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336 Vacation rentals

1 / 30

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

1 / 25

Siesta Key House

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

from $266 / night

(3)

1 / 21

Siesta Key House

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

$266

Very Good (3 reviews)

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from $266 / night

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $229 / night

(3)

1 / 18

Siesta Key Condo

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

$155

Excellent (3 reviews)

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from $155 / night

(2)

1 / 10

Siesta Key Condo

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$80

Excellent (2 reviews)

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from $80 / night

(5)

1 / 10

Siesta Key Apartment

  • 1
  • 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$140

Very Good (5 reviews)

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from $140 / night

1 / 24

Siesta Key Condo

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

from $200 / night

1 / 24

Siesta Key Condo

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

from $229 / night

(4)

1 / 24

Siesta Key House

  • 7
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1001

Excellent (4 reviews)

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from $1001 / night

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $158 / night

1 / 24

Siesta Key Condo

  • 5
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $372 / night

1 / 32

Siesta Key House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $251 / night

(11)

1 / 24

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$496

Excellent (11 reviews)

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from $496 / night

1 / 24

Siesta Key Villa

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

from $200 / night

(2)

1 / 24

Siesta Key Condo

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

$200

Average (2 reviews)

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from $200 / night

(2)

1 / 19

Siesta Key House

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

$251

Excellent (2 reviews)

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from $251 / night

1 / 35

Siesta Key House

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

from $206 / night

(2)

1 / 11

Siesta Key Villa

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

$144

Excellent (2 reviews)

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from $144 / night

(4)

1 / 11

Siesta Key Condo

  • 2
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning

$107

Excellent (4 reviews)

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from $107 / night

1 / 20

Siesta Key Villa

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

from $144 / night

1 / 24

Siesta Key Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $271 / night

1 / 24

Siesta Key Condo

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

from $244 / night

1 / 24

Siesta Key Condo

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

from $271 / night

1 / 34

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $215 / night

1 / 33

Siesta Key Condo

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $200 / night

(8)

1 / 17

Siesta Key Condo

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

$144

Excellent (8 reviews)

Inquire

from $144 / night

(7)

1 / 23

Siesta Key Condo

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

$136

Very Good (7 reviews)

Inquire

from $136 / night

1 / 33

Siesta Key House

  • 5
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $251 / night

1 / 35

Siesta Key House

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

from $180 / night

(1)

1 / 16

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$173

Excellent (1 reviews)

Inquire

from $173 / night

1 / 24

Siesta Key Condo

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

from $244 / night

1 / 24

Siesta Key Condo

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

from $244 / night

1 / 24

Siesta Key Condo

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

from $271 / night

(1)

1 / 34

Siesta Key House

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

$180

Excellent (1 reviews)

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from $180 / night

(7)

1 / 15

Siesta Key House

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

$714

Excellent (7 reviews)

Inquire

from $714 / night

1 / 24

Siesta Key Condo

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

from $271 / night

(18)

1 / 24

Siesta Key Townhouse

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$350

Excellent (18 reviews)

Book

from $350 / night

1 / 24

Siesta Key Condo

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

from $244 / night

(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$122

Excellent (5 reviews)

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from $122 / night