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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.
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  • Villa (3)
  • House (1)

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4 Holiday homes

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Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £321 / night

£2,244 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from £321 / night

£2,244 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £321 / night

£2,139 / week

1 / 61

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £109 / night

£653 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Villa rental in Davenport

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Shared garden

2 reviews

from £160 / night

£1,119 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared garden

4 reviews

from £224 / night

£1,343 - £1,845 / week

1 / 63

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Orlando

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £274 / night

£1,918 / week

1 / 8

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: Shared garden

13 reviews

from £136 / night

£950 / 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: Shared garden

from £118 / night

£868 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday houseboat in Key Largo

Key Largo houseboat

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

4 reviews

from £78 / night

£544 / week

1 / 21

Great rentals within 20 miles that match your search

Home rental in Clermont

Clermont house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

6 reviews

from £133 / night

£813 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £224 / night

£1,343 - £1,909 / week

1 / 53

Great rentals within 20 miles that match your search

Kissimmee holiday condo rental

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

1 review

from £103 / night

£687 - £916 / week

1 / 28

Great rentals within 20 miles that match your search

Home rental in Orlando

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

29 reviews

from £118 / night

£822 / week

1 / 34

Great rentals within 20 miles that match your search

Key Largo holiday studio rental

Key Largo studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared garden

from £224 / night

£1,343 - £1,681 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Tampa

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Shared garden

from £356 / night

£1,643 - £2,155 / week

1 / 20

Great rentals within 20 miles that match your search

Naples holiday home rental

Naples house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared garden

6 reviews

from £453 / night

£2,854 / week

1 / 21

Great rentals within 20 miles that match your search

Oviedo holiday home rental

Oviedo house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

1 review

from £188 / night

£1,311 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Key Largo

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared garden

1 review

from £224 / night

£1,343 - £1,845 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday condo in Miami

Miami condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared garden

from £90 / night

£629 / week

1 / 18

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: Shared garden

6 reviews

from £269 / night

£1,880 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Kissimmee

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 filter does not match: Shared garden

5 reviews

from £204 / night

£1,291 - £2,314 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

1 review

from £137 / night

£959 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Venice

Venice condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

1 review

from £183 / night

£1,279 / week

1 / 31

Great rentals within 20 miles that match your search

Home rental in Kissimmee with swimming pool

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 22

1 filter does not match: Shared garden

11 reviews

from £480 / night

£3,357 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home rental

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Shared garden

5 reviews

from £169 / night

£1,183 / week

1 / 48

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

15 reviews

from £138 / night

£962 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Plantation apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

1 review

from £105 / night

£736 / week

1 / 11

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: Shared garden

from £206 / night

£1,439 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared garden

2 reviews

from £54 / night

£357 - £539 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Orlando

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

15 reviews

from £206 / night

£1,644 - £2,010 / week

1 / 14

Great rentals within 20 miles that match your search

Marco Island holiday villa rental

Marco Island villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared garden

from £418 / night

£2,923 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

3 reviews

from £115 / night

£804 / week

1 / 32

Great rentals within 20 miles that match your search

Marco Island holiday condo rental

Marco Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared garden

from £206 / night

£1,439 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment accommodation in Key Largo

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared garden

7 reviews

from £320 / night

£1,325 - £2,740 / week

1 / 16

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: Shared garden

from £235 / night

£1,644 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday bungalow in Port Charlotte

Port Charlotte bungalow

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

from £86 / night

£601 - £1,301 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared garden

4 reviews

from £265 / night

£1,854 / week

1 / 24

Great rentals within 20 miles that match your search

Home rental in Orlando with swimming pool, golf nearby

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Shared garden

2 reviews

from £145 / night

£1,023 - £1,727 / week

1 / 31

Great rentals within 20 miles that match your search

Cape Coral holiday home rental

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared garden

14 reviews

from £88 / night

£612 - £976 / week

1 / 25

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