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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

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  • Bungalow (2)
  • Apartment (27)
  • Villa (5)
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  • House (106)
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  • Condo (98)
  • Log cabin (1)

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Bungalow
Under 5s

Great rentals within 20 miles that match your search

Bungalow rental in Longboat Key

Longboat Key bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £97 / night

£674 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday bungalow accommodation

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £220 / night

£1,540 / week

1 / 34

Great rentals within 20 miles that match your search

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Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

9 reviews

from £302 / night

£2,111 / 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: Property type

1 review

from £344 / night

£2,383 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa in Anna Maria Island

Anna Maria Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

1 review

from £413 / night

£3,025 / week

1 / 30

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: Property type

10 reviews

from £167 / night

£1,169 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £226 / night

£1,271 - £4,527 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £183 / night

£1,044 - £3,779 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £147 / night

£834 - £3,023 / week

1 / 91

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

12 reviews

from £251 / night

£1,450 - £5,206 / week

1 / 48

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: Property type

1 review

from £165 / night

£1,155 / week

1 / 16

Great rentals within 20 miles that match your search

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

21 reviews

from £196 / night

£1,156 - £4,149 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday studio with golf nearby in Holmes Beach

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £182 / night

£1,271 / week

1 / 36

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: Property type

6 reviews

from £197 / night

£1,375 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £148 / night

£805 - £3,018 / week

1 / 48

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: Property type

from £184 / night

£1,282 - £2,475 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo rental

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £498 / night

£3,483 / week

1 / 12

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: Property type

from £236 / night

£1,650 / week

1 / 10

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £341 / night

£2,383 / week

1 / 11

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: Property type

from £288 / night

£2,017 / week

1 / 10

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £341 / night

£2,383 / week

1 / 11

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £197 / night

£1,253 - £3,900 / week

1 / 49

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: Property type

2 reviews

from £143 / night

£847 - £3,018 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £169 / night

£953 - £3,396 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £147 / night

£834 - £3,023 / week

1 / 62

Great rentals within 20 miles that match your search

Bradenton Beach holiday home rental

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

2 reviews

from £448 / night

£2,518 - £9,577 / week

1 / 85

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: Property type

3 reviews

from £236 / night

£1,650 - £7,332 / week

1 / 57

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: Property type

35 reviews

from £88 / night

£616 / 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: Property type

from £459 / night

£3,208 / week

1 / 28

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: Property type

from £165 / night

£986 - £3,566 / week

1 / 53

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: Property type

from £230 / night

£1,604 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

1 review

from £184 / night

£1,044 - £3,779 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £194 / night

£1,328 - £3,210 / week

1 / 66

Great rentals within 20 miles that match your search

Bradenton Beach holiday condo accommodation

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £145 / night

£909 - £3,387 / week

1 / 78

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: Property type

2 reviews

from £596 / night

£3,208 / week

1 / 17

Great rentals within 20 miles that match your search

Condo rental in Cortez with golf nearby

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £176 / night

£1,173 - £3,396 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home in Cortez

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £1,201 / night

£6,967 / week

1 / 60

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: Property type

1 review

from £143 / night

£830 - £3,023 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday cottage with golf nearby in Cortez

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £126 / night

£766 - £2,575 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday cottage letting

Cortez cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £167 / night

£938 - £3,414 / week

1 / 36

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