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Siesta Key 3-bedroom Beach Rentals, Vacation Rentals & More - 108 Rentals Available.

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108 Vacation rentals

Filters applied: 3+ Bedrooms

(4)

1 / 33

Siesta Key House

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

$453.00

Excellent (4 reviews)

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from $453.00 / night

(8)

1 / 38

Siesta Key House

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

$516.00

Excellent (8 reviews)

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from $516.00 / night

(2)

1 / 24

Siesta Key Apartment

  • 3
  • 8
  • min stay varies
  • Child friendly

Responds fast! Avg. 2 hours 25 minutes

$567.00

Excellent (2 reviews)

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from $567.00 / night

1 / 40

Siesta Key House

  • 4
  • 8
  • min stay varies
  • Child friendly
  • Pet friendly

$260.00

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from $260.00 / night

(2)

1 / 23

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$682.00

Excellent (2 reviews)

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from $682.00 / night

(1)

1 / 39

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Excellent (1 reviews)

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from $395.00 / night

1 / 33

Siesta Key Townhouse

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

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from $255.00 / night

(1)

1 / 26

Siesta Key House

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

$325.00

Excellent (1 reviews)

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from $325.00 / night

1 / 43

Siesta Key House

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

$325.00

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from $325.00 / night

1 / 27

Siesta Key House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

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from $150.00 / night

(1)

1 / 76

Siesta Key House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$280.00

Excellent (1 reviews)

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from $280.00 / night

1 / 39

Siesta Key House

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

$250.00

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from $250.00 / night

1 / 36

Siesta Key House

  • 8
  • 24
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$728.00

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from $728.00 / night

1 / 40

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

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from $395.00 / night

(2)

1 / 28

Siesta Key House

  • 3
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“My husband and I stayed at Tiffany Sands for the months of February and March 2016. We loved the proximity to the beach and Siesta Key Village. The townhouse is well appointed and had nearly everything we needed for a comfortable 2 month stay. The...”
- Review left on 04/28/2016

$262.00

Very Good (2 reviews)

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from $262.00 / night

1 / 34

Siesta Key Townhouse

  • 3
  • 9
  • min stay varies
  • Child friendly

$255.00

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from $255.00 / night

1 / 40

Siesta Key House

  • 8
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$728.00

Book

from $728.00 / night

1 / 40

Siesta Key Townhouse

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

Book

from $255.00 / night

1 / 31

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

Book

from $325.00 / night

1 / 27

Siesta Key House

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

$260.00

Book

from $260.00 / night

1 / 33

Siesta Key House

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

Book

from $255.00 / night

1 / 45

Siesta Key House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

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from $250.00 / night

1 / 43

Siesta Key House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$465.00

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from $465.00 / night

1 / 18

Siesta Key House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$260.00

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from $260.00 / night

(7)

1 / 15

Siesta Key House

  • 4
  • 14
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“We used this house as a work retreat and a celebration! Overall, the house was perfect. Plenty of space, the views were awesome, the living room was great for a work meeting (5 people). The balconies were great. A good location...away from the town...”
- Review left on 01/23/2017

$982.00

Excellent (7 reviews)

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from $982.00 / night

(3)

1 / 52

Siesta Key House

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.75 mi
  • Swimming pool
“Beautiful home with so many added features! We are definitely coming back and staying at The Grand Canal...”
- Review left on 10/20/2015

$375.00

Excellent (3 reviews)

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from $375.00 / night

1 / 49

Siesta Key House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$325.00

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from $325.00 / night

1 / 51

Siesta Key House

  • 8
  • 24
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$728.00

Book

from $728.00 / night

1 / 33

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night

1 / 16

Siesta Key House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

Book

from $255.00 / night

1 / 36

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night

1 / 52

Siesta Key House

  • 3
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$255.00

Book

from $255.00 / night

1 / 30

Siesta Key Cottage

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$226.00

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from $226.00 / night

1 / 31

Siesta Key House

  • 4
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night

1 / 24

Siesta Key House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$220.00

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from $220.00 / night

1 / 66

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$728.00

Book

from $728.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night

1 / 29

Siesta Key House

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$220.00

Book

from $220.00 / night

1 / 35

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night

1 / 38

Siesta Key House

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$395.00

Book

from $395.00 / night