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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 (2)
  • Villa (1)
  • Townhouse (1)
  • Condo (4)

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2 Holiday homes

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Apartment
City breaks

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
18 reviews

from £213 / night

£1,486 - £2,766 / week

1 / 59

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10
23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

These homes match some but not all of your filters.

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Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Property type

1 review

from £343 / night

£2,377 / week

1 / 38

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £114 / night

£798 - £2,077 / week

1 / 24

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

29 reviews

from £227 / night

£1,585 - £3,193 / week

1 / 24

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

51 reviews

from £480 / night

£3,360 / week

1 / 69

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

5 reviews

from £275 / night

£1,641 - £2,647 / week

1 / 22

Siesta Key holiday apartment accommodation

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

26 reviews

from £147 / night

£1,024 / week

1 / 33

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: City breaks

15 reviews

from £206 / night

£1,440 - £2,080 / week

1 / 16

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: City breaks

2 reviews

from £164 / night

£1,146 / week

1 / 80

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

2 reviews

from £327 / night

£2,286 / week

1 / 22

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

18 reviews

from £132 / night

£924 - £1,591 / week

1 / 41

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

34 reviews

from £406 / night

£2,842 / week

1 / 52

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

25 reviews

from £251 / night

£1,757 - £2,635 / week

1 / 27

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

67 reviews

from £217 / night

£1,517 - £2,715 / week

1 / 36

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

12 reviews

from £343 / night

£2,400 / week

1 / 39

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

21 reviews

from £151 / night

£1,056 / week

1 / 36

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £109 / night

£634 - £1,408 / week

1 / 42

Siesta Key holiday apartment rental

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 35

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 38

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 35

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 36

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 37

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 36

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 37

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: City breaks

from £391 / night

£2,469 / week

1 / 37

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

41 reviews

from £114 / night

£798 - £2,077 / week

1 / 24

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £191 / night

£1,338 / week

1 / 15

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

from £255 / night

£1,786 / week

1 / 20

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: City breaks

from £274 / night

£1,914 / week

1 / 21

Holiday apartment in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: City breaks

from £319 / night

£2,234 / week

1 / 30

Holiday apartment in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: City breaks

from £365 / night

£2,554 / week

1 / 27

Apartment rental in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: City breaks

from £329 / night

£2,298 / week

1 / 27

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £211 / night

£1,471 - £2,221 / week

1 / 36

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

1 review

from £137 / night

£957 - £1,703 / week

1 / 24

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: City breaks

from £199 / night

£1,388 - £2,014 / week

1 / 33

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £199 / night

£1,388 - £2,014 / week

1 / 33

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £137 / night

£957 - £1,703 / week

1 / 32

Apartment accommodation in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £211 / night

£1,471 - £2,221 / week

1 / 31

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: City breaks

from £232 / night

£1,619 - £2,448 / week

1 / 28

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