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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 80 Rentals Available.

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80 Vacation rentals

Filters applied: Pet Friendly

1 / 39

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$345.00

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from $345.00 / night

1 / 33

Siesta Key House

  • 4
  • 12
  • 4 nights min
  • Child friendly
  • Pet friendly

$380.00

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from $380.00 / night

1 / 24

Siesta Key House

  • 4
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

$170.00

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from $170.00 / night

1 / 35

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$380.00

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from $380.00 / night

(3)

1 / 34

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$200.00

Excellent (3 reviews)

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from $200.00 / night

(7)

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

$495.00

Excellent (7 reviews)

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from $495.00 / night

1 / 16

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$240.00

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from $240.00 / night

1 / 51

Siesta Key House

  • 8
  • 24
  • 4 nights min
  • Child friendly
  • Pet friendly

$712.00

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from $712.00 / night

1 / 21

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

(9)

1 / 18

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
“Great property, beautiful pool, super close to the beach and the village - will totally be back! Awesome property management as well...”
- Review left on 06/13/2016

$143.00

Excellent (9 reviews)

Inquire

from $143.00 / night

1 / 66

Siesta Key House

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

$712.00

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from $712.00 / night

(3)

1 / 38

Siesta Key House

  • 5
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$625.00

Excellent (3 reviews)

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from $625.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$310.00

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from $310.00 / night

(1)

1 / 47

Siesta Key House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$235.00

Excellent (1 reviews)

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from $235.00 / night

1 / 26

Siesta Key House

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

$310.00

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from $310.00 / night

(3)

1 / 24

Siesta Key Condo

  • 1
  • 4
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This place is absolutely great. Me and my girlfriend spent two nights over the weekend at this condo. First of all this place has more stuff that we could imagine. It literally includes everything you need for having a pleasant and comfortable stay....”
- Review left on 07/26/2016

$75.00

Excellent (3 reviews)

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from $75.00 / night

1 / 36

Siesta Key House

  • 4
  • 12
  • 4 nights min
  • Child friendly
  • Pet friendly

$380.00

Book

from $380.00 / night

(3)

1 / 33

Siesta Key House

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

$395.00

Excellent (3 reviews)

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from $395.00 / night

1 / 40

Siesta Key House

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

$235.00

Book

from $235.00 / 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 / 29

Siesta Key House

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

$270.00

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from $270.00 / night

(5)

1 / 21

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We really enjoyed our stay and would come back . The only reason I gave four stars is we had six people and the sleeper sofa was so bad that they slept on the floor. The rental was well equipped for cooking in and beach stuff( cart to haul chairs,...”
- Review left on 08/07/2016

$266.00

Very Good (5 reviews)

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from $266.00 / night

1 / 24

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$240.00

Book

from $240.00 / night

1 / 29

Siesta Key House

  • 2
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$200.00

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from $200.00 / night

(2)

1 / 38

Siesta Key Villa

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$310.00

Average (2 reviews)

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from $310.00 / night

1 / 40

Siesta Key House

  • 8
  • 12
  • 4 nights min
  • Child friendly
  • Pet friendly

$712.00

Book

from $712.00 / night

1 / 36

Siesta Key House

  • 8
  • 24
  • 4 nights min
  • Child friendly
  • Pet friendly

$712.00

Book

from $712.00 / night

1 / 38

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$235.00

Book

from $235.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Child friendly
  • Pet friendly

$380.00

Book

from $380.00 / night

1 / 30

Siesta Key Cottage

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$200.00

Book

from $200.00 / night

1 / 17

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$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)

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from $450.00 / night

1 / 25

Siesta Key House

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Pet friendly

$170.00

Book

from $170.00 / night

1 / 29

Siesta Key House

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

$170.00

Book

from $170.00 / night

1 / 26

Siesta Key House

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

$170.00

Book

from $170.00 / night

1 / 27

Siesta Key House

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Pet friendly

$170.00

Book

from $170.00 / night

1 / 29

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Pet friendly

$240.00

Book

from $240.00 / night

1 / 24

Siesta Key House

  • 3
  • 8
  • 4 nights min
  • Child friendly
  • Pet friendly

$240.00

Book

from $240.00 / night

1 / 45

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Pet friendly

$175.00

Book

from $175.00 / night

1 / 25

Siesta Key Cottage

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

$152.00

Book

from $152.00 / night