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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)
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  • 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 £263 / night

£1,842 / week

1 / 20

Great rentals within 20 miles that match your search

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Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Beach or lakeside relaxation

from £167 / night

£924 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £242 / night

£1,694 / week

1 / 16

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: Beach or lakeside relaxation

from £231 / night

£1,617 / week

1 / 23

Great rentals within 20 miles that match your search

Indian Shores holiday condo rental

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £231 / night

£1,617 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo accommodation

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

4 reviews

from £297 / night

£2,078 / week

1 / 24

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £93 / night

£2,309 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

from £277 / night

£1,940 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

6 reviews

from £277 / night

£1,940 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Beach or lakeside relaxation

1 review

from £806 / night

£5,638 / week

1 / 23

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £162 / night

£924 / week

1 / 41

Great rentals within 20 miles that match your search

St. Petersburg holiday condo rental

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £166 / night

£970 / week

1 / 38

Great rentals within 20 miles that match your search

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

2 reviews

from £286 / night

£1,998 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

from £93 / night

£647 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in St. Petersburg

St. Petersburg house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £77 / night

£539 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £324 / night

£2,263 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £347 / night

£2,402 - £2,494 / week

1 / 38

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: Beach or lakeside relaxation

16 reviews

from £393 / night

£2,748 / 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: Beach or lakeside relaxation

1 review

from £347 / night

£2,402 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in St. Petersburg

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Beach or lakeside relaxation

3 reviews

from £107 / night

£716 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday condo rental

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £317 / night

£2,217 / week

1 / 37

Great rentals within 20 miles that match your search

Redington Shores holiday condo let

Redington Shores condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £139 / night

£970 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Indian Shores

Indian Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

from £213 / night

£1,487 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

1 review

from £130 / night

£905 / week

1 / 52

Great rentals within 20 miles that match your search

St. Pete Beach holiday condo rental

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

7 reviews

from £99 / night

£693 / week

1 / 54

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Beach or lakeside relaxation

from £185 / night

£1,201 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

1 review

from £367 / night

£2,563 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Redington Shores

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £277 / night

£1,940 / week

1 / 19

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £238 / night

£1,663 / week

1 / 10

Great rentals within 20 miles that match your search

Madeira Beach holiday apartment rental

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

35 reviews

from £126 / night

£859 - £1,684 / week

1 / 33

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

51 reviews

from £485 / night

£3,395 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

15 reviews

from £230 / night

£1,610 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in Palmetto

Palmetto house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Beach or lakeside relaxation

from £370 / night

£2,586 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in St. Pete Beach

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

16 reviews

from £370 / night

£2,586 - £3,325 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

5 reviews

from £277 / night

£1,658 - £2,674 / week

1 / 22

Great rentals within 20 miles that match your search

Treasure Island holiday apartment rental

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Beach or lakeside relaxation

9 reviews

from £193 / night

£1,201 / week

1 / 53

Great rentals within 20 miles that match your search

St. Pete Beach holiday apartment let

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

9 reviews

from £324 / night

£2,263 / week

1 / 17

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: Beach or lakeside relaxation

40 reviews

from £384 / night

£2,683 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Treasure Island

Treasure Island apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Beach or lakeside relaxation

10 reviews

from £230 / night

£1,570 / week

1 / 72

Great rentals within 20 miles that match your search

Madeira Beach holiday apartment rental

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Beach or lakeside relaxation

9 reviews

from £199 / night

£1,390 / week

1 / 30

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