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Holiday Lettings
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> 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 (2)
  • Villa (1)
  • Cottage (1)
  • House (4)
  • Bungalow (2)
  • Yacht (1)
  • Condo (2)
  • Private room (1)
  • Hotel apartment (8)

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22 Holiday homes

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Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
41 reviews

from £115 / night

£799 - £2,081 / week

1 / 24

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

from £275 / night

£1,924 / week

1 / 26

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

from £275 / night

£1,924 / week

1 / 35

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

from £275 / night

£1,924 / 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

from £275 / night

£1,924 / 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

from £367 / night

£2,565 / 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 4

from £275 / night

£1,924 / 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

from £275 / night

£1,924 / week

1 / 37

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

from £275 / night

£1,924 / week

1 / 39

Great rentals within 20 miles that match your search

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
34 reviews

from £407 / night

£2,847 / week

1 / 52

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 £265 / night

£1,667 - £4,818 / week

1 / 67

Great rentals within 20 miles that match your search

Holiday home with golf nearby in St. Petersburg

St. Petersburg house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £66 / night

£390 - £1,135 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in St. Petersburg

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £95 / night

£562 - £1,855 / week

1 / 57

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
23 reviews

from £109 / night

£763 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home with golf nearby in St. Pete Beach

St. Pete Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7
9 reviews

from £238 / night

£1,189 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday bungalow with swimming pool in St. Petersburg

St. Petersburg bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £83 / night

£488 - £1,782 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday yacht in St. Petersburg

St. Petersburg yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
2 reviews

from £1,100 / night

£7,695 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
3 reviews

from £386 / night

£2,703 - £3,664 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday bungalow in Treasure Island

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
10 reviews

from £174 / night

£1,077 - £1,718 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday private room in St. Petersburg

St. Petersburg private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £115 / night

£687 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in St. Petersburg

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£435 - £1,529 / week

1 / 18

Great rentals within 20 miles that match your search

Home rental in St. Petersburg with shared pool

St. Petersburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from £255 / night

£1,512 - £5,626 / week

1 / 46

Great rentals within 20 miles that match your search

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Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: City breaks

4 reviews

from £266 / night

£1,860 / week

1 / 24

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: Car not required

from £165 / night

£916 / week

1 / 37

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: City breaks

2 reviews

from £413 / night

£2,886 / week

1 / 24

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: Car not required

1 review

from £344 / night

£2,382 / week

1 / 38

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: City breaks

15 reviews

from £275 / night

£1,764 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: City breaks

5 reviews

from £595 / night

£4,391 - £5,019 / week

1 / 37

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: Car not required

3 reviews

from £106 / night

£710 / 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 6

1 filter does not match: Car not required

29 reviews

from £227 / night

£1,588 - £3,199 / week

1 / 24

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: Car not required

1 review

from £129 / night

£898 / 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: Car not required

7 reviews

from £99 / night

£687 / week

1 / 54

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: City breaks

6 reviews

from £252 / night

£1,695 - £2,336 / week

1 / 11

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: Car not required

from £183 / night

£1,077 - £1,718 / week

1 / 12

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: City breaks

from £298 / night

£1,695 - £2,336 / 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: City breaks

from £119 / night

£871 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

13 reviews

from £137 / night

£953 / week

1 / 20

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 £275 / night

£1,924 / week

1 / 19

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 £197 / night

£1,375 - £3,209 / 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: City breaks

5 reviews

from £275 / night

£1,646 - £2,654 / week

1 / 22

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