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Holiday Lettings
> North America
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> Florida
> Villas and holiday rentals in Longboat Key

Villas in Longboat Key and Holiday rentals - Holiday Lettings - Holiday Rentals Longboat 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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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

£831 / week

1 / 28

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 4

1 filter does not match: Cot available

2 reviews

from £239 / night

£1,674 / week

1 / 16

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: Cot available

25 reviews

from £217 / night

£1,515 - £2,073 / week

1 / 31

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: Cot available

1 review

from £343 / night

£2,373 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home accommodation

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

40 reviews

from £379 / night

£2,651 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

5 reviews

from £188 / night

£1,045 - £3,750 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £150 / night

£892 - £3,000 / week

1 / 91

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: Cot available

18 reviews

from £132 / night

£922 - £1,588 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

12 reviews

from £264 / night

£1,512 - £5,167 / week

1 / 48

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: Cot available

34 reviews

from £406 / night

£2,837 / week

1 / 52

Great rentals within 20 miles that match your search

Apartment rental in Anna Maria Island with golf nearby

Anna Maria Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

21 reviews

from £208 / night

£1,206 - £4,120 / week

1 / 70

Great rentals within 20 miles that match your search

Holiday studio with golf nearby in Holmes Beach

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

1 review

from £181 / night

£1,265 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

21 reviews

from £151 / night

£1,054 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

2 reviews

from £81 / night

£565 / week

1 / 17

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: Cot available

2 reviews

from £320 / night

£2,282 / week

1 / 22

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

11 reviews

from £292 / night

£2,044 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £86 / night

£597 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home in Holmes Beach

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Cot available

17 reviews

from £274 / night

£1,917 / week

1 / 28

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: Cot available

8 reviews

from £151 / night

£1,095 - £1,917 / week

1 / 22

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: Cot available

8 reviews

from £114 / night

£796 - £2,073 / 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: Cot available

41 reviews

from £114 / night

£796 - £2,073 / 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: Cot available

29 reviews

from £226 / night

£1,582 - £3,187 / week

1 / 24

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: Cot available

1 review

from £128 / night

£895 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £193 / night

£1,323 - £3,196 / week

1 / 66

Great rentals within 20 miles that match your search

Holiday cottage in Palmetto

Palmetto cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Walking holidays

6 reviews

from £118 / night

£958 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £153 / night

£923 - £2,995 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday cottage in Anna Maria Island

Anna Maria Island cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

35 reviews

from £88 / night

£614 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £457 / night

£3,194 / week

1 / 28

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £177 / night

£987 - £3,540 / week

1 / 53

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £198 / night

£1,184 - £3,870 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

2 reviews

from £171 / night

£980 - £3,369 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £218 / night

£1,304 - £4,492 / week

1 / 41

Great rentals within 20 miles that match your search

Bradenton Beach holiday home rental

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Cot available

2 reviews

from £474 / night

£2,616 - £9,860 / week

1 / 85

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £149 / night

£870 - £2,995 / week

1 / 47

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

1 review

from £152 / night

£846 - £3,000 / week

1 / 59

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: Cot available

1 review

from £391 / night

£2,738 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

1 review

from £189 / night

£1,045 - £3,749 / week

1 / 60

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £139 / night

£788 - £2,848 / week

1 / 54

Great rentals within 20 miles that match your search

Bradenton Beach holiday condo accommodation

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £151 / night

£914 - £3,359 / week

1 / 78

Great rentals within 20 miles that match your search

Condo rental in Cortez with golf nearby

Cortez condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £173 / night

£939 - £3,366 / week

1 / 61

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