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Beach rentals in Siesta Key and Villas - Holiday Lettings - Holiday Rentals Siesta Key

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69 Holiday homes

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £389 / night

£2,718 / week

1 / 23

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £163 / night

£1,135 / week

1 / 80

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £344 / night

£2,404 / week

1 / 13

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £131 / night

£915 - £1,486 / week

1 / 41

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £714 / night

£4,997 / week

1 / 24

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £127 / night

£888 / week

1 / 34

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £635 / night

£4,439 / week

1 / 27

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £108 / night

£628 - £1,395 / week

1 / 42

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £141 / night

£1,110 / week

1 / 44

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £86 / night

£567 / week

1 / 21

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £385 / night

£2,690 - £6,053 / week

1 / 24

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £197 / night

£1,379 / week

1 / 24

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £115 / night

£803 / week

1 / 21

Ski condo to rent in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £137 / night

£958 / week

1 / 30

Ski condo to rent in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £83 / night

£582 / week

1 / 30

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £238 / night

£1,662 / week

1 / 30

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £112 / night

£781 / week

1 / 30

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £307 / night

£2,144 / week

1 / 30

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £227 / night

£1,584 / week

1 / 30

Ski condo to rent in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £282 / night

£1,972 / week

1 / 30

Siesta Key ski condo to rent.

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £316 / night

£2,210 / week

1 / 30

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £356 / night

£2,493 / week

1 / 28

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £206 / night

£1,440 / week

1 / 24

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £93 / night

£648 / week

1 / 30

Holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £68 / night

£477 / week

1 / 30

Ski home to rent in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £250 / night

£1,745 / week

1 / 30

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £250 / night

£1,745 / week

1 / 30

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £142 / night

£992 / week

1 / 30

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £199 / night

£1,390 / week

1 / 30

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £254 / night

£1,778 / week

1 / 30

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£964 / week

1 / 25

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £117 / night

£814 / week

1 / 30

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £117 / night

£814 / week

1 / 30

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £92 / night

£643 / week

1 / 22

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £198 / night

£1,385 / week

1 / 16

Siesta Key holiday villa rental

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £211 / night

£1,474 / week

1 / 24

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £285 / night

£1,994 / week

1 / 30

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £155 / night

£1,086 / week

1 / 12

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £253 / night

£1,767 / week

1 / 30

Ski condo to rent in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £102 / night

£715 / week

1 / 30

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