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Holiday Lettings
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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

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 (1)
  • Villa (3)
  • Cottage (2)
  • House (8)
  • Condo (1)
  • Guest house (1)

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16 Holiday homes

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Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4
11 reviews

from £295 / night

£2,059 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Bradenton Beach

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £460 / night

£3,218 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday cottage in Bradenton Beach

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
10 reviews

from £197 / night

£1,379 - £3,218 / week

1 / 39

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
35 reviews

from £89 / night

£618 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Bradenton

Bradenton condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £86 / night

£601 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday villa in Holmes Beach

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£874 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday home in North Sarasota

North Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £184 / night

£1,288 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£966 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Anna Maria

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £920 / night

£6,439 - £11,037 / week

1 / 55

Great rentals within 20 miles that match your search

Sarasota holiday apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £111 / night

£774 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday villa in Lido Key

Lido Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £147 / night

£1,030 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday guest house in Gulf Gate Estates

Gulf Gate Estates guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £155 / night

£1,082 / week

1 / 16

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £230 / night

£1,380 - £1,840 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday home in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10
2 reviews

from £414 / night

£2,896 / week

1 / 24

Great rentals within 20 miles that match your search

Bradenton holiday home rental

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10
2 reviews

from £395 / night

£2,294 / week

1 / 21

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 £120 / night

£837 / week

1 / 28

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Lido Key

Lido Key house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

from £2,394 / night

£17,493 / week

1 / 101

Great rentals within 20 miles that match your search

Home rental in Braden River

Braden River house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

from £300 / night

£2,095 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday home in Cortez

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private garden

from £1,206 / night

£6,999 / week

1 / 60

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 15

1 filter does not match: Cycling holidays

1 review

from £2,279 / night

£15,951 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday guest house in Longboat Key

Longboat Key guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £114 / night

£793 / week

1 / 20

Great rentals within 20 miles that match your search

Gulf Gate Estates holiday home rental

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £194 / night

£1,069 / week

1 / 27

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: Cycling holidays

3 reviews

from £277 / night

£1,934 / week

1 / 54

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: Cycling holidays

from £461 / night

£3,223 / week

1 / 16

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: Private garden

from £147 / night

£1,025 / week

1 / 26

Great rentals within 20 miles that match your search

Condo accommodation in Holmes Beach with golf nearby

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private garden

from £626 / night

£4,383 / week

1 / 55

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: Cycling holidays

from £156 / night

£1,381 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Palma Sola

Palma Sola house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £249 / night

£1,740 / week

1 / 39

Great rentals within 20 miles that match your search

Sarasota holiday home rental

Sarasota house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Cycling holidays

from £415 / night

£2,900 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Bradenton Beach

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private garden

from £415 / night

£2,900 / week

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Bradenton with swimming pool, golf nearby

Bradenton villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

from £226 / night

£1,579 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Sarasota

Sarasota house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Private garden

from £237 / night

£1,657 / week

1 / 143

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cycling holidays

from £174 / night

£1,218 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday home in Bradenton

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cycling holidays

from £806 / night

£5,639 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday home in Ellenton

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Private garden

from £553 / night

£3,867 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cycling holidays

from £364 / night

£2,546 / week

1 / 31

Great rentals within 20 miles that match your search

Siesta Key holiday home rental

Siesta Key house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Cycling holidays

from £277 / night

£1,934 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with indoor pool in Bradenton

Bradenton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Cycling holidays

from £622 / night

£4,351 / week

1 / 25

Great rentals within 20 miles that match your search

Gulf Gate Estates holiday home accommodation

Gulf Gate Estates house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Cycling holidays

from £300 / night

£1,842 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Oneco

Oneco apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cycling holidays

from £115 / night

£829 - £921 / week

1 / 12

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