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Best Florida Vacation rentals on Holiday Lettings - Beach rentals

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20,032 Vacation rentals

Madeira Beach Vacation apartment rental

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $123 / night

$839 - $1,716 / week

1 / 33

Vacation villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $130 / night

$761 - $1,009 / week

1 / 36

Vacation cottage rental

Clearwater cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $132 / night

$911 - $2,170 / week

1 / 20

Holiday villa with private swimming pool in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $213 / night

$1,284 - $1,413 / week

1 / 57

Home rental in Marco Island

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $458 / night

$2,863 - $5,725 / week

1 / 15

Vacation villa with golf nearby in Davenport

Davenport villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 8

from $241 / night

$1,145 / week

1 / 19

Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

from $184 / night

$1,283 / week

1 / 30

Vacation villa with swimming pool, golf nearby in Haines City

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $258 / night

$1,806 / week

1 / 46

Vacation villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $341 / night

$2,387 / week

1 / 28

Florida Vacation condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $409 / night

$2,863 - $3,264 / week

1 / 28

Vacation townhouse with shared pool in Davenport

Davenport townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $78 / night

$516 - $542 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $213 / night

$1,052 - $1,181 / week

1 / 18

Vacation villa in Fort Myers

Fort Myers villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $129 / night

$903 / week

1 / 23

Vacation villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $84 / night

$587 - $858 / week

1 / 28

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $168 / night

$1,174 / week

1 / 100

Davenport Vacation villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $157 / night

$1,097 - $1,484 / week

1 / 27

Sarasota Vacation villa rental

Sarasota villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $120 / night

$839 / week

1 / 17

Vacation villa in Naples

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $286 / night

$2,000 - $2,800 / week

1 / 26

Kissimmee Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $135 / night

$936 - $1,097 / week

1 / 30

Vacation villa accommodation

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $181 / night

$1,264 / week

1 / 14

Vacation townhouse in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $91 / night

$631 / week

1 / 14

Home rental in Bradenton with golf nearby

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $136 / night

$788 - $1,809 / week

1 / 16

Kissimmee Vacation villa rental

Kissimmee villa

  • 6 bedrooms
  • 10 bathrooms
  • sleeps 14

from $233 / night

$1,671 / week

1 / 29

Davenport Vacation villa rental

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $181 / night

$897 - $1,419 / week

1 / 22

Vacation villa with golf nearby in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from $200 / night

$1,400 / week

1 / 28

Vacation villa with golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $104 / night

$723 - $1,129 / week

1 / 12

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $172 / night

$1,203 / week

1 / 47

Vacation home with swimming pool in Kissimmee

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $142 / night

$968 - $1,032 / week

1 / 24

Vacation villa in Orange Tree

Orange Tree villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $181 / night

$1,264 / week

1 / 51

Vacation villa rental

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $142 / night

$903 / week

1 / 45

Vacation villa with swimming pool in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $194 / night

$968 / week

1 / 22

Davenport Vacation villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $166 / night

$1,161 / week

1 / 32

Vacation condo in Key Largo

Key Largo condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $304 / night

$2,122 / week

1 / 22

Kissimmee Vacation home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $155 / night

$1,290 / week

1 / 15

Vacation villa with golf nearby in Davenport

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $184 / night

$1,260 - $1,832 / week

1 / 25

Vacation villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $224 / night

$1,563 / week

1 / 21

Home rental in Fort Myers with golf nearby

Fort Myers house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $111 / night

$774 / week

1 / 24

Vacation condo rental

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $97 / night

$645 - $1,161 / week

1 / 60

Marco Island Vacation apartment accommodation

Marco Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $246 / night

$1,718 - $2,290 / week

1 / 10

Vacation villa in Davenport

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $161 / night

$1,121 - $1,634 / week

1 / 25

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