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

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3,010 Vacation rentals

Bradenton Beach Vacation home rental

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,205 / week

1 / 20

Holmes Beach Vacation cottage rental

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $458 / night

$2,863 / week

1 / 22

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,031 - $1,374 / week

1 / 28

Holmes Beach Vacation home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $687 / night

$4,809 / week

1 / 14

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,924 / week

1 / 56

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $344 / night

$2,405 / week

1 / 25

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $373 / night

$3,435 / week

1 / 17

Apartment rental in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $250 / night

$1,924 / week

1 / 56

Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $187 / night

$1,113 - $3,739 / week

1 / 62

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $430 / night

$3,092 / week

1 / 30

Bradenton Beach Vacation apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $189 / night

$1,161 - $3,742 / week

1 / 47

Anna Maria Vacation home rental

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $416 / night

$2,910 / week

1 / 39

Condo rental in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $274 / night

$1,916 / week

1 / 31

Vacation villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $573 / night

$4,008 / week

1 / 28

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $261 / night

$1,572 - $5,145 / week

1 / 70

Bradenton Beach Vacation apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $244 / night

$1,459 - $4,825 / week

1 / 49

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

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

from $1,254 / night

$8,777 / week

1 / 44

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

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $178 / night

$1,243 / week

1 / 13

Vacation apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $283 / night

$1,736 - $5,612 / week

1 / 59

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $246 / night

$1,718 - $4,008 / week

1 / 39

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $228 / night

$1,946 - $2,747 / week

1 / 25

Villa rental in Holmes Beach with shared pool

Holmes Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $210 / night

$1,467 / week

1 / 16

Vacation apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $237 / night

$1,416 - $4,677 / week

1 / 60

Bradenton Beach Vacation condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $228 / night

$1,595 / week

1 / 32

Vacation home with swimming pool in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $363 / night

$2,541 / week

1 / 49

Home rental in Holmes Beach

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,374 / night

$9,618 / week

1 / 20

Vacation home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,489 / night

$16,030 - $17,175 / week

1 / 53

Vacation condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $209 / night

$1,460 / week

1 / 68

Condo rental in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $229 / night

$1,718 / week

1 / 9

Vacation condo in Holmes Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $344 / night

$2,405 / week

1 / 2

Vacation home with swimming pool in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $424 / night

$2,966 / week

1 / 65

Vacation home in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $187 / night

$1,307 / week

1 / 18

Vacation villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $197 / night

$1,379 / week

1 / 14

Vacation apartment with swimming pool, golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $213 / night

$1,300 - $4,209 / week

1 / 48

Vacation apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $328 / night

$1,973 - $6,454 / week

1 / 48

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $284 / night

$1,736 - $5,612 / week

1 / 41

Home rental in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,061 / night

$14,313 - $16,030 / week

1 / 40

Vacation villa with shared pool in Holmes Beach

Holmes Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $158 / night

$1,106 / week

1 / 11

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