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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

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)
  • House (5)
  • Condo (5)
  • Guest house (1)

All filters (2)

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12 Holiday homes

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Great rentals within 20 miles that match your search

Holiday condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
25 reviews

from £217 / night

£1,517 - £2,076 / week

1 / 31

Great rentals within 20 miles that match your search

Anna Maria holiday home rental

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £759 / night

£5,299 - £14,501 / week

1 / 100

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

£598 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday condo in Bradenton Beach

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £207 / night

£1,191 - £4,105 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday condo rental

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
1 review

from £128 / night

£896 / week

1 / 52

Great rentals within 20 miles that match your search

Holmes Beach holiday home rental

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £284 / night

£1,921 - £5,579 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday condo with golf nearby in Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £106 / night

£704 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday home in Ellenton

Ellenton house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £549 / night

£3,840 / week

1 / 35

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 £154 / night

£1,076 / 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 £229 / night

£1,372 - £1,829 / week

1 / 42

Great rentals within 20 miles that match your search

Apartment rental in Bradenton with golf nearby

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £91 / night

£634 / week

1 / 45

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

£832 / 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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Holiday home in Siesta Key

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Walking holidays

1 review

from £798 / night

£5,581 / week

1 / 23

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: Jacuzzi or hot tub

1 review

from £343 / night

£2,377 / week

1 / 38

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: Jacuzzi or hot tub

8 reviews

from £114 / night

£798 - £2,077 / 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: Jacuzzi or hot tub

29 reviews

from £227 / night

£1,585 - £3,193 / 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: Jacuzzi or hot tub

2 reviews

from £240 / night

£1,677 / week

1 / 16

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 £380 / night

£2,656 / week

1 / 36

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: Walking holidays

17 reviews

from £206 / night

£1,372 / 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 6

1 filter does not match: Jacuzzi or hot tub

18 reviews

from £132 / night

£924 - £1,591 / week

1 / 41

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: Walking holidays

7 reviews

from £218 / night

£2,635 / week

1 / 50

Great rentals within 20 miles that match your search

Holiday home in Siesta Key

Siesta Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Walking holidays

64 reviews

from £400 / night

£2,795 - £5,589 / week

1 / 47

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: Jacuzzi or hot tub

34 reviews

from £406 / night

£2,842 / week

1 / 52

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: Walking holidays

67 reviews

from £217 / night

£1,517 - £2,715 / week

1 / 36

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: Jacuzzi or hot tub

1 review

from £181 / night

£1,267 / 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: Jacuzzi or hot tub

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: Jacuzzi or hot tub

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: Jacuzzi or hot tub

11 reviews

from £293 / night

£2,048 / week

1 / 20

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: Jacuzzi or hot tub

8 reviews

from £151 / night

£1,097 - £1,920 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday condo in Longboat Key

Longboat Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Jacuzzi or hot tub

1 review

from £343 / night

£2,377 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Bradenton

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £94 / night

£653 / week

1 / 37

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: Jacuzzi or hot tub

1 review

from £392 / night

£2,743 / week

1 / 23

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: Walking holidays

from £348 / night

£2,432 / week

1 / 22

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: Jacuzzi or hot tub

35 reviews

from £88 / night

£615 / 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: Jacuzzi or hot tub

from £458 / night

£3,200 / week

1 / 28

Great rentals within 20 miles that match your search

Oneco holiday home rental

Oneco house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Walking holidays

from £325 / night

£2,275 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Walking holidays

from £721 / night

£5,043 / week

1 / 24

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: Jacuzzi or hot tub

from £1,198 / night

£6,950 / week

1 / 60

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: Jacuzzi or hot tub

from £622 / night

£4,352 / week

1 / 55

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: Walking holidays

from £822 / night

£5,754 / week

1 / 40

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