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Siesta Key Waterfront Beach Rentals, Vacation Rentals & More - 187 Rentals Available.

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187 Vacation rentals

Filters applied: Waterfront

(39)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly

$124.00

Excellent (39 reviews)

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from $124.00 / night

(13)

1 / 16

Siesta Key Condo

  • 1
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 37 minutes

$159.00

Very Good (13 reviews)

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from $159.00 / night

(27)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$189.00

Excellent (27 reviews)

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from $189.00 / night

(7)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly

$124.00

Excellent (7 reviews)

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from $124.00 / night

(15)

1 / 38

Siesta Key House

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$659.00

Very Good (15 reviews)

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from $659.00 / night

(6)

1 / 53

Siesta Key House

  • 3
  • 9
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

$682.00

Excellent (6 reviews)

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from $682.00 / night

(12)

1 / 40

Siesta Key Condo

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

$89.00

Excellent (12 reviews)

Inquire

from $89.00 / night

(2)

1 / 16

Siesta Key Condo

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

$243.00

Excellent (2 reviews)

Inquire

from $243.00 / night

1 / 24

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

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from $258.00 / night

1 / 14

Siesta Key Condo

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

$138.00

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from $138.00 / night

(8)

1 / 23

Siesta Key House

  • 4
  • 10
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$880.00

Excellent (8 reviews)

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from $880.00 / night

(8)

1 / 22

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly

$147.00

Excellent (8 reviews)

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from $147.00 / night

(2)

1 / 10

Siesta Key Condo

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$101.00

Excellent (2 reviews)

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from $101.00 / night

(5)

1 / 18

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$263.00

Excellent (5 reviews)

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from $263.00 / night

(14)

1 / 41

Siesta Key Condo

  • 2
  • 4
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly

$199.00

Excellent (14 reviews)

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from $199.00 / night

(17)

1 / 31

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$236.00

Excellent (17 reviews)

Inquire

from $236.00 / night

(4)

1 / 25

Siesta Key Condo

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

$104.00

Very Good (4 reviews)

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from $104.00 / night

(2)

1 / 25

Siesta Key Condo

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Ask about children

$304.00

Excellent (2 reviews)

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from $304.00 / night

(2)

1 / 22

Siesta Key House

  • 3
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$373.00

Very Good (2 reviews)

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from $373.00 / night

1 / 13

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 16

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 16

Siesta Key Condo

  • 3
  • 6
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$338.00

Book

from $338.00 / night

1 / 17

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$263.00

Book

from $263.00 / night

1 / 19

Siesta Key Condo

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$304.00

Book

from $304.00 / night

1 / 20

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$287.00

Book

from $287.00 / night

1 / 14

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 32

Siesta Key Condo

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$304.00

Book

from $304.00 / night

1 / 16

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 13

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 16

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

1 / 24

Siesta Key Condo

  • 1
  • 4
  • min stay varies
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$258.00

Book

from $258.00 / night

(1)

1 / 23

Siesta Key Condo

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

$352.00

Excellent (1 reviews)

Book

from $352.00 / night

1 / 16

Siesta Key Condo

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.09 mi
  • Swimming pool
  • Child friendly

$304.00

Book

from $304.00 / night

1 / 27

Siesta Key Apartment

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

$228.00

Inquire

from $228.00 / night

1 / 26

Siesta Key Apartment

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

$243.00

Inquire

from $243.00 / night

(1)

1 / 26

Siesta Key Apartment

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

$129.00

Excellent (1 reviews)

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from $129.00 / night

(1)

1 / 37

Siesta Key Apartment

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

$243.00

Very Good (1 reviews)

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from $243.00 / night

1 / 22

Siesta Key Apartment

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

$225.00

Inquire

from $225.00 / night

1 / 15

Siesta Key Apartment

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

$125.00

Inquire

from $125.00 / night

1 / 23

Siesta Key Apartment

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

$156.00

Inquire

from $156.00 / night