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Siesta Key Pet-Friendly Beach Rentals, Vacation Rentals & More - 85 Rentals Available.

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85 Vacation rentals

Filters applied: Pet Friendly

1 / 40

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 43

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$310.00

Book

from $310.00 / night

(1)

1 / 39

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Excellent (1 reviews)

Book

from $380.00 / night

(1)

1 / 25

Siesta Key Cottage

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

Responds fast! Avg. 1 hour 17 minutes

$153.00

Excellent (1 reviews)

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from $153.00 / 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 / 38

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$235.00

Book

from $235.00 / night

1 / 51

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$713.00

Book

from $713.00 / night

1 / 33

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 35

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

(1)

1 / 23

Siesta Key House

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

$550.00

Excellent (1 reviews)

Book

from $550.00 / night

1 / 24

Siesta Key Cottage

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

(7)

1 / 38

Siesta Key House

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

$450.00

Excellent (7 reviews)

Book

from $450.00 / night

1 / 36

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 31

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 26

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

1 / 29

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

1 / 43

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 40

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$713.00

Book

from $713.00 / night

1 / 24

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

1 / 45

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$175.00

Book

from $175.00 / night

1 / 38

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$380.00

Book

from $380.00 / night

1 / 36

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$713.00

Book

from $713.00 / night

1 / 27

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

1 / 40

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$235.00

Book

from $235.00 / night

1 / 29

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$205.00

Book

from $205.00 / night

1 / 29

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$270.00

Book

from $270.00 / night

(1)

1 / 26

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$310.00

Excellent (1 reviews)

Book

from $310.00 / night

1 / 30

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Book

from $170.00 / night

1 / 16

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$240.00

Book

from $240.00 / night

(3)

1 / 41

Siesta Key Condo

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

$143.00

Excellent (3 reviews)

Inquire

from $143.00 / night

1 / 24

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$205.00

Book

from $205.00 / night

1 / 24

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$240.00

Book

from $240.00 / night

(4)

1 / 33

Siesta Key House

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

$395.00

Excellent (4 reviews)

Book

from $395.00 / night

(4)

1 / 25

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

Very Good (4 reviews)

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from $75.00 / night

1 / 17

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$240.00

Book

from $240.00 / night

(1)

1 / 22

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$170.00

Very Good (1 reviews)

Book

from $170.00 / night

1 / 29

Siesta Key House

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

Responds fast! Avg. 1 hour 17 minutes

$200.00

Book

from $200.00 / 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)

Book

from $395.00 / night

(2)

1 / 38

Siesta Key House

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.75 mi
  • Swimming pool

Responds fast! Avg. 1 hour 17 minutes

“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 (2 reviews)

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from $375.00 / 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

$229.00

Very Good (2 reviews)

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from $229.00 / night