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Longboat Key Vacation Rentals & Apartments with Swimming Pool - 40 Rentals Available.

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7 Vacation rentals

Filters applied: Swimming pool

(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)

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

(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

(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

1 / 10

Longboat Key Townhouse

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

from $333 / 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 / 14

Longboat Key Condo

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

from $83 / night

Your search has been expanded 12.7 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

(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 / 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

(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 / 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 / 38

Bradenton Beach House - 8.4 miles away

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $500 / night

(9)

1 / 22

Bradenton Beach Cottage - 8.4 miles away

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning

$155

Very Good (9 reviews)

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from $155 / night

(67)

1 / 67

Bradenton Beach Cottage - 8.6 miles away

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

$214

Excellent (67 reviews)

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from $214 / night

(5)

1 / 29

Anna Maria Island House - 8.7 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$400

Excellent (5 reviews)

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from $400 / night

(4)

1 / 16

Bradenton House - 8.9 miles away

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$243

Excellent (4 reviews)

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from $243 / night

(10)

1 / 11

Sarasota Guest house - 9.1 miles away

  • 1
  • 3
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Air conditioning

$93

Excellent (10 reviews)

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from $93 / night

(14)

1 / 19

Sarasota House - 9.2 miles away

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$100

Excellent (14 reviews)

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from $100 / night

(4)

1 / 60

Bradenton Villa - 9.5 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$213

Excellent (4 reviews)

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from $213 / night

(1)

1 / 16

Bradenton Condo - 9.8 miles away

  • 3
  • 6
  • 90 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Ask about children

$60

Very Good (1 reviews)

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from $60 / night

(1)

1 / 19

Holmes Beach Cottage - 10.1 miles away

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$143

Excellent (1 reviews)

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from $143 / night

(1)

1 / 39

Holmes Beach House - 10.2 miles away

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$557

Excellent (1 reviews)

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from $557 / night

(3)

1 / 25

Anna Maria Island Condo - 10.5 miles away

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

$142

Excellent (3 reviews)

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from $142 / night

(20)

1 / 11

Holmes Beach Townhouse - 10.7 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$150

Very Good (20 reviews)

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from $150 / night

1 / 24

Holmes Beach House - 10.8 miles away

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $350 / night

(4)

1 / 30

Anna Maria Island House - 11 miles away

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$214

Excellent (4 reviews)

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from $214 / night

(1)

1 / 78

Anna Maria Island Condo - 11 miles away

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$200

Excellent (1 reviews)

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from $200 / night

(7)

1 / 84

Anna Maria Island Condo - 11 miles away

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$250

Excellent (7 reviews)

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from $250 / night

(1)

1 / 44

Anna Maria Island Condo - 11 miles away

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

$150

Excellent (1 reviews)

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from $150 / night

(17)

1 / 77

Anna Maria Island Cottage - 11.3 miles away

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

$186

Excellent (17 reviews)

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from $186 / night

(2)

1 / 13

Sarasota House - 11.9 miles away

  • 2
  • 3
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$120

Average (2 reviews)

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from $120 / night

1 / 2

Bradenton Apartment - 12.2 miles away

  • 2
  • 6
  • 60 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $90 / night

(5)

1 / 17

Sarasota House - 12.7 miles away

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

$228

Excellent (5 reviews)

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from $228 / night