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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

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  • 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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Great rentals within 20 miles that match your search

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Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £275 / night

£1,642 - £2,647 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Siesta Key

Siesta Key villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

9 reviews

from £640 / night

£4,480 / week

1 / 27

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

2 reviews

from £327 / night

£2,286 / week

1 / 22

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

18 reviews

from £132 / night

£924 - £1,591 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

7 reviews

from £218 / night

£2,635 / week

1 / 50

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: Catered / B&B

63 reviews

from £400 / night

£2,795 - £5,590 / week

1 / 47

Great rentals within 20 miles that match your search

Villa rental in Siesta Key

Siesta Key villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

34 reviews

from £406 / night

£2,842 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

25 reviews

from £251 / night

£1,757 - £2,635 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

12 reviews

from £343 / night

£2,400 / week

1 / 39

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

8 reviews

from £151 / night

£1,098 - £1,920 / week

1 / 22

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

41 reviews

from £114 / night

£798 - £2,077 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

4 reviews

from £266 / night

£1,856 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

1 review

from £87 / night

£572 / week

1 / 21

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: Catered / B&B

from £800 / night

£5,600 / week

1 / 49

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: Catered / B&B

from £320 / night

£2,240 / week

1 / 27

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £183 / night

£1,280 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £391 / night

£2,469 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £252 / night

£1,738 - £1,929 / week

1 / 13

Great rentals within 20 miles that match your search

Siesta Key holiday home accommodation

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £222 / night

£1,549 / week

1 / 35

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: Catered / B&B

2 reviews

from £142 / night

£1,120 / week

1 / 44

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: Catered / B&B

6 reviews

from £365 / night

£2,554 / week

1 / 49

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

5 reviews

from £146 / night

£904 - £3,468 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Catered / B&B

from £411 / night

£2,874 / week

1 / 39

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £411 / night

£2,874 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday hotel apartment in Siesta Key

Siesta Key hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £411 / night

£2,874 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Catered / B&B

from £137 / night

£954 / week

1 / 19

Great rentals within 20 miles that match your search

Siesta Key holiday townhouse accommodation

Siesta Key townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Catered / B&B

2 reviews

from £502 / night

£3,514 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £484 / night

£3,386 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa rental

Siesta Key villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £182 / night

£1,274 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Catered / B&B

from £274 / night

£1,914 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £438 / night

£3,066 / week

1 / 26

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £740 / night

£5,178 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday townhouse rental

Siesta Key townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Catered / B&B

from £301 / night

£2,106 / week

1 / 50

Great rentals within 20 miles that match your search

Home rental in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £265 / night

£1,850 / week

1 / 41

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Catered / B&B

from £191 / night

£1,338 / week

1 / 36

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: Catered / B&B

from £210 / night

£1,466 / week

1 / 43

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Catered / B&B

from £255 / night

£1,786 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Catered / B&B

from £447 / night

£3,130 / week

1 / 54

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: Catered / B&B

from £329 / night

£2,298 / week

1 / 36

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: Catered / B&B

from £959 / night

£6,714 / week

1 / 112

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