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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 -

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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 (128)
  • Villa (14)
  • Cottage (1)
  • House (52)
  • Townhouse (16)
  • Studio (2)
  • Condo (156)
  • Hotel apartment (3)
  • Log cabin (2)
  • Guest house (1)

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375 Holiday homes

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Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
24 reviews

from £180 / night

£1,261 / week

1 / 24

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
24 reviews

from £180 / night

£1,293 - £1,455 / week

1 / 16

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7
16 reviews

from £254 / night

£2,032 - £2,125 / week

1 / 23

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6
1 review

from £347 / night

£2,402 - £2,494 / week

1 / 38

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
8 reviews

from £153 / night

£1,109 - £1,940 / week

1 / 22

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
2 reviews

from £350 / night

£2,451 / week

1 / 25

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 28

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £324 / night

£2,263 / week

1 / 27

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £361 / night

£2,522 / week

1 / 18

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £135 / night

£944 - £1,634 / week

1 / 31

Holiday home with swimming pool in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from £809 / night

£5,657 / week

1 / 49

Apartment letting in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £201 / night

£1,404 - £2,037 / week

1 / 22

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £213 / night

£1,489 - £2,247 / week

1 / 26

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £213 / night

£1,489 - £2,247 / week

1 / 21

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £201 / night

£1,404 - £2,037 / week

1 / 33

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £115 / night

£803 - £1,481 / week

1 / 37

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £213 / night

£1,489 - £2,247 / week

1 / 15

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £213 / night

£1,489 - £2,247 / week

1 / 29

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £135 / night

£944 - £1,634 / week

1 / 26

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £135 / night

£944 - £1,634 / week

1 / 39

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£968 - £1,723 / week

1 / 25

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £213 / night

£1,489 - £2,247 / week

1 / 23

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £201 / night

£1,404 - £2,037 / week

1 / 24

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £201 / night

£1,404 - £2,037 / week

1 / 17

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
6 reviews

from £272 / night

£1,901 / week

1 / 45

Siesta Key holiday villa rental

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £188 / night

£1,312 - £1,617 / week

1 / 25

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £115 / night

£803 - £1,481 / week

1 / 24

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £108 / night

£1,617 / week

1 / 38

Holiday apartment in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 32

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 23

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 28

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £166 / night

£1,158 - £1,973 / week

1 / 44

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 23

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 26

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 31

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £234 / night

£1,638 - £2,477 / week

1 / 38

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £166 / night

£1,158 - £1,973 / week

1 / 27

Holiday apartment in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £156 / night

£1,089 - £1,864 / week

1 / 38

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
10 reviews

from £314 / night

£1,843 - £2,582 / week

1 / 24

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £201 / night

£1,404 - £2,037 / week

1 / 24

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