Updating

Updating

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

All filters

Filters

1,790 Vacation rentals

Vacation home in Bradenton Beach

Bradenton Beach house

2 bedrooms • 2 bathrooms • sleeps 4

6 reviews

from $180 / night

$1,260 / week

1 / 36

Vacation apartment rental

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $308 / night

$1,923 - $2,665 / week

1 / 30

Vacation apartment in Holmes Beach

Holmes Beach apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $294 / night

$2,058 - $2,657 / week

1 / 32

Vacation home in Holmes Beach

Holmes Beach house

3 bedrooms • 2 bathrooms • sleeps 6

from $388 / night

$2,717 - $3,197 / week

1 / 38

Bradenton Beach Vacation condo rental

Bradenton Beach condo

2 bedrooms • 2 bathrooms • sleeps 6

from $295 / night

$2,061 / week

1 / 18

Home rental in Holmes Beach

Holmes Beach house

3 bedrooms • 2 bathrooms • sleeps 6

from $408 / night

$2,272 - $3,248 / week

1 / 37

Vacation apartment with golf nearby in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $164 / night

$1,141 - $1,550 / week

1 / 36

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

3 bedrooms • 3 bathrooms • sleeps 6

from $287 / night

$2,004 / week

1 / 16

Vacation apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $308 / night

$1,923 - $2,665 / week

1 / 22

Vacation apartment in Holmes Beach

Holmes Beach apartment

3 bedrooms • 2 bathrooms • sleeps 6

from $294 / night

$2,056 - $2,655 / week

1 / 33

Vacation home in Holmes Beach

Holmes Beach house

2 bedrooms • 2 bathrooms • sleeps 4

from $320 / night

$2,236 - $2,715 / week

1 / 24

Holmes Beach Vacation apartment rental

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $246 / night

$1,527 - $2,216 / week

1 / 31

Vacation apartment with shared pool in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $320 / night

$2,236 - $2,791 / week

1 / 26

Vacation apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $320 / night

$2,237 - $2,793 / week

1 / 28

Vacation apartment with golf nearby in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $243 / night

$1,502 - $1,847 / week

1 / 36

Vacation apartment rental

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $246 / night

$1,527 - $2,216 / week

1 / 28

Vacation apartment in Holmes Beach

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $270 / night

$1,883 - $2,627 / week

1 / 29

Holmes Beach Vacation apartment rental

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 5

from $243 / night

$1,502 - $1,847 / week

1 / 36

Vacation condo in Holmes Beach

Holmes Beach condo

2 bedrooms • 2 bathrooms • sleeps 4

12 reviews

from $123 / night

$859 - $1,203 / week

1 / 31

Vacation condo rental

Holmes Beach condo

1 bedroom • 1 bathroom • sleeps 6

1 review

from $79 / night

$553 / week

1 / 40

Vacation villa in Holmes Beach

Holmes Beach villa

2 bedrooms • 2 bathrooms • sleeps 6

11 reviews

from $207 / night

$1,374 - $2,164 / week

1 / 22

Vacation cottage in Bradenton Beach

Bradenton Beach cottage

3 bedrooms • 2 bathrooms • sleeps 8

10 reviews

from $119 / night

$1,031 - $3,435 / week

1 / 39

Bradenton Beach Vacation condo rental

Bradenton Beach condo

1 bedroom • 1 bathroom • sleeps 2

from $182 / night

$1,140 - $2,484 / week

1 / 34

Bradenton Beach Vacation home rental

Bradenton Beach house

2 bedrooms • 2 bathrooms • sleeps 4

10 reviews

from $287 / night

$1,603 / week

1 / 19

Vacation home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 8

9 reviews

from $228 / night

$1,595 / week

1 / 44

Vacation home rental

Holmes Beach house

2 bedrooms • 1 bathroom • sleeps 6

23 reviews

from $207 / night

$1,260 - $1,718 / week

1 / 17

Anna Maria Island Vacation condo rental

Anna Maria Island condo

2 bedrooms • 1 bathroom • sleeps 6

1 review

from $207 / night

$1,718 / week

1 / 23

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

3 bedrooms • 3 bathrooms • sleeps 6

12 reviews

from $315 / night

$1,832 - $2,748 / week

1 / 27

Vacation home in Bradenton Beach

Bradenton Beach house

2 bedrooms • 1 bathroom • sleeps 6

33 reviews

from $207 / night

$1,260 - $1,718 / week

1 / 24

Vacation home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 8

3 reviews

from $360 / night

$2,519 - $7,729 / week

1 / 37

Cottage rental in Holmes Beach

Holmes Beach cottage

2 bedrooms • 1 bathroom • sleeps 6

7 reviews

from $207 / night

$1,306 / week

1 / 13

Vacation townhouse in Bradenton Beach

Bradenton Beach townhouse

2 bedrooms • 2 bathrooms • sleeps 5

5 reviews

from $148 / night

$1,034 / week

1 / 45

Vacation home rental

Bradenton Beach house

3 bedrooms • 3 bathrooms • sleeps 6

9 reviews

from $281 / night

$1,832 / week

1 / 26

Vacation home in Anna Maria

Anna Maria house

2 bedrooms • 1 bathroom • sleeps 4

4 reviews

from $201 / night

$1,374 / week

1 / 23

Cottage rental in Bradenton Beach

Bradenton Beach cottage

4 bedrooms • 4 bathrooms • sleeps 15

3 reviews

from $148 / night

$1,031 - $5,725 / week

1 / 57

Vacation apartment in Bradenton Beach

Bradenton Beach apartment

2 bedrooms • 2 bathrooms • sleeps 5

1 review

from $172 / night

$1,203 / week

1 / 13

Vacation condo in Anna Maria Island

Anna Maria Island condo

2 bedrooms • 2 bathrooms • sleeps 5

10 reviews

from $172 / night

$1,203 / week

1 / 30

Holmes Beach Vacation apartment rental

Holmes Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

10 reviews

from $123 / night

$859 - $1,294 / week

1 / 28

Vacation home in Anna Maria

Anna Maria house

3 bedrooms • 2 bathrooms • sleeps 6

6 reviews

from $446 / night

$3,118 / week

1 / 23

Vacation home in Anna Maria

Anna Maria house

3 bedrooms • 3 bathrooms • sleeps 6

1 review

from $305 / night

$2,132 / week

1 / 29

×

Also consider