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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.
Property type
  • Condo (3)
  • Apartment (10)
  • Villa (8)
  • Cottage (4)
  • House (60)
  • Townhouse (3)
  • Studio (4)
  • Guest house (2)
  • Caravan/Mobile Home (1)

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3 Holiday homes

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Condo
Private garden

Great rentals within 20 miles that match your search

Longboat Key holiday condo rental

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £349 / night

£2,443 / week

1 / 36

Great rentals within 20 miles that match your search

Condo rental in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £154 / night

£1,075 / week

1 / 18

Great rentals within 20 miles that match your search

Condo rental in Bee Ridge

Bee Ridge condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £92 / night

£645 / week

1 / 19

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Private garden

from £461 / night

£3,223 / week

1 / 30

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: Private garden

2 reviews

from £242 / night

£1,689 / week

1 / 16

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: Private garden

6 reviews

from £277 / night

£1,934 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Sarasota

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

from £92 / night

£645 / week

1 / 24

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: Private garden

41 reviews

from £115 / night

£803 - £2,091 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private garden

8 reviews

from £115 / night

£803 - £2,091 / week

1 / 24

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

29 reviews

from £228 / night

£1,596 - £3,215 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday condo in Sarasota

Sarasota condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private garden

1 review

from £77 / night

£537 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private garden

4 reviews

from £131 / night

£916 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private garden

1 review

from £129 / night

£903 / week

1 / 52

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: Private garden

5 reviews

from £102 / night

£709 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £134 / night

£829 - £1,087 / week

1 / 27

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

10 reviews

from £313 / night

£1,837 - £2,574 / week

1 / 24

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: Property type

1 review

from £365 / night

£2,555 / 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: Private garden

6 reviews

from £271 / night

£1,895 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

2 reviews

from £55 / night

£359 - £544 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £254 / night

£1,773 / week

1 / 11

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: Private garden

4 reviews

from £267 / night

£1,869 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

19 reviews

from £152 / night

£1,064 / week

1 / 41

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: Property type

1 review

from £428 / night

£2,993 / week

1 / 32

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: Private garden

6 reviews

from £364 / night

£2,546 / 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: Property type

26 reviews

from £148 / night

£1,032 / 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: Property type

9 reviews

from £645 / night

£4,512 / week

1 / 27

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: Property type

7 reviews

from £219 / night

£2,654 / week

1 / 50

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: Property type

34 reviews

from £409 / night

£2,862 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday caravan/mobile home in Sarasota

Sarasota caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £108 / night

£752 / week

1 / 8

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: Private garden

19 reviews

from £217 / night

£1,381 - £1,676 / week

1 / 27

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: Property type

120 reviews

from £98 / night

£681 - £800 / week

1 / 35

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: Private garden

8 reviews

from £152 / night

£1,105 - £1,934 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £329 / night

£2,302 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday studio in Longboat Key

Longboat Key studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

5 reviews

from £156 / night

£1,004 - £1,322 / week

1 / 29

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Private garden

50 reviews

from £484 / night

£3,384 / week

1 / 69

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private garden

1 review

from £395 / night

£2,762 / week

1 / 23

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: Property type

from £526 / night

£3,678 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Longboat Key

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

from £350 / night

£2,449 / week

1 / 22

Great rentals within 20 miles that match your search

Siesta Key holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private garden

2 reviews

from £349 / night

£2,443 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £356 / night

£2,488 / week

1 / 13

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