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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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  • 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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Waterfront
Nightlife

Great rentals within 20 miles that match your search

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Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

6 reviews

from £275 / night

£1,920 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

25 reviews

from £217 / night

£1,517 - £2,076 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Nightlife

1 review

from £798 / night

£5,581 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

1 review

from £343 / night

£2,377 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

2 reviews

from £240 / night

£1,677 / week

1 / 16

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: Nightlife

5 reviews

from £275 / night

£1,641 - £2,647 / week

1 / 22

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: Nightlife

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Siesta Key holiday apartment accommodation

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

26 reviews

from £147 / night

£1,024 / week

1 / 33

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: Nightlife

9 reviews

from £640 / night

£4,480 / week

1 / 27

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Nightlife

2 reviews

from £164 / night

£1,146 / week

1 / 80

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: Nightlife

64 reviews

from £400 / night

£2,795 - £5,589 / week

1 / 47

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: Nightlife

23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

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: Nightlife

25 reviews

from £251 / night

£1,757 - £2,635 / week

1 / 27

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

67 reviews

from £217 / night

£1,517 - £2,715 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Nightlife

19 reviews

from £215 / night

£1,372 - £1,504 / 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: Nightlife

12 reviews

from £343 / night

£2,400 / week

1 / 39

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: Nightlife

18 reviews

from £213 / night

£1,486 - £2,766 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 filter does not match: Nightlife

2 reviews

from £320 / night

£2,286 / week

1 / 22

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: Nightlife

4 reviews

from £549 / night

£3,840 / week

1 / 42

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: Nightlife

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: Nightlife

from £251 / night

£1,751 / week

1 / 33

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: Nightlife

1 review

from £435 / night

£3,040 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Nightlife

from £721 / night

£5,043 / week

1 / 24

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: Nightlife

2 reviews

from £142 / night

£1,120 / week

1 / 44

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

4 reviews

from £262 / night

£1,829 - £3,520 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Nightlife

3 reviews

from £252 / night

£1,760 - £2,720 / week

1 / 30

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: Nightlife

6 reviews

from £365 / night

£2,554 / 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: Nightlife

from £183 / night

£1,280 / week

1 / 173

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: Nightlife

from £128 / night

£896 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Nightlife

from £603 / night

£4,218 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Nightlife

1 review

from £685 / night

£4,794 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Nightlife

from £621 / night

£4,346 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

from £365 / night

£2,554 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with swimming pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £137 / night

£957 - £1,703 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Nightlife

from £199 / night

£1,388 - £2,014 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £232 / night

£1,619 - £2,448 / week

1 / 38

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

from £114 / night

£794 - £1,463 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £232 / night

£1,619 - £2,448 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Nightlife

1 review

from £114 / night

£794 - £1,463 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Nightlife

from £154 / night

£1,077 - £1,842 / week

1 / 38

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