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Siesta Key 4+ bedroom Beach Rentals, Vacation Rentals & More - 57 Rentals Available.

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57 Vacation rentals

Filters applied: 4+ Bedrooms

1 / 43

Siesta Key House

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

$310.00

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from $310.00 / night

1 / 33

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 39

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 35

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 40

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 43

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 38

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 40

Siesta Key House

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

$235.00

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from $235.00 / night

1 / 66

Siesta Key House

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

$713.00

Book

from $713.00 / night

1 / 31

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

Book

from $380.00 / night

1 / 39

Siesta Key House

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

$175.00

Book

from $175.00 / night

1 / 40

Siesta Key House

  • 8
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$713.00

Book

from $713.00 / night

1 / 36

Siesta Key House

  • 8
  • 24
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$713.00

Book

from $713.00 / night

1 / 51

Siesta Key House

  • 8
  • 24
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$713.00

Book

from $713.00 / 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

(6)

1 / 38

Siesta Key House

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

$450.00

Excellent (6 reviews)

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from $450.00 / night

1 / 45

Siesta Key House

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

$175.00

Book

from $175.00 / night

(1)

1 / 26

Siesta Key House

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

$310.00

Excellent (1 reviews)

Book

from $310.00 / night

1 / 36

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 16

Siesta Key House

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

$310.00

Book

from $310.00 / night

1 / 38

Siesta Key House

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

$235.00

Book

from $235.00 / night

(2)

1 / 18

Siesta Key Cottage

  • 4
  • 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We loved the home. We had our whole family, parents, children, grandchildren, and it was spacious enough for everyone to have their own space. The tropical back yard was gorgeous. The kitchen was very well equipped. The only negative is the...”
- Review left on 10/24/2016

$310.00

Very Good (2 reviews)

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from $310.00 / night

1 / 10

Siesta Key House

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

$255.00

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from $255.00 / night

1 / 40

Siesta Key House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$415.00

Book

from $415.00 / night

1 / 29

Siesta Key House

  • 4
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$270.00

Book

from $270.00 / night

1 / 31

Siesta Key House

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

$310.00

Book

from $310.00 / night

(9)

1 / 37

Siesta Key House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“House was newly renovated, nicely funnies and clean. Short walk to Siesta Key Beach and 1 mile to town. Very sweet neighborhood...”
- Review left on 03/05/2017

$395.00

Excellent (9 reviews)

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from $395.00 / night

(3)

1 / 38

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

$450.00

Average (3 reviews)

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from $450.00 / night

(7)

1 / 15

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • 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

$1,000.00

Excellent (7 reviews)

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from $1,000.00 / night

1 / 23

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Nearest beach 0.2 mi
  • Swimming pool
  • Child friendly

$495.00

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from $495.00 / night

1 / 36

Siesta Key Condo

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

$500.00

Inquire

from $500.00 / night

(2)

1 / 38

Siesta Key Villa

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

$310.00

Average (2 reviews)

Book

from $310.00 / night

1 / 28

Siesta Key Apartment

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$385.00

Inquire

from $385.00 / night