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Holiday Lettings
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> 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.
Property type
  • Hotel apartment (3)
  • Apartment (47)
  • Villa (10)
  • Cottage (6)
  • House (64)
  • Townhouse (9)
  • Studio (1)
  • Condo (46)
  • Guest house (2)

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3 Holiday homes

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Great rentals within 20 miles that match your search

Siesta Key holiday hotel apartment rental

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £357 / night

£2,496 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday hotel apartment in Siesta Key

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £337 / night

£2,356 / week

1 / 32

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

from £411 / night

£2,874 / week

1 / 30

Great rentals within 20 miles that match your search

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Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Property type

2 reviews

from £412 / night

£2,880 / 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

£1,677 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £92 / night

£640 / week

1 / 10

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 £78 / night

£544 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £55 / night

£384 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in Sarasota

Sarasota house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £55 / night

£384 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £229 / night

£1,600 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday home rental

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £92 / night

£640 / week

1 / 11

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 £217 / night

£1,518 - £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: Property type

1 review

from £798 / night

£5,581 / week

1 / 23

Great rentals within 20 miles that match your search

Cottage rental in Anna Maria

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £283 / night

£1,978 / week

1 / 21

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: Property type

3 reviews

from £320 / night

£2,240 / week

1 / 59

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: Property type

1 review

from £343 / night

£2,377 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £160 / night

£1,120 / week

1 / 12

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 £196 / night

£1,372 - £3,200 / week

1 / 39

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: Property type

6 reviews

from £362 / night

£2,528 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £1,006 / night

£6,400 - £11,429 / week

1 / 33

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: Property type

10 reviews

from £275 / night

£1,920 / week

1 / 26

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: Property type

40 reviews

from £380 / night

£2,656 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Siesta Key

Siesta Key apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £118 / night

£826 / week

1 / 25

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: Property type

24 reviews

from £179 / night

£1,280 - £1,440 / week

1 / 16

Great rentals within 20 miles that match your search

Siesta Key holiday apartment rental

Siesta Key apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Property type

16 reviews

from £252 / night

£2,012 - £2,103 / week

1 / 23

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: Property type

2 reviews

from £164 / night

£1,146 / week

1 / 80

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Property type

37 reviews

from £503 / night

£1,806 - £9,052 / week

1 / 49

Great rentals within 20 miles that match your search

Home rental in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £174 / night

£1,216 / week

1 / 16

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 £218 / night

£2,635 / 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 £406 / night

£2,842 / week

1 / 52

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: Property type

23 reviews

from £388 / night

£2,715 - £6,308 / week

1 / 24

Great rentals within 20 miles that match your search

Home accommodation in Holmes Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

1 review

from £165 / night

£1,152 / week

1 / 16

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £183 / night

£1,280 / week

1 / 45

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 £97 / night

£677 - £715 / week

1 / 35

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: Property type

21 reviews

from £151 / night

£1,056 / 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: Property type

2 reviews

from £81 / night

£566 / 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: Property type

2 reviews

from £320 / night

£2,286 / 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: Property type

11 reviews

from £293 / night

£2,048 / 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: Property type

1 review

from £86 / night

£598 / 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: Property type

17 reviews

from £275 / night

£1,920 / week

1 / 28

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