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Viewing 40 of 55 rentals in Anna Maria Island

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Holiday Lettings
> North America
> United States
> Florida
> Villas and holiday rentals in Anna Maria Island

Villas in Anna Maria Island and Holiday rentals - Holiday Lettings - Holiday Rentals Anna Maria Island

Price per night

£1 £750 -

Bedrooms

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  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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  • Condo (1)

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City breaks
Water sports

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £106 / night

£708 / week

1 / 49

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

2 reviews

from £284 / night

£1,989 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £253 / night

£1,770 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £253 / night

£1,770 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £161 / night

£1,126 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

10 reviews

from £197 / night

£1,379 - £3,218 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £1,011 / night

£6,435 - £11,490 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: City breaks

40 reviews

from £382 / night

£2,671 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: City breaks

37 reviews

from £506 / night

£1,816 - £9,100 / week

1 / 49

Great rentals within 20 miles that match your search

Home rental in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

3 reviews

from £175 / night

£1,223 / week

1 / 16

Great rentals within 20 miles that match your search

Home accommodation in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

1 review

from £166 / night

£1,159 / week

1 / 16

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £184 / night

£1,287 / week

1 / 45

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

11 reviews

from £295 / night

£2,059 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £86 / night

£601 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

1 review

from £345 / night

£2,390 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

5 reviews

from £597 / night

£4,406 - £5,037 / week

1 / 37

Great rentals within 20 miles that match your search

Bradenton Beach holiday cottage rental

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: City breaks

3 reviews

from £322 / night

£2,758 / week

1 / 20

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: City breaks

2 reviews

from £395 / night

£2,294 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: City breaks

10 reviews

from £168 / night

£1,172 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: City breaks

2 reviews

from £414 / night

£2,896 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £230 / night

£1,609 / week

1 / 23

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £184 / night

£1,286 - £2,482 / week

1 / 55

Great rentals within 20 miles that match your search

Apartment rental in Bradenton with golf nearby

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £91 / night

£637 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £1,839 / night

£12,869 - £17,465 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

9 reviews

from £506 / night

£3,539 / week

1 / 44

Great rentals within 20 miles that match your search

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: City breaks

3 reviews

from £237 / night

£1,655 - £7,354 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £350 / night

£2,445 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria Island

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

35 reviews

from £89 / night

£618 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: City breaks

from £460 / night

£3,218 / week

1 / 28

Great rentals within 20 miles that match your search

Condo rental in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £253 / night

£1,770 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday townhouse in Bradenton Beach

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £230 / night

£1,609 / week

1 / 16

Great rentals within 20 miles that match your search

Condo rental in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

14 reviews

from £275 / night

£1,924 / week

1 / 25

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

13 reviews

from £229 / night

£1,603 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo rental

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £132 / night

£920 / week

1 / 59

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £349 / night

£2,439 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

4 reviews

from £238 / night

£1,667 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

2 reviews

from £248 / night

£1,731 / week

1 / 28

Great rentals within 20 miles that match your search

Cottage rental in Longboat Key with shared pool, golf nearby

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

2 reviews

from £598 / night

£3,218 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £322 / night

£2,252 / week

1 / 27

Great rentals within 20 miles that match your search

Palma Sola holiday home rental

Palma Sola house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: City breaks

from £483 / night

£3,378 / week

1 / 43

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