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Viewing 40 of 458 rentals in Anna Maria Island

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Holiday Lettings
> North America
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> 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.
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  • Cottage (1)

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Great rentals within 20 miles that match your search

Cottage rental in Madeira Beach

Madeira Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,597 / week

1 / 23

Great rentals within 20 miles that match your search

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Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

2 reviews

from £239 / night

£1,674 / week

1 / 16

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: Pets allowed

5 reviews

from £229 / night

£1,597 / week

1 / 23

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: Pets allowed

1 review

from £92 / night

£2,282 / week

1 / 24

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: Pets allowed

6 reviews

from £274 / night

£1,917 / 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: Pets allowed

25 reviews

from £217 / night

£1,515 - £2,073 / 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: Pets allowed

1 review

from £796 / night

£5,571 / 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: Pets allowed

from £164 / night

£959 / week

1 / 38

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: Pets allowed

from £92 / night

£639 / week

1 / 24

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: Pets allowed

3 reviews

from £320 / night

£2,236 / week

1 / 59

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: Pets allowed

6 reviews

from £361 / night

£2,524 / 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: Pets allowed

9 reviews

from £191 / night

£1,187 / week

1 / 53

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: Pets allowed

40 reviews

from £379 / night

£2,651 / week

1 / 36

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: Pets allowed

9 reviews

from £197 / night

£1,374 / week

1 / 30

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

2 reviews

from £164 / night

£1,144 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

37 reviews

from £502 / night

£1,803 - £9,035 / week

1 / 49

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

18 reviews

from £132 / night

£922 - £1,588 / week

1 / 41

Great rentals within 20 miles that match your search

Indian Shores holiday apartment rental

Indian Shores apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

3 reviews

from £196 / night

£1,547 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

7 reviews

from £217 / night

£2,630 / week

1 / 50

Great rentals within 20 miles that match your search

Indian Shores holiday home rental

Indian Shores house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

from £233 / night

£1,629 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Treasure Island

Treasure Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

1 filter does not match: Pets allowed

45 reviews

from £547 / night

£4,465 / week

1 / 56

Great rentals within 20 miles that match your search

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

34 reviews

from £406 / night

£2,837 / week

1 / 52

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: Pets allowed

23 reviews

from £388 / night

£2,710 - £6,297 / week

1 / 24

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: Pets allowed

from £183 / night

£1,278 / week

1 / 45

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

67 reviews

from £217 / night

£1,515 - £2,710 / week

1 / 36

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: Pets allowed

20 reviews

from £346 / night

£2,419 / week

1 / 22

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: Pets allowed

1 review

from £181 / night

£1,265 / week

1 / 36

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: Pets allowed

21 reviews

from £151 / night

£1,054 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Pets allowed

2 reviews

from £320 / night

£2,282 / week

1 / 22

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: Pets allowed

4 reviews

from £265 / night

£2,008 - £2,282 / week

1 / 14

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: Pets allowed

44 reviews

from £158 / night

£1,205 - £2,282 / week

1 / 43

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Pets allowed

11 reviews

from £292 / night

£2,044 / week

1 / 20

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: Pets allowed

20 reviews

from £343 / night

£2,396 / week

1 / 120

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: Pets allowed

1 review

from £86 / night

£597 / week

1 / 16

Great rentals within 20 miles that match your search

Condo accommodation in Treasure Island with swimming pool

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Pets allowed

7 reviews

from £164 / night

£1,141 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

17 reviews

from £274 / night

£1,917 / week

1 / 28

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

8 reviews

from £151 / night

£1,095 - £1,917 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo rental

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

1 review

from £320 / night

£2,236 / week

1 / 13

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: Pets allowed

16 reviews

from £388 / night

£2,715 / week

1 / 41

Great rentals within 20 miles that match your search

Condo rental in St. Pete Beach

St. Pete Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

23 reviews

from £109 / night

£761 / week

1 / 30

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