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Best Windermere Apartments on Holiday Lettings - Condos

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12 Vacation rentals

Vacation home rental

Windermere house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from $360 / night

$2,517 / week

1 / 23

Vacation home in Windermere

Windermere house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $136 / night

$946 / week

1 / 31

Vacation villa in Windermere

Windermere villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

from $177 / night

$1,235 / week

1 / 31

Vacation villa rental

Windermere villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from $189 / night

$1,323 / week

1 / 38

Vacation condo in Windermere

Windermere condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $1,285 / night

$8,992 - $8,993 / week

1 / 15

Windermere Vacation guest house rental

Windermere guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $115 / night

$859 - $1,100 / week

1 / 49

Vacation apartment rental

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $102 / night

$677 / week

1 / 39

Vacation apartment in Windermere

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

from $184 / night

$1,283 / week

1 / 23

Windermere Vacation apartment rental

Windermere apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $145 / night

$1,010 / week

1 / 14

Vacation apartment accommodation

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $102 / night

$677 / week

1 / 45

Home rental in Windermere with swimming pool

Windermere house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $145 / night

$1,010 / week

1 / 57

Vacation apartment with shared pool in Windermere

Windermere apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $196 / night

$1,371 / week

1 / 17

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

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,153 / night

$8,072 / week

1 / 71

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 rental

Loughman villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $182 / night

$1,275 / week

1 / 71

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

Vacation condo in Davenport

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,203 / week

1 / 30

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 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

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

Home rental in Four Corners with swimming pool

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

from $527 / night

$3,687 / week

1 / 35

Home rental in Winter Garden

Winter Garden house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $224 / night

$1,432 / week

1 / 6

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $431 / night

$2,915 / week

1 / 6

Kissimmee Vacation home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $155 / night

$1,082 / week

1 / 29