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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
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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.
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  • House (3)

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3 Holiday homes

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Private pool
Smokers

Great rentals within 20 miles that match your search

Sarasota holiday home rental

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £218 / night

£1,527 / week

1 / 28

Great rentals within 20 miles that match your search

Gulf Gate Estates holiday home accommodation

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £297 / night

£1,825 / week

1 / 24

Great rentals within 20 miles that match your search

Lockwood Ridge holiday home rental

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12
1 review

from £119 / night

£830 / week

1 / 28

Great rentals within 20 miles that match your search

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: Smokers

1 review

from £796 / night

£5,571 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in Sarasota

Sarasota cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Smokers

1 review

from £424 / night

£2,966 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Smokers

23 reviews

from £388 / night

£2,710 - £6,297 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

120 reviews

from £97 / night

£675 - £714 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday condo with swimming pool in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Smokers

5 reviews

from £101 / night

£703 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

1 review

from £362 / night

£2,533 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 filter does not match: Smokers

from £799 / night

£5,590 / week

1 / 49

Great rentals within 20 miles that match your search

Cottage rental in Siesta Key

Siesta Key cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

1 review

from £178 / night

£1,246 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Smokers

1 review

from £501 / night

£3,286 - £3,733 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Smokers

4 reviews

from £548 / night

£3,833 / week

1 / 42

Great rentals within 20 miles that match your search

Ski home to rent in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Smokers

1 review

from £434 / night

£3,035 / week

1 / 22

Great rentals within 20 miles that match your search

Home rental in Osprey

Osprey house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £521 / night

£3,646 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £320 / night

£2,236 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Smokers

2 reviews

from £206 / night

£1,438 / week

1 / 33

Great rentals within 20 miles that match your search

Gulf Gate Estates holiday home rental

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £192 / night

£1,060 / week

1 / 27

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Smokers

1 review

from £2,272 / night

£15,900 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £457 / night

£3,194 / week

1 / 16

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Smokers

from £274 / night

£1,917 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home in North Sarasota

North Sarasota house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £343 / night

£2,396 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Smokers

from £571 / night

£3,993 / week

1 / 194

Great rentals within 20 miles that match your search

Sarasota holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from £160 / night

£1,118 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Smokers

63 reviews

from £399 / night

£2,790 - £5,579 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

9 reviews

from £209 / night

£1,463 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Smokers

6 reviews

from £365 / night

£2,549 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £452 / night

£3,162 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home rental

Siesta Key house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Smokers

from £260 / night

£1,821 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday guest house in Siesta Key

Siesta Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Smokers

from £183 / night

£1,278 / week

1 / 173

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Sarasota

Sarasota house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £206 / night

£1,438 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

from £392 / night

£2,421 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £410 / night

£2,869 / week

1 / 49

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £593 / night

£4,146 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Smokers

from £328 / night

£2,294 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home in Pinecraft

Pinecraft house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

2 reviews

from £205 / night

£1,026 - £1,691 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Smokers

1 review

from £315 / night

£2,201 / week

1 / 27

Great rentals within 20 miles that match your search

Gulf Gate Estates holiday home let

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Smokers

from £546 / night

£3,646 - £4,539 / week

1 / 20

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 16

1 filter does not match: Smokers

from £956 / night

£6,692 / week

1 / 112

Great rentals within 20 miles that match your search

Holiday home in Lido Key

Lido Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Smokers

from £619 / night

£4,332 / week

1 / 26

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