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Longboat Key Waterfront Vacation Rentals, Apartments & More - 40 Rentals Available.

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15 Vacation rentals

Filters applied: Waterfront

1 / 28

Longboat Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $155 / night

(1)

1 / 49

Longboat Key House

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$400

Excellent (1 reviews)

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from $400 / night

(1)

1 / 22

Longboat Key Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$214

Very Good (1 reviews)

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from $214 / night

(3)

1 / 44

Longboat Key House

  • 5
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$800

Excellent (3 reviews)

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from $800 / night

(2)

1 / 20

Longboat Key Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$300

Very Good (2 reviews)

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from $300 / night

(9)

1 / 12

Longboat Key Cottage

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

$103

Excellent (9 reviews)

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from $103 / night

1 / 16

Longboat Key Condo

  • 3
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $257 / night

(10)

1 / 13

Longboat Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$180

Very Good (10 reviews)

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from $180 / night

(1)

1 / 25

Longboat Key Apartment

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$58

Excellent (1 reviews)

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from $58 / night

(1)

1 / 24

Longboat Key Apartment

  • 2
  • 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$135

Very Good (1 reviews)

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from $135 / night

1 / 26

Longboat Key Townhouse

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $99 / night

1 / 10

Longboat Key Townhouse

  • 3
  • 7
  • 90 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $333 / night

(8)

1 / 24

Longboat Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$120

Excellent (8 reviews)

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from $120 / night

1 / 23

Longboat Key Condo

  • 2
  • 6
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $93 / night

1 / 14

Longboat Key Condo

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $83 / night

Your search has been expanded 8.3 miles to include more rentals

1 / 11

Sarasota House - 4.3 miles away

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $240 / night

(6)

1 / 4

Bradenton Apartment - 5.7 miles away

  • 1
  • 2
  • 1 night min
  • Ask about children
  • Air conditioning
  • Pet friendly

from $60 / night

(2)

1 / 21

Bradenton Condo - 6.2 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$100

Very Good (2 reviews)

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from $100 / night

(2)

1 / 16

Bradenton Condo - 6.3 miles away

  • 2
  • 4
  • 90 nights min
  • Ask about children
  • Air conditioning

$63

Very Good (2 reviews)

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from $63 / night

1 / 70

Anna Maria Island Condo - 6.5 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

from $214 / night

(23)

1 / 28

Bradenton Beach Apartment - 6.7 miles away

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Pet friendly

$100

Very Good (23 reviews)

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from $100 / night

(4)

1 / 46

Bradenton Beach Condo - 6.8 miles away

  • 2
  • 4
  • 3 nights min
  • Ask about children
  • Air conditioning

$170

Excellent (4 reviews)

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from $170 / night

(4)

1 / 29

Bradenton Beach Condo - 6.9 miles away

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

$170

Excellent (4 reviews)

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from $170 / night

(3)

1 / 5

Bradenton Condo - 7 miles away

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$122

Very Good (3 reviews)

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from $122 / night

1 / 14

Bradenton Beach Townhouse - 7.1 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $220 / night

1 / 20

Bradenton Beach Condo - 7.2 miles away

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $275 / night

(2)

1 / 4

Cortez Cottage - 7.4 miles away

  • 2
  • 4
  • 30 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$83

Very Good (2 reviews)

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from $83 / night

1 / 24

Bradenton Beach House - 7.5 miles away

  • 6
  • 13
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(2)

1 / 24

Bradenton Beach House - 7.5 miles away

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

Excellent (2 reviews)

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from $400 / night

(5)

1 / 93

Anna Maria Island House - 7.7 miles away

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$350

Excellent (5 reviews)

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from $350 / night

(6)

1 / 41

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$150

Excellent (6 reviews)

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from $150 / night

(9)

1 / 22

Bradenton House - 7.7 miles away

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$129

Very Good (9 reviews)

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from $129 / night

(7)

1 / 72

Anna Maria Island Condo - 7.7 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250

Excellent (7 reviews)

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from $250 / night

1 / 28

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $114 / night

1 / 24

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $186 / night

(28)

1 / 97

Bradenton Beach Condo - 7.7 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$250

Very Good (28 reviews)

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from $250 / night

1 / 81

Anna Maria Island Condo - 8 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $200 / night

(5)

1 / 92

Anna Maria Island Condo - 8.1 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200

Very Good (5 reviews)

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from $200 / night

1 / 24

Bradenton Beach Cottage - 8.1 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

from $150 / night

(2)

1 / 16

Sarasota Condo - 8.3 miles away

  • 2
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$79

Very Good (2 reviews)

Book

from $79 / night