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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 89 Rentals Available.

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89 Vacation rentals

Filters applied: Pet Friendly

1 / 38

Siesta Key House

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

$380.00

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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 / 17

Siesta Key House

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

$240.00

Book

from $240.00 / night

1 / 43

Siesta Key House

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

$310.00

Book

from $310.00 / night

(1)

1 / 22

Siesta Key House

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

$170.00

Very Good (1 reviews)

Book

from $170.00 / 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 / 38

Siesta Key House

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

$235.00

Book

from $235.00 / night

1 / 26

Siesta Key House

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

$170.00

Book

from $170.00 / 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 / 51

Siesta Key House

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

$713.00

Book

from $713.00 / night

1 / 24

Siesta Key House

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

$170.00

Book

from $170.00 / night

1 / 16

Siesta Key House

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

$240.00

Book

from $240.00 / 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 / 31

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 24

Siesta Key House

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

$206.00

Book

from $206.00 / 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 / 45

Siesta Key House

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

$175.00

Book

from $175.00 / 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 / 43

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

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

$713.00

Book

from $713.00 / 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 / 30

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

$170.00

Book

from $170.00 / night

1 / 24

Siesta Key Cottage

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

$170.00

Book

from $170.00 / night

1 / 27

Siesta Key House

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

$170.00

Book

from $170.00 / night

1 / 40

Siesta Key House

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

$235.00

Book

from $235.00 / 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 / 29

Siesta Key House

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

$170.00

Book

from $170.00 / night

1 / 29

Siesta Key House

  • 2
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200.00

Book

from $200.00 / night

(1)

1 / 25

Siesta Key Cottage

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

$153.00

Excellent (1 reviews)

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from $153.00 / night

(2)

1 / 41

Siesta Key Condo

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

$143.00

Excellent (2 reviews)

Inquire

from $143.00 / 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 / 29

Siesta Key House

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

$206.00

Book

from $206.00 / night

1 / 36

Siesta Key House

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

$713.00

Book

from $713.00 / night

(6)

1 / 38

Siesta Key House

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

$450.00

Excellent (6 reviews)

Book

from $450.00 / night

1 / 10

Siesta Key House

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

$255.00

Book

from $255.00 / night

(3)

1 / 33

Siesta Key House

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

$396.00

Excellent (3 reviews)

Book

from $396.00 / night

1 / 24

Siesta Key House

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

$240.00

Book

from $240.00 / 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)

Book

from $450.00 / night

1 / 25

Siesta Key House

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

$170.00

Book

from $170.00 / night

(6)

1 / 20

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The villa was very nice , well equipped, immaculate and very comfortable. We enjoyed the courtyard and pool very much and are stay was very relaxing. The area has everything you would want on vacation along with one of the best beaches. Dave from...”
- Review left on 04/28/2015

$170.00

Excellent (6 reviews)

Book

from $170.00 / night