Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Anna Maria Island Vacation rentals on Holiday Lettings - Beach rentals

All filters

Filters

1,429 Vacation rentals

Holmes Beach Vacation cottage rental

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $218 / night

$1,489 - $3,378 / week

1 / 22

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $164 / night

$1,145 - $6,870 / week

1 / 39

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $197 / night

$1,374 / week

1 / 13

Vacation home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $247 / night

$2,365 / week

1 / 24

Vacation home in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $327 / night

$2,004 - $3,435 / week

1 / 12

Vacation condo in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $133 / night

$928 - $1,483 / week

1 / 31

Vacation home in Holmes Beach

Holmes Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $92 / night

$642 / week

1 / 19

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $150 / night

$1,050 / week

1 / 13

Vacation condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $352 / night

$2,461 / week

1 / 13

Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $103 / night

$722 / week

1 / 21

Vacation home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $228 / night

$1,595 / week

1 / 44

Vacation home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,620 / night

$11,336 - $11,450 / week

1 / 49

Vacation cottage in Holmes Beach

Holmes Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $206 / night

$1,306 / week

1 / 12

Vacation home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $205 / night

$1,432 / week

1 / 36

Vacation villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $197 / night

$1,379 / week

1 / 14

Vacation home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $344 / night

$2,405 / week

1 / 28

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $123 / night

$859 - $1,294 / week

1 / 28

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $384 / night

$2,519 / week

1 / 30

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $224 / night

$1,718 - $2,774 / week

1 / 56

Apartment rental in Holmes Beach

Holmes Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $209 / night

$1,491 - $2,028 / week

1 / 29

Vacation home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $596 / night

$4,168 / week

1 / 41

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $343 / night

$2,397 / week

1 / 21

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $224 / night

$1,718 - $2,774 / week

1 / 56

Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $194 / night

$1,161 - $4,165 / week

1 / 52

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $144 / night

$1,002 - $1,489 / week

1 / 19

Vacation home in Holmes Beach

Holmes Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $179 / night

$1,251 - $2,445 / week

1 / 26

Vacation condo in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $229 / night

$1,603 / week

1 / 28

Vacation home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $400 / night

$2,798 / week

1 / 23

Holmes Beach Vacation villa rental

Holmes Beach villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $313 / night

$2,188 - $3,759 / week

1 / 25

Bradenton Beach Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $193 / night

$1,143 - $4,381 / week

1 / 62

Anna Maria Vacation home rental

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $395 / night

$2,766 / week

1 / 34

Holmes Beach Vacation home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $687 / night

$4,809 / week

1 / 14

Vacation home with swimming pool in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $565 / night

$3,952 / week

1 / 42

Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $178 / night

$1,243 / week

1 / 19

Condo rental in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $265 / night

$1,852 / week

1 / 40

Bradenton Beach Vacation home rental

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $287 / night

$1,603 / week

1 / 20

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $257 / night

$1,534 - $5,492 / week

1 / 85

Bradenton Beach Vacation apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $195 / night

$2,134 / week

1 / 52

Holmes Beach Vacation home rental

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $179 / night

$1,251 - $1,884 / week

1 / 25

Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $225 / night

$1,571 - $2,325 / week

1 / 13

×

Also consider