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Best Kissimmee Apartments on Holiday Lettings - Vacation rentals

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Great rentals within 20 miles that match your search

Vacation apartment with golf nearby in Miami

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from $979 / night

$7,901 / week

1 / 14

Great rentals within 20 miles that match your search

Madeira Beach ski guest house to rent.

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 100

Great rentals within 20 miles that match your search

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Vacation apartment in Leesburg

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $213 / night

$1,347 - $1,507 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment in Leesburg

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $202 / night

$1,283 - $1,443 / week

1 / 24

Great rentals within 20 miles that match your search

Leesburg Vacation apartment rental

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Sea view

from $239 / night

$1,491 - $1,812 / week

1 / 24

Great rentals within 20 miles that match your search

Leesburg Vacation apartment rental

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $225 / night

$1,419 - $1,579 / week

1 / 29

Great rentals within 20 miles that match your search

Caravan/mobile home rental in Leesburg

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Sea view

from $166 / night

$1,050 - $2,012 / week

1 / 21

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Sea view

from $132 / night

$905 / week

1 / 30

Great rentals within 20 miles that match your search

Kissimmee Vacation apartment rental

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $431 / night

$2,915 / week

1 / 6

Great rentals within 20 miles that match your search

Brooksville Vacation cottage rental

Brooksville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sea view

from $205 / night

$1,117 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home in Southwest Ranches

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Sea view

from $802 / night

$5,611 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation home in Intercession City

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $229 / night

$1,603 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation home in Kendall West

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Sea view

from $687 / night

$4,809 / week

1 / 44

Great rentals within 20 miles that match your search

Hollywood Vacation home rental

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $401 / night

$2,405 - $5,611 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Sea view

from $659 / night

$4,609 / week

1 / 45

Great rentals within 20 miles that match your search

Clermont Vacation home rental

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Sea view

from $264 / night

$1,844 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in Loughman

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Sea view

from $92 / night

$642 / week

1 / 30

Great rentals within 20 miles that match your search

Four Corners Vacation home rental

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

1 filter does not match: Sea view

from $205 / night

$1,415 - $6,513 / week

1 / 65

Great rentals within 20 miles that match your search

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Trampoline

from $487 / night

$3,206 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Trampoline

from $344 / night

$2,405 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool, golf nearby

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $177 / night

$1,235 / week

1 / 25

Great rentals within 20 miles that match your search

Kissimmee Vacation townhouse rental

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Sea view

from $149 / night

$1,042 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation home with indoor pool, golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $344 / night

$2,405 / week

1 / 32

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool, golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Sea view

from $407 / night

$2,846 / week

1 / 59

Great rentals within 20 miles that match your search

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 filter does not match: Sea view

from $407 / night

$2,846 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation apartment in Kissimmee

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $121 / night

$842 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation home in Southwest Ranches

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 filter does not match: Sea view

from $1,145 / night

$8,015 / week

1 / 88

Great rentals within 20 miles that match your search

Bradenton Vacation home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sea view

from $287 / night

$1,718 - $2,290 / week

1 / 42

Great rentals within 20 miles that match your search

Villa rental in Davenport with golf nearby

Davenport villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Sea view

from $368 / night

$2,573 / week

1 / 57

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Jensen Beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Sea view

from $652 / night

$6,412 - $12,023 / week

1 / 52

Great rentals within 20 miles that match your search

Reunion Vacation home rental

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

1 filter does not match: Sea view

from $378 / night

$2,645 / week

1 / 51

Great rentals within 20 miles that match your search

Vacation apartment in Cocoa Beach

Cocoa Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $172 / night

$1,031 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation apartment rental

Miami apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $2,290 / night

$16,030 / week

1 / 7

Great rentals within 20 miles that match your search

St. Petersburg Vacation yurt rental

St. Petersburg yurt

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Trampoline

from $287 / night

$2,004 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation home rental

Tavernier house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Trampoline

from $763 / night

$5,725 - $9,733 / week

1 / 12

Great rentals within 20 miles that match your search

Fort Myers Beach Vacation apartment rental

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from $913 / night

$6,280 - $7,686 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment in Fort Myers Beach

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $967 / night

$6,659 - $8,056 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in Fort Myers Beach

Fort Myers Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Trampoline

from $967 / night

$6,659 - $8,056 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment in Fort Myers Beach

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $632 / night

$4,317 - $5,097 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment in Fort Myers Beach

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from $632 / night

$4,317 - $5,097 / week

1 / 21

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