Search 105,200+ Vacation Rentals

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

262 Vacation rentals

(3)

1 / 18

Siesta Key Condo

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$154

Excellent (3 reviews)

Inquire

from $154 / night

(2)

1 / 19

Siesta Key House

  • 5
  • 12
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$250

Excellent (2 reviews)

Inquire

from $250 / night

1 / 34

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $214 / night

1 / 33

Siesta Key House

  • 5
  • 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $250 / night

1 / 24

Siesta Key Condo

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

from $158 / night

(3)

1 / 21

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$266

Very Good (3 reviews)

Inquire

from $266 / night

(11)

1 / 40

Siesta Key Condo

  • 2
  • 6
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$89

Excellent (11 reviews)

Inquire

from $89 / night

1 / 35

Siesta Key House

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

from $179 / night

(1)

1 / 10

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$146

Excellent (1 reviews)

Inquire

from $146 / night

(7)

1 / 23

Siesta Key Condo

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$135

Very Good (7 reviews)

Inquire

from $135 / night

1 / 25

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $326 / night

1 / 35

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $206 / night

1 / 33

Siesta Key Condo

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $199 / night

1 / 32

Siesta Key House

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $250 / night

(8)

1 / 30

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$118

Excellent (8 reviews)

Inquire

from $118 / night

(18)

1 / 24

Siesta Key Townhouse

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$295

Excellent (18 reviews)

Inquire

from $295 / night

(4)

1 / 24

Siesta Key House

  • 7
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$1000

Excellent (4 reviews)

Inquire

from $1000 / night

1 / 24

Siesta Key Villa

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $200 / night

(9)

1 / 10

Siesta Key Apartment

  • 1
  • 3
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$140

Very Good (9 reviews)

Inquire

from $140 / night

(2)

1 / 21

Siesta Key Condo

  • 1
  • 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$191

Excellent (2 reviews)

Inquire

from $191 / night

(11)

1 / 13

Siesta Key Apartment

  • 1
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$175

Excellent (11 reviews)

Inquire

from $175 / night

1 / 24

Siesta Key Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $200 / night

1 / 39

Siesta Key House

  • 3
  • 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children

from $395 / night

1 / 25

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $243 / night

(4)

1 / 11

Siesta Key Condo

  • 2
  • 6
  • 30 nights min
  • Ask about children
  • Air conditioning

$107

Excellent (4 reviews)

Inquire

from $107 / night

1 / 24

Siesta Key Condo

  • 2
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $243 / night

1 / 30

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $266 / night

(2)

1 / 11

Siesta Key Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$144

Excellent (2 reviews)

Inquire

from $144 / night

(4)

1 / 37

Siesta Key House

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$400

Excellent (4 reviews)

Inquire

from $400 / night

(1)

1 / 34

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$179

Excellent (1 reviews)

Inquire

from $179 / night

(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$121

Excellent (5 reviews)

Inquire

from $121 / night

(2)

1 / 10

Siesta Key Condo

  • 1
  • 4
  • 14 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$80

Excellent (2 reviews)

Inquire

from $80 / night

1 / 18

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $229 / night

1 / 24

Siesta Key Condo

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

from $229 / night

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

from $243 / night

1 / 20

Siesta Key Villa

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $143 / night

1 / 24

Siesta Key Condo

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

from $243 / night

1 / 24

Siesta Key Condo

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $243 / night

(1)

1 / 18

Siesta Key Cottage

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

$286

Very Good (1 reviews)

Inquire

from $286 / night