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Viewing 40 of 290 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

Property rating (out of 5)
  • 5
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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
  • Condo (3)

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3 Holiday homes

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Applied filters (2)
Cot available
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Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £229 / night

£1,600 / week

1 / 23

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
25 reviews

from £284 / night

£1,738 - £2,560 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £142 / night

£1,120 / week

1 / 44

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

6 reviews

from £275 / night

£1,920 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

25 reviews

from £217 / night

£1,518 - £2,076 / week

1 / 31

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: Cot available

1 review

from £798 / night

£5,581 / 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: Cot available

from £164 / night

£960 / week

1 / 38

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: Cot available

6 reviews

from £362 / night

£2,528 / week

1 / 13

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: Cot available

9 reviews

from £191 / night

£1,189 / 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: Cot available

9 reviews

from £320 / night

£2,240 / 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: Lift access

40 reviews

from £380 / night

£2,656 / 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: Cot available

10 reviews

from £228 / night

£1,555 / 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: Cot available

9 reviews

from £197 / night

£1,376 / week

1 / 30

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: Cot available

1 review

from £157 / night

£1,098 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

17 reviews

from £206 / night

£1,372 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

2 reviews

from £327 / night

£2,286 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Indian Shores

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

20 reviews

from £347 / night

£2,423 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Lift access

21 reviews

from £151 / night

£1,056 / week

1 / 36

Great rentals within 20 miles that match your search

Indian Shores holiday condo accommodation

Indian Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

44 reviews

from £159 / night

£1,207 - £2,286 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo in St. Petersburg

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

20 reviews

from £343 / night

£2,400 / week

1 / 120

Great rentals within 20 miles that match your search

Holiday apartment rental

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £138 / night

£960 / week

1 / 10

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

10 reviews

from £311 / night

£1,824 - £2,556 / week

1 / 24

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: Cot available

from £275 / night

£1,920 / week

1 / 19

Great rentals within 20 miles that match your search

Condo rental in Redington Shores

Redington Shores condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

3 reviews

from £174 / night

£1,216 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

from £165 / night

£915 / week

1 / 37

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: Cot available

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: Cot available

51 reviews

from £480 / night

£3,360 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday apartment in Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £357 / night

£2,496 / week

1 / 10

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

4 reviews

from £262 / night

£1,829 - £3,520 / week

1 / 18

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: Cot available

from £348 / night

£2,432 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment in Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £302 / night

£2,057 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo letting

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £164 / night

£915 / week

1 / 19

Great rentals within 20 miles that match your search

Condo letting in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

18 reviews

from £92 / night

£640 - £2,057 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday condo in Redington Shores

Redington Shores condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

2 reviews

from £549 / night

£3,840 / week

1 / 24

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: Cot available

from £365 / night

£2,554 / week

1 / 44

Great rentals within 20 miles that match your search

St. Pete Beach holiday apartment rental

St. Pete Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £198 / night

£1,387 / week

1 / 15

Great rentals within 20 miles that match your search

Home rental in St. Pete Beach with swimming pool

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Lift access

6 reviews

from £138 / night

£960 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £721 / night

£5,043 / week

1 / 24

Great rentals within 20 miles that match your search

Madeira Beach holiday condo rental

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £363 / night

£2,541 / week

1 / 30

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