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Siesta Key Waterfront Beach Rentals, Vacation Rentals & More - 236 Rentals Available.

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236 Vacation rentals

Filters applied: Waterfront

1 / 29

Siesta Key House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$525

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from $525 / night

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(6)

1 / 37

Siesta Key House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$400

Excellent (6 reviews)

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from $400 / night

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1 / 24

Siesta Key House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200

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from $200 / night

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(1)

1 / 16

Siesta Key Condo

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

$172

Excellent (1 reviews)

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from $172 / night

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1 / 20

Siesta Key Villa

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

$285

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from $285 / night

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1 / 41

Siesta Key House

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$395

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from $395 / night

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(25)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.08 mi
  • Swimming pool
  • Child friendly

$115

Excellent (25 reviews)

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from $115 / night

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(2)

1 / 20

Siesta Key Townhouse

  • 3
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning

$200

Very Good (2 reviews)

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from $200 / night

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1 / 24

Siesta Key Studio

  • -1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$69

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from $69 / night

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1 / 24

Siesta Key Condo

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

$186

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from $186 / night

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(7)

1 / 15

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$714

Excellent (7 reviews)

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from $714 / night

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1 / 33

Siesta Key Condo

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$199

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from $199 / night

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1 / 29

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$310

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from $310 / night

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(1)

1 / 28

Siesta Key House

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$179

Excellent (1 reviews)

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from $179 / night

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(2)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195

Average (2 reviews)

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from $195 / night

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(2)

1 / 34

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$179

Excellent (2 reviews)

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from $179 / night

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1 / 24

Siesta Key Condo

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

$160

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from $160 / night

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1 / 26

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$266

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from $266 / night

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(3)

1 / 11

Siesta Key Villa

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

$144

Excellent (3 reviews)

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from $144 / night

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(4)

1 / 9

Siesta Key Condo

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

$99

Very Good (4 reviews)

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from $99 / night

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(8)

1 / 30

Siesta Key Condo

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

$118

Excellent (8 reviews)

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from $118 / night

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(33)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$75

Excellent (33 reviews)

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from $75 / night

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1 / 35

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$179

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from $179 / night

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1 / 31

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$300

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from $300 / night

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(1)

1 / 24

Siesta Key Condo

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$315

Excellent (1 reviews)

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from $315 / night

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1 / 24

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$214

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from $214 / night

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(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool

$122

Excellent (5 reviews)

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from $122 / night

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1 / 24

Siesta Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$195

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from $195 / night

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1 / 24

Siesta Key Condo

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

$229

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from $229 / night

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(1)

1 / 24

Siesta Key Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$200

Very Good (1 reviews)

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from $200 / night

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1 / 24

Siesta Key Condo

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

$180

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from $180 / night

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(2)

1 / 19

Siesta Key House

  • 5
  • 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$250

Excellent (2 reviews)

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from $250 / night

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(5)

1 / 21

Siesta Key Condo

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$195

Excellent (5 reviews)

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from $195 / night

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(6)

1 / 18

Siesta Key Condo

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

$154

Very Good (6 reviews)

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from $154 / night

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1 / 24

Siesta Key Condo

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

$180

Inquire

from $180 / night

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(3)

1 / 18

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$230

Excellent (3 reviews)

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from $230 / night

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(7)

1 / 23

Siesta Key Condo

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

$135

Very Good (7 reviews)

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from $135 / night

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1 / 24

Siesta Key Condo

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

$243

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from $243 / night

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1 / 36

Siesta Key Condo

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

$400

Inquire

from $400 / night

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(5)

1 / 21

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$266

Very Good (5 reviews)

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from $266 / night

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