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Viewing 40 of 237 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

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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
  • Apartment (1)
  • Villa (1)
  • Condo (2)

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4 Holiday homes

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Sauna
Car not required

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
18 reviews

from £132 / night

£922 - £1,588 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
9 reviews

from £639 / night

£4,472 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
13 reviews

from £136 / night

£949 / week

1 / 20

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

£1,118 / week

1 / 44

Great rentals within 20 miles that match your search

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Holiday home in St. Pete Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Sauna

3 reviews

from £388 / night

£2,715 / week

1 / 31

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: Sauna

2 reviews

from £411 / night

£2,875 / week

1 / 24

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: Car not required

from £92 / night

£639 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sauna

10 reviews

from £196 / night

£1,369 - £3,194 / 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: Sauna

5 reviews

from £274 / night

£1,638 - £2,642 / 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: Sauna

9 reviews

from £191 / night

£1,187 / 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: Sauna

9 reviews

from £320 / night

£2,236 / week

1 / 17

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: Sauna

10 reviews

from £228 / night

£1,552 / 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: Sauna

9 reviews

from £197 / night

£1,374 / 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: Sauna

1 review

from £157 / night

£1,095 / 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: Sauna

8 reviews

from £365 / night

£2,282 / week

1 / 22

Great rentals within 20 miles that match your search

St. Petersburg holiday apartment rental

St. Petersburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Car not required

12 reviews

from £165 / night

£1,150 / week

1 / 12

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: Sauna

17 reviews

from £192 / night

£1,324 / week

1 / 21

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: Car not required

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: Sauna

37 reviews

from £502 / night

£1,803 - £9,035 / week

1 / 49

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: Sauna

17 reviews

from £206 / night

£1,369 / 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: Sauna

2 reviews

from £326 / night

£2,282 / week

1 / 22

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: Sauna

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: Sauna

from £233 / night

£1,629 / week

1 / 19

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: Sauna

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: Car not required

23 reviews

from £388 / night

£2,710 - £6,297 / week

1 / 24

Great rentals within 20 miles that match your search

St. Petersburg holiday apartment rental

St. Petersburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Car not required

54 reviews

from £114 / night

£799 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Indian Shores

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sauna

18 reviews

from £304 / night

£2,128 - £3,405 / week

1 / 38

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: Sauna

12 reviews

from £343 / night

£2,396 / week

1 / 39

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: Sauna

2 reviews

from £81 / night

£565 / 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: Car not required

1 review

from £86 / night

£597 / week

1 / 16

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: Sauna

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: Sauna

1 review

from £320 / night

£2,236 / week

1 / 13

Great rentals within 20 miles that match your search

Bradenton Beach holiday home rental

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

15 reviews

from £274 / night

£1,757 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

10 reviews

from £173 / night

£1,073 - £1,711 / week

1 / 30

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: Sauna

23 reviews

from £109 / night

£761 / week

1 / 30

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Sauna

41 reviews

from £114 / night

£796 - £2,073 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Treasure Island

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Sauna

6 reviews

from £251 / night

£1,689 - £2,327 / week

1 / 11

Great rentals within 20 miles that match your search

Treasure Island holiday home accommodation

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Sauna

from £297 / night

£1,689 - £2,327 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £118 / night

£867 / 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: Car not required

from £274 / night

£1,917 / week

1 / 19

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