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Viewing 40 of 202 rentals in Siesta Key

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Holiday Lettings
> North America
> United States
> Florida
> Beach rentals and villas in Siesta Key

Beach rentals in Siesta Key and Villas - Holiday Lettings - Holiday Rentals Siesta Key

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
Tripadvisor rating Vrbo rating
Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (1)
  • House (1)
  • Condo (2)

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4 Holiday homes

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Applied filters (2)
Fireplace
Private pool

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £145 / night

£1,463 / week

1 / 56

Holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £364 / night

£2,542 / week

1 / 27

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £138 / night

£1,600 / week

1 / 56

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
1 review

from £165 / night

£1,463 / week

1 / 62

These homes match some but not all of your filters.

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Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Fireplace

1 review

from £799 / night

£5,591 / week

1 / 23

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Private pool

1 review

from £344 / night

£2,382 / week

1 / 38

Holiday condo with swimming pool in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

5 reviews

from £101 / night

£706 / week

1 / 40

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

9 reviews

from £642 / night

£4,489 / week

1 / 27

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private pool

7 reviews

from £218 / night

£2,640 / week

1 / 50

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Fireplace

63 reviews

from £400 / night

£2,800 - £5,600 / week

1 / 47

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

23 reviews

from £389 / night

£2,723 - £6,325 / week

1 / 24

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

4 reviews

from £550 / night

£3,847 / week

1 / 42

Ski home to rent in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £435 / night

£3,046 / week

1 / 22

Cottage rental in Siesta Key

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

1 review

from £179 / night

£1,251 / week

1 / 25

Holiday home rental

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

2 reviews

from £206 / night

£1,443 / week

1 / 33

Holiday home with swimming pool in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Fireplace

from £802 / night

£5,611 / week

1 / 49

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £321 / night

£2,245 / week

1 / 27

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Fireplace

1 review

from £2,280 / night

£15,959 / week

1 / 64

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Fireplace

from £275 / night

£1,924 / week

1 / 28

Home rental in Siesta Key with swimming pool

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £183 / night

£1,648 / week

1 / 51

Holiday home in Siesta Key

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Fireplace

from £573 / night

£4,008 / week

1 / 194

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £393 / night

£2,430 / week

1 / 54

Holiday home in Siesta Key

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £412 / night

£2,879 / week

1 / 49

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £329 / night

£2,302 / week

1 / 36

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £595 / night

£4,162 / week

1 / 39

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

from £183 / night

£1,276 / week

1 / 15

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

6 reviews

from £366 / night

£2,559 / week

1 / 49

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £176 / night

£1,667 / week

1 / 57

Holiday home rental

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Fireplace

from £261 / night

£1,824 / week

1 / 49

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £232 / night

£1,621 - £2,451 / week

1 / 28

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £137 / night

£958 - £1,705 / week

1 / 19

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £232 / night

£1,621 - £2,451 / week

1 / 26

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £137 / night

£958 - £1,705 / week

1 / 23

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £211 / night

£1,473 - £2,224 / week

1 / 28

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £199 / night

£1,390 - £2,016 / week

1 / 17

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

1 review

from £114 / night

£795 - £1,465 / week

1 / 16

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £211 / night

£1,473 - £2,224 / week

1 / 30

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £134 / night

£935 - £1,617 / week

1 / 26

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £110 / night

£767 - £1,318 / week

1 / 30

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £211 / night

£1,473 - £2,224 / week

1 / 29

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