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

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372 Vacation rentals

Holmes Beach Vacation home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $687 / night

$4,809 / week

1 / 14

Vacation home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,620 / night

$11,336 / week

1 / 49

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $197 / night

$1,374 - $2,061 / week

1 / 19

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $344 / night

$2,405 / week

1 / 19

Vacation home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $213 / night

$1,489 / week

1 / 36

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $373 / night

$2,605 / week

1 / 36

Vacation home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $258 / night

$1,804 / week

1 / 29

Bradenton Beach Vacation cottage rental

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $373 / night

$2,605 / week

1 / 31

Vacation villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $458 / night

$3,206 - $4,008 / week

1 / 28

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $123 / night

$859 / week

1 / 28

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $315 / night

$2,233 / week

1 / 21

Vacation home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $401 / night

$4,008 - $5,496 / week

1 / 40

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $287 / night

$2,004 - $4,008 / week

1 / 39

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $430 / night

$3,092 / week

1 / 30

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $102 / night

$708 / week

1 / 17

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $260 / night

$1,924 - $3,174 / week

1 / 56

Holmes Beach Vacation condo rental

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from $190 / night

$1,331 / week

1 / 33

Vacation condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $352 / night

$2,461 / week

1 / 13

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $275 / night

$1,924 - $3,174 / week

1 / 56

Vacation condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $103 / night

$802 / week

1 / 16

Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $196 / night

$1,222 - $3,577 / week

1 / 52

Bradenton Beach Vacation condo rental

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$802 / week

1 / 39

Bradenton Beach Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $196 / night

$1,307 - $3,577 / week

1 / 47

Condo rental in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $253 / night

$1,772 / week

1 / 31

Vacation home in Holmes Beach

Holmes Beach house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $115 / night

$687 / week

1 / 19

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $272 / night

$1,682 - $4,989 / week

1 / 89

Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $194 / night

$1,230 - $3,613 / week

1 / 76

Home rental in Bradenton Beach with golf nearby

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $239 / night

$1,662 - $2,900 / week

1 / 36

Bradenton Beach Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,603 - $3,035 / week

1 / 55

Vacation condo with shared pool in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $241 / night

$1,539 - $2,108 / week

1 / 54

Vacation townhouse rental

Holmes Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $258 / night

$1,804 / week

1 / 32

Vacation home in Bradenton Beach

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,254 / night

$8,777 / week

1 / 44

Vacation apartment rental

Holmes Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $233 / night

$1,627 - $2,301 / week

1 / 12

Vacation home with swimming pool in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $389 / night

$2,717 / week

1 / 42

Home rental in Holmes Beach with shared pool

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $255 / night

$1,780 - $2,669 / week

1 / 24

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $178 / night

$1,243 / week

1 / 13

Vacation home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $472 / night

$3,303 - $5,867 / week

1 / 24

Vacation home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from $1,374 / night

$9,618 / week

1 / 91

Bradenton Beach Vacation apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $252 / night

$1,601 - $4,433 / week

1 / 52

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $228 / night

$1,946 - $2,747 / week

1 / 25

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