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Viewing 40 of 108 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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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
  • Cottage (1)
  • Apartment (13)
  • Villa (2)
  • House (15)
  • Bungalow (4)
  • Townhouse (1)
  • Studio (1)
  • Yacht (1)
  • Condo (15)
  • Private room (1)
  • Hotel apartment (9)
  • Guest house (1)

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Cottage
City breaks

Great rentals within 20 miles that match your search

St. Pete Beach holiday cottage rental

St. Pete Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £267 / night

£1,682 - £4,839 / week

1 / 67

Great rentals within 20 miles that match your search

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Holiday cottage in Anna Maria

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

9 reviews

from £301 / night

£2,106 / week

1 / 16

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: City breaks

2 reviews

from £283 / night

£1,978 / week

1 / 21

Great rentals within 20 miles that match your search

St. Petersburg holiday cottage let

St. Petersburg cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

21 reviews

from £274 / night

£1,555 / week

1 / 17

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: Property type

1 review

from £343 / night

£2,377 / week

1 / 38

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: Property type

3 reviews

from £106 / night

£709 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with golf nearby in St. Pete Beach

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

22 reviews

from £174 / night

£915 / week

1 / 31

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £114 / night

£798 - £2,077 / week

1 / 24

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: Property type

29 reviews

from £227 / night

£1,585 - £3,193 / week

1 / 24

Great rentals within 20 miles that match your search

Cottage rental in Madeira Beach

Madeira Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £229 / night

£1,600 / week

1 / 23

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: Property type

1 review

from £128 / night

£896 / 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: Property type

7 reviews

from £98 / night

£686 / week

1 / 54

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: Property type

from £182 / night

£1,075 - £1,715 / week

1 / 12

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: Property type

from £275 / night

£1,920 / week

1 / 19

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: Property type

51 reviews

from £480 / night

£3,360 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Sarasota

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: City breaks

1 review

from £425 / night

£2,972 / week

1 / 32

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: City breaks

10 reviews

from £196 / night

£1,372 - £3,200 / week

1 / 39

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: City breaks

8 reviews

from £366 / night

£2,286 / week

1 / 22

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: Property type

34 reviews

from £406 / night

£2,842 / 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: Property type

23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

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: Property type

16 reviews

from £389 / night

£2,720 / week

1 / 41

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: Property type

10 reviews

from £173 / night

£1,075 - £1,715 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £235 / night

£1,646 / week

1 / 13

Great rentals within 20 miles that match your search

Cottage rental in Bradenton Beach

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

1 filter does not match: City breaks

3 reviews

from £235 / night

£1,646 - £7,314 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria Island

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

35 reviews

from £88 / night

£615 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in St. Petersburg

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £206 / night

£1,372 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday yacht in St. Petersburg

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from £1,097 / night

£7,680 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday cottage in Madeira Beach

Madeira Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £111 / night

£777 - £800 / week

1 / 20

Great rentals within 20 miles that match your search

Cottage rental in Siesta Key

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

1 review

from £179 / night

£1,248 / week

1 / 25

Great rentals within 20 miles that match your search

Apartment rental in Lido Key

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £151 / night

£1,006 - £1,390 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £155 / night

£1,006 - £1,486 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday hotel apartment in Treasure Island

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 26

Great rentals within 20 miles that match your search

Cottage rental in Longboat Key with shared pool, golf nearby

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

2 reviews

from £595 / night

£3,200 / week

1 / 17

Great rentals within 20 miles that match your search

Treasure Island holiday hotel apartment rental

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday hotel apartment in Treasure Island

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday hotel apartment in Treasure Island

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 37

Great rentals within 20 miles that match your search

Treasure Island holiday hotel apartment let

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 37

Great rentals within 20 miles that match your search

Treasure Island holiday hotel apartment rental

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 41

Great rentals within 20 miles that match your search

Hotel apartment rental in Treasure Island

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday hotel apartment in Treasure Island

Treasure Island hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

from £366 / night

£2,560 / week

1 / 41

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