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Anna Maria Island Waterfront Vacation Rentals, Beach Rentals & More - 79 Rentals Available.

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79 Vacation rentals

Filters applied: Waterfront

(5)

1 / 26

Bradenton Beach Apartment

  • 1
  • 5
  • 2 nights min
  • Air conditioning

Responds fast! Avg. 3 hours 2 minutes

$338.00

Excellent (5 reviews)

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from $338.00 / night

(3)

1 / 31

Bradenton Beach Cottage

  • 2
  • 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

$189.00

Very Good (3 reviews)

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from $189.00 / night

(28)

1 / 21

Anna Maria Island Cottage

  • 2
  • 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

Responds fast! Avg. 1 hour 22 minutes

$218.00

Excellent (28 reviews)

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from $218.00 / night

1 / 19

Bradenton Beach Cottage

  • 1
  • 3
  • 2 nights min
  • Car not necessary
  • Air conditioning

Responds fast! Avg. 3 hours 2 minutes

$229.00

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from $229.00 / night

(1)

1 / 33

Anna Maria Island Villa

  • 2
  • 5
  • 2 nights min
  • Child friendly

Responds fast! Avg. 3 hours 2 minutes

$304.00

Excellent (1 reviews)

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from $304.00 / night

(23)

Certificate of Excellence

1 / 44

Anna Maria Island House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 1 minutes

Travelers’ Choice award

$487.00

Excellent (23 reviews)

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from $487.00 / night

(7)

1 / 16

Holmes Beach Villa

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$229.00

Very Good (7 reviews)

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from $229.00 / night

(2)

1 / 72

Anna Maria House

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 2 minutes

$418.00

Excellent (2 reviews)

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from $418.00 / night

(2)

1 / 31

Anna Maria Island Cottage

  • 1
  • 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Car not necessary

Responds fast! Avg. 3 hours 2 minutes

$327.00

Very Good (2 reviews)

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from $327.00 / night

(3)

1 / 36

Bradenton Beach Cottage

  • 2
  • 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 2 minutes

$189.00

Excellent (3 reviews)

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from $189.00 / night

(21)

1 / 17

Holmes Beach Townhouse

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly

$201.00

Very Good (21 reviews)

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from $201.00 / night

(5)

1 / 24

Holmes Beach Condo

  • 2
  • 4
  • min stay varies
  • Child friendly
  • Air conditioning

$126.00

Excellent (5 reviews)

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from $126.00 / night

1 / 26

Bradenton Beach Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$262.00

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from $262.00 / night

Your search has been expanded 19.7 miles to include more rentals

1 / 33

Bradenton House - 8.4 miles away

  • 3
  • 6
  • 2 nights min
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

$138.00

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from $138.00 / night

(1)

1 / 26

Sarasota Cottage - 16.8 miles away

  • 1
  • 3
  • 7 nights min
  • Air conditioning
  • Private garden

$116.00

Excellent (1 reviews)

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from $116.00 / night

1 / 15

Bradenton House - 9.7 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

$457.00

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from $457.00 / night

(1)

1 / 16

Bradenton Condo - 6.3 miles away

  • 3
  • 6
  • 120 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

$107.00

Very Good (1 reviews)

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from $107.00 / night

1 / 9

Lakewood Ranch Cottage - 19.3 miles away

  • 1
  • 2
  • 5 nights min
  • Nearest beach 10 mi
  • Air conditioning
  • Private garden

Responds fast! Avg. 3 hours 10 minutes

$126.00

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from $126.00 / night

(7)

1 / 15

Bradenton Apartment - 19.3 miles away

  • 1
  • 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Air conditioning

Responds fast! Avg. 3 hours 10 minutes

$144.00

Very Good (7 reviews)

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from $144.00 / night

1 / 8

Sarasota Condo - 12.7 miles away

  • 1
  • 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool

Responds fast! Avg. 2 hours 14 minutes

$57.00

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from $57.00 / night

1 / 36

St. Petersburg House - 17.9 miles away

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning

$1,374.00

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from $1,374.00 / night

1 / 24

St. Petersburg Manor house - 18.9 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,145.00

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from $1,145.00 / night

(3)

1 / 11

Sarasota Condo - 16.8 miles away

  • 2
  • 6
  • 30 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 48 minutes

$115.00

Excellent (3 reviews)

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from $115.00 / night

(11)

1 / 20

Bradenton House - 6.6 miles away

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

$189.00

Very Good (11 reviews)

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from $189.00 / night

(1)

1 / 13

Lakewood Ranch House - 19 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Air conditioning

$229.00

Average (1 reviews)

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from $229.00 / night

(3)

1 / 43

Redington Beach Manor house - 19.7 miles away

  • 5
  • 13
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$1,145.00

Excellent (3 reviews)

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from $1,145.00 / night

1 / 25

Madeira Beach Condo - 19.6 miles away

  • 1
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$95.00

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from $95.00 / night

(12)

1 / 23

Bradenton House - 16.9 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly

$229.00

Excellent (12 reviews)

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from $229.00 / night

1 / 16

Bradenton House - 10.2 miles away

  • 3
  • 4
  • min stay varies
  • Nearest beach 10 mi
  • Swimming pool
  • Air conditioning

$189.00

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from $189.00 / night

(2)

1 / 3

St. Petersburg Condo - 18.8 miles away

  • 1
  • 2
  • 30 nights min
  • Ask about children
  • Air conditioning

$39.00

Excellent (2 reviews)

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from $39.00 / night

(20)

1 / 120

St. Petersburg Condo - 12.5 miles away

  • 2
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

Responds fast! Avg. 2 hours 14 minutes

$228.00

Excellent (20 reviews)

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from $228.00 / night

1 / 21

Madeira Beach Condo - 19.2 miles away

  • 3
  • 8
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$258.00

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from $258.00 / night

(3)

1 / 34

Bradenton Condo - 17.1 miles away

  • 2
  • 6
  • 3 nights min
  • Nearest beach 12 mi
  • Swimming pool
  • Child friendly

$144.00

Excellent (3 reviews)

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from $144.00 / night

1 / 19

Palma Sola House - 6.7 miles away

  • 6
  • 18
  • 7 nights min
  • Child friendly

$300.00

Inquire

from $300.00 / night

(4)

1 / 14

Madeira Beach Condo - 19.4 miles away

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$172.00

Very Good (4 reviews)

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from $172.00 / night

1 / 20

Madeira Beach Condo - 18.1 miles away

  • 1
  • 3
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149.00

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from $149.00 / night

(8)

1 / 17

St. Petersburg Condo - 13.1 miles away

  • 2
  • 4
  • 2 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly

$86.00

Excellent (8 reviews)

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from $86.00 / night

1 / 26

Bradenton House - 6.7 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$165.00

Inquire

from $165.00 / night

(29)

1 / 26

Treasure Island Cottage - 15 miles away

  • 1
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$92.00

Very Good (29 reviews)

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from $92.00 / night

1 / 18

Bradenton Apartment - 9.2 miles away

  • 2
  • 5
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$149.00

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from $149.00 / night