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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.
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  • Condo (1)

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1 Holiday homes

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Sauna

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

£1,122 / week

1 / 44

Great rentals within 20 miles that match your search

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Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £824 / night

£5,765 / week

1 / 40

Great rentals within 20 miles that match your search

St. Petersburg holiday home rental

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £146 / night

£1,020 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday condo accommodation

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £101 / night

£704 / week

1 / 18

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: Cot available

from £92 / night

£640 / 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: Cot available

13 reviews

from £137 / night

£951 / 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: Cot available

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: Cot available

3 reviews

from £174 / night

£1,216 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo in Anna Maria Island

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

10 reviews

from £167 / night

£1,166 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Sauna

40 reviews

from £380 / night

£2,656 / week

1 / 36

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: Cot available

12 reviews

from £165 / night

£1,152 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

9 reviews

from £640 / night

£4,480 / week

1 / 27

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: Cot available

2 reviews

from £164 / night

£1,146 / week

1 / 80

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

18 reviews

from £132 / night

£924 - £1,591 / week

1 / 41

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: Cot available

23 reviews

from £388 / night

£2,715 - £6,308 / 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: Cot available

54 reviews

from £115 / night

£800 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Sauna

21 reviews

from £151 / night

£1,056 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo in St. Pete Beach

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Sauna

25 reviews

from £284 / night

£1,737 - £2,560 / week

1 / 28

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: Cot available

1 review

from £86 / night

£598 / week

1 / 16

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £392 / night

£2,743 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £348 / night

£2,432 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Bay Pines

Bay Pines apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

6 reviews

from £133 / night

£928 - £1,088 / week

1 / 13

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: Sauna

from £229 / night

£1,600 / week

1 / 23

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £155 / night

£1,079 - £2,286 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Sauna

6 reviews

from £118 / night

£959 / week

1 / 30

Great rentals within 20 miles that match your search

Home rental in St. Pete Beach with swimming pool

St. Pete Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Sauna

6 reviews

from £138 / night

£960 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £721 / night

£5,043 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in St. Petersburg

St. Petersburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Sauna

from £92 / night

£543 - £1,852 / week

1 / 57

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: Cot available

from £109 / night

£634 - £1,408 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

3 reviews

from £275 / night

£1,920 / week

1 / 54

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Sauna

1 review

from £2,276 / night

£15,929 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £132 / night

£922 / week

1 / 34

Great rentals within 20 miles that match your search

Madeira Beach ski guest house to rent.

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £138 / night

£960 / week

1 / 100

Great rentals within 20 miles that match your search

Condo rental in Madeira Beach with shared pool

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cot available

from £116 / night

£571 - £1,098 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £220 / night

£1,536 - £1,792 / week

1 / 34

Great rentals within 20 miles that match your search

Ski condo to rent in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £151 / night

£1,057 / week

1 / 22

Great rentals within 20 miles that match your search

Ski condo to rent in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

from £206 / night

£1,437 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key ski condo to rent.

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £116 / night

£811 / week

1 / 21

Great rentals within 20 miles that match your search

Ski villa to rent in Longboat Key

Longboat Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £396 / night

£2,767 / week

1 / 30

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