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Best Winter Garden Apartments on Holiday Lettings - Vacation rentals

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21 Vacation rentals

Home rental in Winter Garden

Winter Garden house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $224 / night

$1,432 / week

1 / 6

Vacation studio in Winter Garden

Winter Garden studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $114 / night

$794 / week

1 / 4

Vacation villa accommodation

Winter Garden villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,042 / week

1 / 7

Vacation cottage in Winter Garden

Winter Garden cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $469 / night

$3,283 / week

1 / 25

Vacation home in Winter Garden

Winter Garden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $154 / night

$1,078 / week

1 / 24

Vacation home in Winter Garden

Winter Garden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $121 / night

$847 / week

1 / 23

Winter Garden Vacation home accommodation

Winter Garden house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,204 / week

1 / 18

Vacation home in Winter Garden

Winter Garden house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $479 / night

$3,353 / week

1 / 30

Vacation home accommodation

Winter Garden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $175 / night

$1,225 / week

1 / 23

Vacation cottage rental

Winter Garden cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $105 / night

$735 / week

1 / 24

Vacation home in Winter Garden

Winter Garden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $135 / night

$945 / week

1 / 25

Vacation home in Winter Garden

Winter Garden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $180 / night

$1,260 / week

1 / 30

Vacation cottage in Winter Garden

Winter Garden cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $149 / night

$1,043 / week

1 / 24

Vacation home in Winter Garden

Winter Garden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $63 / night

$441 / week

1 / 6

Vacation home in Winter Garden

Winter Garden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 6

Winter Garden Vacation home rental

Winter Garden house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $200 / night

$1,400 / week

1 / 18

Vacation home in Winter Garden

Winter Garden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Pricing unknown

1 / 13

Winter Garden Vacation home rental

Winter Garden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $60 / night

$420 / week

1 / 8

Home rental in Winter Garden

Winter Garden house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $216 / night

$1,512 / week

1 / 6

Vacation in Winter Garden

Winter Garden

  • sleeps 0

from $85 / night

$595 / week

1 / 30

Vacation home in Winter Garden

Winter Garden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $95 / night

$665 / week

1 / 30

Great rentals within 20 miles that match your search

Kissimmee Vacation home rental

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $344 / night

$2,405 / week

1 / 17

Vacation villa in Kissimmee

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 31

Vacation villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $190 / night

$1,195 / week

1 / 36

Vacation villa accommodation

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $802 / night

$5,611 / week

1 / 23

Vacation apartment with shared pool, golf nearby in Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $193 / night

$1,350 / week

1 / 22

Orlando Vacation apartment rental

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $193 / night

$1,350 / week

1 / 16

Orlando Vacation apartment accommodation

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $247 / night

$1,728 / week

1 / 16

Orlando Vacation apartment rental

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $193 / night

$1,350 / week

1 / 16

Vacation apartment with shared pool, golf nearby in Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $247 / night

$1,728 / week

1 / 16

Vacation villa in Kissimmee

Kissimmee villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from $487 / night

$3,407 / week

1 / 80

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $275 / night

$1,489 / week

1 / 14

Kissimmee Vacation home rental

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 24

from $458 / night

$3,206 / week

1 / 57

Vacation home in Davenport

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $189 / night

$1,603 / week

1 / 20

Condo rental in Central Florida with shared pool

Central Florida condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $409 / night

$2,863 / week

1 / 5

Apartment rental in Orlando with shared pool, golf nearby

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $184 / night

$1,283 / week

1 / 4

Kissimmee Vacation villa rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $250 / night

$1,746 / week

1 / 16

Vacation villa with shared pool in Orlando

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $321 / night

$2,245 / week

1 / 6

Vacation condo rental

Old Town condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $287 / night

$2,004 / week

1 / 5

Vacation home with shared pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $83 / night

$577 / week

1 / 23