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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

Property rating (out of 5)
  • 5
  • 4 and above
  • 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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1 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £262 / night

£1,831 / week

1 / 20

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £824 / night

£5,765 / week

1 / 40

Great rentals within 20 miles that match your search

Madeira Beach ski guest house to rent.

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £138 / night

£962 / week

1 / 100

Great rentals within 20 miles that match your search

Apartment rental in Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £125 / night

£871 - £1,535 / week

1 / 40

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: Beach or lakeside relaxation

from £150 / night

£1,048 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Ellenton

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £550 / night

£3,847 / week

1 / 35

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Beach or lakeside relaxation

from £275 / night

£1,924 / week

1 / 28

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £392 / night

£2,474 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Bay Pines with swimming pool

Bay Pines villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 filter does not match: Beach or lakeside relaxation

from £1,173 / night

£8,208 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £142 / night

£992 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

13 reviews

from £447 / night

£2,857 / week

1 / 15

Great rentals within 20 miles that match your search

Seminole holiday apartment rental

Seminole apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £160 / night

£1,536 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £915 / night

£6,400 - £10,971 / week

1 / 55

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £229 / night

£1,372 - £1,829 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

1 review

from £777 / night

£5,486 - £8,000 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £1,555 / night

£10,514 - £15,267 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday guest house with shared pool in St. Petersburg

St. Petersburg guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

from £81 / night

£549 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in South Bradenton

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £118 / night

£826 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo accommodation

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £101 / night

£704 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £1,372 / night

£9,142 / week

1 / 51

Great rentals within 20 miles that match your search

Madeira Beach holiday condo rental

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Beach or lakeside relaxation

from £165 / night

£1,152 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday guest house in Siesta Key

Siesta Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £183 / night

£1,280 / week

1 / 173

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £685 / night

£4,794 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £685 / night

£4,794 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £484 / night

£3,386 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo letting

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £502 / night

£3,514 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £502 / night

£3,514 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £447 / night

£3,130 / week

1 / 40

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £685 / night

£4,794 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £548 / night

£3,834 / week

1 / 65

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £447 / night

£3,130 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £603 / night

£4,218 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £621 / night

£4,346 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £758 / night

£5,305 / week

1 / 58

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