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Siesta Key 2-bedroom Beach Rentals, Vacation Rentals & More - 325 Rentals Available.

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325 Vacation rentals

Filters applied: 2+ Bedrooms

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)

1 / 22

Siesta Key House

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

$170.00

Very Good (1 reviews)

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from $170.00 / night

(33)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”
- Review left on 01/02/2013

$101.00

Excellent (33 reviews)

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from $101.00 / 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

1 / 39

Siesta Key House

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

$380.00

Book

from $380.00 / night

(1)

1 / 25

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$380.00

Excellent (1 reviews)

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from $380.00 / night

1 / 35

Siesta Key House

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

$235.00

Book

from $235.00 / 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

$310.00

Book

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 / 31

Siesta Key House

  • 4
  • 14
  • 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

(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Had an excellent time! Unit was clean and precisely as described. Great location on Siesta Key with a short walk for Groceries, Food and Libations. Beach was a 5min walk across the street (using the signaled crosswalk) through the beachside section...”
- Review left on 03/13/2017

$101.00

Excellent (5 reviews)

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from $101.00 / night

1 / 17

Siesta Key House

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

$240.00

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from $240.00 / night

(25)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
“This was our first trip to Siesta Key, but not our last! We are already booking another stay at Siesta Breakers for next year. It is a great location on the Beach and great access to the mainland...”
- Review left on 07/14/2014

$173.00

Excellent (25 reviews)

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from $173.00 / night

1 / 29

Siesta Key House

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

$270.00

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from $270.00 / 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 / 26

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

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from $240.00 / night

1 / 51

Siesta Key House

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

$713.00

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from $713.00 / 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 / 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 / 45

Siesta Key House

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

$175.00

Book

from $175.00 / 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 / 24

Siesta Key House

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

$206.00

Book

from $206.00 / night

1 / 40

Siesta Key House

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

$713.00

Book

from $713.00 / night

(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 / 35

Siesta Key House

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

$380.00

Book

from $380.00 / night

1 / 32

Siesta Key House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$270.00

Book

from $270.00 / 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 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$158.00

Inquire

from $158.00 / 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 / 24

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$235.00

Book

from $235.00 / 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

(1)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$272.00

Excellent (1 reviews)

Inquire

from $272.00 / 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 / 29

Siesta Key House

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

$206.00

Book

from $206.00 / night

1 / 40

Siesta Key House

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

$235.00

Book

from $235.00 / night

1 / 31

Siesta Key House

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

$310.00

Book

from $310.00 / night

(1)

1 / 25

Siesta Key Cottage

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

$153.00

Excellent (1 reviews)

Book

from $153.00 / night