 49

Orlando Vacation home rental

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $217 / night

$1,373 / week

1 / 53

Villa accommodation in Orlando with golf nearby

Orlando villa

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 30

from $4,008 / night

$28,053 / week

1 / 153

Orlando Vacation villa rental

Orlando villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 24

from $2,497 / night

$17,473 / week

1 / 61

Home rental in Davenport with swimming pool

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

from $118 / night

$826 / week

1 / 62

Vacation villa in Orlando

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $172 / night

$1,088 - $1,168 / week

1 / 27

Vacation villa in Davenport

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $458 / night

$3,206 / week

1 / 61

Vacation villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $121 / night

$801 / week

1 / 27

Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $139 / night

$970 / week

1 / 45

Vacation home with swimming pool in Davenport

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $157 / night

$1,098 / week

1 / 60

Reunion Vacation home rental

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $516 / night

$3,246 / week

1 / 54

Vacation condo with shared pool, golf nearby in Reunion

Reunion condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $189 / night

$1,292 - $1,408 / week

1 / 40

Home rental in Davenport

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $194 / night

$1,259 / week

1 / 28

Home accommodation in Davenport

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $192 / night

$1,339 / week

1 / 55

Vacation villa with swimming pool, golf nearby in Orlando

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

from $207 / night

$1,443 - $3,607 / week

1 / 35

Vacation villa with swimming pool in Orlando

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from $189 / night

$1,203 - $3,527 / week

1 / 41

Home rental in ChampionsGate with golf nearby

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $287 / night

$1,832 / week

1 / 23

Vacation villa in Davenport

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $263 / night

$1,459 - $2,071 / week

1 / 12

Vacation home in Davenport

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $189 / night

$1,260 / week

1 / 7

Villa rental in Davenport with golf nearby

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

from $228 / night

$1,595 / week

1 / 29

Vacation apartment rental

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $109 / night

$724 / week

1 / 34

Haines City Vacation home rental

Haines City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $155 / night

$1,082 / week

1 / 27

Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $146 / night

$1,018 - $1,114 / week

1 / 144

Vacation villa rental

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $189 / night

$1,323 - $3,607 / week

1 / 40

Kissimmee Vacation home rental

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

from $463 / night

$3,238 / week

1 / 69

Lakeland Vacation apartment rental

Lakeland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $90 / night

$573 / week

1 / 11

Villa rental in Orlando with swimming pool, golf nearby

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $212 / night

$1,443 - $2,124 / week

1 / 39