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

2,485 Vacation rentals

Home rental in Holmes Beach with swimming pool

Holmes Beach house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $334 / night

$2,334 - $3,505 / week

Vacation home in Anna Maria

Anna Maria house

2

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $382 / night

$2,674 / week

Bradenton Beach Vacation condo rental

Bradenton Beach condo

  • Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $295 / night

$2,061 / week

Vacation condo in Holmes Beach

Holmes Beach condo

  • Beach/lakeside relaxation
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $107 / night

$748 / week

Vacation apartment rental

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $214 / night

$1,496 - $2,477 / week

Vacation home with swimming pool in Holmes Beach

Holmes Beach house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $319 / night

$2,233 - $2,785 / week

Vacation apartment with shared pool in Holmes Beach

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $219 / night

$1,539 / week

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $264 / night

$1,847 - $2,785 / week

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $232 / night

$1,626 / week

Vacation home in Bradenton Beach

Bradenton Beach house

5

  • Nearest beach 0.274 mi
  • •  Swimming pool
  • •  Child friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $148 / night

$1,031 / week

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $291 / night

$2,035 - $2,864 / week

Vacation apartment rental

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $264 / night

$1,847 - $2,785 / week

Holmes Beach Vacation apartment rental

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $212 / night

$1,480 - $2,184 / week

Vacation apartment with shared pool, golf nearby in Holmes Beach

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $163 / night

$1,144 - $1,806 / week

Vacation home in Holmes Beach

Holmes Beach house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $387 / night

$2,714 - $3,904 / week

Vacation condo with swimming pool in Bradenton Beach

Bradenton Beach condo

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $189 / night

$1,323 / week

Home rental in Holmes Beach with swimming pool, golf nearby

Holmes Beach house

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $389 / night

$2,722 - $3,916 / week

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $307 / night

$2,154 - $3,203 / week

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

  • Child friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $287 / night

$2,004 / week

Vacation apartment in Holmes Beach

Holmes Beach apartment

  • Nearest beach 1 mi
  • •  Swimming pool
  • •  Car not necessary
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,374 / week

Vacation condo in Holmes Beach

Holmes Beach condo

10

  • Beach/lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $111 / night

$773 - $1,025 / week

Home rental in Anna Maria

Anna Maria house

38

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $111 / night

$778 / week

Vacation home in Anna Maria

Anna Maria house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $172 / night

$1,203 / week

Vacation condo rental

Holmes Beach condo

1

  • Child friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $79 / night

$553 / week

Vacation villa in Holmes Beach

Holmes Beach villa

7

  • Swimming pool
  • •  Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $189 / night

$1,145 - $2,004 / week

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

10

  • Beach/lakeside relaxation
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $119 / night

$1,002 - $2,519 / week

Bradenton Beach Vacation condo rental

Bradenton Beach condo

  • Nearest beach 0 mi
  • •  Child friendly
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $125 / night

$801 - $2,404 / week

Anna Maria Vacation home accommodation

Anna Maria house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $273 / night

$1,908 / week

Vacation home in Anna Maria

Anna Maria house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $312 / night

$2,180 / week

Vacation townhouse in Holmes Beach

Holmes Beach townhouse

2

  • Child friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $228 / night

$1,595 / week

Bradenton Beach Vacation home rental

Bradenton Beach house

5

  • Nearest beach 0.1 mi
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,203 / week

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

23

  • Beach/lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Child friendly
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $180 / night

$1,031 - $1,260 / week

Anna Maria Vacation home rental

Anna Maria house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $555 / night

$3,880 / week

Vacation home in Anna Maria

Anna Maria house

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $777 / night

$5,435 / week

Vacation home with indoor pool in Anna Maria

Anna Maria house

1

  • Swimming pool
  • •  Child friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $153 / night

$1,066 / week

Vacation home in Anna Maria

Anna Maria house

  • Ask about children
  • •  Ask about pets
  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $93 / night

$650 - $950 / week

Vacation home rental

Anna Maria house

  • Child friendly
  • •  Car not necessary
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $162 / night

$1,131 / week

Home rental in Anna Maria

Anna Maria house

1

  • Ask about children
  • •  Ask about pets
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $243 / night

$1,700 - $2,700 / week

Vacation home rental

Anna Maria house

  • Child friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $213 / night

$1,489 - $3,201 / week

Vacation home in Anna Maria

Anna Maria house

1

  • Ask about children
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $104 / night

$725 - $990 / week

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