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50 Best Longboat Key Vacation rentals on Holiday Lettings - Apartments

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1,437 Vacation rentals

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $311 / night

$2,172 / week

1 / 17

Vacation apartment in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 4

from $184 / night

$1,283 - $2,245 / week

1 / 7

Vacation studio in Longboat Key

Longboat Key studio

Studio • 1 bathroom • sleeps 4

from $161 / night

$1,123 - $1,940 / week

1 / 6

Apartment rental in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 6

from $235 / night

$1,804 - $2,044 / week

1 / 28

Vacation studio in Longboat Key

Longboat Key studio

Studio • 1 bathroom • sleeps 2

from $139 / night

$970 - $1,443 / week

1 / 11

Vacation apartment in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 4

from $184 / night

$1,283 - $2,245 / week

1 / 7

Apartment rental in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 3

from $160 / night

$1,042 - $1,935 / week

1 / 21

Vacation condo with shared pool in Longboat Key

Longboat Key condo

3 bedrooms • 2 bathrooms • sleeps 6

from $414 / night

$2,894 / week

1 / 24

Vacation studio in Longboat Key

Longboat Key studio

Studio • 1 bathroom • sleeps 3

from $114 / night

$801 - $1,515 / week

1 / 29

Vacation apartment in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 6

from $235 / night

$1,643 / week

1 / 35

Vacation apartment in Longboat Key

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 3

from $114 / night

$801 - $1,515 / week

1 / 23

Longboat Key Vacation villa accommodation

Longboat Key villa

2 bedrooms • 2 bathrooms • sleeps 10

from $418 / night

$2,926 / week

1 / 41

Vacation condo rental

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from $524 / night

$3,664 / week

1 / 12

Longboat Key Vacation condo rental

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 6

from $240 / night

$1,676 / week

1 / 38

Vacation condo with golf nearby in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from $332 / night

$2,325 / week

1 / 22

Vacation condo in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 4

from $287 / night

$1,947 - $3,149 / week

1 / 13

Vacation condo with shared pool in Longboat Key

Longboat Key condo

2 bedrooms • 1 bathroom • sleeps 4

from $359 / night

$2,624 / week

1 / 15

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $328 / night

$2,624 / week

1 / 7

Longboat Key Vacation condo rental

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 6

from $360 / night

$2,519 / week

1 / 11

Vacation condo with shared pool in Longboat Key

Longboat Key condo

2 bedrooms • 1 bathroom • sleeps 4

from $233 / night

$1,917 / week

1 / 5

Longboat Key Vacation apartment rental

Longboat Key apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $224 / night

$1,489 / week

1 / 28

Vacation condo with shared pool in Longboat Key

Longboat Key condo

3 bedrooms • 2 bathrooms • sleeps 6

from $414 / night

$2,894 / week

1 / 6

Vacation condo with shared pool in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $311 / night

$2,172 / week

1 / 9

Vacation condo in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 4

from $262 / night

$1,832 / week

1 / 10

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 5

from $172 / night

$1,203 / week

1 / 20

Vacation condo with shared pool in Longboat Key

Longboat Key condo

2 bedrooms • 1 bathroom • sleeps 4

from $220 / night

$1,539 / week

1 / 12

Longboat Key Vacation condo rental

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 6

from $258 / night

$1,804 / week

1 / 36

Vacation condo with shared pool in Longboat Key

Longboat Key condo

3 bedrooms • 2 bathrooms • sleeps 6

from $209 / night

$1,066 / week

1 / 56

Condo rental in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 2

from $92 / night

$640 / week

1 / 18

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $172 / night

$1,145 / week

1 / 17

Longboat Key Vacation condo accommodation

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $210 / night

$1,470 / week

1 / 24

Vacation condo with shared pool in Longboat Key

Longboat Key condo

3 bedrooms • 2 bathrooms • sleeps 6

from $414 / night

$2,894 / week

1 / 34

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 2 bathrooms • sleeps 4

from $191 / night

$1,336 / week

1 / 9

Vacation apartment rental

Longboat Key apartment

1 bedroom • 1 bathroom • sleeps 4

from $139 / night

$970 / week

1 / 24

Vacation condo in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 6

from $240 / night

$1,676 / week

1 / 28

Vacation condo in Longboat Key

Longboat Key condo

1 bedroom • 1 bathroom • sleeps 6

from $251 / night

$1,195 - $2,317 / week

1 / 31

Cottage rental in Longboat Key with shared pool, golf nearby

Longboat Key cottage

3 bedrooms • 2 bathrooms • sleeps 8

from $687 / night

$4,809 / week

1 / 12

Vacation home in Longboat Key

Longboat Key house

3 bedrooms • 2 bathrooms • sleeps 8

from $201 / night

$1,403 / week

1 / 33

Vacation apartment accommodation

Longboat Key apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $168 / night

$1,176 / week

1 / 6

Vacation condo in Longboat Key

Longboat Key condo

2 bedrooms • 1 bathroom • sleeps 4

from $97 / night

$674 / week

1 / 30