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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
  • Studio (2)
  • Apartment (62)
  • Villa (10)
  • Cottage (11)
  • House (89)
  • Manor House (1)
  • Bungalow (4)
  • Townhouse (9)
  • Yacht (1)
  • Condo (92)
  • Private room (1)
  • Hotel apartment (3)
  • Guest house (2)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Studio rental in St. Pete Beach

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

from £138 / night

£1,372 / week

1 / 9

Great rentals within 20 miles that match your search

Studio accommodation in Sarasota

Sarasota studio

  • Studio
  • 1 bathroom
  • sleeps 2
2 reviews

from £124 / night

£864 / week

1 / 34

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: Property type

3 reviews

from £389 / night

£2,720 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday condo in Madeira Beach

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £275 / night

£1,920 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday condo letting

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £124 / night

£864 / week

1 / 24

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: Property type

25 reviews

from £217 / night

£1,517 - £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: Property type

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: Property type

from £160 / night

£915 / week

1 / 41

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: Property type

from £164 / night

£960 / week

1 / 38

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: Property type

2 reviews

from £283 / night

£1,978 / week

1 / 21

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: Property type

from £92 / night

£640 / 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: Property type

1 review

from £343 / night

£2,377 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Treasure Island

Treasure Island house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Property type

5 reviews

from £1,577 / night

£11,039 / week

1 / 99

Great rentals within 20 miles that match your search

Holiday condo in Treasure Island

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

4 reviews

from £276 / night

£1,796 - £1,988 / week

1 / 28

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

Redington Shores holiday condo let

Redington Shores condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £138 / night

£960 / week

1 / 21

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: Property type

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

Holiday condo in Madeira Beach

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £124 / night

£777 / week

1 / 12

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

Home rental in Treasure Island

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

6 reviews

from £252 / night

£1,692 - £2,332 / 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: Property type

from £182 / night

£1,075 - £1,715 / 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: Property type

from £298 / night

£1,692 - £2,332 / week

1 / 13

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £393 / night

£2,281 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £146 / night

£1,018 / week

1 / 17

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: Property type

13 reviews

from £137 / night

£951 / week

1 / 20

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: Property type

from £118 / night

£869 / 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: Property type

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: Property type

3 reviews

from £174 / night

£1,216 / week

1 / 18

Great rentals within 20 miles that match your search

St. Petersburg holiday home rental

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £206 / night

£1,440 / week

1 / 24

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £235 / night

£1,646 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday manor house in St. Petersburg

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Property type

1 review

from £915 / night

£6,400 / week

1 / 24

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: Property type

2 reviews

from £412 / night

£2,880 / 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 4

1 filter does not match: Property type

2 reviews

from £240 / night

£1,677 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 23

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: Property type

5 reviews

from £229 / night

£1,600 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo accommodation

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

4 reviews

from £294 / night

£2,057 / week

1 / 24

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