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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.
Property type
  • Townhouse (1)
  • Apartment (29)
  • Villa (5)
  • Cottage (3)
  • House (93)
  • Studio (2)
  • Condo (160)

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Townhouse
Swimming pool

Great rentals within 20 miles that match your search

Holiday townhouse with shared pool in Tierra Verde

Tierra Verde townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £330 / night

£2,304 / week

1 / 54

Great rentals within 20 miles that match your search

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Tierra Verde holiday condo rental

Tierra Verde condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £160 / night

£1,120 / week

1 / 14

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: Property type

2 reviews

from £393 / night

£2,281 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

15 reviews

from £110 / night

£732 - £915 / week

1 / 27

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

£1,166 / 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: Property type

2 reviews

from £412 / night

£2,880 / 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: Property type

from £229 / night

£1,600 / week

1 / 23

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: Property type

40 reviews

from £380 / night

£2,656 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

1 review

from £157 / night

£1,097 / week

1 / 13

Great rentals within 20 miles that match your search

Holmes Beach holiday cottage let

Holmes Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

8 reviews

from £366 / night

£2,286 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£960 - £1,646 / week

1 / 19

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: Property type

from £183 / night

£1,280 / week

1 / 45

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 £181 / night

£1,267 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

2 reviews

from £81 / night

£566 / week

1 / 17

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: Property type

1 review

from £86 / night

£598 / week

1 / 16

Great rentals within 20 miles that match your search

Holmes Beach holiday apartment rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

3 reviews

from £343 / night

£2,469 / week

1 / 30

Great rentals within 20 miles that match your search

Longboat Key holiday villa accommodation

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

16 reviews

from £389 / night

£2,720 / week

1 / 41

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 £343 / night

£2,377 / week

1 / 13

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 £458 / night

£3,200 / week

1 / 28

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 £340 / night

£2,377 / week

1 / 11

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 £196 / night

£1,372 / week

1 / 36

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 £155 / night

£1,079 - £2,286 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £686 / night

£3,840 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday apartment in Longboat Key

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £155 / night

£997 / week

1 / 23

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: Swimming pool

from £229 / night

£1,600 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo rental

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £281 / night

£1,965 / week

1 / 13

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 £497 / night

£3,474 / 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 £235 / night

£1,646 / 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 £340 / night

£2,377 / 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

£2,012 / week

1 / 10

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: Property type

4 reviews

from £237 / night

£1,658 / 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: Property type

2 reviews

from £237 / night

£1,658 / week

1 / 28

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: Property type

from £365 / night

£2,554 / week

1 / 44

Great rentals within 20 miles that match your search

Condo rental in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £153 / night

£1,067 / week

1 / 18

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 £595 / night

£3,200 / week

1 / 17

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,120 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home rental

Longboat Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £314 / night

£2,195 / week

1 / 60

Great rentals within 20 miles that match your search

Condo accommodation in Holmes Beach with golf nearby

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £622 / night

£4,352 / week

1 / 55

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: Property type

14 reviews

from £274 / night

£1,914 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £320 / night

£2,240 / week

1 / 24

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