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Holiday Lettings
> North America
> United States
> 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

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.
Property type
  • Apartment (15)
  • Villa (3)
  • Cottage (5)
  • House (26)
  • Townhouse (1)
  • Studio (2)
  • Condo (25)
  • Guest house (1)

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15 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £150 / night

£836 - £2,989 / week

1 / 62

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £152 / night

£844 - £2,994 / week

1 / 47

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
21 reviews

from £212 / night

£1,198 - £4,101 / week

1 / 70

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment accommodation

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £198 / night

£1,083 - £3,865 / week

1 / 49

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 review

from £227 / night

£1,299 - £4,489 / week

1 / 59

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
5 reviews

from £191 / night

£1,055 - £3,749 / 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 5
2 reviews

from £171 / night

£974 - £3,367 / week

1 / 48

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
12 reviews

from £264 / night

£1,492 - £5,159 / 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 review

from £230 / night

£1,319 - £4,482 / week

1 / 41

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
2 reviews

from £149 / night

£858 - £3,001 / week

1 / 91

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £152 / night

£872 - £2,999 / week

1 / 59

Great rentals within 20 miles that match your search

Bradenton Beach holiday apartment rental

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £180 / night

£990 - £3,535 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
2 reviews

from £81 / night

£567 / week

1 / 17

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
18 reviews

from £133 / night

£926 - £1,596 / week

1 / 41

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £110 / night

£770 / week

1 / 72

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Sarasota holiday apartment rental

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £236 / night

£1,649 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £413 / night

£2,886 / 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 4

1 filter does not match: Property type

2 reviews

from £240 / night

£1,680 / 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: Property type

25 reviews

from £218 / night

£1,520 - £2,080 / 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: Property type

1 review

from £799 / night

£5,591 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

3 reviews

from £321 / night

£2,245 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday apartment rental

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Cycling holidays

from £137 / night

£956 / week

1 / 23

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: Property type

29 reviews

from £227 / night

£1,588 - £3,199 / 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: Property type

1 review

from £129 / night

£898 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment in Lido Key

Lido Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £146 / night

£1,020 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £119 / night

£871 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

10 reviews

from £197 / night

£1,375 - £3,209 / week

1 / 39

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: Cycling holidays

5 reviews

from £275 / night

£1,646 - £2,654 / week

1 / 22

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cycling holidays

15 reviews

from £207 / night

£1,444 - £2,086 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Bradenton Beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cycling holidays

1 review

from £157 / night

£1,100 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Holmes Beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

from £138 / night

£962 - £1,649 / week

1 / 19

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: Cycling holidays

2 reviews

from £164 / night

£1,148 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday apartment in Sarasota

Sarasota apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cycling holidays

17 reviews

from £207 / night

£1,375 / week

1 / 19

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: Cycling holidays

2 reviews

from £328 / night

£2,290 / week

1 / 22

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: Cycling holidays

23 reviews

from £389 / night

£2,723 - £6,325 / 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: Cycling holidays

25 reviews

from £252 / night

£1,760 - £2,640 / 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: Cycling holidays

67 reviews

from £218 / night

£1,520 - £2,720 / week

1 / 36

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: Cycling holidays

12 reviews

from £344 / night

£2,405 / week

1 / 39

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: Property type

1 review

from £182 / night

£1,270 / 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: Cycling holidays

21 reviews

from £152 / night

£1,058 / week

1 / 36

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